Top Boston Cruises, Sailing & Water Tours

Cruises, Sailing & Water Tours

Only Show: Brunch Cruises | Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Duck Tours | Lunch Cruises | Night Cruises | Sailing Trips | Sunset Cruises

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Boston Whale Watching Cruise

4.5 star rating: Recommended 459 Reviews

Looking for a whale watch that requires less travel time, offers the most comfortable ride available and gives you more time viewing some of the world's most ... 

Location: Boston, Massachusetts
Duration: 3 hours

From USD $55.65

Boston Duck Tour

5 star rating: Highly Recommended 481 Reviews

Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great look at Boston on land and water. See all the ... 

Location: Boston, Massachusetts
Duration: 80 minutes

From USD $43.48

Boston Hop-on Hop-off Trolley Tour with Optional Harbor Cruise

4.5 star rating: Recommended 87 Reviews

Ride through the streets of Boston and take in the highlights with a convenient and easy hop-on hop-off trolley tour. Discover why this city is called the ... 

Location: Boston, Massachusetts
Duration: Flexible

From USD $31.00

Boston Historic Sightseeing Cruise

4 star rating: Recommended 24 Reviews

Whether you're visiting Boston for the first time, or a long time resident looking for a quick and relaxing getaway close to home, this trip around the harbor ... 

Location: Boston, Massachusetts
Duration: 90 minutes

From USD $31.44

Spirit of Boston Sunset Dinner Cruise with Buffet

4.5 star rating: Recommended 25 Reviews

See Boston’s waterfront sights from the deck of a luxury sunset dinner cruise. Enjoy a fabulous fine-dining buffet with a carving station and hit the dance ... 

Location: Boston, Massachusetts
Duration: Flexible

From USD $99.43

Cape Cod Summer Day Trip from Boston Including Sightseeing Cruise

4 star rating: Recommended 194 Reviews

On this New England summer adventure, escape from Boston for a day and journey to scenic Cape Cod, where sparkling beaches, lighthouses, cottages, ... 

Location: Boston, Massachusetts
Duration: 9 hours

From USD $78.00

Boston Odyssey Dinner Cruise

4.5 star rating: Recommended 32 Reviews

Come aboard the Odyssey Boston and enjoy an elegant three-hour dinner cruise along the famous Boston Harbor. Fine dining, delicious wines, and live musical ... 

Location: Boston, Massachusetts
Duration: 3 hours

From USD $111.22

Boston Sunset Cruise

4.5 star rating: Recommended 55 Reviews

After a busy day sightseeing or working, what could be nicer than relaxing onboard one of Boston's finest boats for a cruise on the harbor? Watch the sun ... 

Location: Boston, Massachusetts
Duration: 90 minutes

From USD $34.59

Boston Super Saver: Whale-Watching Cruise Plus Admission to New England Aquarium

5 star rating: Highly Recommended 66 Reviews

Get up close and personal to New England’s wildlife with this Boston Super Saver. With your naturalist guide, spot whales and dolphins on a scenic 3-hour ... 

Location: Boston, Massachusetts
Duration: 3 hours

From USD $69.17

Boston USS Constitution Cruise

4 star rating: Recommended 21 Reviews

Visit perhaps the most treasured of all Boston's landmarks, the USS Constitution. This 45 minute fully narrated tour brings you up close and personal with ... 

Location: Boston, Massachusetts
Duration: 45 minutes

From USD $25.14

Fall on Cape Cod: Day Trip from Boston with Sightseeing Cruise

4 star rating: Recommended 92 Reviews

Autumn is a special time on Cape Cod, so enjoy it to the fullest on this luxury coach tour and scenic sightseeing cruise, affording amazing views of New ... 

Location: Boston, Massachusetts
Duration: 9 hours

From USD $76.00

Boston Sunset Cruise

5 star rating: Highly Recommended 1 Review

Enjoy a 90-minute cruise in Boston Harbor which heads out to Fort Independence located on Castled Island and named after George Washington. Then circles back ... 

Location: Boston, Massachusetts
Duration: 90 minutes

From USD $42.00

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

5 star rating: Highly Recommended 2 Reviews

Come aboard the "little sister" of our tall ship fleet, the 67-foot  Liberty Star or board our 125-foot schooner  Liberty Clipper ... 

Location: Boston, Massachusetts
Duration: 1.5 to 2.0 hrs

From USD $38.00

Cruise Boston Harbor on our 67 Foot Tall Ship Schooner

5 star rating: Highly Recommended 1 Review

Come aboard the "little sister" of our tall ship fleet, the 67-foot  Liberty Star  and take a trip back in time   You'll be charmed ... 

Location: Boston, Massachusetts
Duration: 90 minutes

From USD $32.00

Harbor Cruise & Sail On Our 125 Foot Tall Ship Liberty Clipper in Boston

Come aboard the Liberty Clipper  and take a trip back in time on this 125 foot tall ship schooner.  You'll be charmed by our fleet from the moment you set ... 

Location: Boston, Massachusetts
Duration: 2 hours

From USD $32.00

Spirit of Boston Lunch Cruise

4 star rating: Recommended 3 Reviews

Enjoy spectacular views of Boston as you dine on an all-you-can-eat lunch buffet aboard a scenic cruise. See an endless stream of city sights, including Bunker ... 

Location: Boston, Massachusetts
Duration: 2 hours

From USD $64.06

5-Day Boston Tour: Cape Cod with Nantucket and Whale Watch

Take a multi-day Boston city tour featuring the financial district, seaport, Boston Common, Beacon Hill, and Quincy Market Place. Enjoy a fully narrated ... 

Location: Boston, Massachusetts
Duration: 5 days

From USD $1,049.00

2.5-hour Boston Harbor Cruise with Brunch

5 star rating: Highly Recommended 1 Review

Enjoy a delicious brunch and see historic sites along the harbor. This 2.5-hour brunch cruise will take you around the harbor with drinks available for ... 

Location: Boston, Massachusetts
Duration: 2 hours 30 minutes

From USD $73.50

Historical New England Harbor Cruise

Step aboard Yacht Northern Lights for a 2-hour sightseeing cruise to discover the history and mystery of our New England Harbor town, Boston. Boston Harbor is ... 

Location: Boston, Massachusetts
Duration: 2 hours

From USD $42.00

City Lights and Boston Skyline Harbor Sail

Enjoy a 1.5-hour sail around Boston Harbor, see the city and iconic buildings at night, enjoy the glittering lights of the city as they dance upon the waters ... 

Location: Boston, Massachusetts
Duration: 90 minutes

From USD $42.00

Boston Harbor Spring Luncheon Cruise

Cruise around New England harbor and take in the beautiful flora and fauna of spring on this 2-hour cruise. Enjoy sighting blooming cherry ... 

Location: Boston, Massachusetts
Duration: 2 hours

From USD $57.75

Tall Ship Sunset Cruise Aboard The Formidable

Hop on board Boston’s very own Tall Ship/Pirate Ship, The Formidable! No matter what the occasion is, taking The Formidable out on the harbor will enhance ... 

Location: Boston, Massachusetts
Duration: 2 hours

From USD $49.50

Sunday Brunch Cruise

5 star rating: Highly Recommended 5 Reviews

Enjoy a sumptuous Sunday brunch with live music and offerings from acclaimed chef and author Barbara Lynch. We’ll treat you to a world of extraordinary ... 

Location: Boston, Massachusetts
Duration: 2 hours

From USD $80.19

1.5-Hour Boston Harbor Cruise with Live Jazz

Enjoy a cruising adventure on the Boston Harbor, with original and iconic live jazz tunes played by the Benjamin Young Trio. Take in the scenic views of this ... 

Location: Boston, Massachusetts
Duration: 90 minutes

From USD $48.30

Pirate Harbor Tour

Imagine stepping onto a  Tall Ship , sailing away and becoming a pirate! Think treasure, pirates and cannons! Join the “Pirates of Fun” as history comes alive ... 

Location: Boston, Massachusetts
Duration: 2 minutes

From USD $38.50
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