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

Whale & Dolphin Watching 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.

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!

United States

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 either head through the Blynman Canal and into the scenic Annisquam River, or out of Gloucester Harbor and around Dog Bar breakwater and Eastern Point Light, on your journey around the island that is Gloucester and Rockport. An excellent trip for those looking to see lighthouses, islands, castles, beautiful coastal scenery, as well as seals, fish, and birds with the possibility of sighting whales as well. Take in the salt air and coastal scene in style!

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

Embark on an unforgettable adventure and witness the majestic whales in their summer haven! Watch in awe as they breach, feed, and bask in the sun. It's an experience that will captivate everyone in the family—don't miss out!

10 Point Charters

Set sail on a 1976 Harris Custom Sportboat, fully restored in 2023, and based out of Gloucester. This sleek, powerful vessel offers a thrilling experience for up to six guests. Powered by twin 400 HP Caterpillar diesel inboard engines, it boasts a cruisin

Come spend a few hours touring beautiful Chatham. 

Stage Harbor Lighthouse, The Chatham Fish Pier, Coast Guard Light, Morris Island, Oyster River, Oyster Pond, the North end of Monomoy Island, Monomoy’s clam flats, Tern Island, and The world-renowned Chatham Outer Bars are all with a short boat rides reach. Besides some of the most beautiful and scenic places on Cape Cod, we will be treated to some amazing wildlife along the way! Chatham’s inner waterways are full of birds, fish, and seals!!!

Got Stryper’s Chatham Eco Tours

Chatham

Did you know that the world-famous &ldquo;Elbow of Cape Cod&rdquo; has three lighthouses, over 60 miles of shoreline, acres of pristine sand bars to explore or relax on, and is home to the largest grey seal colony in New England? Did you also know that Ch

Spend a few hours touring Chatham’s stunning sights. Stage Harbor Lighthouse, the Chatham Fish Pier, Coast Guard Light, Morris Island, Oyster River, Oyster Pond, Monomoy’s north end and clam flats, Tern Island, and the world-renowned Chatham Outer Bars are all within a short boat ride. Along the way, enjoy breathtaking scenery and incredible wildlife. Chatham’s inner waterways are alive with birds, fish, and seals, making this an unforgettable Cape Cod experience.

Got Stryper’s Chatham Adventure Tours

Did you know that Chatham, located on Cape Cod&rsquo;s famous &ldquo;Elbow,&rdquo; is home to three iconic lighthouses, over 60 miles of breathtaking shoreline, and expansive sandbars perfect for exploring or relaxing? It&rsquo;s also home to New England&

Private Charters to Stellwagen Bank, depart from scenic Scituate, MA. Discover the wild beauty of the North Atlantic on a private charter to Stellwagen Bank National Marine Sanctuary, just a short cruise from historic Scituate Harbor. This world-class whale-watching destination is perfect for photographers, ocean lovers, and families seeking an unforgettable day on the water.

Legit Fish

Scituate

Step aboard Legit Fish, a rugged and reliable 2008 Parker 2820XL Pilothouse, departing from scenic Scituate, MA. Designed for comfort and performance, this proven New England machine comfortably accommodates up to six guests, perfect for families, friends

Set sail on the beautiful waters of Cape Cod at sunset for an unforgettable whale watching adventure! See humpback whales in their natural habitat around New England as the sun goes down. Enjoy a 5-hour tour aboard our comfortable May-Craft Pilothouse. Bring your favorite food and drinks and relax at sea. Let Captain Timmy guide you on a memorable experience you’ll cherish forever. Contact us today to book!

Keepin’ it Reel Fishing Charters & Tours

Sandwich

Keepin&rsquo; it Reel Fishing Charters is a 2006 May-Craft Pilothouse 27XL designed for comfort, speed, and unforgettable days on the water. We can trailered to Sandwich, Plymouth, Bourne, and Marshfield, MA, so this versatile vessel is ready to meet you 

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

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 

Enjoy a private whale-watching trip with your family and friends. Our vessel allows you to get close to the whales for beautiful photos and videos. These trips depart from Plymouth, MA, or Bass River in Dennis, MA.

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

Whale & Dolphin Watching in Massachusetts

Top Whale & Dolphin Watching in Massachusetts