Boston Cruises & Sailing
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$500+
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Whether you’re watching for whales or cruising in a duck boat, harbor cruises offer the chance to experience Boston’s scenery and history from right outside Boston Harbor. See the skyline or dine on the water with one of the popular tours below.

Highlights
  • Watch the sunset from Boston Harbor as fades into night
  • Enjoy brunch, cocktails, or dinner on the water and get views of the Boston skyline
  • Learn about Boston’s colonial past and the role it played in helping America become an independent nation
  • Hear the sound of the cannon boom as it’s fired from the USS Constitution or tour Old Ironsides, America’s oldest warship
  • Hop on a speedboat and spin in circles for a rush
  • Most cruises last 1 to 3 hours

Sightseeing Cruises
Boston Harbor cruises are a great way to take in the sights from the water, and some are even combined with land-based walking tours that offer an up-close look at the city’s history and scenery. Alternatively, ply the placid Cambridge River on a fun, amphibious duck boat, or search for whales in the waters offshore from April to October. Whichever route you take, don’t miss the opportunity to tour the USS Constitution—a three-masted warship that dates back to 1797.

Dining Cruises
There’s definitely no shortage of restaurants in Boston, but none can compete with the romance of dining out on the water. Choose a filling, floating brunch with views of the area’s harbor lighthouses or an evening filled with dinner, dancing, and dessert on the deck of a ship.
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25 results | All Boston Tours

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Boston Whale Watching Cruise by High-Speed Catamaran

Boston Whale Watching Cruise by High-Speed Catamaran

star-4.5
1857
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.
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  • 3 hours 30 minutes
From
$68.07
From
$68.07

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

star-4.5
7691
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
From
$57.34
From
$57.34

Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution
Likely to Sell OutLikely to Sell Out

Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution

star-4.5
565
See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore Boston Harbor and see the city’s historic sites while listening to live commentary on board. Pass landmarks like the Boston Tea Party ships, USS Constitution, and Boston Light—the oldest continuously manned lighthouse in the United States.
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  • 1 hour
From
$44.79
From
$44.79

Boston Hop-On Hop-Off Trolley Tour with 14 Stops

Boston Hop-On Hop-Off Trolley Tour with 14 Stops

star-4.5
3136
Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS ‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour.
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  • 1 hour 45 minutes
  • Free Cancellation
From
$50.40
From
$50.40

Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

star-4.5
169
Take an evening cruise on Boston Harbor to watch the sunset from the water. Glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, Leonard P. Zakim Bunker Hill Memorial Bridge, and the USS Cassin Young. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night.
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  • 2 hours
  • Free Cancellation
From
$48.00
From
$48.00

Boston Codzilla High-Speed Thrill Boat Ride

Boston Codzilla High-Speed Thrill Boat Ride

star-4
242
Experience a fast and furious thrill ride across Boston Harbor on Codzilla. This boat has been described as a “water coaster” for its exciting spins and turns at up to 40 miles per hour. The wet and wild ride features lots of loud music and an adventure that’s fun for the entire family.
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  • 40 minutes
From
$45.94
From
$45.94

Sightseeing Day Sail around Boston Harbor

Sightseeing Day Sail around Boston Harbor

star-4.5
123
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. Snap photos of Boston's coast from the water and feel free to ask the captain or crew questions about the passing landmarks.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
From
$59.74
From
$59.74

Signature Spirit of Boston Lunch Cruise

Signature Spirit of Boston Lunch Cruise

star-4.5
88
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. After lunch, head up to the top deck—the largest outdoor patio deck in town.
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  • 2 hours
From
$94.78
From
$94.78

Boston Signature Dinner Cruise with Buffet
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Boston Signature Dinner Cruise with Buffet

star-4
168
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
From
$149.02
From
$149.02

Boston Harbor Sightseeing Cruise

Boston Harbor Sightseeing Cruise

star-4.5
21
See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include Nixes Mate, Lovell's Island, Spectacle Island, and Fort Independence.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$40.54
From
$40.54

Boston Harbor Brunch Cruise
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Boston Harbor Brunch Cruise

star-4.5
30
Enjoy a gourmet brunch on this scenic cruise of the Boston Harbor. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with quiche, bacon, fresh fruit, and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Sea Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water.
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  • 2 hours
  • Free Cancellation
From
$74.67
From
$74.67

Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour

Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour

star-4
89
Disembark your ship and take a short walk from Cruiseport Boston to explore the best the city has to offer—a hop-on hop-off tour of Beantown. Visit Boston’s top attractions on a loop around town. Get to know the city, on your own, with live onboard commentary from a professional tour conductor.
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  • 2 hours
  • Free Cancellation
From
$50.40
From
$50.40

Boston Premier Odyssey Dinner Cruise
Likely to Sell OutLikely to Sell Out

Boston Premier Odyssey Dinner Cruise

star-4
77
Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This 2-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.
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  • 2 hours
From
$186.99
From
$186.99

Boston Premier Odyssey Brunch Cruise

Boston Premier Odyssey Brunch Cruise

star-4.5
12
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
From
$121.90
From
$121.90

Dog Day of Summer Harbor Cruise in Boston

Dog Day of Summer Harbor Cruise in Boston

star-4
1
This dog friendly cruise allows you to beat the heat of the city while enjoying the sights and sounds of Boston Harbor. The live narration provides historic information as well as current updates to a very lively working harbor.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$37.00
From
$37.00

Holiday Sunset Cruise in Boston Harbor

Holiday Sunset Cruise in Boston Harbor

star-5
4
Grab a drink and settle into the heated, main observation cabin to enjoy a 90-minute experience on this beautiful 1920s-style yacht. *Please note that this event includes a 15 minute pre-boarding, followed by a 90-minute cruise to allow guests time to settle in before the cruising portion commences. During the cruise, grab a hot cocoa or festive libation from the bar and take in the sights as the boat cruises around Boston's waterfront neighborhoods, such as North End. Enjoy cruising under the Tobin Bridge for a unique perspective of this iconic landmark. The Captain will provide light commentary of Boston Harbor's sightseeing highlights in conjunction with enjoyable music throughout the trip. Watch the sky as it changes from blues to oranges behind the outline of Boston's city skyline.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$42.67
From
$42.67

Boston Private City Tour

Boston Private City Tour

star-5
41
Discover the best of Boston and see the sights that interest you most on this half-day tour. Board your private vehicle along with your group and explore key landmarks in the comfort of an air-conditioned vehicle. See Harvard University, Fenway Park, the Boston Public Library, Beacon Hill, and much more while listening to commentary from your driver about Boston’s history.
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  • 4 hours
  • Free Cancellation
From
$578.58
per group
From
$578.58
per group

Boston Holiday Cocoa Cruise

Boston Holiday Cocoa Cruise

star-4.5
6
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
  • Free Cancellation
From
$56.54
From
$56.54

Private Boston Harbor Boat Tour

Private Boston Harbor Boat Tour

star-5
1
I'm captain Sam and love being able to help people experience the ocean surrounding Boston. I'm really friendly and love to talk to people. If you decide to join my tour, you will never regret it because I'll glide peacefully through the waters of Boston on the most relaxing, beautiful, and romantic excursion in the city. During your trip, take in the majestic colors of the sunset surrounding Boston Harbor's skyline and iconic landmarks. We specialize in hosting private events; birthdays, anniversaries, proposals, etc. The capacity for this private boat tour is 6 people.
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  • 3 hours
  • Free Cancellation
From
$410.00
per group
From
$410.00
per group

Boston Harbor Holiday Brunch Cruise

Boston Harbor Holiday Brunch Cruise

star-5
3
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
  • Free Cancellation
From
$74.67
From
$74.67

Boston Sightseeing Tour - a fully-narrated driving tour
Likely to Sell OutLikely to Sell Out

Boston Sightseeing Tour - a fully-narrated driving tour

star-5
12
Maximize time in Boston with a private sightseeing tour. Get picked up at your hotel or the address of your choice in Boston and set out on a half-day excursion. Learn about the history behind top landmarks including the Paul Revere House, the USS Constitution, and the Bunker Hill Battle Monument. Explore several neighborhoods including Back Bay, Beacon Hill, and the South End.
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  • 3 hours
  • Free Cancellation
From
$414.35
per group
From
$414.35
per group

Tour-in-Four -- A Private four hour walking & driving city tour

Tour-in-Four -- A Private four hour walking & driving city tour

star-5
17
Get a comprehensive overview of Boston’s key landmarks during this half-day tour of the city. Combine a walking tour with a driving tour to cover more ground than you would if you just did one. See important sights like the USS Constitution, Old North Church, and the Paul Revere House and learn about the city’s history from your tour guide.
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  • 4 hours
From
$475.00
per group
From
$475.00
per group

3-Hour Private
Likely to Sell OutLikely to Sell Out

3-Hour Private "Cold Weather- Warm Van" Driving Tour of Boston

star-4.5
4
This tour will begin at your home, hotel or cruise ship and will be conducted in a comfortable heated minivan, no matter the weather. I'll take you past the most interesting places in Boston including the Paul Revere House, the USS Constitution, the Bunker Hill Battle Monument, Copley Square and Fenway Park. Along the way you’ll see the historic homes and churches of the Back Bay, the South End, and Beacon Hill. You’ll hear the stories behind Paul Revere’s ride, the Boston Massacre and the Boston Tea Party. You’ll see Boston’s most prominent buildings and neighborhoods as well as some lesser-known points of interest. This is the best way to see as much of Boston as possible in a brief time, comfortably, and at a pace you will enjoy.
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  • 3 hours
  • Free Cancellation
From
$415.00
per group
From
$415.00
per group

Boston Premier Odyssey Lunch Cruise

Boston Premier Odyssey Lunch Cruise

star-3
2
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
From
$97.50
From
$97.50

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Frequently Asked Questions

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