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Popular Boat & Yacht Tours Charters in Massachusetts  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Boat & Yacht Tours in Massachusetts, MA- BoatBooker

Massachusetts

Massachusetts, United States

Discover why Massachusetts Boating Charters are a favorite for coastal getaways. With a rugged Atlantic shoreline, picturesque islands, and storybook harbors, Massachusetts delivers a blend of scenic cruising, wildlife encounters, and classic New England maritime charm. From calm, family-friendly bays to invigorating open-water passages, you’ll find waterways suited to sailing, powerboating, and everything in between.Set a course along Boston Harbor for skyline views and historic waterfronts, then trace the North Shore for rocky headlands and iconic lighthouses. South of the city, protected inlets and sandy beaches lead you toward Cape Cod, where broad horizons, tidal flats, and postcard towns invite easy day trips and longer adventures. The Cape’s waterways connect you to island escapes, with harbors known for quaint villages, beachy anchorages, and lively summer scenes.Nature lovers can time outings for peak marine life seasons, scan for seabirds along the shoals, or plot a relaxed hop between coves at golden hour. Anglers, sunset cruisers, and sightseers alike appreciate the variety—harbor tours, island shuttles, sailing excursions, and customizable itineraries that match your pace and interests.Whether you’re charting a weekend with friends or introducing family to life on the water, Massachusetts offers reliable winds, well-serviced marinas, and welcoming harbor towns. Book a vessel that fits your crew, pick a launch point, and experience a classic New England coastline designed for memorable days under way.

Experience the breathtaking beauty of Massachusetts from a unique perspective with Massachusetts Boat Tours. This stunning coastal state offers an array of exciting boating experiences that cater to all tastes. From the historic waters of Boston Harbor, where you can explore iconic landmarks like the USS Constitution and the Boston Tea Party Ships, to the majestic vistas of Cape Cod, there’s no shortage of adventure.

Enjoy a Boston Duck Boat Tour that seamlessly combines land and water exploration, offering a fun and educational journey. For nature lovers, the Boston Whale Watching Cruise is a must, taking you to the renowned Stellwagen Bank National Marine Sanctuary to see humpback whales and more. Alternatively, unwind on a Sunset Cruise around Boston Harbor, offering spectacular views of the city skyline.

Outside of Boston, destinations like Salem offer captivating harbor tours, allowing you to immerse yourself in the rich maritime history of the region. Whether you’re interested in sailing, cruising, or simply enjoying the scenic beauty of Massachusetts, there’s a boat tour designed just for you. So, set sail and discover why Massachusetts boat tours are a must-do experience for anyone visiting this incredible state.

This trip is for clients wishing to scatter a loved one’s ashes at sea. Guests can join the ceremony, or the captain and crew can perform and document it without guests. Trinacria will travel 3 miles offshore (per EPA regulations). The crew will conduct a custom-tailored ceremony, and clients will receive photos and a Certificate of Service, including the deceased's name, date, and coordinates, signed by the captain and suitable for framing. The start time is flexible and can often be adjusted.

United States

Trinacria Cruising Boston

Boston

Take a Cruise with Trinacria Cruising Boston for an unforgettable adventure through the scenic waters of Boston Harbor, the Gulf of Maine, and Cape Cod Bay. Aboard the luxurious 38&rsquo; Stamas yacht, you&#039;ll be guided by Captain Riccardo, a seasoned

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!

Tuna Tail Charters

Gloucester

Step aboard Tuna Tail Charters for an unforgettable adventure out of Gloucester. This beautiful 2008 Duffy 35 Downeast cruiser comfortably accommodates up to six guests, making it perfect for intimate whale watching trips, scenic eco tours, or relaxing bo

On 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.

Lyla Rose Charters

Step aboard Lyla Rose Fishing Charters, a beautifully restored 28&rsquo; BHM Downeast vessel, based in the historic fishing hub of Gloucester. With a 2022 restoration, this 1987 classic blends vintage charm with modern amenities, providing an unforgettabl

Enjoy the natural beauty of the Bass River on Cape Cod, MA, with a unique perspective of slow cruising on the water. This trip will take you up and down the Bass River on Cape Cod, where boats, wildlife, and beautiful traditional Cape Cod houses line the river. Bring drinks and snacks to enjoy, and the Captain will take care of the rest. We can accommodate up to 6 people, but 4 people is more comfortable. Departing times can vary, so ask the Captain for a custom departure time.

Bass River Cruise, Harbor & Island Cruises

Dennis

Step aboard the Krista Mari, a 26&prime; Steigercraft Miami with Captain Jim, for a private 2-hour cruise along Bass River. (We also offer extended 4, 6, and 8 hour cruises) Departing from Bass River Marina, this exclusive experience is perfect for up to 

Explore beautiful Pleasant Bay. Travel through the narrows, Little Pleasant Bay and into one of the upper bay salt ponds. Then come back down, through Chatham Harbor, and out to Chatham lighthouse. Stop along the way to view the curious and cute seals.

Pleasant Bay Boat Tours

Orleans

Welcome to your premier source for unforgettable boat charters. Take in the splendor of the Pleasant Bay&#039;s sparkling water, salt ponds, and wildlife from our clean and comfortable 20-foot deck boat. We offer two-hour tours and custom charters. The ch

Enjoy a relaxing 3-hour Canal Tour in Wareham, MA as you cruise the scenic Cape Cod Canal from Bourne to Sandwich. Bring along your favorite lunch and drinks, sit back, and take in the beautiful waterfront views and passing boats. It’s the perfect laid-back way to experience one of Cape Cod’s most iconic waterways.

Fishon Boat Tours

Wareham

Discover the beauty of the Cape with Fishon Boat Tours aboard a sleek 2018 Cobia 261 Center Console, departing from Wareham. Perfect for up to six guests, this versatile vessel is powered by twin 150 HP Yamaha engines, cruising comfortably at up to 30 kno

Experience the magic of Boston from the water with our Harbor Glow Tour, a relaxing 2-hour sunset experience for up to 6 passengers. Sail past the stunning Boston skyline and the Harbor Islands as the city begins to glow at dusk. Bring your own snacks and drinks and enjoy the perfect outing for couples, families, or small groups looking to unwind and take in unforgettable views.

Boston Slainte Charters

Boston Slainte Charters is a 2005 Albin Tournament Cuddy based in Chelsea, offering an intimate and comfortable boating experience for up to 6 guests. Powered by a reliable 300 HP Yanmar diesel inboard engine, the vessel cruises smoothly at up to 30 knots

Spend 8 unforgettable hours whale watching offshore in Massachusetts—experience the beauty of the open ocean and encounter majestic whales in their natural habitat.

Solitude Fishing Charters

Beverly

Solitude Fishing Charters is a beautifully restored 1982 BHM 31 Downeast vessel (refitted in 2020), offering the perfect blend of classic New England charm and modern comfort. Based in Beverly, MA, she comfortably accommodates up to 6 guests, ideal for pr

Harbor cruise with stops at sandbars and sightseeing.

In The Net Sportfishing

Barnstable

Step aboard In The Net Sportfishing, a 2021 Grady-White Fisherman 257 center console designed for speed, comfort, and serious on-the-water adventure out of Barnstable. Powered by twin 200 HP Yamaha outboards, this high-performance vessel reaches up to 45 

Beach and boat day with family and friends! Spend the day cruising around in the boat and anchoring at a beach or island. Who doesn’t like jumping off a boat and enjoying a few drinks on a sandbar!

Fishy Business Sportfishing

Plymouth

Summers on Cape Cod and in Plymouth, MA, are made for unforgettable days on the water with family and friends. Join Fishy Business Sportfishing for a fully customizable private boating experience designed around your ideal day at sea. Our 1997 Contender C

Boat & Yacht Tours in Massachusetts

Top Boat & Yacht Tours in Massachusetts