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Top Boston Cruises & Sailing

We’re committed to helping you feel confident as you get back out there. Check out our flexible cancellation policies and learn what steps operators are taking to keep you safe. As conditions evolve, check local regulations for the latest information.

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We’re committed to helping you feel confident as you get back out there. Check out our flexible cancellation policies and learn what steps operators are taking to keep you safe. As conditions evolve, check local regulations for the latest information.

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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 Boston Cruises & Sailing | All Boston Tours

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Boston Harbor Sunset CruiseDay Cruises

Boston Harbor Sunset Cruise

star-4.5
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.
More
  • 2 hours
  • Taking safety measures
From
US$42.67
From
US$42.67
Taking safety measures

Boston Odyssey Dinner CruiseDay Cruises

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 Classic: Duck Boat Sightseeing TourDay Cruises

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

Spirit of Boston Lunch CruiseDay Cruises

Spirit of Boston Lunch Cruise

star-4.5
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

Sightseeing Day Sail around Boston HarborSailing

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.
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  • 1 hour 30 minutes to 2 hours
  • Taking safety measures
From
US$48.00
From
US$48.00
Taking safety measures

Sunset CruiseSunset Cruises

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.
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  • 1 hour 30 minutes
  • Free Cancellation
From
US$26.34
From
US$26.34

Boston Odyssey Brunch CruiseDay Cruises

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

Spirit of Boston Sunset Dinner Cruise with BuffetSunset Cruises

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.
More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$104.67
From
US$104.67
Taking safety measures

Boston Harbor Sightseeing Cruise Day Cruises

Boston Harbor Sightseeing Cruise

star-4.5
See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor. Sit back and enjoy a cup of New England Clam chowder while sailing between the harbor's 34 islands, listening to their history through your guide's commentary. 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
  • Taking safety measures
From
US$34.14
From
US$34.14
Taking safety measures

Boston Harbor Night CruiseDay Cruises

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.
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  • 1 hour
  • Taking safety measures
From
US$26.67
From
US$26.67
Taking safety measures

Weekend Boston Harbor Cruise with Mimosa's & Bloody Mary'sDay Cruises

Weekend Boston Harbor Cruise with Mimosa's & Bloody Mary's

Step aboard Yacht Northern Lights for a Mary's & Mimosa Cruise! Please note this cruise has a 30-minute pre-board followed by a 60-minute cruise. Start your day with a specialty beverage and take in the sites as the boat cruises around Boston Harbor. It is recommended you pack a picnic to enjoy while cruising. Sites along with way include Boston's Seaport District, Boston's Inner Harbor Islands, the USS Cassin Young and USS Constitution and historic North End. Please note that this is a 90-minute event, which includes 30-minutes dockside and a 60-minute cruise through Boston Harbor. Seasonal Mimosa selection - $8/mimosa Spring – Passionfruit, and Orange Summer- Berry, Orange, and Guava Fall/Winter – Apple cider, spiced Orange Bloody Mary Bar - $10/shot of Titos Old Bay Spice Rim Mild House Made Bloody Mary Mix Spicy House Made Bloody Mary Mix Add your garnishes: Lemons/Limes, Pickled Onions, Pickled Carrots, Pickled Asparagus, Applewood smoked bacon, Poached Shrimp
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  • 1 hour 30 minutes
From
US$26.25
From
US$26.25

Boston Odyssey Lunch CruiseDay Cruises

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 Sightseeing Tour - a fully-narrated driving tourHalf-day Tours

Boston Sightseeing Tour - a fully-narrated driving tour

This tour will begin at your home, hotel or cruise ship and 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 and do so at a pace you will enjoy.
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  • 3 hours
  • Free Cancellation
From
US$400.00
per group
From
US$400.00
per group

Tour-in-Four -- A Private four hour walking & driving city tourHalf-day Tours

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

star-5
Private tours are priced per GROUP, not per person. This amazing tour is for those who want more than a driving tour but not a ton of walking.(aprox. 90 minute walk) Stroll through the historic North End. Have a snack from a famous North End pastry shop. Go inside the Old North Church and see Paul Revere's house, Explore Copp's Hill Burial Ground and learn about the "Spite House", the "Brink's Job" robbery. and the Great Molasses Flood. Visit the USS Constitution, and go up Bunker Hill where the first organized battle of the Revolutionary war took place. Learn how the Colonists lost that battle but won at the same time. Ride through Downtown, up Beacon Hill, The Back Bay, Fenway and over to Cambridge to see Harvard & MIT. You will see the entire city in half a day. ​Learn all about our history as well as what makes Boston such a great 21st century city. We can confirm tour start time after booking is complete. Weekday tours during the school year tours can only start after 2:30PM
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
US$426.67
per group
From
US$426.67
per group
Taking safety measures

Boston Private City TourHalf-day Tours

Boston Private City Tour

star-5
See all Boston's most important sights in a four hour, private, guided city tour, in a comfortable luxury vehicle. If you value, time, privacy, comfort and would like to have a good overview of the city of Boston at your own convenience and pace, we are the right choice for you. We will drive by or stop and wait at the sights you are most interested in. Our tour is totally customizable and our priority is to please you, not keep a schedule.
More
  • 4 hours
  • Free Cancellation
From
US$400.00
per group
From
US$400.00
per group

Private City Tour of Boston and or CambridgeFull-day Tours

Private City Tour of Boston and or Cambridge

Experience a private tour of Boston/Cambridge with someone who has knowledge of the cities, friendly, and travelers will also enjoy the comfort of a Luxury SUV ride. Whether One or Four travelers, if able to, driver may assist in taking memorable solo or group photos for travelers.
More
  • 4 hours
  • Free Cancellation
From
US$370.00
From
US$370.00

Boston Harbor Cruise to the USS Constitution & Navy YardDay Cruises

Boston Harbor Cruise to the USS Constitution & Navy Yard

star-3.5
Explore one of Boston’s most cherished landmarks, the historic USS Constitution, on this 45-minute cruise to see America’s Ship of State. Get up close and personal with "Old Ironsides," including the option to take a tour of the famous ship and USS Constitution Museum. Also on this tour, see Bunker Hill Monument, the Boston Tea Party Ships and Museum and Old North Church. This seasonal cruise operates from April to November only.
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  • 45 minutes
  • Free Cancellation
  • Taking safety measures
From
US$27.25
From
US$27.25
Taking safety measures

Boston Shore Excursion: Boston Hop-On Hop-Off Trolley TourPorts of Call Tours

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

star-4
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
  • Taking safety measures
From
US$47.25
From
US$47.25
Taking safety measures

Live Irish Music Cruise in Boston HarborDay Cruises

Live Irish Music Cruise in Boston Harbor

Immerse yourself in Boston's Irish heritage on this evening cruise on Boston Harbor with live Irish music. Dance and clap along to the live band playing traditional Irish ballads as you take in sights of the Boston skyline lit up for the night.
More
  • 1 hour 30 minutes
From
US$51.20
From
US$51.20

Cocoa and Carols Holiday CruiseDay Cruises

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.
More
  • 1 hour 30 minutes
From
US$49.07
From
US$49.07

Holiday Jazz Cruise in Boston HarborDay Cruises

Holiday Jazz Cruise in Boston Harbor

Enjoy a romantic evening as you celebrate the holidays with a cruise around Boston Harbor. Step aboard the luxury yacht Northern Lights, decorated in full holiday décor. View stunning panoramas of the Boston city lights, while sipping spirits and listening to holiday jazz favorites. This cruise is a great way to surprise a loved one or start a new winter tradition with friends and family.
More
  • 1 hour 30 minutes
From
US$49.07
From
US$49.07

Sunset Sailing Cruise on a Tall Ship in Boston HarborDay Cruises

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

star-4.5
Experience Boston Harbor on a sunset cruise aboard a historic tall ship. Depart from Central Wharf on the 67-foot Liberty Star or the 125-foot Liberty Clipper and enjoy views of the outer harbor, Fort Independence, East Boston, the Charlestown Navy Yard, and beyond. Relax and let the crew handle the sails or jump in the action and a grab a line on this fun and affordable outing.
More
  • 2 hours
  • Taking safety measures
From
US$46.00
From
US$46.00
Taking safety measures

Rum Tasting Tall Ship Harbor CruiseSailing

Rum Tasting Tall Ship Harbor Cruise

Enjoy a Saturday night out on the Liberty Clipper. This after hours Rum and Revelry Cruise includes sparkling views of the Boston skyline from the water, traditional sea shanties performed by professional actors, and a signature cocktail - the Dark and Stormy. Join the crew in song, or just kick back and enjoy the city lights while tasting the bar’s selection of top rum bottles. This activity is for those 21 and over.
More
  • 2 hours
  • Free Cancellation
From
US$38.00
Price varies by group size
From
US$38.00
Price varies by group size

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

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

star-4.5
Explore Boston by boat with this cruise on the Liberty Clipper. Help the crew hoist the sails or simply find a spot on deck to enjoy the views. Your captain creates a route depending on wind direction, heading toward the outer harbor for a glimpse of Fort Independence, or sailing toward East Boston for views of the Charlestown Navy Yard, home to the USS Constitution.
More
  • 2 hours
  • Taking safety measures
From
US$41.00
From
US$41.00
Taking safety measures

Experiences Types

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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