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Top Massachusetts Boat, Cruises & Sailing Tours
Whale Watching Tour in Gloucester
4 hours - You are guaranteed whale sightings on this whale watching tour out to Stellwagen Bank, a national marine preserve about 12 miles off the coast of Gloucester deemed one of the "Top 5 Whale Watching Destinations in the World" by the World Wildlife Fund due to the wide variety of whale species whom migrate to the coast of Gloucester, Massachusetts...Read more
Whale Watching Trips to Stellwagen Bank Marine Sanctuary. Guaranteed sightings!
4 hours - Guaranteed Sightings! 7 Seas Whale Watch is located in the heart of historic downtown Gloucester, MA and in one of the busiest parts of Gloucester harbor. As soon as you board the Privateer you will be surrounded by the sights and sounds of Gloucester’s working waterfront. You may see fishing boats unloading fish, lobster men baiting and...Read more
Boston Sunset Dinner Cruise with Buffet
2 hours 30 minutes - See Boston’s waterfront sights from the deck of a luxury sunset dinner cruise. Enjoy a fabulous fine-dining buffet with a carving station and hit the dance floor while one of Boston’s top DJs spins your favorite songs. Join the sunset party on the ship’s exterior deck – the biggest patio party in...Read more
Privateer Schooner Sailing Tour in Salem Sound
1 hour 45 minutes - FAME is the #1-rated boat in Salem and the #1-rated outdoor activity in the entire town, per TripAdvisor. Don't miss the very best of what Salem has to offer! There's more to our town than witches!
FAME is a full-scale replica of a privateer schooner from the War of 1812 that captured over 20 ships! We sail up to five times a day between...Read more
Boston Odyssey Dinner Cruise
3 hours - Come aboard the Odyssey Boston and enjoy an elegant three-hour dinner cruise along the famous Boston Harbor. Fine dining, delicious wines, and live musical entertainment, what more could you want- Sit back and relax as you enjoy the music, step outside onto on of observation decks, and take it all in as the city floats on...Read more
Spirit of Boston Lunch Cruise
2 hours - Enjoy spectacular views of Boston as you dine on an all-you-can-eat lunch buffet aboard a scenic cruise. See an endless stream of city sights, including Bunker Hill and the site of the Boston Tea Party. Enjoy a delicious all-you-can-eat buffet lunch with seasonal offerings. It’s a great way to spend the afternoon and take in all the sights of...Read more
Sunset Sailing Cruise on a Tall Ship in Boston Harbor
2 hours - Come aboard our flagship, the 125-foot schooner Liberty Clipper, and take a trip back in time. You'll be charmed from the moment you set foot on board. Find your favorite spot on deck from which to enjoy the sun setting behind the Boston Harbor skyline and settle in for a relaxing sail to escape the hustle and bustle of the city. Use some...Read more
Martha's Vineyard Leisure Sightseeing Cruise
2 to 8 hours - Island Time Charters offers Martha's Vineyard Sightseeing cruises which are ideal for those who want to celebrate a special occasion such as bachelorette parties, proposals, first time island visitors or just want to celebrate life. We will pick you up by boat and take you on a sightseeing cruise while you comfortably enjoy breathtaking views...Read more
Sightseeing Day Sail around Boston Harbor
90 to 120 minutes - Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard beautiful schooner Adirondack III, an 80-foot pilot schooner of the 1890s. Sail past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Long Island Head Light. Great for families and friends who want to sail and see the sights of...Read more
Sunset Cruise
1 hour 30 minutes - 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, sunset colors fade to a twilight sky and the city comes alive with lights. Our 90-minute narrated sunset cruise will highlight popular and famous scenes of Boston Harbor from both past and...Read more
Sailing on Historic Schooner When And If in Salem, MA
2 hours - Set Sail in beautiful Salem, Massachusetts on the schooner yacht When And If. The When And If was built in 1939 for the North Shore's own, General George Patton. Patton built the yacht with his famous quote as the intent "When the war is over and If I live through it, Bea and I are going to sail around the world." Open to the public and...Read more
Go Boston All-Inclusive Pass
1 to 7 days - Explore Boston your own way with the flexible Go Boston Pass. Do as much or as little sightseeing as you like, at your own pace while saving precious vacation dollars. Receive free admission to popular Boston attractions, and enjoy discounts on shopping and dining around town. Enjoy direct entry to attractions. Simply save your pass (available as...Read more
Harbor Cruise & Sail On Our 125 Foot Tall Ship Liberty Clipper in Boston
2 hours - Come aboard the Liberty Clipper and take a trip back in time on this 125 foot tall ship schooner. Find your favorite spot on deck from which to enjoy the Boston Harbor skyline and settle in for a relaxing sail to escape the hustle and bustle of the city, or use some muscle and haul up sails and maybe even take the helm! Perhaps you'd like to...Read more
Boston Odyssey Brunch Cruise
2 hours - Admire the unforgettable sights of Boston on board this breathtaking climate controlled yacht. This cruise offers the most unique brunch setting on Boston's famous harbor. Relax and be captivated by the city skyline while enjoying a delectable buffet brunch...Read more
Boston Harbor Brunch Cruise
2 hours - Enjoy a delicious 2-hour, 3-course 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....Read more
Go Boston Explorer City Pass: Choose 2, 3, 4 or 5 Attractions
60 days - Enjoy discounts up to 40% off regular admission prices with the Go Boston Explorer Pass. This multi-attraction pass, valid for 60 days after your first use, provides admission to your choice of two, three, four or five attractions at one price. Choose from more than 20 top attractions and activities in Boston, including the New England Aquarium,...Read more
Boston to Nantucket Small Group Day-Trip with Shuttle & High-Speed Ferry
12 hours - Enjoy a full day-trip excursion from Boston to Nantucket, a charming New England island deemed by National Geographic to be the "Best Island in the World."
Start your day with an early morning pick-up aboard an air-conditioned Mini Coach Bus and sit back and relax during the hassle-free ride down to Hyannis. See panoramic ocean views...Read more
6 Hour Sailing Tour of Vineyard Haven Harbor and Sound
6 hours - Sailing is the best way to see and experience Vineyard Haven Harbor, Nantucket Sound and Vineyard Sound. Tandemeer is a big beautiful 1980 classic 60' ketch made famous in the 1982 hit movie "Trading Places" with Eddie Murphy, Dan Akroyd and Jamie Lee Curtis. Fun in the Sun in...Read more
Boston Harbor Sunset Cruise
2 hours - 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...Read more
4 Hour Sailing Tour of Vineyard Haven Harbor and Sound
4 hours - Sailing is the best way to see and experience Vineyard Haven Harbor, Nantucket Sound and Vineyard Sound. Tandemeer is a big beautiful 1980 classic 60' ketch made famous in the 1982 hit movie "Trading Places" with Eddie Murphy, Dan Akroyd and Jamie Lee Curtis. Fun in the Sun in...Read more