Sailing Adventures with Sail Bainbridge in Washington

Located just a short hop from Seattle, Bainbridge Island offers a gateway to some of the Pacific Northwest’s most spectacular waters, and Sail Bainbridge delivers this experience with exceptional style and authenticity. Operating from Bainbridge Island, Washington, this boutique sailing outfitter provides a range of trips that move beyond ordinary day sails into richly immersive journeys on Puget Sound and beyond.

Sail Bainbridge’s fleet centers around Capt. Ben’s beautifully maintained yacht, True, which serves as a floating base camp for adventures ranging from brief two-hour sails to multi-night voyages around the San Juan Islands. Whether you’re soaking up views at sunset or anchoring overnight off Blake Island to hear the water quietly lap against the hull, these trips blend the thrill of open-water sailing with the intimacy of a well-crafted, personal outing.

What sets this company apart is not just the range of trips but the depth of local knowledge and genuine hospitality. Capt. Ben tailors each outing to your interests, whether that’s wildlife watching—expect to catch glimpses of bald eagles, harbor seals, river otters, and porpoises—or shoreline storytelling rich with regional history. The option to bring your own snacks and cocktails, combined with the relaxed but safe atmosphere on board, makes each sail feel like a private passage into the region’s natural splendor.

Given the proximity to iconic spots such as Gig Harbor and Penrose State Park, Sail Bainbridge trips can include kayaking extensions, beach stops, and fresh-air dinners on shore. The company appeals to seasoned sailors and first-timers alike, making it a standout in the Pacific Northwest maritime scene and a must for visitors seeking unforgettable waterborne adventures.