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20 Massachusetts On the Water | All Massachusetts Tours

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Whale Watching Tour in Gloucester

Available from Apr 17

Whale Watching Tour in Gloucester

star-5
Experience one of the best whale-sighting destinations in the world on this guided, 4-hour whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins and harbour porpoises with the help of a naturalist guide. The on-board galley offers hot meals, snacks and beverages for purchase during the trip.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
US$41.42
From
US$41.42
Taking safety measures

Boston Harbor Holiday Brunch Cruise

Available from Nov 28

Boston Harbor Holiday Brunch Cruise

star-5
Combine an indulgent brunch with a sightseeing boat tour on this two-in-one festive outing. Meet at Rowes Wharf, and hop aboard the Northern Lights: a 1920s-style yacht. Over the course of several hours, you’ll see landmarks ranging from the Seaport District and USS Constitution to Sea Castle Island and beyond. You’ll also enjoy a 3-course holiday brunch menu and can even warm up courtesy of the onboard hot chocolate bar.
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  • 2 hours
  • Taking safety measures
From
US$74.67
From
US$74.67
Taking safety measures

New England Fall Foliage Lunch Cruise in Boston Harbor

Available from Saturday

New England Fall Foliage Lunch Cruise in Boston Harbor

star-4.5
Immerse yourself in the Fall season while exploring beautiful Boston Harbor on a relaxing sightseeing cruise. Step aboard the Northern Lights and catch spectacular views of sights like the oldest lighthouse in America, Boston Light, and colorful seasonal foliage at Peadock’s and Thompson’s islands. Then, enjoy a delicious gourmet lunch and sip a hot cider.
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  • 1 hour 30 minutes
  • Taking safety measures
From
US$58.67
From
US$58.67
Taking safety measures

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Boston Harbor Fall Foliage Brunch Cruise

Available from Saturday

Boston Harbor Fall Foliage Brunch Cruise

star-2
Enjoy a three-course gourmet brunch on this scenic Fall Foliage cruise around Boston Harbor and Harbor Islands. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with eggs Benedict, waffles, bacon, fresh fruit, dessert and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water. Your party will be assigned seating at a table for your size, please contact us if your party is larger than 6 persons We are dedicated to stopping the spread of Covid-19 and have taken many precautions to keep our guests and crew safe. Plexiglass barriers are now installed in front of the buffet and an employee will serve guests. In addition our HVAC system has been upgraded with MERV filters. Guests will be required to don face coverings until they are seated. All tables are separated with 6 feet of clearance.
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  • 1 hour 30 minutes
  • Taking safety measures
From
US$74.67
From
US$74.67
Taking safety measures

Cocoa and Carols Holiday Cruise

Available from Dec 3

Cocoa and Carols Holiday Cruise

star-4.5
Make this holiday season one to remember with this cocoa and carols holiday cruise on Boston Harbor. With dates offered throughout November and December, you can add a magical touch to your holiday, and easily find a date that works for you. Plus, you’ll cruise the harbor aboard a 1920s-style yacht with live music and a complimentary cup of cocoa to sip on as you take in beautiful views of Boston.
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  • 1 hour 30 minutes
  • Taking safety measures
From
US$56.54
From
US$56.54
Taking safety measures

Spirit of Boston Sunset Dinner Cruise with Buffet

Available from Dec 25

Spirit of Boston Sunset Dinner Cruise with Buffet

star-4.5
Try a unique alternative to a typical night out in downtown Boston on an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features an all-you-can-eat buffet meal with live entertainment and dancing. Watch the sunset, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night or head to the dance floor for music and fun inside the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$104.67
From
US$104.67
Taking safety measures

Boston Whale Watching Cruise by High-Speed Catamaran

Available from Saturday

Boston Whale Watching Cruise by High-Speed Catamaran

star-4.5
Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.
More
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$57.75
From
US$57.75
Taking safety measures

Boston Classic: Duck Boat Sightseeing Tour

Available today

Boston Classic: Duck Boat Sightseeing Tour

star-4.5
Hop into a duck boat—renovated World War II amphibious vehicle—for a comprehensive tour of Boston. Pass Boston Common, Quincy Market, and the Celtics' home turf at TD Garden. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.
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  • 1 hour 20 minutes
  • Free Cancellation
  • Taking safety measures
From
US$53.34
From
US$53.34
Taking safety measures

4 Hour Sailing Tour of Vineyard Haven Harbor and Sound

Available tomorrow

4 Hour Sailing Tour of Vineyard Haven Harbor and Sound

Sailing is the best way to see and experience Vineyard Haven Harbor, Nantucket Sound and Vineyard Sound. Tandemeer is a big beautiful 1980 classic 60' ketch made famous in the 1982 hit movie "Trading Places" with Eddie Murphy, Dan Akroyd and Jamie Lee Curtis. Fun in the Sun in Style.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
US$795.00
per group
From
US$795.00
per group
Taking safety measures

Marthas Vineyard 3 Hour Sailboat Charter with Island Sailing Tours

Available tomorrow

Marthas Vineyard 3 Hour Sailboat Charter with Island Sailing Tours

star-5
Sailing is the best way to see and experience Vineyard Haven Harbor, Nantucket Sound and Vineyard Sound. Tandemeer is a big beautiful 1980 classic 60' ketch made famous in the 1982 hit movie "Trading Places" with Eddie Murphy, Dan Akroyd and Jamie Lee Curtis. Fun in the Sun in Style.
More
  • Free Cancellation
  • Taking safety measures
From
US$150.00
From
US$150.00
Taking safety measures

Sightseeing Day Sail around Boston Harbor

Available from May 12

Sightseeing Day Sail around Boston Harbor

star-4.5
See Boston Harbor’s sights from the water on this day sail aboard a replica of a pilot schooner. Step aboard the boat and sail off through the harbor, bound for Spectacle Island, Fort Independence, Castle Island, and Long Island. Listen to guided commentary on the harbor’s history and ecosystem while you sail, snapping photos of Boston’s coast from the water.
More
  • Taking safety measures
From
US$48.00
From
US$48.00
Taking safety measures

Spirit of Boston Lunch Cruise

Available from Jun 5

Spirit of Boston Lunch Cruise

star-5
Enjoy Boston from the water while dining on a delicious buffet lunch on this cruise. See an array of top landmarks including Bunker Hill, the World Trade Center, and the site of the 1773 Boston Tea Party. Hear narrated commentary on the sites, and after lunch, head up to the top deck—the largest outdoor patio deck in town—where a DJ spins tunes from line dances to Top 40 hits.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$75.85
From
US$75.85
Taking safety measures

Boston Odyssey Lunch Cruise

Available from Jun 5

Boston Odyssey Lunch Cruise

star-1
Enjoy lunch on the waters of Boston Harbor during this cruise aboard the "Odyssey Boston." You'll have the chance to admire views of the city skyline and seaport from the boat decks, plus listen to live music. The 3-course lunch includes a starter, main course, and dessert. This is a relaxing way to see the city from another perspective.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$95.50
From
US$95.50
Taking safety measures

Boston Odyssey Dinner Cruise

Available from Jun 10

Boston Odyssey Dinner Cruise

star-4
Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This 3-hour expedition on Boston Harbor features a three-course meal with live entertainment and dancing. Watch the sun set, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night or head to the dance floor for music and fun in the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$117.77
From
US$117.77
Taking safety measures

Boston Odyssey Brunch Cruise

Available from Jun 6

Boston Odyssey Brunch Cruise

star-5
Cruise Boston Harbor aboard a luxury yacht, complete with superb city views and a buffet brunch featuring both breakfast and lunch offerings. For 2-hours you'll explore the waters from Rowes Wharf to the Charlestown Naval Yard and back, sailing past sights such as Castle Island and Boston Light. Spend some time enjoying the yacht's three climate-controlled decks or dancing to the sounds of a live DJ mix. There's even a glass of complimentary champagne following castoff.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$108.60
From
US$108.60
Taking safety measures

Sunset Cruise

Available from May 7

Sunset Cruise

star-3.5
Enjoy views of beautiful Boston with this 90-minute sunset cruise. Watch the sun sink over the sparkling water as your guides point out the USS Constitution and other historic sights. Once the sun goes down, you’ll have a chance to see the city skyline illuminated. There is a full bar on every boat, with snacks and other beverages available for purchase.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
US$26.34
From
US$26.34

Martha's Vineyard Sunset Cruises

Available from Jul 12

Martha's Vineyard Sunset Cruises

star-5
Island Time Charters offers Martha's Vineyard sunset/cocktail cruises which are ideal for those who want to celebrate a special occasion such as bachelorette parties, proposals, first time island visitors or just want to celebrate life. We will pick you up by boat and take you on a sightseeing harbor cruise while you comfortably enjoy the sunset sipping on your favorite cocktail. There are 3 different routes to choose from giving our guest the opportunity to experience different areas of Martha's Vineyard.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$95.00
From
US$95.00
Taking safety measures

Gloucester's Most Recommended Whale Watch Company! Guaranteed Sightings!

Available from Apr 17

Gloucester's Most Recommended Whale Watch Company! Guaranteed Sightings!

star-5
Get the best chance of seeing whales off the coast of Gloucester, Massachusetts, by booking this half-day whale-watch cruise. Your experienced captain and crew know the whales’ feeding and swimming patterns and keep close tabs on where they’re hanging out. Spread out on the deck of the boat and enjoy being out in the open air while you find whales, then get ready to snap photos of breaching, spouts, and tail slaps.
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
US$41.42
From
US$41.42
Taking safety measures

Guided Whitewater Kayaking in the Northern Berkshires

Available from Oct 25

Guided Whitewater Kayaking in the Northern Berkshires

star-5
Kayaking down Massachusetts' Deerfield River is a great way to see the Berkshires and spend a warm summer day outside and active! These boats are easy to paddle and very stable, making them a great way to get a taste of whitewater kayaking with minimal instruction.
More
  • 3 hours
From
US$49.00
From
US$49.00

Boston Harbor Night Cruise

Available from May 6

Boston Harbor Night Cruise

star-4.5
Enjoy the beauty of Boston illuminated on this 1-hour evening cruise. Coast past sights like the Old North Church, Independence Wharf, the U.S.S. Constitution, the New England Aquarium, and more. Choose between open-air seating on the top deck, with blankets available, or stay cozy in the interior cabin. Alcohol, water, soda, and snacks are available for sale.
More
  • 1 hour
  • Taking safety measures
From
US$26.67
From
US$26.67
Taking safety measures

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
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