Do I need sailing experience to join this trip?

No prior sailing experience is necessary; the crew will guide you through all activities to ensure a safe and enjoyable journey.

Is food and drink included during the trip?

Basic meals are provided, and you can customize your adventure with options like crab feasts and other local specialties.

What wildlife can I expect to see?

Expect to see orca whales, seals, bald eagles, and various seabirds throughout the sailing adventure.

Can I bring children on this trip?

Yes, the trip is family-friendly; however, it is recommended for children over the age of 8 due to the activity level and time on the water.

What is the cancellation policy?

Cancellations must be made at least 14 days in advance for a full refund, with shorter notice subject to partial or no refund depending on circumstances.

Are paddleboards and other gear provided?

Yes, paddleboards and other equipment are available as optional add-ons during the trip at no extra rental cost.

Sail the San Juan Islands from Bainbridge Island, WA | Sailing | Boat Tour

Experience the magic of the Pacific Northwest with a private 4-night, 5-day sailing adventure through the San Juan Islands. Departing from Bainbridge Island, Washington, this customized trip balances thrilling maritime exploration with tranquil moments amid stunning natural surroundings. Glide past forests, bays, and quaint island villages while spotting playful seals, orca whales, and bald eagles in their native habitats. Onshore, enjoy gentle hikes and explore charming towns rich in local culture and history. Enhance your adventure by choosing add-ons such as a fresh crab feast or paddleboarding through calm waters, making your journey uniquely your own. Whether you’re a seasoned sailor or seeking a peaceful retreat on the water, this trip offers an unforgettable blend of active adventure, wildlife encounters, and serene sunsets over the archipelago’s rugged coastline.

About Sail Bainbridge

Sail Bainbridge is a Bainbridge Island, Washington sailing company offering a range of excursions on Puget Sound and the Salish Sea.

Featured on The Adventure Collective, Sail Bainbridge provides options for short sails, full-day trips, overnight stays, and extended multi-day voyages.

Trips include two-hour, four-hour, six-hour, full-day, overnight, and 4-night/5-day itineraries. Popular offerings are the Sunset Sail, Two Hour Sail, Half Day Sail (with the opportunity to anchor in Blakely Harbor for lunch and paddleboarding), All Day Sail (with complimentary paddleboarding), and specialized Blake Island trips that combine hiking, wildlife viewing, and nights at anchor. For longer journeys, Sail Bainbridge offers a four-night, five-day Sail the San Juan Islands expedition with options like paddleboarding and local seafood feasts.

The Overnight Sail Excursion visits towns such as Port Townsend and Gig Harbor and can be customized for hands-on sailing or relaxed cruising. The All the Way Around trip circles Bainbridge Island, highlighting local maritime history and secluded lunch coves. The Elegant Night at Anchor pairs a sunset sail with a peaceful night in harbor and morning breakfast.

Sail Bainbridge emphasizes flexible experiences for couples, families, and small groups, allowing guests to join actively or relax while onboard. Safety, comfort, and authentic Puget Sound scenery are central to each itinerary. As a company operating from Bainbridge Island, Sail Bainbridge connects travelers to iconic destinations like Blake Island, downtown Seattle, and the San Juan Islands for memorable sailing adventures. Bookings are available for private charters and customizable itineraries to suit small groups today.