Top Massachusetts Cruises, Sailing & Water Tours

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Massachusetts Adventures

Attractions

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Boston Duck Boat Sightseeing City Tour with Cruise
Likely to Sell Out
Likely to Sell Out
Boston, USA
4.6 (9,424)

Boston Duck Boat Sightseeing City Tour with Cruise

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...

1 hour 20 minutes • Free Cancellation
1 hour 20 minutes • Free Cancellation
1 hour 20 minutes • Free Cancellation
4.6 (9,424)
$61.85
$60.85
Whale Watching Trips to Stellwagen Bank Marine Sanctuary. Guaranteed sightings!
Likely to Sell Out
Likely to Sell Out
Gloucester, USA
4.9 (2,180)

Whale Watching Trips to Stellwagen Bank Marine Sanctuary. Guaranteed sightings!

Guaranteed Sightings!  7 Seas Whale Watch is located in the heart of historic downtown Gloucester, MA and in one of the busiest parts of Gloucester...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.9 (2,180)
$45
$44
City Cruises Boston Historic Sightseeing Harbor Cruise
Special Offer
Special Offer
Boston, USA
4.6 (1,383)

City Cruises Boston Historic Sightseeing Harbor Cruise

See the sights. Experience the history. Boston's inner and outer harbors are awash in legend and lore, not to mention beauty. On this fully narrated...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.6 (1,383)
$46
$45
Whale Watching Tour in Gloucester
Likely to Sell Out
Likely to Sell Out
Gloucester, USA
4.9 (4,446)

Whale Watching Tour in Gloucester

You are guaranteed whale sightings on this whale watching tour out to Stellwagen Bank, a national marine preserve about 12 miles off the coast of...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.9 (4,446)
$48
$47
City Cruises Boston Whale Watching Cruise by High-Speed Boat
Likely to Sell Out
Likely to Sell Out
Boston, USA
4.7 (2,890)

City Cruises Boston Whale Watching Cruise by High-Speed Boat

Set sail with us for the whale watch experience of a lifetime on the New England Aquarium Whale Watch Cruise. Our destination: Stellwagen Bank Marine...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.7 (2,890)
$85.56
$84.56
Classic Tall Ship Cruise in Boston Harbor
Likely to Sell Out
Likely to Sell Out
Boston, USA
4.8 (656)

Classic Tall Ship Cruise in Boston Harbor

Come out for a day sail adventure in Boston Harbor aboard one of our classic wooden schooners, Liberty Star or Fame. Get away from the...

90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
4.8 (656)
$39.55
$38.55
Boston Harbor Sunset Cruise
Likely to Sell Out
Likely to Sell Out
Boston, USA
4.7 (665)

Boston Harbor Sunset Cruise

Enjoy a relaxing sunset cruise in Boston Harbor which heads out to Fort Independence located on Castle Island and named after George Washington. Then take...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (665)
$54.45
$53.45
City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise
Special Offer
Special Offer
Boston, USA
4.5 (402)

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

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?...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.5 (402)
$56.35
$55.35
Sightseeing Day Sail around Boston Harbor
Likely to Sell Out
Likely to Sell Out
Boston, USA
4.8 (568)

Sightseeing Day Sail around Boston Harbor

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of...

90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
4.8 (568)
$66.54
$65.54
Sunset Sailing Cruise on a Tall Ship in Boston Harbor
Likely to Sell Out
Likely to Sell Out
Boston, USA
4.8 (410)

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (410)
$71.35
$70.35
Boston Harbor Sunset Sail Tour
Likely to Sell Out
Likely to Sell Out
Boston, USA
4.9 (148)

Boston Harbor Sunset Sail Tour

Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (148)
$82.27
$81.27
Boston Harbor Sightseeing Cruise
Likely to Sell Out
Likely to Sell Out
Boston, USA
4.6 (213)

Boston Harbor Sightseeing Cruise

Cruise around Boston Harbor on classic 1920s-style Yacht Northern Lights. Relax in the indoor grand salon area or venture to the top, outdoor deck for...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.6 (213)
$45.98
$44.98
Boston Harbor Narrated Sunset Cruise
Special Offer
Special Offer
Boston, USA
4.4 (508)

Boston Harbor Narrated Sunset Cruise

Escape the heat and enjoy amazing views of Boston’s beautiful skyline and the historic USS Constitution as the sun sets behind the city. As evening...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.4 (508)
$29.44
$28.44
Boston Harbor Brunch Cruise
Special Offer
Special Offer
Boston, USA
4.6 (154)

Boston Harbor Brunch Cruise

Enjoy a delicious 2-hour brunch cruise and take in historic sights along the water including Castle and Deer Island, Spectacle Island, Long Island, Lovells Island,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (154)
$106.47
$105.47
Boston Summer Nights Trolley Tour plus River Cruise
Special Offer
Special Offer
Boston, USA
4.6 (144)

Boston Summer Nights Trolley Tour plus River Cruise

Enjoy Beantown at night-time on Boston's only sunset tour and river cruise on the Old Town Trolley! Relax and enjoy all that Boston has to...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (144)
$50.40
$49.40
Sailing on Historic Schooner Yacht in Salem, MA
Likely to Sell Out
Likely to Sell Out
Salem, USA
5.0 (184)

Sailing on Historic Schooner Yacht in Salem, MA

Set Sail in beautiful Salem, Massachusetts on an incredible and historic schooner yacht. Experience the majesty aboard John G. Alden's personal schooner yacht Malabar X....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (184)
$55
$54
Boston Historic Pubs Tour with Drinks and Tastings Included
Special Offer
Special Offer
Boston, USA
4.9 (162)

Boston Historic Pubs Tour with Drinks and Tastings Included

Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston....

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.9 (162)
$135.15
$134.15
Boston Holiday Cocoa Cruise
Likely to Sell Out
Likely to Sell Out
Boston, USA
4.7 (81)

Boston Holiday Cocoa Cruise

Enjoy a festive Christmas cruise aboard a classic yacht decorated for the holidays and cruise into an evening of skyline views, holiday music and some...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.7 (81)
$82.27
$81.27
Kayak The Creek Nature Tour
Special Offer
Special Offer
Cape Cod, USA
4.9 (41)

Kayak The Creek Nature Tour

RideAway Adventures has been awarded the best tours on Cape Cod 12 years in a row. We have the only fully ACA certified guide staff...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (41)
$80
$79
City Cruises Boston: Signature Dinner Cruise
Special Offer
Special Offer
Boston, USA
4.2 (274)

City Cruises Boston: Signature Dinner Cruise

Come dine, dance, and celebrate aboard Boston's Signature Dinner Cruise. Enjoy freshly prepared entrees, salads and desserts, creative cocktails, wine, and beer from our well-stocked...

2 to 3 hours • Free Cancellation
2 to 3 hours • Free Cancellation
2 to 3 hours • Free Cancellation
4.2 (274)
$113.90
$112.90

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