Sail Bainbridge offers unique sailing trips from Bainbridge Island, Washington, including overnight adventures and San Juan Islands tours. Discover how their personalized cruises deliver wildlife encounters and Puget Sound’s best views.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
2 hours up to several days
Fitness Level
Basic mobility required; able to board boats and manage short walks on docks or shores
Wildlife
History
The waters around Bainbridge Island have long been inhabited by Coast Salish peoples, and many island names reflect this heritage.
Conservation
Sail Bainbridge adheres to low-impact sailing practices to protect Puget Sound’s delicate marine ecosystems.
Sail Bainbridge
Sail Bainbridge offers unique sailing trips from Bainbridge Island, Washington, including overnight adventures and San Juan Islands tours. Discover how their personalized cruises deliver wildlife encounters and Puget Sound’s best views.
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.
Location
Bainbridge Island, WA
Launching point for Puget Sound sails
Trip Durations
2 hours – 5 days
Short sails to multi-day voyages
Tours Offered
10 trips
Varied itineraries and destinations
Destinations
Blake Island, San Juan Islands, Seattle
Iconic Puget Sound locations
Select a Sunset Sail, day trip, overnight stay, or multi-day San Juan Islands voyage — book now to lock in preferred dates.
Book Early for Prime Weather Days
Capt. Ben’s trips fill up quickly during good sailing conditions, so reserve your spot well in advance for the best experience.
Bring Layers Even in Summer
Temperatures on the water can be significantly cooler than on land, so pack windproof and warm layers to stay comfortable.
Consider Sea-Sickness Remedies
If you’re new to sailing, bring motion sickness tablets or natural remedies, especially for longer overnight trips.
Pack Snacks and Your Own Drinks
Sail Bainbridge allows guests to bring food and cocktails onboard, so customize your provisions for a more enjoyable time.
Windbreaker or Waterproof Jacket
Protects against cool winds and occasional rain on the water.
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Non-Slip Footwear
Ensures safe footing on wet boat decks.
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Sunglasses and Sunscreen
UV protection is important even on overcast days.
spring|summer|fall
Reusable Water Bottle
Keep hydrated during long sails with eco-friendly water storage.
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