The 13 Best Bainbridge Island Trips from Seattle

1.Guided Seattle Sailing Adventure from Bainbridge Island

★★★★★★★★★★5.0 · 82 reviews · 2 hours (approx.) Our pick

Meet Captain Scott near Bainbridge Island’s Waterfront Park, walk aboard from the ferry and Winslow area, then cruise Eagle Harbor and Puget Sound under sail. Your private group may see seals, eagles, Seattle landmarks, Mount Rainier, and the Olympic Mountains while learning local history.

“We had a great experience on our private sail around the Seattle harbor. From the moment we stepped aboard, the atmosphere was calm, welcoming, and relaxing—exactly what we were hoping for. The boat itself was very comfortable with plenty of seating, perfect for sitting back and enjoying the views. Our captain, Scott, truly made the tour special. He was warm, conversational, and had a treasure trove of interesting stories about the area, sailing, and local history. It felt more like sailing with a knowledgeable friend than just a tour guide. One thing that really stood out was how attentive and accommodating he was—especially when helping one of our travelers who…”

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2.Sail Bainbridge Island & Seattle Waters – Luxury Classic Sailboat

★★★★★★★★★★5.0 · 26 reviews

Join Captain Ben aboard a private 44-foot sailing ketch for two hours on Puget Sound. Depart Bainbridge Island, take the wheel or relax, and look for Seattle views, Olympic Mountains, island coves, wildlife, and distant volcanoes.

“This trip was fantastic! Ben was wonderful and we left the trip wishing we had had more time. Definitely recommend 💯”

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3.Full-Day Small-Group Bainbridge Island Wine and History Tour

★★★★★★★★★★5.0 · 14 reviews · from $299

Join guide Daniel in a Mercedes van for a nine-hour Bainbridge Island outing limited to seven people. Ride the ferry, walk through Bloedel Reserve, visit the Japanese American Exclusion Memorial, enjoy lunch, and taste local wine or beer.

“Daniel was an AWESOME, Tour Guide, knowledgeable, accommodating, organized, and thoughtful. Our tour on Bainbridge included a variety of activities and sites - we learned a lot and had a lot of fun times.”

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4.All – Inclusive Bainbridge Island Winery & Dinner Tour

★★★★★★★★★★5.0 · 13 reviews · 3 hours 30 minutes (approx.) · from $350

Meet your guide at the Bainbridge Island Museum of Art, then visit three or four island wineries in a heated, air-conditioned vehicle. You may meet winemakers, taste new wines from the barrel, enjoy dinner, and take home a souvenir glass. Guide Paul has earned praise for his warm hosting.

“Great excuse to go to Bainbridge! The Rolling Bay winery was superb! We will be going back for sure!”

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5.Bainbridge Island Discovery Tour

★★★★★★★★★★5.0 · 12 reviews · 2 hours (approx.) · from $135Best value

Meet your guide at the Bainbridge Island Ferry Terminal for a roughly two-hour drive around the island. Visit the Japanese American Exclusion Memorial, Rockaway Beach, Hall’s Hill Lookout and Labyrinth, and Pia the Peacekeeper Troll at Sakai Park. Guides including Eve, Eva, and Mary share local history in English.

“The Tour was amazing thanks to Eve. We learned so much about the Bainbridge people and its history and in particularly, the history behind the Japanese Exclusion Memorial. This is a must do tour if you are visiting the island.”

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6.The Bloedel Reserve & Sightseeing

★★★★★★★★★★5.0 · 9 reviews · from $299

Meet your guide at the Bainbridge Island Museum of Art, then ride a luxury Mercedes van to Fay Bainbridge Park and Bloedel Reserve. Guides such as Paul and Mark bring local history and plant knowledge to this small-group outing. Ferry fare is not included.

“Paul was a wonderful guide with a great history of Bainbridge Island. We also had Jenny along shadowing. This tour is an absolute don’t miss if you visit Bainbridge!! The natural beauty of the preserve cannot be captured in photos. There is eveRead more”

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7.Bainbridge Island Discovery and Whiskey tasting Tour

★★★★★★★★★★4.5 · 9 reviews · 2 hours 30 minutes (approx.) · from $157

Meet at the Bainbridge Island Ferry Terminal for a 2.5-hour tour with guides such as Eve or Eva. Visit the Japanese American Exclusion Memorial, Rockaway Beach, Halls Hill Labyrinth, Pia the Peacekeeper Troll, and Bainbridge Organic Distillers for a local spirits tasting.

“Very good tour. Very emotional at the Japanese Internment memorial. Very enthusiastic and knowledgeable guide. Learned a lot about the island and if you like distilled spirits, don’t miss the Bainbridge Island Distilling tasting.”

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8.Bainbridge Island Serenity Forest Hike & Cultural Landmarks Tour

★★★★★★★★★★5.0 · 9 reviews · 2 hours 30 minutes (approx.) · from $235

Meet your English-speaking guide at the Bainbridge Island Ferry Terminal for a private tour combining the Japanese American Exclusion Memorial, Hall’s Hill Labyrinth, a self-guided forest walk, and Bainbridge Island Museum of Art. Guides Eve and Eva are noted for friendly, flexible tours.

“A totally different experience filled with both historical and whimsy vibes. Our guide, Eve, was excellent and friendly. My wife and I enjoyed our small group and diverse experiences.”

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9.Bainbridge Island Electric Bike Tour

★★★★★★★★★★5.0 · 4 reviews · 4 hours 30 minutes (approx.) · from $175

Join Rina or Ike for a four-and-a-half-hour e-bike outing from Seattle to Bainbridge Island. Learn the bike, board the ferry, visit the Pia the Peacekeeper troll, and see Eagle Harbor with a group of no more than six.

“Our tour guide Rina was fantastic! She provided a great overview of Seattle before we started and gave very clear directions throughout the entire tour, including how to use the e-bike and what to expect. I felt completely safe with her guidance as we biked to the ferry and around Bainbridge Island. The island itself is beautiful, and Rina showed us many lovely areas and trails that enhanced our appreciation of it. I highly recommend this tour!”

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10.Troll Treasures & Wine Wonders

★★★★★★★★★★5.0 · 4 reviews · 3 hours (approx.) · from $299

Meet your guide at Bainbridge Island’s Winslow Way, then visit the Japanese American Exclusion Memorial and Pia the Peacekeeper troll before tastings at Eagle Harbor Wine Co. and Fletcher Bay Winery. Your guide drives an air-conditioned vehicle, and the group is capped at 11 people.

“Mark was wonderful! Knowledgeable, helpful, and welcoming. Loved the unique blend of experiences within this tour. Both wineries were fantastic and the Japanese Exclusion memorial was so powerful. Mark’s knowledge on the subject enhanced the experience tenfold.”

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11.Sail Bainbridge Island & Seattle Waters – Classic Sailboat

★★★★★★★★★★5.0 · 3 reviews · 2 hours

Join Captain Ben aboard a 44-foot classic sailing ketch for a private two-hour trip from Bainbridge Island. Take the wheel, learn about local waters and wildlife, or relax with coffee and tea while you watch Seattle, Mount Rainier, islands, seabirds, and perhaps whales pass by.

“I loved this sail so much the first time that we brought our kids along for the second experience, and they absolutely loved it too! As a returning customer, I can honestly say it’s totally worth the cost, and don’t think twice—do this, you won’t regret it! We saw a rare elephant seal, which was incredible to witness, and Captain Ben also saw orcas with clients the day before—something I didn’t even know we might see! Going to have to go a third time. Be sure to grab a coffee from the adorable, Instagram-famous Pegasus Coffee at the marina before heading out—it's the perfect start—and they also offer amazing sunset…”

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12.Bainbridge Island E-Bike Tour

★★★★★★★★★★4.4 · 3 reviews · 4h 30m · from $185

You’ll ride an e-bike from Vine Street Storage to the ferry, cross the Salish Sea, and explore Bainbridge Island with a guide. Expect a small group of up to six, a coffee and pastry stop, a waterfront trail, a troll hunt, and scenic ferry views.

“We enjoyed the ferry and island experience. The route we rode was gorgeous!”

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13.Bainbridge Island Discovery and Wine Tour

★★★★★★★★★★5.0 · 3 reviews · 2 hours 45 minutes (approx.) · from $159

Meet your guide at Bainbridge Island Ferry Terminal for a relaxed small-group tour of the Japanese American Exclusion Memorial, Rockaway Beach, Halls Hill Lookout, a hillside labyrinth, and Pia the Peacekeeper Troll. Finish with an optional Eleven Winery tasting for $10 to $12.

“It is delightful and informative in a relaxing way. The car was comfortable and spotless with a cold bottle of water waiting for us as we departed the ferry. Our guide was more than willing to go at our pace and her friendliness made it even more enjoyable.”

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