Top 10 Sightseeing Cruises in Boston

Destination: Boston.
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.
Known For: Boston Ports of Call Tours, Boston Shore Excursions, Boston Private Sightseeing Tours, Boston New Product, Boston Sightseeing Cruises, Boston Port Pickup, Boston Water Tours, Boston Day Trips, Boston Half-day Tours, Boston Day Cruises.

Destination: 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 information as well as current updates to a very lively working harbor.
Known For: Boston Water Tours, Boston Likely To Sell Out, Boston Sightseeing Cruises, Boston Day Cruises, Boston Likely to Sell Out.
Duration: Around 1 hour and a half.

Destination: Boston.
Come out for a day sail adventure in Boston Harbor aboard our classic schooner, the Liberty Star. Get away from the hustle and bustle of the city streets and enjoy some quality time out on the water with unbeatable views of the city. Choose our Mimosa/Brunch sail on weekends at 11:00 for a 2-hour sail including complimentary pastries and coffee from Flour Bakery as well as mimosas! Drinks are available onboard for purchase via cash, credit, or Apple Pay - our menu includes several beers brewed right here in South Boston! We also have red and white wine, cocktails, soda, juice, and water available in addition to several snack options. You are welcome to bring your own snacks or bagged lunches, but please no coolers or outside beverages. There is no formal narration during our daysails, but feel free to ask the captain and crew and they’ll happily share their knowledge of local landmarks and history.
Known For: Boston Sailing, Boston Day Cruises, Boston Water Tours, Boston Private and Luxury, Boston Excellent Quality, Boston Sightseeing Cruises, Boston Top Product.

Destination: Boston.
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 beverages. Get into the holiday spirit with close friends and family. Sip on delicious hot cocoa, with or without alcohol, and enjoy gorgeous views of Boston's skyline. Relax as we pass by Boston's iconic landmarks from the water from inside the boat's heated salon, or venture to the open bow for more unobstructed views.
Known For: Boston Private and Luxury, Boston Sightseeing Cruises, Boston Water Tours, Boston Seasonal, Boston Excellent Quality, Boston Christmas, Boston Day Cruises.
Duration: Around 1 hour and a half.

Destination: Boston.
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 and raise the sails, then it’s time to just chill out and relax. Get away from the hustle and bustle of the city streets and enjoy some quality time out on the water with unbeatable views of the skyline sparkling in the twilight. Drinks are available onboard for purchase via cash, credit, or Apple Pay - our menu includes several beers brewed right here in Boston! We also have red and white wine, cocktails, soda, juice, and water available in addition to several snack options. Snacks and bag lunches are welcome, but please no coolers or outside beverages. There is no formal narration during our public sails, but feel free to ask the captain and crew and they’ll happily share their knowledge of local landmarks and history.
Known For: Boston Sightseeing Cruises, Boston Private and Luxury, Boston Water Tours, Boston Day Cruises, Boston Sailing, Boston Sunset Cruises, Boston Excellent Quality.
Duration: Around 2 hours.

Destination: Boston.
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 Island, Georges Island, Independence Fort, Bunker Hill Monument, USS Cassin Young, USS Constitution, Old North Church, Boston’s Seaport District, and Boston’s incredible skyline. Brunch features a diverse buffet menu to suit all palettes including bakery, fruit, yogurt, eggs, bacon, seasonal salad and more! Please contact us in advance to inform us of any food allergies. Please note we cannot accommodate all food allergies, but we will do our best if given advance notice.
Known For: Boston Day Cruises, Boston Likely To Sell Out, Boston Water Tours, Boston Sightseeing Cruises, Boston Food & Drink, Boston Excellent Quality, Boston Full-day Tours, Boston Private and Luxury, Boston Top Product, Boston Likely to Sell Out.
Duration: Around 2 hours.

Destination: Boston.
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 views along Boston's waterfront such as the Mystic Tobin Bridge, Leonard Zakim Bridge, Custom House Tower, Old North church steeple, USS Cassin Young, and the USS Constitution.  An extra special feature on this cruise is the cannon fire at Sunset, which is presented off the USS Constitution every night to announce the setting of the sun. Plan to arrive 15 minutes prior to the scheduled meeting time to check-in at the ticket booth, obtain boarding passes and pre-board. Please note this is not a private experience. A maximum of 12 guests are permitted per booking. There may be up to 140 guests onboard
Known For: Boston Private and Luxury, Boston Sightseeing Cruises, Boston Excellent Quality, Boston Water Tours, Boston City Tours, Boston Day Cruises, Boston Sunset Cruises, Boston Top Product.
Duration: Around 2 hours.

Destination: Boston.
Our afternoon Boston Premier Brunch Cruise is ideal for group celebrations, couples, or just capping off an incredible weekend with someone special. Enjoy a delicious menu, stocked with breakfast and lunch favorites, full-bar service, onboard entertainment, and City Cruises' distinctive hospitality as you take in panoramic views of historic Boston Harbor. Our decks are climate-controlled to cruise year-round in all weather conditions. This is a unique brunch cruise you won't forget!
Known For: Boston Coffee Cruises, Boston Food & Drink, Boston Likely To Sell Out, Boston Sightseeing Cruises, Boston Water Tours, Boston Culinary Tours, Boston Day Cruises, Boston Brunch Cruises, Boston Likely to Sell Out, Boston Excellent Quality.
Duration: Around 2 hours.

Destination: Boston.
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 Historic Sightseeing Cruise of Boston Harbor, we’ll regale you with hero tales of the Revolutionary War, local legends of the sea, and stories of characters past and present. You’ll learn how the harbor was transformed into one of the cleanest in the country. See stunning panoramic views of the Boston Skyline as you sail past Boston's waterfront. Guarantee your spot on this popular cruise by booking ahead today!
Known For: Boston Top Product, Boston Excellent Quality, Boston Historical Tours, Boston Best Conversion, Boston Day Cruises, Boston Sightseeing Cruises, Boston Water Tours.
Duration: Around 1 hour.

Destination: Boston.
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 for couples and groups of friends. Adult beverages, soda, water, and snacks are available for purchase by credit card onboard. Sit back and unwind as you pass by historical monuments such as the U.S.S. Constitution, International Place and the Independence Wharf. Cruise by North End and catch a glimpse of the Old North Church. See Boston's Seaport District with buildings such as the Vertex Building, World Trade Center and Institute of Contemporary Art lit up at night.
Known For: Boston Night Cruises, Boston Night Tours, Boston Sightseeing Cruises, Boston Water Tours, Boston Likely To Sell Out, Boston Day Cruises, Boston Likely to Sell Out.
Duration: Around 1 hour.