Harry sailed with us around Bainbridge Is and it was a very enjoyable 7 hr trip! We enjoyed learning so much about the Island, Puget Sound, and the vistas were beautiful. Most importantl, we love to sail and Oh Joy!! is a lovely craft and fun to help Harry sailing. read more

Great day on the water with Captain Harry. Fun and low key sail with great views and a chance to learn a little bit about sailing.

We had a great time sailing with Capt Harry on Oh Joy II! It was everything we hoped for and Harry was even kind enough to work with us on rescheduling due to a rainy day. read more

Such a fun Father's Day surprise for my husband. Captain Harry is a skilled sailor who taught us a lot and was super fun to sail with. We will be back and would definitely recommend for a fun adventure out on the water! read more

I booked a 3 hour sail for four people, Harry met us at the boat went over things to expect and safety protocols. He let me take the helm after we left the dock after giving instructions on where to head while he got the boat ready to sail. Once we got out away from the harbor I continued to helm the boat as we headed towards Seattle. Harry and I talked while the rest of party went up on the deck and enjoyed the sun and breeze. After a while I let Andrew take the helm and we enjoyed a glass of wine and the wind, water and tranquility of sailing. Harry is an excellent host and an expert sailor who provided nice sailing experience letting you sail the boat as much or little as you wanted. I would do it again. read more

Dreamboat Adventure Sailing - Seattle from the boat. - Boat Charters Near Me - Bainbridge Island, Washington

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Fantastic trip with Captain Harry - we loved sailing Puget Sound with him on his beautiful boat. He was extremely hospitable with a great sense of humour - and very informative about our nautical adventure - totally recommend this for Bainbridge visitors read more

What a blast. The Oh Joy is a delight to sail, to hang out on. Family in town? Take em out on the puget sound!!! Harry is a great captain and a fantastic teacher. If you take the wheel under his guidance, you'll have a phenomenal experience. read more

Our excellent sail was everything I hoped it would be for my out of state visitors. Everyone who wanted to helmed, including my son who, together with Harry, did a certain degree of white-knuckle sailing as the boat heeled several times. I'm sure he'll never forget it! Harry was obviously born to sail, but his manner also shows that he was born to share his passion and knowledge with others. An unforgettable experience indeed. Thanks Harry, see you next year! read more

We were looking for a private vessel to give us a real sailing experience as opposed to one of the much larger sail cruises in the area. I took a chance on Harry, sight unseen, for a fun experience for a small work team. The day exceeded our expectations! Harry took us out for a very enjoyable cruise of the sound and let us raise the sails and steer to boat (under his watchful eyes, of course). Harry is very knowledgeable about the area and is a skilled captain. You might just think he has salt in his veins. We lucked out with beautiful weather and were greeted with amazing views of downtown Seattle, Mt. Rainier, Mt. Hood and even a peek-a-boo look at Mt. St. Helens. The trip was all of the fun with none of the responsibilities of owning a boat. Things to note: -If you aren't familiar with sailboats, they are space efficient and relatively tight on space. Harry's boat is a good size for a group of people to enjoy time on the water. Some agility required to maneuver around the boat. -The Puget Sound usually has wind which makes sailing worthwhile, but the temps on the water are cooler than they are on land. -The harbor location on Bainbridge Island really lends itself to an incredible day of adventure with some of the best views of the Sound. Thanks so much Harry! Looking forward to the next trip. read more

We had a marvelous afternoon with friends sailing in Capt Harry's beautiful sailboat. He was a delight to chat with and took our boistrous crew in stride. My husband tried his hand at navigating, which he enjoyed. We very much appreciated a change of day from cold and wet to warm and sunny. Ask Harry about his trip from ZN to Alaska! read more

We had a great afternoon sailing on Oh Joy II. We usually take our family sailing when they visit, but this time we were without our own boat so we looked for a charter. So glad we found Harry's charter out of Bainbridge! It was a fun, relaxing afternoon for all with lovely weather and good company. Definitely recommend! read more

Harry at Dreamboat Adventure Sailing was an amazing captain and host to our 6 person party. The sparkling sailboat made up for our cloudy day, and we had a blast. Harry was extremely knowledgeable, helpful, and a wonderful addition to our conversation over the 3 hour ride. We got to see salmon jumping out of the water and hear all the insider information about the kinds of ships we saw out on the water. As someone weary of choppy waters, the entire ride was smooth and I had no issues with seasickness. This was a lovely sailing experience that I would recommend to anyone looking to book. Thank you Harry! read more

World class captains for swimmers in need of a pilot boat for training or marathon swims I. The puget Sound. read more

Dreamboat Adventure Sailing - Boat Charters Near Me - Bainbridge Island, Washington

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We had a beautiful sail with Harry on Oh Joy! Would highly recommend a sailing out with him on the beautiful Salish sea. The boat was comfortable for all six of us and he's willing to let you step in and steer if you want to. read more

We booked a 3 hour sail with Harry and had a wonderful afternoon despite the lack of wind. My husband loved being behind the wheel for a portion of the trip and I loved how peaceful it was to be on the water and relax in the sun. Harry is a cool guy and nice to talk with. Book a trip with him, you'll be happy you did. read more

Good fun chatting with Harry and riding the tasty waves of Puget Sound main sail and jib stretching to the clouds. If you are an aspiring sailor, Harry is your man. He loves to help people learn the ropes (and the sheets), and having been across the Pacific Ocean and back twice, he exudes a confidence that will set even the most timid passenger at ease. read more

Captain Harry is awesome. Especially with our young kids. He made us all feel very special. This wasn't an inexpensive experience but it was definitely worth it. We had an amazing afternoon on the sea, and it was the highlight of our vacation. I would definitely recommend this way to experience Bainbridge / Seattle. read more

Great weather, great company, great captain, great sail! Captain Harry was a gracious host and we thoroughly enjoyed our sisters' excursion. We brought aboard lunch and wine and enjoyed our 2 hour sail. Captain Harry allowed us to steer, raise the sails, and to pretend like we knew what we were doing:-) If you're looking for a fun way to spend your day, hop aboard Oh Joy II read more

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So, I'm counting my many blessings and the most important blessing is my sweet cutie who decided to surprise me with a fabulous day on the water. We showed up and met with Harry at 10:00 am. We then spent the next 6 hours sailing around Bainbridge Island. We've lived here for a few years now, but this was the first time we sailed around the island. Well, let me say it was BRILLIANT! Our day started off overcast, but the sun decided to shine as the day sailed smoothly by us. I got to spend time just soaking up the experience. My cutie steered us with great guidance from Harry and I took lots of photos, hung out in one of the beanbags, ate my yummy lunch from Jakes, and generally felt the deep gratitude of someone having a wonderful time. We saw seals, Dolphins, and some of the hidden jewels of Bainbridge. It makes me want to learn to sail, so that's the next step, having Harry teach us how to do more than just sit back and enjoy the ride. read more

Dreamboat Adventure Sailing - Relaxing in my beanbag - Boat Charters Near Me - Bainbridge Island, Washington

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The owner finds ways to take your money. We had a family emergency and asked for another date. Now he only refunded part of our money and went as far as to tell me I must have fits with other companies. Completely rude and uncalled for. I did not say the rules don't apply to me but I simply asked for some grace for our situation. read more

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Social distance at sea! We spent 5d/4n sailing the San Juans with Captain Harry and had a fantastic time. Oh Joy II is a classic beauty, extremely photogenic. It has ample space for our family + 1. Captain Harry was happy to share his sailing know-how and our family was eager to play captain and first mate. Captain Harry selected remote and scenic coves to anchor/overnight, and suggested beautiful routes for hiking and kayaking. The food onboard was phenomenal. Harry's wife Joy prepared gourmet meals in advance; we felt pampered and spoiled. Overall it was a wonderful experience and we have created many precious memories. Will definitely sail with Oh Joy II again. read more

Great birthday celebration with the girls. Captain Harry was great and taught us the ropes. Such an experience...we will make this an annual event! read more

Captain Harry was fantastic! We had a great time learning about the boat and getting a chance to steer around the waterway (trying to stay clear of the ferry boats). We booked a two hour sail, in the morning. There were five of us, which was perfect for the size of the boat. While out on the boat, you can walk around or steer. I personally really enjoyed sitting up near the bow and enjoying the views. I definitely recommend booking a trip with Dreamboat Adventure Sailing! We would happily book another trip with this crew. read more

Family arrived from North Carolina and we chartered the boat for August 9, 2017. We had a fantastic time...everyone had fun, the weather was perfect and the wind picked up in the afternoon so we had a FULL experience of sailing. Captain Harry was a great host and I highly recommend his charter service. read more

Captain Harry made our day sailing with friends a special experience. The boat is beautiful and he made it fun and safe. I would not hesitate to recommend this - we have lived on Bainbridge for a long time. So happy we took advantage of something in our own backyard! read more

What an adventure. The captain let us crew the boat in an exciting and safe manner. The boat is beautiful, the captain is personable and the adventure was at a reasonable price. I would recommend this for taking out of town family or like me, a birthday extravaganza! It's a great way to experience the Northwest in a unique way. You'll definitely leave with a story of your own read more

My husband and I, and four if our friends sailed with Harry last weekend. This trip from Bainbridge Island to Blake Island for a picnic and back was fabulous! Harry was funny, patient and blended in with our group like he had known us for years. My husband and I both got to sail the boat, under the excellent guidance of Harry, and we all thought the trip was so fun, we're figuring out a date when we can do another trip this summer. Loved, loved, loved this! read more