Top Boston Sunset Cruises

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.

(477)

from $56

Boston Harbor Sunset Cruise

Boston Harbor Narrated Sunset Cruise

4.6

(722)

from $54

1 hour 30 minutesFree Cancellation

4.2

(570)

from $29

Boston Harbor Sunset Sail Tour

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

4.8

(173)

from $82

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

(479)

from $71

City Cruises Boston Historic Sightseeing Harbor Cruise

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hourFree Cancellation

4.5

(1,498)

from $46

City Cruises Boston: Signature Dinner Cruise

2 to 3 hoursFree Cancellation

4.0

(317)

from $114

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

(779)

from $40

Likely to Sell Out

City Cruises Boston Whale Watching Cruise by High-Speed Boat

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

4.5

(3,348)

from $86

Boston Harbor Sightseeing Cruise

1 hour 30 minutesFree Cancellation

4.5

(255)

from $46

City Cruises Boston Premier Dinner Cruise on Odyssey

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

3.8

(195)

from $133

Likely to Sell Out

Boston Tea Party Ships and Museum Admission

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

(2,853)

from $36

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

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.

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

City Cruises Boston Codzilla High-Speed Thrill Boat Ride

(5,889)

from $51

45 minutesFree Cancellation

Sightseeing Day Sail around Boston Harbor

(436)

from $56

1 hour 30 minutes to 2 hoursFree Cancellation

4.8

(623)

from $54

Boston Harbor Private Sunset & Foliage Cruise, on Yacht Trinacria

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

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.

Boston Freedom Trail Walking Tour with Costumed Guide

1 hour 45 minutesFree Cancellation

4.6

(2,748)

from $26

City Cruises Boston Signature Lunch Cruise

Boston Harbor Sunset Sail Tour

(144)

from $79

Top Attractions in Boston

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Attractions

What are people saying about Boston

Jill_V, Aug 2026

Nice

Beautiful sunset cruise out of Boston Harbor. This is not a guided tour nor narration, but the crew is open and available for questions. Drinks available for sale onboard. Crew was gracious, knowledge and friendly. If you want a good seat be in line early, I cant imagine there was a bad seat on board, but seating was filled. Consider bringing binoculars to get a good view. Loved Captain Eric and crew John, Kira and Joe. Cost $79.00 a person was well worth it.

Classic Tall Ship Cruise in Boston Harbor

Rachel_F, Aug 2026

Best experience in Boston

This was incredible, both the experience and the value. My favorite thing I've ever done in Boston. We did the Sail Through History. The ship was beautiful, the crew took their jobs seriously and had a great time. The experience of watching planes take off from Logan through the tall ship masts was super unique and gorgeous. We spent almost two hours on the water and enjoyed local beers and a thorough, charming guide to Boston harbor, history, and islands. We saw sea hawks diving and cormorants. Recommendations: pack a picnic to enjoy onboard and be judicious with sunscreen before and during!

City Cruises Boston Historic Sightseeing Harbor Cruise

Laney_T, Aug 2026

Picture was misleading when booking, but we enjoyed once we got past this.

The picture for the boat I thought I had booked was completely different than the boat when we got there. Once I got past the fact we had close to 300 on a boat when I was expecting a lot less (I think this is Viator’s issue), we did enjoy it. If you go - get there early. Again, not what we were expecting so there was not any outdoor seating left so we were left to either stand outside or set inside which was warm and a little janky.

Sightseeing Day Sail around Boston Harbor

Becca_H, Aug 2026

Beautiful views and experience!

Captain and crew are so knowledgeable & fun to talk to on the tour! You will learn so much about Boston, the harbor, and sailing. Just ask! The views are amazing & seeing the harbor islands from a tall ship is such a fun experience. We loved being able to feel the ocean as we sailed.

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

Susan_S, Jul 2026

The sunset cruise was a...

The sunset cruise was a beautiful, relaxing way to end an evening after early dinner and a must do. We enjoyed the views of Boston Harbor, planes flying close overhead for landing at Logan, clear, colorful sunset, capped by the USS Constitution’s cannon fire. What made it even more special was the unexpected sighting of majestic, tall sail ships as the Parade of Sails had taken place earlier in the day. We chose to sit indoors after a full day of sun, yet we still managed to capture special photos out of open windows or just walking out to the deck area to view and memorialize the bright sunset and views. The only downside was the poor condition of our ship’s speakers so that we could not clearly hear the host’s narration.

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Josephine_H, Jul 2026

A Must-Do in Boston!

We had a beautiful evening on the sunset cruise. Captain Jack and his crew were wonderful. The tall ship is gorgeous, and there is a decent selection of drinks. The tour isn't narrated, but the crew were happy to help guests with any questions they had. Everyone visiting Boston should experience it from the water, and there's no better way to do it!

Boston Harbor Sightseeing Cruise

Tricia_W, Jul 2026

Great ride, even for locals

It was a perfect boat ride, with just enough info about landmarks shared along the way! We aren’t tourists (we live in Boston area) so we wanted to enjoy the ride without lots of interruptions and this ride was perfect! Also appreciated the bar for drinks and snacks…and I felt the prices were fair. Overall a really nice time!

Boston Harbor Sunset Cruise

Olivia_F, Apr 2026

Perfect evening activity!

Perfect evening activity! Although it was cold, it was still a great way to see the city. The boat had a great cocktail and alcohol options. The staff was friendly and the captain was knowledgeable of viewpoints along the way. We even got to see the USS Constitution fire off a canon at sunset! Highly recommend if you love boats and a scenic view!