Downeast in Gloucester
8 boats available
The best out of 8 deals in Gloucester - enter dates to check availability
Top Downeast in Gloucester
- 3 Hour – Sightseeing Tour (PM)Embark on a breathtaking 3-hour sightseeing cruise from Cripple Cove Landing in historic Gloucester! Glide through scenic waters, taking in stunning coastal views, lighthouses, and abundant marine life. Spot playful seals, seabirds, and maybe even a majestic whale! Relax, unwind, and enjoy the calming sounds of the ocean. Beer and wine are welcome, but hard liquor is not. Breathe in the salty air, capture unforgettable memories, and book your unforgettable voyage today!Price for up to 6 peopleUS $579
- 8 Hour Trip – Beach TripOn this trip, you will set out to enjoy one of Gloucester's many beautiful beaches. Wingearsheek Beach in the Annisquam River is an excellent destination for families, and friends to enjoy some fun in the sun. Your boat will anchor up just off of the beach, where your captain will shuttle you in aboard the zodiac inflatable tender. Optional beach toys, beach chairs, a cooler, a children's kayak, and a 20' lily pad floating mat can be provided at no additional cost. Flexible departure time if necessary.Instant ConfirmationPrice for up to 6 peopleUS $1,000
- 2 Hr – Harbor/Historic CruiseA two-hour narrated tour where you will see and learn about various lighthouses, forts, and harbors. It is not uncommon to see sea birds and various mammals. Sometimes we will see seals, porpoise and even an occasional whale.Price for up to 6 peopleUS $399
- 2 Hr – Boston Skyline CharterExperience Boston's stunning waterfront aboard Motor Yacht Atlas, a custom-built 50-foot fantail yacht designed for intimate private events. Whether you're celebrating a special occasion or simply enjoying time on the water with friends and family, Atlas offers a comfortable and elegant setting. Relax on the spacious teak-furnished aft deck, mix a cocktail at the beautifully varnished teak bar, and take in breathtaking views of the Boston skyline.Price for up to 15 peopleUS $900
- 2 Hour – Customized Boat TripWe do it all—and some activities just take a little more time than others. With years of experience (longer than it takes whale bones to decompose!), we'll tailor your trip exactly to what you want to do. Trips are a la carte at $180/hr—contact us to plan your adventure!Price for up to 6 peopleUS $320
- 3 Hour – Boston's WaterfrontExperience Boston's stunning waterfront aboard Beacon, a custom-built 50-foot fantail yacht designed for intimate private events. Whether you're celebrating a special occasion or simply enjoying time on the water with friends and family, Beacon offers a comfortable and elegant setting. Relax on the spacious aft deck and take in breathtaking views of the Boston skyline.Price for up to 20 peopleUS $1,200
- 10 Hr – Whale Watching ExperienceSpend 8 unforgettable hours whale watching offshore in Massachusetts—experience the beauty of the open ocean and encounter majestic whales in their natural habitat.Instant ConfirmationPrice for up to 6 peopleUS $1,800
- 3 Hour – Lighthouse TourCruise out to historic Graves and Boston Lights, explore Nixes Mate, former site of pirate hangings, Fort Warren on Georges Island, and Fort Independence on Castle Island.Instant ConfirmationPrice for up to 6 peopleUS $600
What boaters said about Downeast
- 5.0/5(3 Hour Sunset Sail with a meal.)
Awesome experience
Captain Rick and Deb were wonderful hosts aboard the Artemis. It was a lovely day of sailing paired with a delicious lunch. Couldn’t have asked for a better experience!
- 5.0/5(4 hour sailing trip for Pat B)
Amazing Experience!!!
The family and I had an amazing time on Artemis sailing with Captain Rick and his wife Deb. What an amazing experience to sail on such a beautiful yacht and with such wonderful people. If you've never sailed or are an experienced sailor, you will truly enjoy this great experience and discover Gloucester and the surrounding area. This sailing yacht is super stable, fast and fun. Make new friends, new experiences and amazing memories to last a lifetime! Sail Artemis!
- 5.0/5(5 Hour Trip – Whale Watching (AM))
Wonderful experience!
We went on a 4 hour whale watching trip with captain Matt and it was wonderful. The whales were hiding from us that day but captain Matt made sure we had a great time nonetheless! We had 3 kids with us and we stoped several time to catch fish, saw dozens of sea lions and fed them! The boat was very comfortable with seating out side and inside out of the wind and sun. 10/10 would recommend and do again. Thank you captain Matt












