Top Boston Cruises & Sailing

Hop into a duck boat—renovated World War II amphibious vehicle—for a comprehensive tour of Boston. Pass Boston Common, Quincy Market, and the Celtics' home turf at TD Garden. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.

Enjoy the beauty of dusk along Boston Harbor on this sunset sightseeing cruise. See all the historic attractions that Boston Harbor has to offer and witness the USS Constitution’s traditional sunset ritual — ceremoniously firing her cannon and lowering her flag, signaling the end of the day.

Experience Boston Harbor on a sunset cruise aboard a historic tall ship. Depart from Central Wharf on the 67-foot Liberty Star or the 125-foot Liberty Clipper and enjoy views of the outer harbor, Fort Independence, East Boston, the Charlestown Navy Yard, and beyond. Relax and let the crew handle the sails or jump in the action and a grab a line on this fun and affordable outing.

Take an evening cruise on Boston Harbor to watch the sunset from the water. Glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, Leonard P. Zakim Bunker Hill Memorial Bridge, and the USS Cassin Young. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night.

Explore Boston by boat with this cruise on the Liberty Clipper. Help the crew hoist the sails or simply find a spot on deck to enjoy the views. Your captain creates a route depending on wind direction, heading toward the outer harbor for a glimpse of Fort Independence, or sailing toward East Boston for views of the Charlestown Navy Yard, home to the USS Constitution.

See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor. Sit back and enjoy a cup of New England Clam chowder while sailing between the harbor's 34 islands, listening to their history through your guide's commentary. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include Nixes Mate, Lovell's Island, Spectacle Island, and Fort Independence.

See Boston Harbor’s sights from the water on this day sail aboard a replica of a pilot schooner. Step aboard the boat and sail off through the harbor, bound for Spectacle Island, Fort Independence, Castle Island, and Long Island. Listen to guided commentary on the harbor’s history and ecosystem while you sail, snapping photos of Boston’s coast from the water.

Try a unique alternative to a typical night out in downtown Boston on an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features an all-you-can-eat buffet meal with live entertainment and dancing. Watch the sunset, 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 inside the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.

Enjoy the beauty of Boston illuminated on this 1-hour evening cruise. Coast past sights like the Old North Church, Independence Wharf, the U.S.S. Constitution, the New England Aquarium, and more. Choose between open-air seating on the top deck, with blankets available, or stay cozy in the interior cabin. Alcohol, water, soda, and snacks are available for sale.

Explore one of Boston’s most cherished landmarks, the historic USS Constitution, on this 45-minute cruise to see America’s Ship of State. Get up close and personal with "Old Ironsides," including the option to take a tour of the famous ship and USS Constitution Museum. Also on this tour, see Bunker Hill Monument, the Boston Tea Party Ships and Museum and Old North Church. This seasonal cruise operates from April to November only.

Enjoy Boston from the water while dining on a delicious buffet lunch on this cruise. See an array of top landmarks including Bunker Hill, the World Trade Center, and the site of the 1773 Boston Tea Party. Hear narrated commentary on the sites, and after lunch, head up to the top deck—the largest outdoor patio deck in town—where a DJ spins tunes from line dances to Top 40 hits.

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This 3-hour expedition on Boston Harbor features a three-course 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. Bring that special someone or a whole group of friends for a night to remember.

Cruise Boston Harbor aboard a luxury yacht, complete with superb city views and a buffet brunch featuring both breakfast and lunch offerings. For 2-hours you'll explore the waters from Rowes Wharf to the Charlestown Naval Yard and back, sailing past sights such as Castle Island and Boston Light. Spend some time enjoying the yacht's three climate-controlled decks or dancing to the sounds of a live DJ mix. There's even a glass of complimentary champagne following castoff.

Enjoy views of beautiful Boston with this 90-minute sunset cruise. Watch the sun sink over the sparkling water as your guides point out the USS Constitution and other historic sights. Once the sun goes down, you’ll have a chance to see the city skyline illuminated. There is a full bar on every boat, with snacks and other beverages available for purchase.

Immerse yourself in the Fall season while exploring beautiful Boston Harbor on a relaxing sightseeing cruise. Step aboard the Northern Lights and catch spectacular views of sights like the oldest lighthouse in America, Boston Light, and colorful seasonal foliage at Peadock’s and Thompson’s islands. Then, enjoy a delicious gourmet lunch and sip a hot cider.

Make this holiday season one to remember with this cocoa and carols holiday cruise on Boston Harbor. With dates offered throughout November and December, you can add a magical touch to your holiday, and easily find a date that works for you. Plus, you’ll cruise the harbor aboard a 1920s-style yacht with live music and a complimentary cup of cocoa to sip on as you take in beautiful views of Boston.

See all Boston's most important sights in a four hour, private, guided city tour, in a comfortable luxury vehicle. If you value, time, privacy, comfort and would like to have a good overview of the city of Boston at your own convenience and pace, we are the right choice for you. We will drive by or stop and wait at the sights you are most interested in. Our tour is totally customizable and our priority is to please you, not keep a schedule.

Step aboard Yacht Northern Lights for a Mary's & Mimosa Cruise! Please note this cruise has a 30-minute pre-board followed by a 60-minute cruise. Start your day with a specialty beverage and take in the sites as the boat cruises around Boston Harbor. It is recommended you pack a picnic to enjoy while cruising. Sites along with way include Boston's Seaport District, Boston's Inner Harbor Islands, the USS Cassin Young and USS Constitution and historic North End. Please note that this is a 90-minute event, which includes 30-minutes dockside and a 60-minute cruise through Boston Harbor. Seasonal Mimosa selection - $8/mimosa Spring – Passionfruit, and Orange Summer- Berry, Orange, and Guava Fall/Winter – Apple cider, spiced Orange Bloody Mary Bar - $10/shot of Titos Old Bay Spice Rim Mild House Made Bloody Mary Mix Spicy House Made Bloody Mary Mix Add your garnishes: Lemons/Limes, Pickled Onions, Pickled Carrots, Pickled Asparagus, Applewood smoked bacon, Poached Shrimp

Combine an indulgent brunch with a sightseeing boat tour on this two-in-one festive outing. Meet at Rowes Wharf, and hop aboard the Northern Lights: a 1920s-style yacht. Over the course of several hours, you’ll see landmarks ranging from the Seaport District and USS Constitution to Sea Castle Island and beyond. You’ll also enjoy a 3-course holiday brunch menu and can even warm up courtesy of the onboard hot chocolate bar.

Enjoy a three-course gourmet brunch on this scenic Fall Foliage cruise around Boston Harbor and Harbor Islands. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with eggs Benedict, waffles, bacon, fresh fruit, dessert and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water. Your party will be assigned seating at a table for your size, please contact us if your party is larger than 6 persons We are dedicated to stopping the spread of Covid-19 and have taken many precautions to keep our guests and crew safe. Plexiglass barriers are now installed in front of the buffet and an employee will serve guests. In addition our HVAC system has been upgraded with MERV filters. Guests will be required to don face coverings until they are seated. All tables are separated with 6 feet of clearance.

Enjoy lunch on the waters of Boston Harbor during this cruise aboard the "Odyssey Boston." You'll have the chance to admire views of the city skyline and seaport from the boat decks, plus listen to live music. The 3-course lunch includes a starter, main course, and dessert. This is a relaxing way to see the city from another perspective.

NEW PRICE! Join the Liberty Clipper on Saturday evenings for our after-hours Rum Tasting Tall Ship Sail! Enjoy the sparkling lights of the Boston skyline while listening to the shanties of old (and more modern music) on board our flagship schooner. If you are feeling energetic, help the crew haul up the sails and experience the sounds of times gone by as you sail on our grand tall ship. Once you are seated our crew will take your order for the bar. Have you tried our signature drink and the sailors’ favorite — a Dark ‘n’ Stormy, featuring Gosling’s dark rum, ginger beer, and a twist of lime? You also have the chance to sample several other varieties of rum selections in a free rum tasting. We bring the Caribbean to you and the rum is never gone on our ship. What a unique way to see Boston and relax in the cool breezes of the harbor.

Disembark your ship and take a short walk from Cruiseport Boston to explore the best the city has to offer—a hop-on hop-off tour of Beantown. Visit Boston’s top attractions on a loop around town. Get to know the city, on your own, with live onboard commentary from a professional tour conductor.

We are a veteran owned, small coach service that offers an intimate experience with live guide to Kennebunkport from Boston. This fantasy tour has many unique stops along the coast of New England for pictures, snack and bathroom options. We have partnered with Maine's best hospitality and tourism professionals to give you the most unforgettable day imaginable. Spend your day exploring Maine's coast, shopping, exquisite seafood, or add a lobster tour. Want to customize your experience? Group outings and military discounts available. Add an award winning lobster tour to your day with a quick visit to Walkers Point where former President Bush vacations. This tour has a tendency to sell out VERY fast. It is best to book well in advance to ensure an available seat. If you booked a seat for a lobster tour that has become unavailable, you will be issued a full refund. Thanks for your understanding. Lobster tour is limited; Tues & Thurs ONLY June 9th - Sept 17th