Top Boston Sunset Cruises

Boston Harbor Sunset Sail Tour

4.4

(495)

from $56

Boston Harbor Narrated Sunset Cruise

4.8

(184)

from $82

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.

4.2

(575)

from $29

Boston Harbor Sunset Cruise

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

4.6

(728)

from $54

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.

4.6

(488)

from $71

Classic Tall Ship Cruise in Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

4.7

(789)

from $40

City Cruises Boston Historic Sightseeing Harbor Cruise

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.

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hourFree Cancellation

City Cruises Boston: Signature Dinner Cruise

(1,510)

from $46

Likely to Sell Out

2 to 3 hoursFree Cancellation

4.0

(318)

from $114

Boston Harbor Sightseeing Cruise

Sightseeing Day Sail around Boston Harbor

(261)

from $46

1 hour 30 minutes to 2 hoursFree Cancellation

4.8

(636)

from $54

Don’t let time determine whether to see Boston or Salem. Visit both towns with the help of a quick and comfortable catamaran. This high-speed ferry service travels from Boston to Salem (or vice versa). Enjoy the scenic adventure from the upper or lower deck of the boat—or just relax at the lounge inside. An onboard galley offers food and beverages for purchase. Upon arrival, many top attractions are within walking distance. For Round Trip, you will need to purchase two separate one way tickets - one departing from Boston and one departing from Salem.

City Cruises Salem High Speed Ferry to/from Boston

50 minutesFree Cancellation

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.

(769)

from $42

Likely to Sell Out

City Cruises Boston Whale Watching Cruise by High-Speed Boat

City Cruises Boston Whale Watching Cruise by High-Speed Boat

3 hours 30 minutesFree Cancellation

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.

(3,370)

from $86

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

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

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.

4.3

(5,933)

from $51

City Cruises Boston Premier Dinner Cruise on Odyssey

City Cruises Boston Premier Dinner Cruise on Odyssey

2 to 3 hoursFree Cancellation

3.8

(201)

from $133

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

(2,896)

from $36

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

City Cruises Boston Codzilla High-Speed Thrill Boat Ride

45 minutesFree Cancellation

4.3

(438)

from $56

City Cruises Boston Signature Lunch Cruise

Grab a drink and settle into the heated, main observation cabin to enjoy a seasonal experience on this beautiful 1920s-style yacht. During the cruise, grab a hot cocoa or festive libation from the bar and take in the sights as the boat cruises around Boston's waterfront neighborhoods, such as North End. Enjoy cruising under the Tobin Bridge for a unique perspective of this iconic landmark. Watch the sky as it changes from blues to oranges behind the outline of Boston's city skyline while listening to classic Holiday hits.

4.3

(144)

from $90

Holiday Sunset Cruise in Boston Harbor

Boston Harbor Sunset Sail Tour

4.9

(11)

from $70

Top Attractions in Boston

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Attractions

What are people saying about Boston

Cheryl_M, Sep 2026

What a great experience!

I booked this at the last minute and was so glad I did. The crew was great, kind and knowledgeable. The weather was perfect and the view from the boat was extraordinary at sunset. It was so nice to be with a small group of people rather than a large boat.

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Brenda_M, Aug 2026

2 hours of bliss…

This was a wonderful experience. Sailing on this beautiful wooden vessel was better than we expected. It was very peaceful and beautiful out on the bay and so quiet with lots to see all the way around—the boat turned around 360 two times. For the sunset cruise, the Captain took us by the USS Constitution, which fired a cannon at sunset.The team on board is so friendly/-they shared lots of stories and history. We would highly recommend this 2-hour experience—we would do this again!! Thank you to the exceptional 3-person crew!!

Sightseeing Day Sail around Boston Harbor

Emily_R, Aug 2026

Great experience!

Cannot recommend this experience enough! The boat and views were beautiful, but the crew was what really made the experience great! Michael, Charlie, and John were so helpful and friendly, and made the experience so much fun! Thank you for the great afternoon!

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.

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.

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

Candice_A, Apr 2026

We had a great time on...

We had a great time on the sunset tour! Service was great and the views were beautiful! We even got to see the USS Constitution fire a canon! The only downfall was it was hard to hear the captain's commentary over the speakers. Not really sure what he was explaining about the places we passed. We would do it again if ever in Boston!