Top Boston Day Cruises

City Cruises Boston Historic Sightseeing Harbor Cruise

(1,402)

1 hourFree Cancellation

from $46

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features a 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.

City Cruises Boston Premier Dinner Cruise on Odyssey

3.7

(166)

2 to 3 hoursFree Cancellation

from $133

Special Offer

Boston Harbor Sightseeing Cruise

(203)

Enjoy unparalleled views of the Boston Harbor from the water during this 90-minute sightseeing cruise. Set sail aboard a classic tall-ship schooner. Enjoy plenty of time to ask the captain and crew about local landmarks and Boston’s history. You'll also have plenty of time to relax. Soft drinks and alcoholic beverages are available to purchase, including several beers brewed right in South Boston.

from

$41

$46

Classic Tall Ship Cruise in Boston Harbor

4.7

(617)

1 hour 30 minutes to 2 hoursFree Cancellation

from $40

See Boston from a whole new angle aboard a Boston Harbor evening cruise. Watch the sunset from the water, and glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, the USS Cassin Young, and more. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night, and sip a cocktail (own expense) from the onboard bar as you relax and enjoy the views.

Boston Harbor Sunset Cruise

(656)

Sightseeing Day Sail around Boston Harbor

from $54

Special Offer

4.8

(544)

1 hour 30 minutes to 2 hoursFree Cancellation

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

Boston Harbor Narrated Sunset Cruise

from $56

4.2

(539)

from $29

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 eggs, 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.

Boston Harbor Brunch Cruise

(148)

Cruise through Boston Harbor on the Yacht Patriot, a modern take on a 1920s yacht, for an intimate 1.5-hour cruise. We offer a daytime narrated tour, that allows guests to dive into the rich history of Boston as a local guide highlights key landmarks like the USS Constitution, Bunker Hill Monument, and the historic waterfront. We also offer a non-narrated sunset cruise option that will cruise by the USS Constitution to watch the cannon fire at sunset. Both experiences offer unobstructed views and a relaxing atmosphere away from the city's hustle.

from $106

Boston Harbor Cruise Aboard Yacht Patriot

1493

from $51

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

(9,590)

1 hour 20 minutesFree Cancellation

from $62

4.0

(301)

City Cruises Boston: Signature Dinner Cruise

2 to 3 hoursFree Cancellation

from $114

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

(414)

from $81

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.

City Cruises Boston Premier Brunch Cruise on Odyssey

(28)

from $104

Dog Day of Summer Harbor Cruise in Boston

4.9

(8)

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

from $28

Boston Tea Party Ships and Museum Admission

4.7

(2,595)

1 hourFree Cancellation

from $36

Special Offer

Enjoy one of the simplest ways to discover Martha's Vineyard, and leave all the planning and logistics to someone else, on this hassle-free day trip from Boston. Following pickup directly from your centrally located hotel, take a short ferry ride to Martha's Vineyard. Upon arrival, enjoy free time to explore—or upgrade to add on an island tour that visits its highlights. Complimentary snacks, bottled water, and guidebooks are provided during the drive.

Boston to Martha's Vineyard Day Trip with Optional Island Tour

(3,171)

12 hoursFree Cancellation

from

$116

$129

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 boat in Boston that gets to and from the whales in the least amount of time possible. Look out for 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.

City Cruises Boston Whale Watching Cruise by High-Speed Boat

(3,115)

3 hours 30 minutesFree Cancellation

from $86

4.3

(7)

City Cruises Boston Premier Lunch Cruise

from $71

Boston Holiday Cocoa Cruise

(85)

from $82

New England Fall Lunch Cruise in Boston Harbor

(44)

from $82

Boston Harbor Night Cruise

(14)

1 hourFree Cancellation

from $46

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or just Cruising. This unique tour is one of the very few available that you & your guests have the boat to yourselves. Most Boston tours are shared. We also allow you to bring your own Food & Beverages on-board, making your trip ultra personalized. We are flexible on pick up locations & are happy to entertain special requests. Book with us & we will do everything we can to exceed your expectations. Tours can last up to 5 Hours depending on activities chosen. Inner Harbor Tours take 2-3 Hours. Plan on being on-board for up to 4 Hours for Lighthouse tours if you choose to see the offshore Lighthouses. We also can preform an Ash Scattering in a burial at sea ceremony for loved ones remains. We attend to filing all required notifications with the US Government free of charge As a reminder Gratuities are not included the price.

Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria

5.0

(1)

3 to 5 hours

from $2,000

Per group

Celebrate a special occasion or just enjoy the company of your family and friends on this leaf-peeping Boston Harbor brunch cruise. On board a 1920s-style yacht, the Northern Lights, you’ll sail through Boston Harbor, cruise past the Harbor Islands, and spot landmarks and beautiful fall scenery along the way. Indulge in a fresh, gourmet brunch prepared by the onboard chef as you take in the waterfront views.

Boston Harbor Fall Brunch Cruise

(23)

Boston Holiday Cocoa Cruise

from $106

Top Attractions in Boston

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Attractions

What are people saying about Boston

Meghan_F, Dec 2025

Cozy and FUN Hot Cocoa Cruise

What a delight. The ambiance was perfect. Decorated with wreathes and garlands and light. A LOVELY jazz band played tasteful holiday tunes throughout the ride. The hot chocolate was DELICIOUS and unlimited! And they had a cool whipped cream dispenser for exceptionally yummy and fresh whipped cream. Coffee was also available for free, so we made a coffee-hot chocolate. So yummy. They also offer “spiked” hot chocolate from the bar. You can purchase special liquor combinations in fancy cups to then add to your hot chocolate as well. We got baileys and peppermint schnapps to add to ours which was also very good. Overall, it was a relaxing, cozy and fun boat cruise for this time of year. Here are some tips: 1)We went on the 3pm ride which I’d highly recommended. It’s an hour and a half and so we finished promptly at 4:30. The sun set at 4:22 so the lighting over the harbor was so perfect even with some haze in the sky. Plus once you exit, it’s perfect timing to head to your favorite spot for a dinner reservation. 2) Bring some small games! You’ll get an assigned table spot which I thought helped make it stress free. Our group brought small travel-sized versions of Bananagrams and Qwirkle to play on the ride. It was perfect! The games plus the music, hot chocolate, jazz music, and the peaceful ride in the harbor made such a perfect combination for a memorable afternoon.

New England Fall Lunch Cruise in Boston Harbor

Conrad_Y, Oct 2025

Don't miss this a great opportunity!

This was an amazing cruise. This was my family's first time on a boat and we loved every minute. The scenery was beautiful and the boat was such a fantastic experience. The food and drinks were great. I would highly recommend this experience. My family and I can't wait until we visit Boston again. Thank you for the memories.

Boston Harbor Fall Brunch Cruise

CliftonR_K, Oct 2025

Relaxing ride and decent brunch

Varied lunch buffet, cash bar, comfortable table seating inside. Chairs on upper deck for great views of harbor and Boston skyline. Friendly staff. A few key sightseeing points of note made over loudspeaker. Great opportunity to sit, chat, and relax while seeing the harbor.

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

Leah_C, Aug 2025

Must do!

This was such a fun, informative and beautiful end of the day activity! The tour guide was knowledgeable, friendly and the perfect person for this job. The city views were breathtaking and the sunset just added to the experience. I can’t recommend this enough. If we return to Boston, which we will, this will be back on our list!