1.Guided Seattle Sailing Adventure from Bainbridge Island

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

Private 2-hour sailing from Bainbridge Island. Calm Puget Sound views, wildlife sightings, and a story-filled captain on a comfortable boat.

“Great time! Would definitely go again. We got to learn some things about sailing, brought drinks and sat at the front to enjoy being on the water, and chatting with Scott was enjoyable. it was the perfect day for sailing and seeing the views of the city. The waters around Bainbridge were beautiful!”

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

★★★★★★★★★★5.0 · 26 reviews · from $475

2-hour private sail on Puget Sound from Bainbridge Island to Seattle skyline, guided by Captain Ben on a classic 44 ft ketch.

“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

Small-group Bainbridge Island wine and history day trip with ferry views, Bloedel Reserve gardens, internment memorial, lunch, and tastings.

“A beautiful day for a picnic on the beach with Daniel. He picked some great winery's and was so knowledgeable. What a great day. Thank you Daniel.”

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4.All – Inclusive Bainbridge Island Winery & Dinner Tour

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

Private Bainbridge Island winery tour with 3-4 tastings, winemaker visits, gourmet dinner, and a souvenir wine glass.

“This was an excellent way to spend a day on Bainbridge Island. It was rainy on the ferry ride over, but as soon as we got off the boat the sun came out. Our tour guide was excellent and provided an entertaining time! We got to meet and talk to so many nice local people.”

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5.Bainbridge Island Discovery Tour

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

Small-group Bainbridge Island tour: Japanese American Exclusion Memorial, Puget Sound ferry views, Halls Hill lookout, and Pia troll.

“We thoroughly enjoyed out tour of Bainbridge Island with Eve. She was so thoughtful and knowledgeable. The vehicle was very comfortable. We especially enjoyed the Japanese Memorial and all of the symbolism she explained. She cares about what she does. There were six of us and we all give her the highest praise. A good way to learn about Bainbridge.”

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6.Bainbridge Island Discovery and Whiskey tasting Tour

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

Small-group Bainbridge Island tour with Japan internment memorial, Seattle views, and a guided spirit tasting at Bainbridge Organic Distillers.

“Eve was engaging and had tons of great island info & recommendations. We really enjoyed the tour! Thanks for a great day!”

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7.Bainbridge Island Serenity Forest Hike & Cultural Landmarks Tour

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

A 2.5-hour guided Bainbridge Island tour mixing WWII remembrance, lookout views, a calm forest walk, and self-paced art at BIMA.

“This was a delightful tour with an amazing guide. I highly recommend this tour. Not only did we learn but we fell in love with Bainbridge.”

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8.The Bloedel Reserve & Sightseeing

★★★★★★★★★★5.0 · 9 reviews · from $299

Private Bainbridge Island and Bloedel Reserve tour with Mercedes transport, snacks, and guide-led garden walks, plus Seattle viewpoints.

“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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9.Bainbridge Island Discovery and Wine Tour

★★★★★★★★★★5.0 · 6 reviews · 2h 30m · from $167

Private Bainbridge Island discovery and wine tour with WWII memorials, Pia the Troll, scenic lookouts, and Eleven Winery tastings.

“This was an entirely brilliant Private tour with our guide of the beautiful Bainbridge Island completed but a wine tasting at the Eleven Winery. We don't know how this tour could be improved. Great value for money and highly recommended.”

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10.Bainbridge Island Discovery and Whiskey Tour

★★★★★★★★★★4.5 · 6 reviews · 2h 30m · from $155

Small-group Bainbridge Island discovery plus an on-island whiskey tasting, with scenic stops, local stories, and Pacific Northwest flavor.

“The Japanese Exclusion Memorial was very cool. The exclusive whiskey tasting was good. I was disappointed that the tour said private and it wasn’t. Also, it said we had to be there at noon and the guide didn’t arrive until 12:30. That is a long time to wait. They did take us to a nice lookout spot with a view of Seattle. The troll was interesting too.”

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11.Bainbridge Island Electric Bike Tour

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

E-bike Seattle to Bainbridge on the ferry with a small-group guide, waterfront views, and playful photo stops. 4.5 hours.

“Totally new to e- bikes! I was nervous! Rena was great, very patient and a good teacher! I took to it and I loved it!! I can't think of a better way to see and learn about the Seattle area! Bainbridge Island was so peaceful and beautiful! It was a Perfect Day!!”

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12.Bainbridge Island – Troll Treasures & Wine Wonders

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

A small-group Bainbridge Island wine tour with tastings at Eagle Harbor and Fletcher Bay, plus the Japanese American memorial and Pia troll.

“This was an awsome tour. Our driver Paul was extremely nice and had great taste in wines as well. The three wineries that we toured all had amazing wine; we bought bottles from all three and wound up joining the wine clubs of two. The ferry ride over was cool as well. I just wish that I had more time to explore the island because they had a number of nice shops and restaurants.”

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13.Bainbridge Island Discovery and Wine Tour

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

Small-group Bainbridge Island tour from Seattle with Japanese American Exclusion Memorial, ocean views, and Eleven Winery tasting options.

“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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14.Bainbridge Island Discovery Tour

★★★★★★★★★★5.0 · 3 reviews · 2 hours · from $115Best value

Small-group Bainbridge Island tour with WWII memorial, Rockaway Beach views, Halls Hill lookout, labyrinth, and Pia troll.

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15.Sail Bainbridge Island & Seattle Waters – Classic Sailboat

★★★★★★★★★★5.0 · 3 reviews · 2 hours · from $445

Private 2-hour sailing from Bainbridge Island, take the wheel, spot wildlife, and enjoy Seattle skyline views with coffee included.

“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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