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 | Sunset Cruises

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Boston Whale Watching Cruise

4.5 star rating: Recommended 449 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 477 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 $44.53

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

4.5 star rating: Recommended 83 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 $30.39

Spirit of Boston Sunset Dinner Cruise with Buffet

4.5 star rating: Recommended 24 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: Varies

From USD $99.43

Cape Cod Summer Day Trip from Boston Including Sightseeing Cruise

4 star rating: Recommended 188 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

For the ultimate in elegance, you can't go past this three-hour dinner cruise on Boston's famous harbor. Enjoy fine dining, delicious wines, and entertainment ... 

Location: Boston, Massachusetts
Duration: 3 hours

From USD $104.67

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 $31.44

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

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

2.5-hour Boston Harbor Cruise with Brunch

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

Boston USS Constitution Cruise

4 star rating: Recommended 20 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 $24.10

Boston Odyssey Brunch Cruise

5 star rating: Highly Recommended 1 Review

Admire the unforgettable sights of Boston on board this breathtaking climate controlled yacht. This cruise offers the most unique brunch setting on Boston's ... 

Location: Boston, Massachusetts
Duration: 2 hours

From USD $82.40

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

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 $1,059.00

Spirit of Boston Valentine's Day Dinner Cruise

Your most memorable Valentine’s Day yet is waiting on the water, when you and your sweetheart join us aboard Spirit for dinner! See Boston’s waterfront sights ... 

Location: Boston, Massachusetts
Duration: 3 hours

From USD $130.87

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 $60.13

Boston Odyssey Valentine's Day Dinner Cruise

Your most memorable Valentine’s Day yet is waiting on the water, when you and your sweetheart join us aboard the Odyssey for a romantic dinner. For the ... 

Location: Boston, Massachusetts
Duration: 3 hours

From USD $157.07

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 $80.00
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