The Best Boat Tours Near Southwest Harbor

Scenic, History, and Fishing Charters out of Casco Bay

We had a great trip out with Anthony. The boat was comfortable, clean and itinerary was ideal for the time with the trip around the islands ending with a beautiful sunset. Saw some seals along the way. We also learned interesting historical and ecological tidbits about the surrounding islands. Thanks for everything!

Spend the Day on Buzzards Bay - Aboard the classic Dyer 29 Classic Boat

The trip was perfect. Steve was great host, guide and captain. The communication was great, the boat was the perfect size for our group and the tour into the Bay was amazing. I can't wait to do it again when we're next on the island.

⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.

Jimmy and Wanda were absolutely amazing! My friends and I highly recommend them. We booked them for a few hours for my bachelorette and brought hot dogs and burgers and jimmy cooked them for us so that we could relax and hangout and spend time with each other without having to worry about a thing! They made sure we were all set multiple times through the experience and were extremely accommodating to any and every request. The boat was very clean and well maintained, and Spectacle Island was beautiful! They know all of the good spots and were very knowledgeable in the history of the island(s). We would 100% do this again and book for even longer next time!

41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

Extraordinary experience on a comfortable and beautiful catamaran, with an excellent itinerary from Sag Harbor to Shelter Island for lunch and back. Captain Brian was super professional as was first Mate Erin in implementing and serving our extensive wines and hors d’oeuvres. The vibe of the team was fun, efficient but still chill. I highly recommend this as one of my best summer experiences and I’ve been in here my whole life and I’m in the hospitality business as a boutique hotel owner.

50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing, optional Waverunner

My friends and I had an incredible time on Jeff’s yacht! He was a fantastic host, always helpful and quick to answer any questions we had before our trip. The boat itself is stunning, with plenty of space to relax and enjoy the day. We can’t wait to book another adventure on board!

⭐️⭐️⭐️⭐️⭐️Jump on Board the Just Hangin’.

We’d never released ashes of our loved ones into the ocean, but tried our best to fulfill my brothers wishes. Jimmy made that difficult journey so much easier and more peaceful than I could have ever imagined.