OHANA 59
$36,700 - $39,000 / WEEK
Ohana Yacht Charter
Experience luxury sailing at its finest aboard Ohana, a stunning 2021 Samana 59 catamaran that combines spacious living areas, sleek design, and smooth sailing performance. Whether you’re planning a day of adventure or a long, leisurely cruise, Ohana offers the perfect setting to create unforgettable memories with family and friends.
Luxury Features
Ohana is designed with comfort in mind, offering expansive spaces where guests can unwind and enjoy the breathtaking surroundings. The cockpit provides an ideal spot for leisurely meals, comfortably accommodating large groups for alfresco dining. On the foredeck, a beautifully designed sunbathing area invites you to soak up the Caribbean warmth, while the flybridge offers an elevated retreat with sweeping 360-degree ocean views.
Elegant Accommodations
Designed to host up to six guests, Ohana features three beautifully appointed queen cabins, each with a private ensuite bathroom, electric head, vanity, and separate shower. Natural light floods the yacht’s modern interior, creating a bright and welcoming atmosphere. Custom air-conditioning ensures that each cabin remains at the perfect temperature for a restful night at sea. For families traveling with children, a starboard V-berth can be made available upon request.
A True Sailing Escape
From the moment you step aboard, Ohana invites you to embrace the beauty of the open water in total relaxation. Whether you’re savoring a gourmet meal on deck, lounging under the sun, or taking in a golden sunset from the flybridge, every experience on board is crafted for pure enjoyment.
Secure Your Dream Charter
Sail away on a journey of luxury and adventure with Ohana. Whether you’re seeking a peaceful retreat or an exciting getaway, this exquisite catamaran is ready to deliver an unforgettable experience. Book your charter today and discover the magic of sailing in style.
3 Queens
Starboard V-Berth available for children upon request
BUILT/REFIT
YEAR
2021
YACHT
LENGTH
59 Ft
NUMBER OF
CABINS
3
NUMBER OF
GUESTS
6
TOTAL
CREW
2
CHARGES
FROM
$36,700
| Accommodations | |
|---|---|
| Cabins: | 3 |
| Queen: | 3 |
| Single Cabins: | 1 |
| Showers: | 4 |
| Electric Heads: | 4 |
| Engine Details | |
|---|---|
| 2 Volvo 150 hp | |
| Fuel Consumption: | - |
| Cruising Speed: | - |
| Max Speed: | - |
| Details | |
|---|---|
| Type: | Cat |
| Beam: | 31 Feet |
| Draft: | 5 Feet |
| Pax: | 6 |
| YearBuilt: | 2021 |
| Builder: | Fountaine Pajot |
| Engines: | 2 Volvo 150 hp |
| JetSkis: | No |
| Flag: | BVI |
| SatTv: | No |
| RegNum: | 753639 |
| Jacuzzi: | No |
| A/C: | Full |
| Locations | |
|---|---|
| Winter Area: | Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (BVI) |
| Summer Area: | Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (BVI) |
| Pick Up Locations | |
|---|---|
| Pref. Pick-up: | - |
| Other Pick-up: | - |
| Amenities | |
|---|---|
| Salon Tv/VCR: | Yes |
| Salon Stereo: | Yes |
| Sat Tv: | Starlink |
| Camcorder: | No |
| Books: | - |
| Board Games: | Yes |
| Deck Shower: | Yes |
| Water Maker: | Yes |
| Special Diets: | Inq |
| Kosher: | Inq |
| BBQ: | No |
| Minimum Age: | 1 |
| Inverter: | Yes |
| Voltages: | 220v (110v with plugs) |
| Water Maker: | Yes |
| Ice Maker: | Yes |
| Sailing Instructions: | - |
| Internet Access: | - |
| Hairdryers: | - |
| Guests Smokes: | No |
| Crew Smokes: | Inq |
| Pets Aboard: | No |
| Hammock: | - |
| Water Sports | |
|---|---|
| Dinghy size: | 12' |
| Dinghy hp: | 40 |
| Water Skis Adult: | No |
| Water Skis Kids: | No |
| Jet Skis: | No |
| Kneeboard: | No |
| Windsurfer: | No |
| Snorkel Gear: | Yes |
| Tube: | Yes |
| Scurfer: | No |
| Wake Board: | Yes |
| Kayaks 1 Pax: | No |
| Kayaks (2 Pax): | Yes |
| Floating Mats: | Yes |
| Swim Platform: | Yes |
| Boarding Ladder (Loc/Type): | - |
| Sailing Dinghy: | - |
| Beach Games: | - |
| Fishing Gear: | Yes |
| Gear Type: | Off Shore |
| Rods: | 2 |
Captain
Brian Velesbir
Nation: American
Chef/First Mate
Jessi Shipley
Nation: South African
Captain Brian Velesbir
Born and raised in Connecticut, Captain Brian grew up sailing the waters of Long Island Sound, where his grandfather helped pioneer one of the region’s original friendly racing circuits. That early exposure to life under sail sparked a lifelong love for the ocean. While studying at the University of Rhode Island, Brian joined the sailing club, quickly earning a reputation for chasing wind and adventure far beyond the classroom. His sailing exploits expanded across New England, eventually leading him to own and operate several vessels up and down the East Coast.
But frozen dock lines and icy winters couldn’t compete with turquoise waters and steady trade winds. So — in true sailor fashion — Brian sold everything, bought a catamaran, and set sail for the Caribbean. Years later, he’s found his home in the Virgin Islands, where the landscapes are lush, the anchorages are stunning, and the sailing is as good as it gets.
When not at the helm, Brian is known to swap the sea for snow, sneaking off for backcountry and helicopter skiing missions in the Rocky Mountains. But for now, he’s happily anchored at sea level, ready to share his love of island life, marine wildlife, and off-the-beaten-path adventures with his guests.
Chef Jessi Shipley
Jessi was born and raised in Johannesburg, South African, despite the distance, Jessi has always loved the ocean! Her family spent most holidays in Knysna, a picturesque coastal town, perfect for sailing, waterskiing, wakeboarding, and fishing, Jessi learned how to drive boats at a very young age, and she received her PADI Junior Open Water certification at the age of 12, dreaming of one day becoming a Dive Instructor and travelling around the world.
In 2005, Jessi and her family relocated to Cape Town, South Africa and put the Scuba Diving dreams on hold to pursue another passion - Design. Jessi earned a BA in Creative Brand communication and Marketing, but despite building a successful career as a Graphic Designer and Social Media Manager in Cape Town, the ocean was calling.
In 2015, Jessi became a Dive Instructor and relocated to the Seychelles where she was introduced to the Yachting Industry. Since then, Jessi has worked on various size Superyachts, moto ryachts and sailing vessels, taking on multiple roles, as a Deckhand, Dive Instructor, Stewardess, and Chef, gaining invaluable experience in every department.
Jessi’s passion for cooking has always been a significant part of her life, while travelling she eagerly participates in cooking classes to taste the local cuisine and learn new cooking techniques. She is always looking for ways to elevate her guest’s culinary experience onboard, while making sure to prepare fresh and flavorful dishes, often saying “it’s paradise on a plate”
Jessi is deeply committed to providing a professional level of service in a relaxed and friendly atmosphere. Jessi’s dedication to excellence ensures that every dish not only satisfies but also delights her guests..
Born and raised in Connecticut, Captain Brian grew up sailing the waters of Long Island Sound, where his grandfather helped pioneer one of the region’s original friendly racing circuits. That early exposure to life under sail sparked a lifelong love for the ocean. While studying at the University of Rhode Island, Brian joined the sailing club, quickly earning a reputation for chasing wind and adventure far beyond the classroom. His sailing exploits expanded across New England, eventually leading him to own and operate several vessels up and down the East Coast.
But frozen dock lines and icy winters couldn’t compete with turquoise waters and steady trade winds. So — in true sailor fashion — Brian sold everything, bought a catamaran, and set sail for the Caribbean. Years later, he’s found his home in the Virgin Islands, where the landscapes are lush, the anchorages are stunning, and the sailing is as good as it gets.
When not at the helm, Brian is known to swap the sea for snow, sneaking off for backcountry and helicopter skiing missions in the Rocky Mountains. But for now, he’s happily anchored at sea level, ready to share his love of island life, marine wildlife, and off-the-beaten-path adventures with his guests.
Chef Jessi Shipley
Jessi was born and raised in Johannesburg, South African, despite the distance, Jessi has always loved the ocean! Her family spent most holidays in Knysna, a picturesque coastal town, perfect for sailing, waterskiing, wakeboarding, and fishing, Jessi learned how to drive boats at a very young age, and she received her PADI Junior Open Water certification at the age of 12, dreaming of one day becoming a Dive Instructor and travelling around the world.
In 2005, Jessi and her family relocated to Cape Town, South Africa and put the Scuba Diving dreams on hold to pursue another passion - Design. Jessi earned a BA in Creative Brand communication and Marketing, but despite building a successful career as a Graphic Designer and Social Media Manager in Cape Town, the ocean was calling.
In 2015, Jessi became a Dive Instructor and relocated to the Seychelles where she was introduced to the Yachting Industry. Since then, Jessi has worked on various size Superyachts, moto ryachts and sailing vessels, taking on multiple roles, as a Deckhand, Dive Instructor, Stewardess, and Chef, gaining invaluable experience in every department.
Jessi’s passion for cooking has always been a significant part of her life, while travelling she eagerly participates in cooking classes to taste the local cuisine and learn new cooking techniques. She is always looking for ways to elevate her guest’s culinary experience onboard, while making sure to prepare fresh and flavorful dishes, often saying “it’s paradise on a plate”
Jessi is deeply committed to providing a professional level of service in a relaxed and friendly atmosphere. Jessi’s dedication to excellence ensures that every dish not only satisfies but also delights her guests..
DAY BREAK
All breakfasts served with a fresh tropical fruit platter & your choice of yogurt parfaits, sunrise smoothies, or chia pudding pots.
Caribbean Rum French Toast
Grilled pineapple, crispy bacon & toasted coconut
Halloumi & Avo Smash
Sourdough, poached egg, rocket, parmesan & sweet pepper drops
3 Cheese Frittata
Spinach, sun-dried tomato relish & toasted focaccia
Breakfast Croissants
Fluffy scrambled eggs, sharp cheddar, crispy bacon & chilli mayo
Shakshuka
Poached eggs simmering in a smoky harissa tomato sauce, feta, avocado & toasted sourdough
Crispy Waffle
Smoked bacon, berry coulis, whipped vanilla cream & lemon pearls
Savory Crepes
Mozzarella cheese & prosciutto topped with a sunny side up egg
MIDDAY
Local Mahi Mahi Tacos
Island-caught fresh mahi mahi, avocado, hibiscus cabbage slaw & mango salsa
Served with charred corn ribs
Orange-Ginger Chicken
Tri-colour quinoa, mixed radish salad & a tangy Asian sesame dressing
Boat Burgers
Toasted brioche buns, caramelized onions & spicy pickles
Served with salt & pepper baby potatoes
Mediterranean Flatbread
Prosciutto, burrata, rocket & crispy fried capers
Spicy Ahi Poke Bowl
Carrot & cucumber ribbons, avocado, watermelon radish, salted edamame & lotus root chips
Beef Tagliata
Seared beef, rocket salad, balsamic roasted cherry tomatoes & parmesan shavings
Greek Lamb
Mediterranean salad, falafel bites, crispy smoked paprika chickpeas, hummus, tzatziki & grilled pita
HORS D’OEUVRES
Mezze Board
Paired with a sparkling Prosecco Spritz.
Spicy Ponzu Tuna on Rice Paper Clouds
Paired with a Lychee Saketini.
Crispy Kataifi Shrimp
Paired with a chilled Frozé.
Bruschetta Trio
Paired with an Aperol Spritz.
Rainbow Spring Rolls with a honey sesame, ginger soy, & spicy mango dipping sauces
Paired with a refreshing Ginger Mojito.
Nacho Bites
Paired with a Spicy Margarita.
Salt & Pepper Calamari with a punchy wasabi mayo
Paired with a Soggy Breeze.
MAIN
Crispy Ginger Pork Fried Rice
Charred broccolini, steamed bok choy & chili oil crunch
Tagliatelle all’Arrabbiata
Smoked paprika prawns, crispy pancetta & burrata
Butter-Poached Sea Bass
Champagne risotto, sautéed asparagus, crispy fried capers
Crispy Duck
Sweet potato rounds, rainbow beets & pomegranate glaze
Lamb Shank
Toasted pearl couscous, roasted radish, grilled courgette & herb jus
Thai Green Curry
Local red snapper, jasmine rice & crisp pompadoms
Fillet Mignon
Hasselback potato, roasted garlic & carrot puree, sugar snap peas
DESSERT
Tropical Pavlova
Whipped coconut cream, pomegranate, passionfruit & mixed berries
Yuzu Chocolate Mousse
Raspberry dark chocolate bark
Blood Orange Posset
Buttery shortbread & candied citrus
Lotus Cheesecake
Caramel cookie crumble & salted caramel popcorn
Tiramisu Tini
Espresso martini & dark chocolate shavings
Limoncello Meringue
Toasted marshmallow, lemon zest & fresh mint
Chocolate Brownies
Fudge, cocoa nib tuile & warm chocolate fondue
April 2026
Ohana, was truly special and luxurious. We LOVE the galley down with more social room in the salon. Brian and Jessi were the ULTIMATE crew. They became family to us and we had them share movie nights with us and took them ashore to dinner. I can only write a love letter to you all for all the guidance and the best crews ever. We'll be doing this again next year and can't wait. Meanwhile, we're missing Jessi's delicious food after one night at home. Brian would find the most secluded and special places to just relax and enjoy the water without the crowds. Our family loved them both and keep saying this was the trip of a lifetime. THANK YOU.
~David
March 2026
Jessi & Brian
What an absolutely perfect trip. Good sails, warm seas, beautiful anchorages, a welcoming vessel, and truly the best crew ever.
The food and drinks…
Jessi - a total 5-star culinary experience! Every meal prepared to perfection and plated as a work of art — kudos! We will be dreaming about those poke bowls.
Brian - captain and legendary bartender, you kept everything running smooth and spirits high in every way.
Lacy’s 50th was a full-on rock star week. Thank you for taking such great care of us. We will carry the memories for a lifetime. Pow wow!
~Lacy & Jordan / Mike & Allison / Cissy & Stewart
March 2026
Jessi & Brian,
Thank you so much for an incredible time sailing around the BVIs. It truly felt like a week in paradise! We had such a fun time experiencing everything — the sails, snorkeling, beaches, sea life, and exploring the beautiful clear water and reefs. There was never a dull moment, and every day was filled with fun.
One of our favorite parts was paddle boarding around and seeing the fish and stunning reefs up close. Thank you also for the wonderful hospitality, the amazing food, and for sharing your beautiful Ohana with us. We truly enjoyed every moment.
~The Ayers Family
February 2026
Brian & Jessi,
Thank you both for hosting us for such a beautiful and incredible week in the BVI. We are so grateful for your top-notch hospitality, thoughtful planning, and all of your help throughout the trip. This was truly the best experience out of our three BVI adventures.
We loved every part of it...from the great conversations and unforgettable memories to the amazing food (the avocado toast was miraculous!) and wonderful sailing. The amenities on your beautiful boat made everything even more special, and the drinks certainly went down easy for our group. Our love for the ocean and the BVI only continues to grow as we make memories with friends and crew like you.
We hope to come aboard again for another adventure in the future. Cheers to you both, and safe sailing until we meet again.
All our best,
Smith, Vickers, Eggleston & Brunes
February 2026
Brian & Jessi –
The word of the week is “Swell”
Thank you for skillfully taking us through the storm + keeping us safe. You chased the sun for us & found it! :)
Food was amazing!
Drinks were fabulous!
The week was incredibly relaxing!
Thanks for all of the suggestions + recommendations, as they were spot on.
You understood all our quirks + accommodated our group so well.
Thank you!
Jason + Jenny
Dan + Jody
Your favorite foodie Kevin + Allison
July 2025
Brian and Jessi,
I will be back for the food, the floaty dock and the football on the big screen. Ya'll are so nice, I ate too much. This was the coolest trip we have ever been on. All of the islands were so pretty. You guys are amazing and so nice, Jessi your food is hands down the best food I have had. Brian you make a mean mango colada. This has been one of the best weeks ever. Thanks for throwing the ball with us and taking us tubing. You made our 4th of July so much fun! I don't think any of us will forget this trip! Thank you guys.
Love, The Bryan Family
James, Tammy, Maddie, Parker & Mel
June 2025
Brian & Jessi,
Thank you so much for an AMAZING trip! We're so impressed with how much ya'll were able to fit into one week, but we know there is more out there so we will have to come back and visit! Jessi - all the food was delicious and we are already dreading having to cook for ourselves. Poke bowls and the Pavlova were perfect (along with everything else)!! Brian - thank you for keeping us safe on course and always having something fun planned! You also make a mean cocktail - your bushwacker was way better than Pizza Pies. This was the best week ever and a trip we will never forget, in large part because of the two of you! Thank you for all that you do, you both are the best and thank you for making my Dad's 50th Birthday so special! Hopefully we will be back soon!
Love the Carr family, Francis, Deirdre, Morgan, Charlotte, Thomas and Rosie.
June 2025
We've said it multiple times and we can't say it enough, how truly amazing this trip was! Since the first day on the boat we were blown away with the boat itself, the beautiful setting, and the best crew. Thank you so much for such an amazing trip! We loved experiencing all the "must see" stops along the way that we would never have seen without you! All the pictures and new memories we now have wouldn't have come without that. On top of everything my dad enjoyed sailing, my sister enjoyed the beaches, my mom loved seeing the sea turtles up close, and I loved the full breakfast cooked by Chef Jessi. All the food jessi made was so delicious and looked too good to eat. We loved trying all your recipes and different desserts than what we make at home. Brian, thank you for sailing us, answering all my dad's questions, and saving us on the blow up mat wehn we couldn't paddle ourselves back to the boat. We love OHANA!
We will be back.
Ben, Racquel, Cadence & Claire Brechtel.
May 2025
Dear Brian & Jessi.
Wow Wow Wow!
This week has filled our hearts with joy and we leave with precious memories we will forever treasure. What a beautiful experience celebrating our daughter's college graduation. It was truly a blessing finding you two, and this boat, Ohana. We are so grateful for all the heart and soul you put into everything that made this week so special and so amazing. You are both so gifted and talented and everything you surpassed our expectations. Thank you for the relaxation, restoration, celebration, fun, activities, wonderful meals and love you put into all of it. So much thought and intention goes into all of it - some seen and so much not and we appreciate all of it so much! Take care & best wishes! Thanks for a magical week!
Love the Corrigans, Larry, Marni, Mikaila & Kelsey.
April 2025
Thank you for the BEST vacation! The food was incredible and every day was a different adventure. We had so much fun while getting to see an incredible amount within the BVI. The biggest shout out to Chef Jessi convincing Ellie Grace (our picky eater) to try everything and love so much of the food. You have put together everything so effortlessly to accommodate my special diet.
You two have a great dynamic and we cannot imagine chartering a boat with anyone else. We wish we could have stayed a month as it was so much fun and relaxing.
Thanks again for putting such thought and effort into our spring break!
Love,
The Sultz show
Chrstine, Jeff, Lauren, Ellie Grace and Ryan
April 2025
Dear Brian and Jessi,
What a restful trip! We're not sure what will last longer, the memories or the absolute exhaustion from so much fun during this week. Hopefully the former! Thank you so much for a phenomenal trip, you guys really were the cherry on top of a magical experience. Thanks for putting up with us and our bottles of wine, cases of beer and the mystery bottles of liquor haha.
Looking forward to the next time on Ohana
Jenny/Collin, Phill/Patti, Kristen and Ezal
March 2025
Brian and Jessi,
Thank you for taking care of us during our beautiful stay on Ohana. If anyone is looking for the ultimate Caribbean charter, Ohana is the way to go. Captain Brian makes sure every part of the trip is smooth, fun, and packed with adventure. Chef Jessi? Absolute legend. Every meal was top-tier—fresh, flavorful, and exactly what you want after a day on the water. From the laid-back island vibes of Anegada to epic sunset cruises and legendary stops at Jost Van Dyke, Ohana delivers. Walking the beaches of Anegada felt like stepping into a postcard, with crystal-clear water and powdery sand. Unbeatable views, great drinks, and that perfect end-of-day chill. The crew really makes the trip special, Captain Brian and Chef Jessi make it more than just a trip—it’s an experience you won’t forget. Can’t wait to book again. ⭐️⭐️⭐️⭐️⭐️ – Highly recommend.
- Lina, Jeff, Jay, Jill, Jenn and Pete
February 2025
Brian & Jessi,
This is hands down the most relaxing Caribbean trip we have had as a family. Honestly, I was a bit anxious before the trip, worrying that the girls would be bored. But you guys totally blew our expectations out of the water – from the excursions you organized, to the cocktail drinks you catered to our preference and the Michelin level meals you prepared. We can tell the thought and care you put into getting ready for the charter and the effort to make every group feel welcome/comfortable. We cannot recommend you guys enough! Once again, a heartfelt appreciation for making this a memorable trip.
Linying, X, Sonya and Sorina
January 2025
Everything was wonderful on the trip. It was definitely our favorite one so far and the crew was a 10/10. They are very down to earth people and easy to get along with. Brian has an immense amount of knowledge about the area and the waters. For sure the most confident captain we have had. Jessi's food was impeccable, always checking in to make sure we liked it and if we needed more. Every meal was unique and there was never a bad one. She has a huge range of what she can cook.
I think all of us would agree that experiencing Necker Island was the best part of the trip. It started off as a joke to go to the island because my sister is a huge fan of Tarte makeup and they were having one of their influencer trips there during our trip. Brian said he actually had a contact for island tours and was able to get us on in 2 days. What started out as a joke with my sister turned out to be the coolest part of our trip. Definitely a surreal experience since I grew up hearing about that island for the last 20 years. Anegada was also a new experience for us, so that was a fun day. We rented Mokes for the day and bounced around the island and different beach bars. Soggy Dollar is also always a classic.
Will
January 2025
Jessi and Brian,
Thank you so much for an absolutely amazing trip. Your attention to detail, knowledge, care, kindness and humor are unmatched – you are simply the best. You really felt like an extension of our family during this trip. We loved adventuring on all the different islands with you guys, enjoying all the amazing food, and the incredible amount of laughs. It should be an easy choice to take a trip with Ohana again. We have been on four different charters in the BVI and this has been our favorite by far!
Thank you for everything!
See you again soon!
George, Lisa, Will, Ryce, Calli & Nicole
January 2025
Jessi & Brian
Thank you so much for an amazing trip!! We don’t want to leave. We loved learning about and exploring the islands. The beautiful water and scenery will hold a special place in our hearts. The Quality family time on the boat was so special for us. The Kids loved Bitter End and Soggy Dollar. They are already talking about their next visit. None of this would be as memorable without the two of you. You make Ohana special. Wonderful meals, excellent captaining, delicious cocktails and unmatched hospitality. The boat is beautiful but it is just a boat without its talented chef and charming captain. Thank you making unforgettable memories for us.
XXOO – The Brooks Family
December 2024
We had the most amazing experience aboard Ohana, a beautiful 60-ft catamaran, in December! The crew was absolutely incredible and went above and beyond to ensure our trip was unforgettable. Captain Brian was not only knowledgeable but also a fantastic guide, taking us to over 9 stunning islands and leading us in many exciting water activities. Jessi, the chef, blew us away with her culinary skills—every meal was a masterpiece!
Ohana itself was spacious and comfortable, perfectly accommodating our group of six with room to spare. We were also lucky to have perfect weather, which made the experience even more magical. From the impeccable service to the breathtaking scenery, this charter exceeded all our expectations. Highly recommend!
Omar
December 2024
Brian and Jessi,
Words cannot express how special you have made this trip, it has been incredible! From the food, drinks and the endless trip to “off the beaten path” places. To all future guests, Hog Heaven boasts an element of what these trips are all about, great food and amazing view and of course great company. We are honored to be the first guests to write in your welcome book and even more fortunate to have you as our crew.
- Rick, Dylan & Caden
P.S. We are hereby nominating Anegada & Conch Shell Island as the most beautiful places on the planet. Caden + Rick nominate Tipsys as the best bar on planet earth and Dylan cannot stop thinking about how good the drinks are at Sids.
Previous Guest Testimony from Previous Yacht
Magnus is the best!!! Exceeded our expectations at every turn. Hope to be able to sail with him again. Jade and Jessi are awesome. The food was fantastic and no matter what curveball we through at her she handled it seamlessly and professionally. Jessi was great! Whether it be teaching us how to scuba dive or making the cocktail of the day, she always had a smile on her face and made us all feel special. Yacht was perfect and there was always plenty to do on the boat. Unicorn is a special animal... The food and drink were superb. Like I said earlier, we had very high expectations of our trip and every aspect was exceeded.
- The Terwilliger Family
Previous Guest Testimony from Previous Yacht
Hi guys!
How can we begin to thank you for giving us this amazing, beautiful, memorable, perfect vacation? We will always remember the two of you and the week on Azulia. We loved the FOOD, the two of you, the perfect spots you chose, tubing, hiking, shopping, and the snorkeling. Your hospitality was over the top. We are definitely going to come back for another trip. Safe travels! Anytime you are in Maryland look us up, so we can return the hospitality.
Thank you
Previous Guest Testimony from Previous Yacht
Truly amazing! What a glorious time we all had, and it was made especially awesome by you two - the ultimate dynamic duo! We felt so taken care of and loved by you guys - we've all agreed that we'll miss you two as much as the Virgin Islands! The experience has been utterly wonderful, and we are most grateful for your generosity, kindness, expertise, and hard work.
Previous Guest Testimony from Previous Yacht
What can we say but WOW!! That was a fantastic initiation into The BVI’s, Kismet and the amazing and professional treatment we received from both of you!! The handling of all the details, including sailing and introductions to the different destinations, water sports, the timely refreshments and of course the delicious Jessi’s 5 star meals!
Previous Guest Testimony from Previous Yacht
Wow! What an amazing trip! The crew both exceeded our expectations! So much thought and attention to detail made our trip the BEST sailing trip ever!
Dan and Jessi are talented, professional and fun and a perfect fit for us. We will certainly come back. Our yacht was well managed, comfortable and great floor plan. We will see you again soon.
Previous Guest Testimony from Previous Yacht
Thank you for a week of inspiration and memories - great meals, hours of inspiring conversation, beautiful views, and excessive photos. I cannot thank you guys enough for the hospitality and radiance throughout the last couple of days. I hope to do what the two of you have done and have the privilege to live this wonderful lifestyle in the future.
Thank you, thank you!
Previous Guest Testimony from Previous Yacht
Thank you so much for a beautiful trip through the Virgin Islands. Kismet offered great spaces for relaxing, reading, eating, playing games etc. Brian and Jessi were great hosts. Very flexible and accommodating, showing us so many private spots to chill. Food was unbelievable - nice job Jess. Looking forward to your Instagram updates and recipe book :) Visit all of us in Michigan anytime! We would love to show you around.
Previous Guest Testimony from Previous Yacht
Thank you for an incredible week onboard Kismet. Everything was perfect! We enjoyed how different each of the experiences were - beach excursions, sunsets, cocktails and cruises & the many snorkeling experiences. Every meal was world class and expertly presented. The boat was spotlessly clean. You both were so much fun to be with and you made IYT so much fun for our family. We will cherish these memories for a lifetime. Happy Sailing.
Love, The Moore Family, Martha, Leigh, Josh, Abby, Mollie, Taylor and Kelsey.
Previous Guest Testimony from Previous Yacht
Captain Brian & Chef Jessi
We eight arrived with high hopes and expectations…somehow you exceeded them all!
Our trip created memories for a lifetime…Byeee
Jess you make the world a happier place, you are a true talent. Thank you for you’re amazing food!
Brian you are the balance we needed, calm, fun, safe and diligent. Thank you for being in charge of a bunch of A-types.
Kari, Ryan Fleming.
Previous Guest Testimony from Previous Yacht
Thank you, Brian and Jess. Joubert, Johnson and Skillings Family.
Beautiful weather, awesome anchorages, & places aside. You guys were the nest to do this with! So knowledgeable about everything and also cool, calm and collected. Great energy.
Thank you for showing us around and for the delicious food, we had such a great trip and we are lucky to be here.
Thank you, Brian and Jessy, for an amazing trip. You’ve been such great guides throughout the trip - great spots, interesting information and even better food! Both of you went out of your way to make sure everyone was comfortable & taken care of. -Lauren
Previous Guest Testimony from Previous Yacht
Captain Brian and Chef Jessi are an exceptional team! Kismet would be a shell without you guys. Our first Moorings vacation has quickly risen to the top of our travel lists.
The islands of course are beautiful, the sunsets, the water and even the weather. However, as so often in this case you remember the people. Captain Brian is the perfect blend of professionalism and friend. There was never a moment of doubt that we weren’t in good hands, great in fact. Jessi made food that was not only delicious, but thoughtfully presented and served. She’s a Chef and an Artist. Together they represent the best of the island.
If you are reading this, consider yourself privileged, you are in the presence of greatness. Sit back. Relax and enjoy!
Wren, Leonard and Martz families
Previous Guest Testimony from Previous Yacht
Capt & Chef delivered an amazing experience to a group of old and new friend and family.
Brian is a professional Captain that knows the area really well, we loved seeing the BVI and the USVI on our trip. An experience that went well above and beyond expectations.
Jess is an exceptional Chef who has passion for food and gave us amazing meals while meeting all our dietary needs. Overall this trip had attention to detail, exploring everything we could and we feel we saw and experienced everything we could. Truly the best vacation of our lives!
With a grateful heart, Jeff, Denise, Casey, Katie, Brent, Jenni, Brian and Jenny.
Rates are Inclusive
| Season | 2 PAX | 3 PAX | 4 PAX | 5 PAX | 6 PAX | 7 PAX | 8 PAX | 9 PAX | 10 PAX | 11 PAX | 12 PAX |
|---|---|---|---|---|---|---|---|---|---|---|---|
| Winter 2025 to 2026 | $37,000 | $37,500 | $38,000 | $38,500 | $39,000 | ||||||
| Summer 2026 | $37,000 | $37,500 | $38,000 | $38,500 | $39,000 | ||||||
| Winter 2026 to 2027 | $37,000 | $37,500 | $38,000 | $38,500 | $39,000 | ||||||
| Summer 2027 | $37,000 | $37,500 | $38,000 | $38,500 | $39,000 |
What is included in a All Inclusive Charter? What Is NOT Included?
Unless otherwise specified-Caribbean Standard All-Inclusive Charters include the following:
- Standard check-in/check-out of 12pm
- Light daily housekeeping
- Breakfast, lunch, canapés/afternoon tea, dinner and snacks
- Standard ship’s bar: vodka, gin, rum, whiskey, tequila, triple sec, mixers, local beers, table wine and water/coffee/tea and soft drinks
- Stereo with MP3/iPhone connection with indoor/outdoor speakers; 3G/4G Wi-Fi access point
- Snorkeling equipment, fishing gear, kayaks, dingy tender with outboard motors
- Water toys such as floating islands, and air mattresses
- Separate bathroom and living quarters for crew
- Reputable and licensed crew who have local knowledge of waters and are able to adjust menus based on guest’s preferences and dietary restrictions
- Operating expenses including: use of air conditioning, fuel, water, sailing permits/taxes, local taxes and crew wages
What Is Not Included in Standard All-Inclusive Charters:
- Gratuity for crew. Gratuity is at guest discretion and is typically between 15-20%
- Meals and beverages at restaurants and bars
- Rendezvous diving, ASA sailing certification courses and any other offshore excursions
- Premium wines and spirits
Additional Rate Details
Cruising Area
• Virgin Islands (USVI & BVI)
Base Port
• Yacht Haven Grande (YHG) – St. Thomas, USVI
• Additional pick-up/drop-off available at American Yacht Harbor (AYH), St. Thomas
• BVI ports available on request (Contact us for details)
Yacht Status & Operations
• Based in St. Thomas, USVI
• USVI pick-up/drop-off preferred
• BVI pick-ups/drop-offs accepted with advance approval
Customs Fees & Cruising Permits
• Included
Rates & Terms
Minimum charter nights
• 5-night minimum
• Shorter charters considered on request
Short-Term Charter Rate Calculations
• 6 nights = weekly rate ÷ 7 × 6
• 5 nights or less = weekly rate ÷ 6 × number of nights
Sleep Aboard Option
Enjoy a relaxed evening onboard before your charter begins.
• Offered at 50% of the daily rate
• Boarding available after 4:00 PM
• Includes snacks, welcome cocktails & continental breakfast
• Dinner ashore at guest expense
• Excludes Christmas & New Year’s weeks
Dining Options – The number of meals listed are based on a 7 night charter
Full-Board Plan – Great for guests who want a fully onboard culinary experience
• 7 breakfasts, 7 lunches & 7 dinners onboard
• Standard plan included in your charter rate
Half-Board Plan – Ideal for guests who enjoy dining ashore
• 7 breakfasts, 4 lunches & 3 dinners onboard
• 3 lunches & 4 dinners ashore (guest expense)
• $150 per person discount
Local Fare Meal Plan – A taste of Caribbean cuisine
• 7 breakfasts, 5 lunches & 6 dinners onboard
• 2 lunches & 1 dinner ashore (guest expense)
• $75 per person discount
Holiday Rates 2025 / 2026 Season
Holiday season pricing is full-board only, 7 nights
Christmas Week
• $43,000 | 2–6 guests
• Must end on or before December 26
New Year’s Week
• $47,000 | 2–6 guests
• May not start prior to December 27
Important Notes
• Charter waiver required in addition to standard contract
• Please inquire for BVI port availability due to annual limit
• Virgin Islands (USVI & BVI)
Base Port
• Yacht Haven Grande (YHG) – St. Thomas, USVI
• Additional pick-up/drop-off available at American Yacht Harbor (AYH), St. Thomas
• BVI ports available on request (Contact us for details)
Yacht Status & Operations
• Based in St. Thomas, USVI
• USVI pick-up/drop-off preferred
• BVI pick-ups/drop-offs accepted with advance approval
Customs Fees & Cruising Permits
• Included
Rates & Terms
Minimum charter nights
• 5-night minimum
• Shorter charters considered on request
Short-Term Charter Rate Calculations
• 6 nights = weekly rate ÷ 7 × 6
• 5 nights or less = weekly rate ÷ 6 × number of nights
Sleep Aboard Option
Enjoy a relaxed evening onboard before your charter begins.
• Offered at 50% of the daily rate
• Boarding available after 4:00 PM
• Includes snacks, welcome cocktails & continental breakfast
• Dinner ashore at guest expense
• Excludes Christmas & New Year’s weeks
Dining Options – The number of meals listed are based on a 7 night charter
Full-Board Plan – Great for guests who want a fully onboard culinary experience
• 7 breakfasts, 7 lunches & 7 dinners onboard
• Standard plan included in your charter rate
Half-Board Plan – Ideal for guests who enjoy dining ashore
• 7 breakfasts, 4 lunches & 3 dinners onboard
• 3 lunches & 4 dinners ashore (guest expense)
• $150 per person discount
Local Fare Meal Plan – A taste of Caribbean cuisine
• 7 breakfasts, 5 lunches & 6 dinners onboard
• 2 lunches & 1 dinner ashore (guest expense)
• $75 per person discount
Holiday Rates 2025 / 2026 Season
Holiday season pricing is full-board only, 7 nights
Christmas Week
• $43,000 | 2–6 guests
• Must end on or before December 26
New Year’s Week
• $47,000 | 2–6 guests
• May not start prior to December 27
Important Notes
• Charter waiver required in addition to standard contract
• Please inquire for BVI port availability due to annual limit
X
Available
X
Booked
X
Hold
X
Unavailable
Vessel Specs
- : Cat
- : 31 Feet
- : 5 Feet
- : 6
- : 2021
- : Fountaine Pajot
- : 2 Volvo 150 hp
- : No
- : No
- : Yacht offers Rendezvous Diving only
- : Brian Velesbir
- : BVI
- : No
- : 753639
| Accommodations | |
|---|---|
| Cabins: | 3 |
| Queen: | 3 |
| Single Cabins: | 1 |
| Showers: | 4 |
| Wash Basins: | 4 |
| Heads: | 4 |
| Electric Heads: | 4 |
| Engine Details | |
|---|---|
| 2 Volvo 150 hp | |
| Fuel Consumption: | - |
| Cruising Speed: | - |
| Max Speed: | - |
| Details | |
|---|---|
| Refit: | - |
| Helipad: | No |
| Jacuzzi: | No |
| A/C: | Full |
| Locations | |
|---|---|
| Winter Area: | Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (BVI) |
| Summer Area: | Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (BVI) |
| Pick Up Locations | |
|---|---|
| Pref. Pick-up: | - |
| Other Pick-up: | - |
Water Fun
| Amenities | |
|---|---|
| Salon Tv/VCR: | Yes |
| Salon Stereo: | Yes |
| Sat Tv: | Starlink |
| # of Videos: | - |
| # DVDs/Movies: | - |
| # CD's: | - |
| Camcorder: | No |
| Books: | - |
| Board Games: | Yes |
| Sun Awning: | - |
| Deck Shower: | Yes |
| Bimini: | - |
| Water Maker: | Yes |
| Special Diets: | Inq |
| Kosher: | Inq |
| BBQ: | No |
| # Dine In: | - |
| Minimum Age: | 1 |
| Generator: | - |
| Inverter: | Yes |
| Voltages: | 220v (110v with plugs) |
| Water Maker: | Yes |
| Water Cap: | - |
| Ice Maker: | Yes |
| Sailing Instructions: | - |
| Internet Access: | - |
| Gay Charters: | Inq |
| Nude: | Inq |
| Hairdryers: | - |
| # Port Hatches: | - |
| Guests Smokes: | No |
| Crew Smokes: | Inq |
| Pets Aboard: | No |
| Pet Type: | - |
| Guest Pets: | - |
| Children Ok: | Yes |
| Hammock: | - |
| Windscoops: | - |
| Water Sports | |
|---|---|
| Dinghy size: | 12' |
| Dinghy hp: | 40 |
| Dinghy # pax: | 6 |
| Water Skis Adult: | No |
| Water Skis Kids: | No |
| Jet Skis: | No |
| Wave Runners: | No |
| Kneeboard: | No |
| Windsurfer: | No |
| Snorkel Gear: | Yes |
| Tube: | Yes |
| Scurfer: | No |
| Wake Board: | Yes |
| Kayaks 1 Pax: | No |
| Kayaks (2 Pax): | Yes |
| Floating Mats: | Yes |
| Swim Platform: | Yes |
| Boarding Ladder (Loc/Type): | - |
| Sailing Dinghy: | - |
| Beach Games: | - |
| Fishing Gear: | Yes |
| Gear Type: | Off Shore |
| Rods: | 2 |
Meet the Crew
Captain
Brian Velesbir
Nation: American
Chef/First Mate
Jessi Shipley
Nation: South African
Captain Brian Velesbir
Born and raised in Connecticut, Captain Brian grew up sailing the waters of Long Island Sound, where his grandfather helped pioneer one of the region’s original friendly racing circuits. That early exposure to life under sail sparked a lifelong love for the ocean. While studying at the University of Rhode Island, Brian joined the sailing club, quickly earning a reputation for chasing wind and adventure far beyond the classroom. His sailing exploits expanded across New England, eventually leading him to own and operate several vessels up and down the East Coast.
But frozen dock lines and icy winters couldn’t compete with turquoise waters and steady trade winds. So — in true sailor fashion — Brian sold everything, bought a catamaran, and set sail for the Caribbean. Years later, he’s found his home in the Virgin Islands, where the landscapes are lush, the anchorages are stunning, and the sailing is as good as it gets.
When not at the helm, Brian is known to swap the sea for snow, sneaking off for backcountry and helicopter skiing missions in the Rocky Mountains. But for now, he’s happily anchored at sea level, ready to share his love of island life, marine wildlife, and off-the-beaten-path adventures with his guests.
Chef Jessi Shipley
Jessi was born and raised in Johannesburg, South African, despite the distance, Jessi has always loved the ocean! Her family spent most holidays in Knysna, a picturesque coastal town, perfect for sailing, waterskiing, wakeboarding, and fishing, Jessi learned how to drive boats at a very young age, and she received her PADI Junior Open Water certification at the age of 12, dreaming of one day becoming a Dive Instructor and travelling around the world.
In 2005, Jessi and her family relocated to Cape Town, South Africa and put the Scuba Diving dreams on hold to pursue another passion - Design. Jessi earned a BA in Creative Brand communication and Marketing, but despite building a successful career as a Graphic Designer and Social Media Manager in Cape Town, the ocean was calling.
In 2015, Jessi became a Dive Instructor and relocated to the Seychelles where she was introduced to the Yachting Industry. Since then, Jessi has worked on various size Superyachts, moto ryachts and sailing vessels, taking on multiple roles, as a Deckhand, Dive Instructor, Stewardess, and Chef, gaining invaluable experience in every department.
Jessi’s passion for cooking has always been a significant part of her life, while travelling she eagerly participates in cooking classes to taste the local cuisine and learn new cooking techniques. She is always looking for ways to elevate her guest’s culinary experience onboard, while making sure to prepare fresh and flavorful dishes, often saying “it’s paradise on a plate”
Jessi is deeply committed to providing a professional level of service in a relaxed and friendly atmosphere. Jessi’s dedication to excellence ensures that every dish not only satisfies but also delights her guests..
Born and raised in Connecticut, Captain Brian grew up sailing the waters of Long Island Sound, where his grandfather helped pioneer one of the region’s original friendly racing circuits. That early exposure to life under sail sparked a lifelong love for the ocean. While studying at the University of Rhode Island, Brian joined the sailing club, quickly earning a reputation for chasing wind and adventure far beyond the classroom. His sailing exploits expanded across New England, eventually leading him to own and operate several vessels up and down the East Coast.
But frozen dock lines and icy winters couldn’t compete with turquoise waters and steady trade winds. So — in true sailor fashion — Brian sold everything, bought a catamaran, and set sail for the Caribbean. Years later, he’s found his home in the Virgin Islands, where the landscapes are lush, the anchorages are stunning, and the sailing is as good as it gets.
When not at the helm, Brian is known to swap the sea for snow, sneaking off for backcountry and helicopter skiing missions in the Rocky Mountains. But for now, he’s happily anchored at sea level, ready to share his love of island life, marine wildlife, and off-the-beaten-path adventures with his guests.
Chef Jessi Shipley
Jessi was born and raised in Johannesburg, South African, despite the distance, Jessi has always loved the ocean! Her family spent most holidays in Knysna, a picturesque coastal town, perfect for sailing, waterskiing, wakeboarding, and fishing, Jessi learned how to drive boats at a very young age, and she received her PADI Junior Open Water certification at the age of 12, dreaming of one day becoming a Dive Instructor and travelling around the world.
In 2005, Jessi and her family relocated to Cape Town, South Africa and put the Scuba Diving dreams on hold to pursue another passion - Design. Jessi earned a BA in Creative Brand communication and Marketing, but despite building a successful career as a Graphic Designer and Social Media Manager in Cape Town, the ocean was calling.
In 2015, Jessi became a Dive Instructor and relocated to the Seychelles where she was introduced to the Yachting Industry. Since then, Jessi has worked on various size Superyachts, moto ryachts and sailing vessels, taking on multiple roles, as a Deckhand, Dive Instructor, Stewardess, and Chef, gaining invaluable experience in every department.
Jessi’s passion for cooking has always been a significant part of her life, while travelling she eagerly participates in cooking classes to taste the local cuisine and learn new cooking techniques. She is always looking for ways to elevate her guest’s culinary experience onboard, while making sure to prepare fresh and flavorful dishes, often saying “it’s paradise on a plate”
Jessi is deeply committed to providing a professional level of service in a relaxed and friendly atmosphere. Jessi’s dedication to excellence ensures that every dish not only satisfies but also delights her guests..
Chef's Table
DAY BREAK
All breakfasts served with a fresh tropical fruit platter & your choice of yogurt parfaits, sunrise smoothies, or chia pudding pots.
Caribbean Rum French Toast
Grilled pineapple, crispy bacon & toasted coconut
Halloumi & Avo Smash
Sourdough, poached egg, rocket, parmesan & sweet pepper drops
3 Cheese Frittata
Spinach, sun-dried tomato relish & toasted focaccia
Breakfast Croissants
Fluffy scrambled eggs, sharp cheddar, crispy bacon & chilli mayo
Shakshuka
Poached eggs simmering in a smoky harissa tomato sauce, feta, avocado & toasted sourdough
Crispy Waffle
Smoked bacon, berry coulis, whipped vanilla cream & lemon pearls
Savory Crepes
Mozzarella cheese & prosciutto topped with a sunny side up egg
MIDDAY
Local Mahi Mahi Tacos
Island-caught fresh mahi mahi, avocado, hibiscus cabbage slaw & mango salsa
Served with charred corn ribs
Orange-Ginger Chicken
Tri-colour quinoa, mixed radish salad & a tangy Asian sesame dressing
Boat Burgers
Toasted brioche buns, caramelized onions & spicy pickles
Served with salt & pepper baby potatoes
Mediterranean Flatbread
Prosciutto, burrata, rocket & crispy fried capers
Spicy Ahi Poke Bowl
Carrot & cucumber ribbons, avocado, watermelon radish, salted edamame & lotus root chips
Beef Tagliata
Seared beef, rocket salad, balsamic roasted cherry tomatoes & parmesan shavings
Greek Lamb
Mediterranean salad, falafel bites, crispy smoked paprika chickpeas, hummus, tzatziki & grilled pita
HORS D’OEUVRES
Mezze Board
Paired with a sparkling Prosecco Spritz.
Spicy Ponzu Tuna on Rice Paper Clouds
Paired with a Lychee Saketini.
Crispy Kataifi Shrimp
Paired with a chilled Frozé.
Bruschetta Trio
Paired with an Aperol Spritz.
Rainbow Spring Rolls with a honey sesame, ginger soy, & spicy mango dipping sauces
Paired with a refreshing Ginger Mojito.
Nacho Bites
Paired with a Spicy Margarita.
Salt & Pepper Calamari with a punchy wasabi mayo
Paired with a Soggy Breeze.
MAIN
Crispy Ginger Pork Fried Rice
Charred broccolini, steamed bok choy & chili oil crunch
Tagliatelle all’Arrabbiata
Smoked paprika prawns, crispy pancetta & burrata
Butter-Poached Sea Bass
Champagne risotto, sautéed asparagus, crispy fried capers
Crispy Duck
Sweet potato rounds, rainbow beets & pomegranate glaze
Lamb Shank
Toasted pearl couscous, roasted radish, grilled courgette & herb jus
Thai Green Curry
Local red snapper, jasmine rice & crisp pompadoms
Fillet Mignon
Hasselback potato, roasted garlic & carrot puree, sugar snap peas
DESSERT
Tropical Pavlova
Whipped coconut cream, pomegranate, passionfruit & mixed berries
Yuzu Chocolate Mousse
Raspberry dark chocolate bark
Blood Orange Posset
Buttery shortbread & candied citrus
Lotus Cheesecake
Caramel cookie crumble & salted caramel popcorn
Tiramisu Tini
Espresso martini & dark chocolate shavings
Limoncello Meringue
Toasted marshmallow, lemon zest & fresh mint
Chocolate Brownies
Fudge, cocoa nib tuile & warm chocolate fondue
Guest Reviews
April 2026
Ohana, was truly special and luxurious. We LOVE the galley down with more social room in the salon. Brian and Jessi were the ULTIMATE crew. They became family to us and we had them share movie nights with us and took them ashore to dinner. I can only write a love letter to you all for all the guidance and the best crews ever. We'll be doing this again next year and can't wait. Meanwhile, we're missing Jessi's delicious food after one night at home. Brian would find the most secluded and special places to just relax and enjoy the water without the crowds. Our family loved them both and keep saying this was the trip of a lifetime. THANK YOU.
~David
March 2026
Jessi & Brian
What an absolutely perfect trip. Good sails, warm seas, beautiful anchorages, a welcoming vessel, and truly the best crew ever.
The food and drinks…
Jessi - a total 5-star culinary experience! Every meal prepared to perfection and plated as a work of art — kudos! We will be dreaming about those poke bowls.
Brian - captain and legendary bartender, you kept everything running smooth and spirits high in every way.
Lacy’s 50th was a full-on rock star week. Thank you for taking such great care of us. We will carry the memories for a lifetime. Pow wow!
~Lacy & Jordan / Mike & Allison / Cissy & Stewart
March 2026
Jessi & Brian,
Thank you so much for an incredible time sailing around the BVIs. It truly felt like a week in paradise! We had such a fun time experiencing everything — the sails, snorkeling, beaches, sea life, and exploring the beautiful clear water and reefs. There was never a dull moment, and every day was filled with fun.
One of our favorite parts was paddle boarding around and seeing the fish and stunning reefs up close. Thank you also for the wonderful hospitality, the amazing food, and for sharing your beautiful Ohana with us. We truly enjoyed every moment.
~The Ayers Family
February 2026
Brian & Jessi,
Thank you both for hosting us for such a beautiful and incredible week in the BVI. We are so grateful for your top-notch hospitality, thoughtful planning, and all of your help throughout the trip. This was truly the best experience out of our three BVI adventures.
We loved every part of it...from the great conversations and unforgettable memories to the amazing food (the avocado toast was miraculous!) and wonderful sailing. The amenities on your beautiful boat made everything even more special, and the drinks certainly went down easy for our group. Our love for the ocean and the BVI only continues to grow as we make memories with friends and crew like you.
We hope to come aboard again for another adventure in the future. Cheers to you both, and safe sailing until we meet again.
All our best,
Smith, Vickers, Eggleston & Brunes
February 2026
Brian & Jessi –
The word of the week is “Swell”
Thank you for skillfully taking us through the storm + keeping us safe. You chased the sun for us & found it! :)
Food was amazing!
Drinks were fabulous!
The week was incredibly relaxing!
Thanks for all of the suggestions + recommendations, as they were spot on.
You understood all our quirks + accommodated our group so well.
Thank you!
Jason + Jenny
Dan + Jody
Your favorite foodie Kevin + Allison
July 2025
Brian and Jessi,
I will be back for the food, the floaty dock and the football on the big screen. Ya'll are so nice, I ate too much. This was the coolest trip we have ever been on. All of the islands were so pretty. You guys are amazing and so nice, Jessi your food is hands down the best food I have had. Brian you make a mean mango colada. This has been one of the best weeks ever. Thanks for throwing the ball with us and taking us tubing. You made our 4th of July so much fun! I don't think any of us will forget this trip! Thank you guys.
Love, The Bryan Family
James, Tammy, Maddie, Parker & Mel
June 2025
Brian & Jessi,
Thank you so much for an AMAZING trip! We're so impressed with how much ya'll were able to fit into one week, but we know there is more out there so we will have to come back and visit! Jessi - all the food was delicious and we are already dreading having to cook for ourselves. Poke bowls and the Pavlova were perfect (along with everything else)!! Brian - thank you for keeping us safe on course and always having something fun planned! You also make a mean cocktail - your bushwacker was way better than Pizza Pies. This was the best week ever and a trip we will never forget, in large part because of the two of you! Thank you for all that you do, you both are the best and thank you for making my Dad's 50th Birthday so special! Hopefully we will be back soon!
Love the Carr family, Francis, Deirdre, Morgan, Charlotte, Thomas and Rosie.
June 2025
We've said it multiple times and we can't say it enough, how truly amazing this trip was! Since the first day on the boat we were blown away with the boat itself, the beautiful setting, and the best crew. Thank you so much for such an amazing trip! We loved experiencing all the "must see" stops along the way that we would never have seen without you! All the pictures and new memories we now have wouldn't have come without that. On top of everything my dad enjoyed sailing, my sister enjoyed the beaches, my mom loved seeing the sea turtles up close, and I loved the full breakfast cooked by Chef Jessi. All the food jessi made was so delicious and looked too good to eat. We loved trying all your recipes and different desserts than what we make at home. Brian, thank you for sailing us, answering all my dad's questions, and saving us on the blow up mat wehn we couldn't paddle ourselves back to the boat. We love OHANA!
We will be back.
Ben, Racquel, Cadence & Claire Brechtel.
May 2025
Dear Brian & Jessi.
Wow Wow Wow!
This week has filled our hearts with joy and we leave with precious memories we will forever treasure. What a beautiful experience celebrating our daughter's college graduation. It was truly a blessing finding you two, and this boat, Ohana. We are so grateful for all the heart and soul you put into everything that made this week so special and so amazing. You are both so gifted and talented and everything you surpassed our expectations. Thank you for the relaxation, restoration, celebration, fun, activities, wonderful meals and love you put into all of it. So much thought and intention goes into all of it - some seen and so much not and we appreciate all of it so much! Take care & best wishes! Thanks for a magical week!
Love the Corrigans, Larry, Marni, Mikaila & Kelsey.
April 2025
Thank you for the BEST vacation! The food was incredible and every day was a different adventure. We had so much fun while getting to see an incredible amount within the BVI. The biggest shout out to Chef Jessi convincing Ellie Grace (our picky eater) to try everything and love so much of the food. You have put together everything so effortlessly to accommodate my special diet.
You two have a great dynamic and we cannot imagine chartering a boat with anyone else. We wish we could have stayed a month as it was so much fun and relaxing.
Thanks again for putting such thought and effort into our spring break!
Love,
The Sultz show
Chrstine, Jeff, Lauren, Ellie Grace and Ryan
April 2025
Dear Brian and Jessi,
What a restful trip! We're not sure what will last longer, the memories or the absolute exhaustion from so much fun during this week. Hopefully the former! Thank you so much for a phenomenal trip, you guys really were the cherry on top of a magical experience. Thanks for putting up with us and our bottles of wine, cases of beer and the mystery bottles of liquor haha.
Looking forward to the next time on Ohana
Jenny/Collin, Phill/Patti, Kristen and Ezal
March 2025
Brian and Jessi,
Thank you for taking care of us during our beautiful stay on Ohana. If anyone is looking for the ultimate Caribbean charter, Ohana is the way to go. Captain Brian makes sure every part of the trip is smooth, fun, and packed with adventure. Chef Jessi? Absolute legend. Every meal was top-tier—fresh, flavorful, and exactly what you want after a day on the water. From the laid-back island vibes of Anegada to epic sunset cruises and legendary stops at Jost Van Dyke, Ohana delivers. Walking the beaches of Anegada felt like stepping into a postcard, with crystal-clear water and powdery sand. Unbeatable views, great drinks, and that perfect end-of-day chill. The crew really makes the trip special, Captain Brian and Chef Jessi make it more than just a trip—it’s an experience you won’t forget. Can’t wait to book again. ⭐️⭐️⭐️⭐️⭐️ – Highly recommend.
- Lina, Jeff, Jay, Jill, Jenn and Pete
February 2025
Brian & Jessi,
This is hands down the most relaxing Caribbean trip we have had as a family. Honestly, I was a bit anxious before the trip, worrying that the girls would be bored. But you guys totally blew our expectations out of the water – from the excursions you organized, to the cocktail drinks you catered to our preference and the Michelin level meals you prepared. We can tell the thought and care you put into getting ready for the charter and the effort to make every group feel welcome/comfortable. We cannot recommend you guys enough! Once again, a heartfelt appreciation for making this a memorable trip.
Linying, X, Sonya and Sorina
January 2025
Everything was wonderful on the trip. It was definitely our favorite one so far and the crew was a 10/10. They are very down to earth people and easy to get along with. Brian has an immense amount of knowledge about the area and the waters. For sure the most confident captain we have had. Jessi's food was impeccable, always checking in to make sure we liked it and if we needed more. Every meal was unique and there was never a bad one. She has a huge range of what she can cook.
I think all of us would agree that experiencing Necker Island was the best part of the trip. It started off as a joke to go to the island because my sister is a huge fan of Tarte makeup and they were having one of their influencer trips there during our trip. Brian said he actually had a contact for island tours and was able to get us on in 2 days. What started out as a joke with my sister turned out to be the coolest part of our trip. Definitely a surreal experience since I grew up hearing about that island for the last 20 years. Anegada was also a new experience for us, so that was a fun day. We rented Mokes for the day and bounced around the island and different beach bars. Soggy Dollar is also always a classic.
Will
January 2025
Jessi and Brian,
Thank you so much for an absolutely amazing trip. Your attention to detail, knowledge, care, kindness and humor are unmatched – you are simply the best. You really felt like an extension of our family during this trip. We loved adventuring on all the different islands with you guys, enjoying all the amazing food, and the incredible amount of laughs. It should be an easy choice to take a trip with Ohana again. We have been on four different charters in the BVI and this has been our favorite by far!
Thank you for everything!
See you again soon!
George, Lisa, Will, Ryce, Calli & Nicole
January 2025
Jessi & Brian
Thank you so much for an amazing trip!! We don’t want to leave. We loved learning about and exploring the islands. The beautiful water and scenery will hold a special place in our hearts. The Quality family time on the boat was so special for us. The Kids loved Bitter End and Soggy Dollar. They are already talking about their next visit. None of this would be as memorable without the two of you. You make Ohana special. Wonderful meals, excellent captaining, delicious cocktails and unmatched hospitality. The boat is beautiful but it is just a boat without its talented chef and charming captain. Thank you making unforgettable memories for us.
XXOO – The Brooks Family
December 2024
We had the most amazing experience aboard Ohana, a beautiful 60-ft catamaran, in December! The crew was absolutely incredible and went above and beyond to ensure our trip was unforgettable. Captain Brian was not only knowledgeable but also a fantastic guide, taking us to over 9 stunning islands and leading us in many exciting water activities. Jessi, the chef, blew us away with her culinary skills—every meal was a masterpiece!
Ohana itself was spacious and comfortable, perfectly accommodating our group of six with room to spare. We were also lucky to have perfect weather, which made the experience even more magical. From the impeccable service to the breathtaking scenery, this charter exceeded all our expectations. Highly recommend!
Omar
December 2024
Brian and Jessi,
Words cannot express how special you have made this trip, it has been incredible! From the food, drinks and the endless trip to “off the beaten path” places. To all future guests, Hog Heaven boasts an element of what these trips are all about, great food and amazing view and of course great company. We are honored to be the first guests to write in your welcome book and even more fortunate to have you as our crew.
- Rick, Dylan & Caden
P.S. We are hereby nominating Anegada & Conch Shell Island as the most beautiful places on the planet. Caden + Rick nominate Tipsys as the best bar on planet earth and Dylan cannot stop thinking about how good the drinks are at Sids.
Previous Guest Testimony from Previous Yacht
Magnus is the best!!! Exceeded our expectations at every turn. Hope to be able to sail with him again. Jade and Jessi are awesome. The food was fantastic and no matter what curveball we through at her she handled it seamlessly and professionally. Jessi was great! Whether it be teaching us how to scuba dive or making the cocktail of the day, she always had a smile on her face and made us all feel special. Yacht was perfect and there was always plenty to do on the boat. Unicorn is a special animal... The food and drink were superb. Like I said earlier, we had very high expectations of our trip and every aspect was exceeded.
- The Terwilliger Family
Previous Guest Testimony from Previous Yacht
Hi guys!
How can we begin to thank you for giving us this amazing, beautiful, memorable, perfect vacation? We will always remember the two of you and the week on Azulia. We loved the FOOD, the two of you, the perfect spots you chose, tubing, hiking, shopping, and the snorkeling. Your hospitality was over the top. We are definitely going to come back for another trip. Safe travels! Anytime you are in Maryland look us up, so we can return the hospitality.
Thank you
Previous Guest Testimony from Previous Yacht
Truly amazing! What a glorious time we all had, and it was made especially awesome by you two - the ultimate dynamic duo! We felt so taken care of and loved by you guys - we've all agreed that we'll miss you two as much as the Virgin Islands! The experience has been utterly wonderful, and we are most grateful for your generosity, kindness, expertise, and hard work.
Previous Guest Testimony from Previous Yacht
What can we say but WOW!! That was a fantastic initiation into The BVI’s, Kismet and the amazing and professional treatment we received from both of you!! The handling of all the details, including sailing and introductions to the different destinations, water sports, the timely refreshments and of course the delicious Jessi’s 5 star meals!
Previous Guest Testimony from Previous Yacht
Wow! What an amazing trip! The crew both exceeded our expectations! So much thought and attention to detail made our trip the BEST sailing trip ever!
Dan and Jessi are talented, professional and fun and a perfect fit for us. We will certainly come back. Our yacht was well managed, comfortable and great floor plan. We will see you again soon.
Previous Guest Testimony from Previous Yacht
Thank you for a week of inspiration and memories - great meals, hours of inspiring conversation, beautiful views, and excessive photos. I cannot thank you guys enough for the hospitality and radiance throughout the last couple of days. I hope to do what the two of you have done and have the privilege to live this wonderful lifestyle in the future.
Thank you, thank you!
Previous Guest Testimony from Previous Yacht
Thank you so much for a beautiful trip through the Virgin Islands. Kismet offered great spaces for relaxing, reading, eating, playing games etc. Brian and Jessi were great hosts. Very flexible and accommodating, showing us so many private spots to chill. Food was unbelievable - nice job Jess. Looking forward to your Instagram updates and recipe book :) Visit all of us in Michigan anytime! We would love to show you around.
Previous Guest Testimony from Previous Yacht
Thank you for an incredible week onboard Kismet. Everything was perfect! We enjoyed how different each of the experiences were - beach excursions, sunsets, cocktails and cruises & the many snorkeling experiences. Every meal was world class and expertly presented. The boat was spotlessly clean. You both were so much fun to be with and you made IYT so much fun for our family. We will cherish these memories for a lifetime. Happy Sailing.
Love, The Moore Family, Martha, Leigh, Josh, Abby, Mollie, Taylor and Kelsey.
Previous Guest Testimony from Previous Yacht
Captain Brian & Chef Jessi
We eight arrived with high hopes and expectations…somehow you exceeded them all!
Our trip created memories for a lifetime…Byeee
Jess you make the world a happier place, you are a true talent. Thank you for you’re amazing food!
Brian you are the balance we needed, calm, fun, safe and diligent. Thank you for being in charge of a bunch of A-types.
Kari, Ryan Fleming.
Previous Guest Testimony from Previous Yacht
Thank you, Brian and Jess. Joubert, Johnson and Skillings Family.
Beautiful weather, awesome anchorages, & places aside. You guys were the nest to do this with! So knowledgeable about everything and also cool, calm and collected. Great energy.
Thank you for showing us around and for the delicious food, we had such a great trip and we are lucky to be here.
Thank you, Brian and Jessy, for an amazing trip. You’ve been such great guides throughout the trip - great spots, interesting information and even better food! Both of you went out of your way to make sure everyone was comfortable & taken care of. -Lauren
Previous Guest Testimony from Previous Yacht
Captain Brian and Chef Jessi are an exceptional team! Kismet would be a shell without you guys. Our first Moorings vacation has quickly risen to the top of our travel lists.
The islands of course are beautiful, the sunsets, the water and even the weather. However, as so often in this case you remember the people. Captain Brian is the perfect blend of professionalism and friend. There was never a moment of doubt that we weren’t in good hands, great in fact. Jessi made food that was not only delicious, but thoughtfully presented and served. She’s a Chef and an Artist. Together they represent the best of the island.
If you are reading this, consider yourself privileged, you are in the presence of greatness. Sit back. Relax and enjoy!
Wren, Leonard and Martz families
Previous Guest Testimony from Previous Yacht
Capt & Chef delivered an amazing experience to a group of old and new friend and family.
Brian is a professional Captain that knows the area really well, we loved seeing the BVI and the USVI on our trip. An experience that went well above and beyond expectations.
Jess is an exceptional Chef who has passion for food and gave us amazing meals while meeting all our dietary needs. Overall this trip had attention to detail, exploring everything we could and we feel we saw and experienced everything we could. Truly the best vacation of our lives!
With a grateful heart, Jeff, Denise, Casey, Katie, Brent, Jenni, Brian and Jenny.
Availability / Rates
Rates are Inclusive
| Season | 2 PAX | 3 PAX | 4 PAX | 5 PAX | 6 PAX |
|---|---|---|---|---|---|
| Winter 2025 to 2026 | $37,000 | $37,500 | $38,000 | $38,500 | $39,000 |
| Summer 2026 | $37,000 | $37,500 | $38,000 | $38,500 | $39,000 |
| Winter 2026 to 2027 | $37,000 | $37,500 | $38,000 | $38,500 | $39,000 |
| Summer 2027 | $37,000 | $37,500 | $38,000 | $38,500 | $39,000 |
What is included in a All Inclusive Charter? What Is NOT Included?
Unless otherwise specified-Caribbean Standard All-Inclusive Charters include the following:
- Standard check-in/check-out of 12pm
- Light daily housekeeping
- Breakfast, lunch, canapés/afternoon tea, dinner and snacks
- Standard ship’s bar: vodka, gin, rum, whiskey, tequila, triple sec, mixers, local beers, table wine and water/coffee/tea and soft drinks
- Stereo with MP3/iPhone connection with indoor/outdoor speakers; 3G/4G Wi-Fi access point
- Snorkeling equipment, fishing gear, kayaks, dingy tender with outboard motors
- Water toys such as floating islands, and air mattresses
- Separate bathroom and living quarters for crew
- Reputable and licensed crew who have local knowledge of waters and are able to adjust menus based on guest’s preferences and dietary restrictions
- Operating expenses including: use of air conditioning, fuel, water, sailing permits/taxes, local taxes and crew wages
What Is Not Included in Standard All-Inclusive Charters:
- Gratuity for crew. Gratuity is at guest discretion and is typically between 15-20%
- Meals and beverages at restaurants and bars
- Rendezvous diving, ASA sailing certification courses and any other offshore excursions
- Premium wines and spirits
Additional Rate Details
Cruising Area
• Virgin Islands (USVI & BVI)
Base Port
• Yacht Haven Grande (YHG) – St. Thomas, USVI
• Additional pick-up/drop-off available at American Yacht Harbor (AYH), St. Thomas
• BVI ports available on request (Contact us for details)
Yacht Status & Operations
• Based in St. Thomas, USVI
• USVI pick-up/drop-off preferred
• BVI pick-ups/drop-offs accepted with advance approval
Customs Fees & Cruising Permits
• Included
Rates & Terms
Minimum charter nights
• 5-night minimum
• Shorter charters considered on request
Short-Term Charter Rate Calculations
• 6 nights = weekly rate ÷ 7 × 6
• 5 nights or less = weekly rate ÷ 6 × number of nights
Sleep Aboard Option
Enjoy a relaxed evening onboard before your charter begins.
• Offered at 50% of the daily rate
• Boarding available after 4:00 PM
• Includes snacks, welcome cocktails & continental breakfast
• Dinner ashore at guest expense
• Excludes Christmas & New Year’s weeks
Dining Options – The number of meals listed are based on a 7 night charter
Full-Board Plan – Great for guests who want a fully onboard culinary experience
• 7 breakfasts, 7 lunches & 7 dinners onboard
• Standard plan included in your charter rate
Half-Board Plan – Ideal for guests who enjoy dining ashore
• 7 breakfasts, 4 lunches & 3 dinners onboard
• 3 lunches & 4 dinners ashore (guest expense)
• $150 per person discount
Local Fare Meal Plan – A taste of Caribbean cuisine
• 7 breakfasts, 5 lunches & 6 dinners onboard
• 2 lunches & 1 dinner ashore (guest expense)
• $75 per person discount
Holiday Rates 2025 / 2026 Season
Holiday season pricing is full-board only, 7 nights
Christmas Week
• $43,000 | 2–6 guests
• Must end on or before December 26
New Year’s Week
• $47,000 | 2–6 guests
• May not start prior to December 27
Important Notes
• Charter waiver required in addition to standard contract
• Please inquire for BVI port availability due to annual limit
• Virgin Islands (USVI & BVI)
Base Port
• Yacht Haven Grande (YHG) – St. Thomas, USVI
• Additional pick-up/drop-off available at American Yacht Harbor (AYH), St. Thomas
• BVI ports available on request (Contact us for details)
Yacht Status & Operations
• Based in St. Thomas, USVI
• USVI pick-up/drop-off preferred
• BVI pick-ups/drop-offs accepted with advance approval
Customs Fees & Cruising Permits
• Included
Rates & Terms
Minimum charter nights
• 5-night minimum
• Shorter charters considered on request
Short-Term Charter Rate Calculations
• 6 nights = weekly rate ÷ 7 × 6
• 5 nights or less = weekly rate ÷ 6 × number of nights
Sleep Aboard Option
Enjoy a relaxed evening onboard before your charter begins.
• Offered at 50% of the daily rate
• Boarding available after 4:00 PM
• Includes snacks, welcome cocktails & continental breakfast
• Dinner ashore at guest expense
• Excludes Christmas & New Year’s weeks
Dining Options – The number of meals listed are based on a 7 night charter
Full-Board Plan – Great for guests who want a fully onboard culinary experience
• 7 breakfasts, 7 lunches & 7 dinners onboard
• Standard plan included in your charter rate
Half-Board Plan – Ideal for guests who enjoy dining ashore
• 7 breakfasts, 4 lunches & 3 dinners onboard
• 3 lunches & 4 dinners ashore (guest expense)
• $150 per person discount
Local Fare Meal Plan – A taste of Caribbean cuisine
• 7 breakfasts, 5 lunches & 6 dinners onboard
• 2 lunches & 1 dinner ashore (guest expense)
• $75 per person discount
Holiday Rates 2025 / 2026 Season
Holiday season pricing is full-board only, 7 nights
Christmas Week
• $43,000 | 2–6 guests
• Must end on or before December 26
New Year’s Week
• $47,000 | 2–6 guests
• May not start prior to December 27
Important Notes
• Charter waiver required in addition to standard contract
• Please inquire for BVI port availability due to annual limit
