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Top Massachusetts Day Cruises

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Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

star-4.5
64
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
From
$48.00
From
$48.00

Boston Harbor Sightseeing Cruise

Boston Harbor Sightseeing Cruise

star-4.5
16
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
From
$34.14
From
$34.14

Boston Odyssey Dinner Cruise
Likely to Sell OutLikely to Sell Out

Boston Odyssey Dinner Cruise

star-4
61
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.
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  • 3 hours
From
$137.42
From
$137.42

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

star-4.5
156
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.
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  • 2 hours
From
$59.00
From
$59.00

Spirit of Boston Lunch Cruise

Spirit of Boston Lunch Cruise

star-4.5
60
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
From
$78.47
From
$78.47

Sunset Cruise
Likely to Sell OutLikely to Sell Out

Sunset Cruise

star-4
64
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
$26.34
From
$26.34

Boston Hop-On Hop-Off Trolley Tour with 15 Stops

Boston Hop-On Hop-Off Trolley Tour with 15 Stops

star-4.5
2129
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. If you upgrade to the Gold or Platinum Pass, you will be given your (seasonal) Harbor Cruise ticket when you check in for the Trolley Tour. These seasonal cruises depart periodically throughout the day close to Stop 1.
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  • 1 hour 45 minutes
  • Free Cancellation
From
$49.35
From
$49.35

Sightseeing Day Sail around Boston Harbor

Sightseeing Day Sail around Boston Harbor

star-4.5
56
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
From
$55.47
From
$55.47

Martha's Vineyard Private Sunset Sightseeing Cruises by Island Time Charters

Martha's Vineyard Private Sunset Sightseeing Cruises by Island Time Charters

star-5
16
Discover Martha’s Vineyard by boat with a private sightseeing harbor cruise at sunset. Meet your boat captain and set out for scenic tour. Customize the length and itinerary of the cruise to suit the interests of your party. See top landmarks including lighthouses and bridges while raising a glass with your private group. This sunset tour is a great fit for special celebrations including engagements, bachelorette parties, and more.
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  • 2 to 8 hours
  • Free Cancellation
From
$550.00
per group
From
$550.00
per group

Martha's Vineyard Sightseeing Cruises

Martha's Vineyard Sightseeing Cruises

star-5
16
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.
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  • 2 hours
  • Free Cancellation
From
$95.00
From
$95.00

Boston Harbor Brunch Cruise

Boston Harbor Brunch Cruise

star-4.5
15
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, waffles, 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
From
$74.67
From
$74.67

Boston Odyssey Brunch Cruise

Boston Odyssey Brunch Cruise

star-4.5
9
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
$111.22
From
$111.22

Martha's Vineyard Leisure Sightseeing Cruise

Martha's Vineyard Leisure Sightseeing Cruise

star-5
8
Island Time Charters offers Martha's Vineyard Sightseeing 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 cruise while you comfortably enjoy breathtaking views sipping on your favorite beverage. There are 3 different routes to choose from giving our guest the opportunity to experience different areas of Martha's Vineyard.
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  • 2 to 8 hours
  • Free Cancellation
From
$461.54
per group
From
$461.54
per group

Private Half-Day Trip to Lake Tashmoo

Private Half-Day Trip to Lake Tashmoo

star-5
2
Go boating from Martha’s Vineyard with a private half-day trip to Lake Tashmoo. Climb aboard the Island Time for a relaxed power boat day sail and get to know a local captain during the tour. Depart from West Chop Lighthouse, stop at Lambert’s Cove Beach, and visit Lake Tashmoo. This sightseeing tour includes the chance to swim, sunbathe, and admire views from the deck of a private boat.
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  • 3 hours 30 minutes
  • Free Cancellation
From
$695.00
per group
From
$695.00
per group

Dog Day of Summer Harbor Cruise in Boston

Dog Day of Summer Harbor Cruise in Boston

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
$27.50
From
$27.50

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Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Day Cruises in Massachusetts?
Q:
What Day Cruises in Massachusetts are taking additional safety precautions?
Q:
What Day Cruises in Massachusetts are good for avoiding crowds?
A:
These hidden gems in Massachusetts may have limited interaction with crowds: