DOCK HOLIDAY

$27,500 - $31,000 / WEEK
DOCK HOLIDAY - 2
Dock Holiday is a sleek and stylish 54.0 ft catamaran designed for unforgettable escapes. With 4 spacious queen cabins—each featuring a private en-suite head,—she comfortably hosts up to 8 guests, offering a boutique floating retreat with room to unwind. A professional 2-person crew ensures every detail is taken care of, from personalized service and tailored experiences, to crafting you delicious gourmet meals. Whether you're lounging on deck, sailing turquoise seas, or dining under the stars, Dock Holiday brings the perfect mix of adventure and indulgence to your charter.
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Dock Holiday Yacht Charter

Welcome aboard Dock Holiday, the ultimate luxury catamaran designed to deliver an unparalleled yacht charter experience. Whether you seek relaxation, adventure, or a bit of both, this stunning yacht provides the perfect setting for a dream vacation at sea. From its sophisticated interiors to its inviting outdoor spaces, every moment aboard Dock Holiday is crafted for comfort and enjoyment.

Elegance and Comfort Redefined

Step into a world of effortless luxury with Dock Holiday’s beautifully appointed accommodations. The yacht features three spacious queen en-suite cabins, each designed for restful nights and peaceful mornings. Guests will appreciate the private en-suite bathrooms with separate showers, offering an extra touch of convenience and privacy. An additional queen cabin with a wet head ensures that all guests have a comfortable retreat to unwind after a day of exploring the open waters.

Aboard Experience Like No Other

Whether lounging on the sun-kissed deck, enjoying a gourmet meal prepared by your dedicated crew, or soaking in the breathtaking ocean views, every experience on Dock Holiday is curated to perfection. The yacht’s spacious living areas invite guests to gather, share stories, and create lasting memories. The open-air design allows for seamless indoor-outdoor living, making it easy to take in the refreshing sea breeze at any moment.

Your Gateway to Unforgettable Destinations

Sail through some of the most captivating destinations imaginable, from secluded coves to vibrant coastal towns. Whether you’re snorkeling in crystal-clear waters, basking in the warmth of the sun on pristine beaches, or exploring lively island cultures, Dock Holiday offers the perfect vessel for your adventure. With a dedicated crew catering to your every need, your journey will be as smooth and carefree as the gentle Caribbean breeze.

Secure Your Luxurious Escape Today

Dock Holiday is ready to welcome you aboard for the getaway of a lifetime. Whether you’re seeking a romantic retreat, a family adventure, or an unforgettable voyage with friends, this yacht offers everything you need for an extraordinary experience at sea. Don’t miss your chance to set sail—reserve your charter today and create memories that will last forever!

For Guest use: Four Queen Cabins en suite with dry heads.

Crew occupy Starboard Aft Cabin.

BUILT/REFIT
YEAR
2023
YACHT
LENGTH
54 Ft
NUMBER OF
CABINS
4
NUMBER OF
GUESTS
8
TOTAL
CREW
2
CHARGES
FROM
$27,500
Accommodations
Cabins: 4
Queen: 4
Single Cabins: 1
Showers: 4
Electric Heads: 4
Engine Details
-
Fuel Consumption: -
Cruising Speed: -
Max Speed: -
Details
Type: Cat
Beam: 29 Feet
Draft: 4.85 Feet
Pax: 8
YearBuilt: 2023
Builder: Bali Catamarans
JetSkis: No
Flag: U.S.
RegNum: 134570
Jacuzzi: No
A/C: Full
Locations
Winter Area: Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
Summer Area: Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
Pick Up Locations
Pref. Pick-up: -
Other Pick-up: -


Amenities
Salon Tv/VCR: No
Salon Stereo: Yes
Sat Tv: -
Camcorder: No
Books: No
Board Games: Yes
Deck Shower: Yes
Water Maker: yes
Special Diets: Inq
Kosher: No
BBQ: Yes
Minimum Age: -
Inverter: Yes
Voltages: -
Water Maker: yes
Ice Maker: Yes
Sailing Instructions: -
Internet Access: Onboard WIFI
Hairdryers: Yes
Guests Smokes: On sugar scoops only
Crew Smokes: No
Pets Aboard: No
Hammock: No
Water Sports
Dinghy size: Yes
Dinghy hp: 25
Water Skis Adult: No
Water Skis Kids: No
Jet Skis: No
Kneeboard: No
Windsurfer: No
Snorkel Gear: Yes
Tube: No
Scurfer: No
Wake Board: No
Kayaks 1 Pax: No
Kayaks (2 Pax): No
Floating Mats: Yes
Swim Platform: No
Boarding Ladder (Loc/Type): Yes
Sailing Dinghy: -
Beach Games: Yes
Fishing Gear: Yes
Gear Type: Trolling and Casting
Rods: 2
Captain
Jason Mackay
Chef/Mate
Josiah McGaughey
Nation: American

Captain Jason Mackay

Born in South Africa and raised in Louisiana, Captain Jason Mackay has always been drawn to the water and the sense of freedom it brings. With an adventurous spirit and a deep respect for nature, Jason has built a life around exploration, community, and the sea. From spearfishing along the coasts of Mexico to navigating the crystal waters of the Caribbean, Jason’s journey has been defined by his passion for the ocean and the connections it inspires. Over the years, he has hosted more than 65 charters and welcomed over 600 guests aboard, earning a reputation for his calm leadership, professionalism, and genuine care for those in his charge. Now entering his fourth season in the Virgin Islands, Jason takes the helm of Dock Holiday as her captain—bringing together his love for the sea, his hands-on experience, and his dedication to creating unforgettable adventures under sail. Whether charting a course through hidden coves or sharing stories at anchor, Jason ensures every guest experiences the magic of life on the water.


Chef/Mate Josiah McGaughey

 
As a self-taught and James beard nominated professional chef with nearly 30 years of experience in the food service
industry, I have dedicated my career to creating exceptional culinary experiences. I proudly owned and operated a highly-rated restaurant in Asheville, NC, where
I showcased my passion for innovative cuisine and commitment to quality. I am now very excited to bring all that I have to offer to your yachting experience.

Chef Josiah's Sample Menu
Day Break
Fresh Pastries and seasonal Fruits


Smoked Salmon Tart- Puff pastry, herbed cream cheese, capers, pickled onion, smoked salmon


Lobster Parfait- Poached lobster, avocado, cucumber, pickles, buttermilk dressing, brioche toast points


Whole wheat oatmeal pancakes- Maple syrup, fruit, creme frâiche


Eggs Benedict- Fresh poached eggs, local ham, hollandaise, English muffin or fresh buttermilk biscuit, green salad or breakfast potato


Quiche- Rich egg custard with seasonal vegetables and cheese in a buttery crust, arugula salad dijon vinaigrette


Shrimp Kedgeree- Local Shrimp with garam marsala. Peppers, peas, soft boiled egg, rice, sumac aioli


Mushroom Toast- Sautéed mushrooms, soft scrambled eggs, brioche, fresh herbs


Croissant BLT- Toasted croissant, aioli, fresh lettuce, local smoked bacon, tomato

 

Midday
Shrimp Beignets
Pepper tomato chutney
Boat made Flatbread
Roasted vegetables, pesto


Fish dumplings in white miso broth, shoyu (japanese soy sauce), green onion


Crab and Romaine Caesar Salad
Fresh crab, romaine lettuce, white anchovy, boat made caesar dressing, shaved parmesan
bread crumb


Ceviche de leche de tigre
Peruvian style ceviche with fresh fish lime and chili, cancha, sweet potato


White Bean hummus
Vegetable crudités, olive oil, toasted pine nuts, Za’atar

 

Smash Burger Sliders
Thin ground beef patties, caramelized onion, mustard, cheddar cheese, oven fries


Curry Chicken Salad Wraps
Roast chicken in a yellow curry mayonnaise dressing, peppers, pickled onion, shaved lettuce, tortilla


Roast Pork Subs
Roast pork, broccoli raab, pickled Italian peppers, provolone cheese

 

Hors d’œuvres
Fresh Burrata Cheese
Chili crisp and baguette


Nordic Deviled Eggs
Classic deviled egg with cornichon, shallot, potato, smoked salmon, salmon roe


Ricotta stuffed peppers
Boat made ricotta, pickled and confit peppers, pistou, local honey


Salad De Saison
Seasonal greens and vegetables, charred gruyere cheese, smoked brioche crouton, vinaigrette piquant


Spinach and Artichoke dip
Cream cheese, fresh spinach, marinated artichoke hearts, fried shallot, baguette


Salt Cod Croquettes
Salt cod and potato, fried, with pickles and tartar sauce


Radishes with Butter
Red and watermelon radish, boat made cultured butter and sea salt


Local Fish Crudo
Lightly pickled cucumber, lime, sesame, olive oil, fish sauce


Cast iron Seared Shrimp in XO sauce

 

Shaved Squash Salad
Fennel, honey, buttermilk dressing

 

Mains

Cast iron seared Ribeye
Creamy mashed potato, charred onion, boat made steak sauce


Fish en Papillote
Daily fish steamed in parchment with Bouillabaisse butter(saffron enriched butter), seasonal
vegetables


Grouper en Brioche
Local grouper seared with a brioche crust, mushroom sauce suprême


Grilled Pork Chop
Herb and caper green sauce, lentil salad, grilled cucumber


Roasted Chicken Breast
White beans and buerre printinier(fresh herb and spring onion butter), zucchini


Lyonaisse Style Scallop Quenelle
Scallop Dumpling baked in a lobster bisque with chunks of fresh lobster


Roasted Salmon Steaks
Wilted napa cabbage, rice vinegar, parsley cream, bottarga


Creamy Tucson Pasta
Imported Italian pasta, basil, spinach, red onion, parmesan cheese, tomato

 

Dessert
Turkish coffee and cardamon pot au creme and chantilly


Pear Gallette with vanilla bean ice cream and salted caramel


Tiramisu


Creme Anglais tart with macerated berries and cream


Fruit sorbet with Almond Tuille

Absolutely the Best Experience!
This trip was terrific, there literally is not one negative thing I could say.

The boat was just like our boat before and was great. The BVI was different than the USVI but it was terrific. The sailing was superb. We sailed to Anegada where we rented a truck and our Captain drove us around the island, taking up to snorkeling spots, and various beaches. We had dinner at Sid’s, it was fabulous. We saw the flamingos!!

Let’s talk about our crew.

Captain Jason and Chef Juan - WOW!!!!
These two work together like a well oiled machine. They compliment each other well. When Captain Jason said we received an upgrade when Chef Juan came on board he was not kidding. The food was fantastic and we all brought back at least 10 pounds each. Captain Jason took us to unique places and we always had optimum yacht placement.
If you have any first time charter groups, Captain Jason is the person and this is the boat to send them on. Captain Jason and Chef Juan were both very chill, calm, and always smiling. If they asked once, they asked 100 times if there was anything we wanted or anything they could get us. They never sat down and had dinner with us or interjected into our conversations unless asked and then only for the parts that pertained to them. They truly realized this was our vacation and they were there to take care of us and let us be worry free.

Provisions were more than we needed and no one ever wanted for a thing.

Just absolutely the best experience and 100% will do a trip with Captain Jason again at some point.
Trip of a lifetime with a crew of a lifetime!
When we arrived at Manuel Reef Marina, Jason and Jason were waiting with warm and inviting smiles as they helped with luggage and we embarked onto Dock Holiday. Jason and Jason made it clear from the beginning..." What can we do to help? What questions do you have that we can answer? We are here for you!"

Jason "squared" had such an in-depth knowledge of everywhere we went; Norman Island, Virgin Gorda, Anegada, etc. Starting with Veuve Clicquot and charcuterie one could not imagine the incredible meals that Jason (2) worked round the clock preparing! Scrambled eggs and bacon to perfection; Mahi Bowls, Pork Chops with butternut squash and almond cake to name a few.

The Bali54 was so incredibly functional and well laid out. The automatic wall enclosure converting to a/c or open air at the flip of a switch! Just one of the wonderful features aboard Dock Holiday!

My husband and I along with our daughter and very dear friends are beyond grateful to have had the privilege of Captain Jason Mead and Chef Jason Mackay for our crew May 3rd to May 10th, 2025. Like most we have hundreds of combined photos, I have an entire book documenting every day, every island, every meal and every priceless memory.

I will refrain from the treasured details. Simply put booking your own charter on Dock Holiday is the only way to experience your trip of a lifetime with a crew of a lifetime.

Kelly and Randy
Date of experience: May 2025
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 2026 to 2027 $27,500 $28,000 $28,500 $29,000 $29,500 $30,500 $31,000
Summer 2027 $27,500 $28,000 $28,500 $29,000 $29,500 $30,500 $31,000

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:

USVI Embarkation/Disembarkation: Dock Holiday is happy to offer to and from USVI

MINIMUM NIGHTS: 5, Inquire for less
For 6 night charters, divide weekly rate by 7 nights X 6 nights. For 5 nights or less, divide weekly rate by 6 nights X number of nights.

SLEEP ABOARD: Sleep aboard the night before charter dates. Available for half the calculated daily rate. Includes boarding after 4pm, welcome cocktail and canapes plus a light breakfast the next morning. Dinner is to be taken ashore at client expense.

HALF-BOARD: Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches & 4 dinners ashore at client expense. $150 discount per person.

CHRISTMAS/NEW YEARS: 7 night minimum
CHRISTMAS: 1-8 guests @ $36,000 - charter must end on 12/27 or earlier
NEW YEARS: 1-8 guests @ $38,000 - charter may not start prior to 12/28

X

Available

X

Booked

X

Hold

X

Unavailable

  • : Cat
  • : 29 Feet
  • : 4.85 Feet
  • : 8
  • : 2023
  • : Bali Catamarans
  • : No
  • : No
  • : Yacht offers Rendezvous Diving only
  • : Jason Mackay
  • : U.S.
  • : 134570
Accommodations
Cabins: 4
Queen: 4
Single Cabins: 1
Showers: 4
Wash Basins: 4
Heads: 4
Electric Heads: 4
Engine Details
-
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 (US), Caribbean Virgin Islands (BVI)
Summer Area: Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
Pick Up Locations
Pref. Pick-up: -
Other Pick-up: -


Amenities
Salon Tv/VCR: No
Salon Stereo: Yes
Sat Tv: -
# of Videos: -
# DVDs/Movies: No
# CD's: No
Camcorder: No
Books: No
Board Games: Yes
Sun Awning: Yes
Deck Shower: Yes
Bimini: Yes
Water Maker: yes
Special Diets: Inq
Kosher: No
BBQ: Yes
# Dine In: No
Minimum Age: -
Generator: Yes
Inverter: Yes
Voltages: -
Water Maker: yes
Water Cap: -
Ice Maker: Yes
Sailing Instructions: -
Internet Access: Onboard WIFI
Gay Charters: Inq
Nude: No
Hairdryers: Yes
# Port Hatches: No
Guests Smokes: On sugar scoops only
Crew Smokes: No
Pets Aboard: No
Pet Type: -
Guest Pets: No
Children Ok: Yes
Hammock: No
Windscoops: No
Water Sports
Dinghy size: Yes
Dinghy hp: 25
Dinghy # pax: 8
Water Skis Adult: No
Water Skis Kids: No
Jet Skis: No
Wave Runners: No
Kneeboard: No
Windsurfer: No
Snorkel Gear: Yes
Tube: No
Scurfer: No
Wake Board: No
Kayaks 1 Pax: No
Kayaks (2 Pax): No
Floating Mats: Yes
Swim Platform: No
Boarding Ladder (Loc/Type): Yes
Sailing Dinghy: -
Beach Games: Yes
Fishing Gear: Yes
Gear Type: Trolling and Casting
Rods: 2
Captain
Jason Mackay
Chef/Mate
Josiah McGaughey
Nation: American

Captain Jason Mackay

Born in South Africa and raised in Louisiana, Captain Jason Mackay has always been drawn to the water and the sense of freedom it brings. With an adventurous spirit and a deep respect for nature, Jason has built a life around exploration, community, and the sea. From spearfishing along the coasts of Mexico to navigating the crystal waters of the Caribbean, Jason’s journey has been defined by his passion for the ocean and the connections it inspires. Over the years, he has hosted more than 65 charters and welcomed over 600 guests aboard, earning a reputation for his calm leadership, professionalism, and genuine care for those in his charge. Now entering his fourth season in the Virgin Islands, Jason takes the helm of Dock Holiday as her captain—bringing together his love for the sea, his hands-on experience, and his dedication to creating unforgettable adventures under sail. Whether charting a course through hidden coves or sharing stories at anchor, Jason ensures every guest experiences the magic of life on the water.


Chef/Mate Josiah McGaughey

 
As a self-taught and James beard nominated professional chef with nearly 30 years of experience in the food service
industry, I have dedicated my career to creating exceptional culinary experiences. I proudly owned and operated a highly-rated restaurant in Asheville, NC, where
I showcased my passion for innovative cuisine and commitment to quality. I am now very excited to bring all that I have to offer to your yachting experience.

Chef Josiah's Sample Menu
Day Break
Fresh Pastries and seasonal Fruits


Smoked Salmon Tart- Puff pastry, herbed cream cheese, capers, pickled onion, smoked salmon


Lobster Parfait- Poached lobster, avocado, cucumber, pickles, buttermilk dressing, brioche toast points


Whole wheat oatmeal pancakes- Maple syrup, fruit, creme frâiche


Eggs Benedict- Fresh poached eggs, local ham, hollandaise, English muffin or fresh buttermilk biscuit, green salad or breakfast potato


Quiche- Rich egg custard with seasonal vegetables and cheese in a buttery crust, arugula salad dijon vinaigrette


Shrimp Kedgeree- Local Shrimp with garam marsala. Peppers, peas, soft boiled egg, rice, sumac aioli


Mushroom Toast- Sautéed mushrooms, soft scrambled eggs, brioche, fresh herbs


Croissant BLT- Toasted croissant, aioli, fresh lettuce, local smoked bacon, tomato

 

Midday
Shrimp Beignets
Pepper tomato chutney
Boat made Flatbread
Roasted vegetables, pesto


Fish dumplings in white miso broth, shoyu (japanese soy sauce), green onion


Crab and Romaine Caesar Salad
Fresh crab, romaine lettuce, white anchovy, boat made caesar dressing, shaved parmesan
bread crumb


Ceviche de leche de tigre
Peruvian style ceviche with fresh fish lime and chili, cancha, sweet potato


White Bean hummus
Vegetable crudités, olive oil, toasted pine nuts, Za’atar

 

Smash Burger Sliders
Thin ground beef patties, caramelized onion, mustard, cheddar cheese, oven fries


Curry Chicken Salad Wraps
Roast chicken in a yellow curry mayonnaise dressing, peppers, pickled onion, shaved lettuce, tortilla


Roast Pork Subs
Roast pork, broccoli raab, pickled Italian peppers, provolone cheese

 

Hors d’œuvres
Fresh Burrata Cheese
Chili crisp and baguette


Nordic Deviled Eggs
Classic deviled egg with cornichon, shallot, potato, smoked salmon, salmon roe


Ricotta stuffed peppers
Boat made ricotta, pickled and confit peppers, pistou, local honey


Salad De Saison
Seasonal greens and vegetables, charred gruyere cheese, smoked brioche crouton, vinaigrette piquant


Spinach and Artichoke dip
Cream cheese, fresh spinach, marinated artichoke hearts, fried shallot, baguette


Salt Cod Croquettes
Salt cod and potato, fried, with pickles and tartar sauce


Radishes with Butter
Red and watermelon radish, boat made cultured butter and sea salt


Local Fish Crudo
Lightly pickled cucumber, lime, sesame, olive oil, fish sauce


Cast iron Seared Shrimp in XO sauce

 

Shaved Squash Salad
Fennel, honey, buttermilk dressing

 

Mains

Cast iron seared Ribeye
Creamy mashed potato, charred onion, boat made steak sauce


Fish en Papillote
Daily fish steamed in parchment with Bouillabaisse butter(saffron enriched butter), seasonal
vegetables


Grouper en Brioche
Local grouper seared with a brioche crust, mushroom sauce suprême


Grilled Pork Chop
Herb and caper green sauce, lentil salad, grilled cucumber


Roasted Chicken Breast
White beans and buerre printinier(fresh herb and spring onion butter), zucchini


Lyonaisse Style Scallop Quenelle
Scallop Dumpling baked in a lobster bisque with chunks of fresh lobster


Roasted Salmon Steaks
Wilted napa cabbage, rice vinegar, parsley cream, bottarga


Creamy Tucson Pasta
Imported Italian pasta, basil, spinach, red onion, parmesan cheese, tomato

 

Dessert
Turkish coffee and cardamon pot au creme and chantilly


Pear Gallette with vanilla bean ice cream and salted caramel


Tiramisu


Creme Anglais tart with macerated berries and cream


Fruit sorbet with Almond Tuille

Absolutely the Best Experience!
This trip was terrific, there literally is not one negative thing I could say.

The boat was just like our boat before and was great. The BVI was different than the USVI but it was terrific. The sailing was superb. We sailed to Anegada where we rented a truck and our Captain drove us around the island, taking up to snorkeling spots, and various beaches. We had dinner at Sid’s, it was fabulous. We saw the flamingos!!

Let’s talk about our crew.

Captain Jason and Chef Juan - WOW!!!!
These two work together like a well oiled machine. They compliment each other well. When Captain Jason said we received an upgrade when Chef Juan came on board he was not kidding. The food was fantastic and we all brought back at least 10 pounds each. Captain Jason took us to unique places and we always had optimum yacht placement.
If you have any first time charter groups, Captain Jason is the person and this is the boat to send them on. Captain Jason and Chef Juan were both very chill, calm, and always smiling. If they asked once, they asked 100 times if there was anything we wanted or anything they could get us. They never sat down and had dinner with us or interjected into our conversations unless asked and then only for the parts that pertained to them. They truly realized this was our vacation and they were there to take care of us and let us be worry free.

Provisions were more than we needed and no one ever wanted for a thing.

Just absolutely the best experience and 100% will do a trip with Captain Jason again at some point.
Trip of a lifetime with a crew of a lifetime!
When we arrived at Manuel Reef Marina, Jason and Jason were waiting with warm and inviting smiles as they helped with luggage and we embarked onto Dock Holiday. Jason and Jason made it clear from the beginning..." What can we do to help? What questions do you have that we can answer? We are here for you!"

Jason "squared" had such an in-depth knowledge of everywhere we went; Norman Island, Virgin Gorda, Anegada, etc. Starting with Veuve Clicquot and charcuterie one could not imagine the incredible meals that Jason (2) worked round the clock preparing! Scrambled eggs and bacon to perfection; Mahi Bowls, Pork Chops with butternut squash and almond cake to name a few.

The Bali54 was so incredibly functional and well laid out. The automatic wall enclosure converting to a/c or open air at the flip of a switch! Just one of the wonderful features aboard Dock Holiday!

My husband and I along with our daughter and very dear friends are beyond grateful to have had the privilege of Captain Jason Mead and Chef Jason Mackay for our crew May 3rd to May 10th, 2025. Like most we have hundreds of combined photos, I have an entire book documenting every day, every island, every meal and every priceless memory.

I will refrain from the treasured details. Simply put booking your own charter on Dock Holiday is the only way to experience your trip of a lifetime with a crew of a lifetime.

Kelly and Randy
Date of experience: May 2025
Rates are Inclusive
Season 2 PAX 3 PAX 4 PAX 5 PAX 6 PAX 7 PAX 8 PAX
Winter 2026 to 2027 $27,500 $28,000 $28,500 $29,000 $29,500 $30,500 $31,000
Summer 2027 $27,500 $28,000 $28,500 $29,000 $29,500 $30,500 $31,000

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:

USVI Embarkation/Disembarkation: Dock Holiday is happy to offer to and from USVI

MINIMUM NIGHTS: 5, Inquire for less
For 6 night charters, divide weekly rate by 7 nights X 6 nights. For 5 nights or less, divide weekly rate by 6 nights X number of nights.

SLEEP ABOARD: Sleep aboard the night before charter dates. Available for half the calculated daily rate. Includes boarding after 4pm, welcome cocktail and canapes plus a light breakfast the next morning. Dinner is to be taken ashore at client expense.

HALF-BOARD: Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches & 4 dinners ashore at client expense. $150 discount per person.

CHRISTMAS/NEW YEARS: 7 night minimum
CHRISTMAS: 1-8 guests @ $36,000 - charter must end on 12/27 or earlier
NEW YEARS: 1-8 guests @ $38,000 - charter may not start prior to 12/28

CONTACT US