Set sail with WLMS Yacht Charters and discover the breathtaking beauty of the San Juan Islands aboard a luxury crewed yacht. Based in Anacortes, Washington, our personalized yacht charters combine comfort, adventure, and exceptional service, making every journey unforgettable.
Cruise through pristine waters at a relaxed pace and explore iconic destinations like Friday Harbor, Roche Harbor, Orcas Island, Lopez Island, and Sucia Island. From whale watching and kayaking to hiking scenic trails and enjoying fresh Northwest cuisine, every day brings new adventures.
Our curated itineraries ensure smooth cruising with plenty of time to relax on deck, dine alfresco, and take in panoramic views of the Pacific Northwest. Whether you’re planning a family getaway, a romantic escape, or a group adventure, WLMS Yacht Charters offers the premier San Juan Islands yacht charter experience.
Embark on a voyage where luxury meets nature—and let the San Juans become your playground.
6-Night San Juan Islands Itinerary from Anacortes, WA
Day 1: Anacortes → Friday Harbor (San Juan Island)
Cruising time: ~1 hr 15 min (22 NM)
Begin your adventure departing Anacortes and cruising to lively Friday Harbor, the hub of the San Juans.
Afternoon: Explore boutiques, art galleries, and the Whale Museum.
Evening: Dine ashore at one of the island’s farm-to-table restaurants or enjoy a private dinner onboard.
Day 2: Friday Harbor → Roche Harbor (San Juan Island)
Cruising time: ~45 min (10 NM)
Cruise north around the island to the historic Roche Harbor Resort & Marina, known for its charming village atmosphere.
Activities: Visit the outdoor art park, hike to the Lime Kiln ruins, or enjoy spa services.
Don’t miss the sunset flag ceremony—a Roche Harbor tradition.
Day 3: Roche Harbor → Stuart Island
Cruising time: ~1 hr (12 NM)
Head west to Stuart Island, one of the most pristine and secluded stops.
Anchor in Reid Harbor or Prevost Harbor.
Activities: Hike to the historic Turn Point Lighthouse or enjoy kayaking and paddleboarding in calm waters.
Day 4: Stuart Island → Sucia Island
Cruising time: ~1 hr 30 min (22 NM)
Continue northeast to Sucia Island Marine State Park, a jewel of the San Juans.
Anchor in Echo Bay, known for its dramatic sandstone formations.
Activities: Explore miles of hiking trails, tidal pools, and beaches. This stop is perfect for nature lovers and photographers.
Day 5: Sucia Island → Orcas Island (Eastsound)
Cruising time: ~1 hr 30 min (20 NM)
Cruise south to Orcas Island, often called the “Gem of the San Juans.”
Anchor near Eastsound Village for shopping and dining.
Activities: Take a trip ashore to Moran State Park—home to Mount Constitution for panoramic views of the islands.
Day 6: Orcas Island → Lopez Island
Cruising time: ~1 hr 15 min (16 NM)
Head south to Lopez Island, known for its laid-back vibe and cycling-friendly roads.
Anchor near Fisherman Bay or Spencer Spit.
Activities: Beach walks, kayaking in sheltered waters, and sampling fresh oysters from local farms.
Day 7: Lopez Island → Anacortes
Cruising time: ~1 hr (14 NM)
Enjoy a leisurely breakfast onboard before your final cruise back to Anacortes.
Disembark with incredible memories of whale watching, scenic hikes, and serene anchorages.
Highlights of This Itinerary
Maximum 2 hours per day cruising at 18 knots.
Mix of lively harbors (Friday Harbor, Roche Harbor) and tranquil anchorages (Stuart, Sucia, Lopez).
Opportunities for wildlife spotting (orca whales, seals, bald eagles).
Balance of island culture, dining, and outdoor adventure.
6-Night San Juan Islands Itinerary from Anacortes, WA
Day 1: Anacortes → Friday Harbor (San Juan Island)
- Cruising time: ~1 hr 15 min (22 NM)
- Begin your adventure departing Anacortes and cruising to lively Friday Harbor, the hub of the San Juans.
- Afternoon: Explore boutiques, art galleries, and the Whale Museum.
- Evening: Dine ashore at one of the island’s farm-to-table restaurants or enjoy a private dinner onboard.
Day 2: Friday Harbor → Roche Harbor (San Juan Island)
- Cruising time: ~45 min (10 NM)
- Cruise north around the island to the historic Roche Harbor Resort & Marina, known for its charming village atmosphere.
- Activities: Visit the outdoor art park, hike to the Lime Kiln ruins, or enjoy spa services.
- Don’t miss the sunset flag ceremony—a Roche Harbor tradition.
Day 3: Roche Harbor → Stuart Island
- Cruising time: ~1 hr (12 NM)
- Head west to Stuart Island, one of the most pristine and secluded stops.
- Anchor in Reid Harbor or Prevost Harbor.
- Activities: Hike to the historic Turn Point Lighthouse or enjoy kayaking and paddleboarding in calm waters.
Day 4: Stuart Island → Sucia Island
- Cruising time: ~1 hr 30 min (22 NM)
- Continue northeast to Sucia Island Marine State Park, a jewel of the San Juans.
- Anchor in Echo Bay, known for its dramatic sandstone formations.
- Activities: Explore miles of hiking trails, tidal pools, and beaches. This stop is perfect for nature lovers and photographers.
Day 5: Sucia Island → Orcas Island (Eastsound)
- Cruising time: ~1 hr 30 min (20 NM)
- Cruise south to Orcas Island, often called the “Gem of the San Juans.”
- Anchor near Eastsound Village for shopping and dining.
- Activities: Take a trip ashore to Moran State Park—home to Mount Constitution for panoramic views of the islands.
Day 6: Orcas Island → Lopez Island
- Cruising time: ~1 hr 15 min (16 NM)
- Head south to Lopez Island, known for its laid-back vibe and cycling-friendly roads.
- Anchor near Fisherman Bay or Spencer Spit.
- Activities: Beach walks, kayaking in sheltered waters, and sampling fresh oysters from local farms.
Day 7: Lopez Island → Anacortes
- Cruising time: ~1 hr (14 NM)
- Enjoy a leisurely breakfast onboard before your final cruise back to Anacortes.
- Disembark with incredible memories of whale watching, scenic hikes, and serene anchorages.
Highlights of This Itinerary
- Maximum 2 hours per day cruising at 18 knots.
- Mix of lively harbors (Friday Harbor, Roche Harbor) and tranquil anchorages (Stuart, Sucia, Lopez).
- Opportunities for wildlife spotting (orca whales, seals, bald eagles).
- Balance of island culture, dining, and outdoor adventure.
