Top Boston Sunset Cruises

Boston Harbor Sunset Cruise

Boston Harbor Narrated Sunset Cruise

4.6

(661)

from $54

1 hour 30 minutesFree Cancellation

4.2

(541)

from $29

Likely to Sell Out

Boston Harbor Sunset Sail Tour

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

4.8

(138)

from $82

1 hour 30 minutesFree Cancellation

4.4

(412)

from $56

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore the world-famous Boston Harbor and see the city’s historic sites while listening to live commentary on board, from tales of the Revolutionary War to local legends. While you cruise, enjoy views of the city skyline as well as the Boston Harbor Islands, USS Constitution (“Old Ironsides”), and the Bunker Hill Monument.

4.6

(414)

from $81

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hourFree Cancellation

4.5

(1,408)

from $46

Special Offer

Boston Harbor Sightseeing Cruise

1 hour 30 minutesFree Cancellation

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

2 to 3 hoursFree Cancellation

3.7

(167)

from $133

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 hours 30 minutesFree Cancellation

4.4

(3,115)

from $86

Special Offer

Sightseeing Day Sail around Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

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.

Classic Tall Ship Cruise in Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

4.7

(622)

from $40

City Cruises Boston: Signature Dinner Cruise

2 to 3 hoursFree Cancellation

4.0

(301)

from $114

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.

Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

4.7

(2,605)

from $36

Boston Ghosts and Gravestones Trolley Tour

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

4.4

(2,472)

from $47

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

Walk the Freedom Trail with a guide in historic costume on a tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important sites in the heart of Boston. This tour's shorter distance lets you follow in the footsteps of the founding fathers and American revolutionaries without making the more strenuous trek all the way across the Charles River, finishing in a spot that’s convenient to top Boston attractions.

4.3

(5,665)

from $52

Boston Freedom Trail Walking Tour with Costumed Guide

1 hour 45 minutesFree Cancellation

4.6

(2,582)

from $26

City Cruises Boston Codzilla High-Speed Thrill Boat Ride

45 minutesFree Cancellation

4.2

(424)

from $56

Witness the breathtaking Boston Harbor skyline and many landmarks from the unique perspective of the harbor. We are one of the only Private Sunset Cruises in Boston. The Boat will only have you, your guests and our crew. We will provide complimentary Water and Soft Drinks. You are welcome bring you favorite food and Beverages on-board to enjoy during your cruise. As a reminder Gratuities are not included in your fare. This Tour runs over a 10 to 12 mile loop of the harbor which takes 2 Hours and 30 Minutes. You will have plenty of time to take photos and make lasting memories. we travel at a slow rate of speed and the cruise is very enjoyable. AS THE DAYS GET SHORTER Start and end times will be modified in order to coincide with sunset times. TRIP MAY BECOME LESS THAN 2.5 HOURS Trip ends 30 minutes after sunset in Aug/Sept.

Boston Harbor Private Sunset & Foliage Cruise, on Yacht Trinacria

from $1,200

Top Attractions in Boston

1 / 2

Attractions

What are people saying about Boston

Boston Harbor Sunset Sail Tour

Kelsey_D, May 2026

Great Sailing Experience

This was such a fun experience! I’ve never been sailing before and you really get the sailing experience! Alex was awesome and made sure to get our picture even while working the sails. Claire Hannah were great and really personable! Dante gave us a great ride! It got our adrenaline going while we also felt safe. Also they had drinks!! Great ride thank you!

Classic Tall Ship Cruise in Boston Harbor

Beverly_t, May 2026

Fun and a little different than usual

Had fun “sailing “ for 1.5 hours. The sails were unfurled but we could still hear low rumble of an engine. Lovely weather for mid-May in Boston- sunny and about 55 degrees. Took the 2 pm ride in the Fame with crew of Capt Jasper and hands Logan and Jessica. The crew was friendly and appeared to know their stuff. They offered beverages and spent time with each group talking on a personal level. I did not get the expected information about what the area’s & buildings we were seeing. All in all a delightful way to spend the afternoon.

Boston Harbor Sunset Cruise

Eva_T, Apr 2026

Beautiful and relaxing experience!

Great evening activity! It was super relaxed and easy to get to the ferry and all the staff were very kind and helpful. The boat is beautiful and the sunset views were gorgeous. This was the perfect date activity but there were also groups of friends and families on board. It was windy on the water so a good coat is a must, but the inside was nice and warm for a break from the weather. The food was good but more appetizer/small bites style so plan on getting a few things to make a light dinner. Would definitely go again!

City Cruises Boston Historic Sightseeing Harbor Cruise

Julie_K, Oct 2025

Great View's from the Ship

A good way to see the city from the ship. Was happy to see the US Constitution and get a good photo. It is fascinating to watch the planes fly overhead. It show the contrast from old Boston and new Boston. The top deck has the best views. Book it early because it fills up fast.

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

Amanda_T, Sep 2025

Don't Be Late

They are not kidding when they say late arrivals will miss the boat. Boston traffic was crazy and we arrived 5 minutes just in time to wave goodbye to our friends on board leaving port. Our friends on board enjoyed the cruise but said it was crowded and there was not enough inside seating. Moral of the story arrive early and plan for Boston traffic.