Boston Sightseeing Cruises

Explore Boston with top sightseeing cruises including harbor tours, sunset cruises, and dinner cruises. Book your Boston sightseeing experience today!

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Boston Duck Boat Sightseeing City Tour with Cruise

Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great look at Boston on land and water. See all the maj

★ 4.6 (10020)

From $61.85 USD

Boston Harbor Brunch Cruise

Enjoy a delicious 2-hour brunch cruise and take in historic sights along the water including Castle and Deer Island, Spectacle Island, Long Island, Lovells Isla

★ 4.6 (162)

From $106.47 USD

Boston Harbor Cruise Aboard Yacht Patriot

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 allow

★ 4.8 (12)

From $50.82 USD

Boston Harbor Fall Brunch Cruise

Enjoy a fresh, gourmet brunch on this scenic Fall Foliage cruise around Boston Harbor and the Harbor Islands. Set sail aboard the Northern Lights at Rowes Wharf

★ 4.4 (23)

From $106.47 USD

Boston Harbor Narrated Sunset Cruise

Escape the heat and enjoy amazing views of Boston’s beautiful skyline and the historic USS Constitution as the sun sets behind the city. As evening sets in, sun

★ 4.2 (576)

From $29.44 USD

Boston Harbor Night Cruise

Enjoy a night cruise in Boston Harbor while seeing the city and it's iconic buildings light up the night. This is a relaxing, sight-seeing cruise that's perfect

★ 4.4 (16)

From $45.98 USD

Boston Harbor Sunset Cruise

Enjoy a relaxing sunset cruise in Boston Harbor which heads out to Fort Independence located on Castle Island and named after George Washington. Then take in vi

★ 4.6 (731)

From $54.45 USD

Boston Holiday Cocoa Cruise

Enjoy a festive Christmas cruise aboard a classic yacht decorated for the holidays and cruise into an evening of skyline views, holiday music and some tasty bev

★ 4.6 (85)

From $65.33 USD

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

After a busy day sightseeing or working, what could be nicer than relaxing onboard one of Boston's finest boats for a cruise on the harbor? Watch the sun settin

★ 4.4 (502)

From $56.35 USD

City Cruises Boston Historic Sightseeing Harbor Cruise

See the sights. Experience the history. Boston's inner and outer harbors are awash in legend and lore, not to mention beauty. On this fully narrated 60-minute H

★ 4.5 (1519)

From $46.00 USD

City Cruises Boston Premier Brunch Cruise on Odyssey

Our afternoon Boston Premier Brunch Cruise is ideal for group celebrations, couples, or just capping off an incredible weekend with someone special. Enjoy a del

★ 4.5 (30)

From $119.18 USD

City Cruises Boston Premier Dinner Cruise on Odyssey

Cruising year-round from Rowes Wharf, the sleek and modern Premier Dinner Cruise on Odyssey is the perfect setting for celebrating with friends, connecting with

★ 3.8 (202)

From $132.89 USD

City Cruises Boston Premier Lunch Cruise

A two-hour Boston Premier Lunch Cruise Odyssey lunch cruise is the perfect way to enjoy time with family or the company of friends. Delight in upscale waterfron

★ 4.3 (7)

From $142.24 USD

City Cruises Boston Signature Lunch Cruise

Enjoy the Boston skyline with Boston's Signature Lunch Cruise - perfect for family sightseeing, lunch dates, and more. Enjoy our delicious lunch buffet, cocktai

★ 4.3 (144)

From $93.43 USD

Classic Tall Ship Cruise in Boston Harbor

Come out for a day sail adventure in Boston Harbor aboard one of our classic wooden schooners, Liberty Star or Fame. Get away from the hustle and bustle of the

★ 4.7 (793)

From $39.55 USD

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

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or jus

★ 5.0 (1)

From $2,000.00 USD

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 inf

★ 4.7 (11)

From $28.00 USD

New England Fall Lunch Cruise in Boston Harbor

Join the captain and crew of Yacht Northern Lights for a relaxing Boston Harbor cruise featuring the colorful trees of Fall. New England has been known for the

★ 4.4 (44)

From $82.28 USD

Santa Brunch Cruise in Boston Harbor

Enjoy a delicious gourmet brunch buffet on this 2-hour scenic holiday cruise of the Boston Harbor and get into the holiday spirit. Enjoy a cruise on a classic y

★ 4.8 (9)

From $106.47 USD

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! We depart Fan Pier Marina an

★ 4.6 (491)

From $71.35 USD