Welcome to Massachusetts - a state where rich history, vibrant culture, and scenic beauty come together to create unforgettable experiences. Walk the Freedom Trail in Boston, explore charming coastal towns like Cape Cod and Martha’s Vineyard, or enjoy the fall foliage in the Berkshires. Discover world-class museums, lively arts and music scenes, and sample fresh seafood and local specialties throughout the state. From historic landmarks and picturesque beaches to outdoor adventures and bustling city life, Massachusetts offers something for every traveler looking to explore New England at its finest.
Planning the perfect vacation in Massachusetts is easier than ever with our all-in-one platform for finding and booking day trips, tours, excursions, and memorable local experiences. Browse curated activities, compare options, and check live availability so you can reserve your must-do adventures well before you arrive in Massachusetts. By booking ahead, you skip the hassle of searching once you're already on vacation and avoid missing out on popular experiences that fill up fast. Let us help you build a trip that’s smooth, stress-free, and filled with the moments you’ll remember most.
Why wait until you arrive in Massachusetts to book your tours - only to discover that the ones you want are already full? Click any activity below to learn more about the tour, view availability, and reserve your excursions directly with the tour operators today!
10+ • 2.5 • Taste the history of Boston!
Boston
3 Hours
Boston Food History Walking Tour
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The best way for your organization to join us on tour!
All ages • 1 Hour Walking Tour of Historic Salem
Salem
History Tour
Wicked Awesome Tours
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All Ages • Valid 12 months from activation
Boston
New England Heritage Museum
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Great for Groups of 10 or More!
Ages 6+ | 1 Hour | A "Must-Do" for Families!
Salem
1 hour
Kid-Friendly
Salem Kids Tours
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Up to 15 People • 75 Minute Tour • It happened in Concord!
Concord
Private Tours
Town of Concord
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Great for all ages! • Paddle Boards • Single Kayaks • Double Kayaks
New Bedford
Kayak
Community Boating Center
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2 Hours • All Ages
Adams
2 hours
The Susan B. Anthony Birthplace Museum, Inc.
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Daily! • From $283.5/2 Hour Rental
Oak Bluffs
Martha's Vineyard Oceansports
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Take a Tandem for a spin!
Boston
Bike Tour
Urban Adventours
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$50+ Donut Miss It! | Includes all Donuts, Coffee
Cambridge
1.5 hours
Guided Tour, History Tour, Walking Tour
Off the Beaten Path Food Tours
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$60 PER PERSON • Ages 10+ • 20 Minutes • Shatter some Glass!
Dartmouth
20 Minutes
Kid-Friendly
Rage Room
House of Rage
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Beginner - Intermediate
Orleans
Kayak
SUPfari Adventures Cape Cod
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For all ages! • 3 hours • 1.5 miles of walking
Boston
3 Hours
Food Tour
617 Food Tours
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Take a stroll through Boston and explore the locations made famous by over 30 TV shows & movies!
Boston
1.5 hours
Private Tours
City Tour, Food Tour, Trolley, Walking Tour
On Location Tours Boston
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1.5 Hours • Ages 12+
Boston
1.5 Hours
Kid-Friendly
Workshop
CandleLux
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Ages 21+ • 2.5 Hours
The ideal bike for seeing Boston!
Boston
Bike Rental, Bike Tour
Urban Adventours
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All ages • 7 day rentals • Starting at $80
Oak Bluffs
7 day rentals
Bike Rental
Pedego Martha's Vineyard
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All ages • 1-6 day rentals • Starting at $20
Oak Bluffs
1-6 day rentals
Bike Rental
Pedego Martha's Vineyard
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Shimano Ultegra
Boston
Bike Rental
Urban Adventours
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Sandwich
4 hours
Bike Rental, Rentals
RideAway Adventures
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All ages • 7 day rentals
Vineyard Haven
Weekly Rentals ( 7 Days or More)
Bike Rental
Martha's Bike Rentals
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Single rider • Easy riding • Helmets are required by law for children 16 and under
Oak Bluffs
Rentals are available for 1 to 7 days.
Bike Rental
Sun 'n' Fun Rentals
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6 Hour Rentals • Step Thrus, E-Bikes, Tagalongs and Tandem Bikes
Bourne
6 Hour
Bike Rental
Buzzards Bay Bikes
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Buy 2 Days, Get 3rd Day Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Looking For Fun Things To Do in Boston with Friends, Family or a Large Group of People?
Boston
3 Hours
Private Tours
Boat Tour
Tiki Boat Boston
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1 Hour Tour of the Sail Boston Tall Ships
Boston
1 hour
Boat Tour, Sightseeing Tour, Tallship
Rowes Wharf Water Transport
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2.5 Hours • Up to 5 People
Chatham
2.5 Hours
Private Tours
Boat Tour
Atlantic White Shark Conservancy
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Looking For Fun Things To Do in Boston with Friends, Family or a Large Group of People?
Boston
90 Minutes
Private Tours
Boat Tour
Tiki Boat Boston
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Up to $93.28 | 2 Hour Cruise
Boston
2 hours
Boat Cruise, Boat Tour, Brunch Cruise, Castle, Cruise / Large Boat, Ferry, Fishing, Party Boat, Party Fishing, Sailing, Wedding
Classic Harbor Line - Boston
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An intentional, intimate sailing experience aboard our 44' vessel
Vineyard Haven
2,3,4,6, and 8 Hour Options
Private Tours
Boat Tour
Sail the Vineyard LLC
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Boston
3 Hours
Private Tours
Boat Tour
Tiki Boat Boston
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For all ages! • 1.5 hours • Unwind with Breathtaking Harbor Views!
Gloucester
1.5 Hours
Boat Tour
The Friki Tiki of Gloucester
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All ages • 2 - 4 Hour Options • Up to 6 people
Quincy
2 - 4 Hours
Boat Tour
Suspect Charters
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Up to $86.92 • 15-minute boarding with 2 hour cruise
Boston
2 hours
Boat Tour, Cruise / Large Boat, Sunset Cruise
Classic Harbor Line - Boston
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3 Hour Lesson | Beginner to Advanced Students
Nantucket
Private Tours
Next Level Watersports
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Harwich
2 Hours
Private Tours
Down Cape Charters & Boat Rentals
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Thursday, August 27th, 2026
Gloucester
7:00pm-10:00pm
Private Tours
Beauport Cruiselines
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2 Hours • Sunday, September 6, 2026 • Up to 6 passengers
Gloucester
Private Tours
Maritime Heritage Charters
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2 hours all materials provided
Add a splash of sailing to your Cisco experience.
Mattapoisett
2-4 hour charters
Private Tours
Buzzards Bay Yacht Charters
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3 to 4 Hours • All Ages
Gloucester
Private Tours
7 Seas Whale Watch
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Siasconset
Two hours
Nantucket Walkabout
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Cruise UP the Merrimack to Rocks Village and Back!
Newburyport
2.5 Hours
Yankee Clipper
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Starting at $795 • All Ages • Customize Your Cruise!
South Hadley
Private Tours
The Lady Bea
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$76.32 | Classic Day Sail with Freshly Shucked Oysters
Boston
2 hours
Adirondack Sailing, Beer Tour, Boat Tour, Brewery, City Tour, Day Sail, Ferry, Food Tour, Harbor Tour, History Tour, Party Boat, Party Fishing, Photography Tour, Sailing, Sightseeing Tour, Sunset Sail, Water Activities, Wine
Classic Harbor Line - Boston
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From $950.94 • Up to 32 People • Price includes 12 people
Salem
Private Tours
Sailing
Sunset Sail Salem
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A Beautiful Sail on a Classic Yacht
Classic Schooner Yacht Day Sail on Salem Sound
Salem
2 hours
Private Tours
Sailing
Sunset Sail Salem
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Summer Sunsets on a Stunning Classic Schooner
$95.40 | 1.5 hour Sail
Boston
1.5 hours
Adirondack Sailing, Aquarium, Boat Cruise, Cruise / Large Boat, Day Sail, Evening Cruise, Ferry, Fireworks Cruise, Sailing, Water Activities
Classic Harbor Line - Boston
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Classic Schooner Yacht Private Charter Day Sail
Salem
2hrs with option to add more time!
Private Tours
Sailing
Sunset Sail Salem
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Gourmet Yacht Mimosas!
Special Bloody Marys on Sunday Mornings!
Up to $93.28 | 2 Hour Cruise
Boston
2 hours
Boat Cruise, Boat Tour, Brunch Cruise, Castle, Cruise / Large Boat, Ferry, Fishing, Party Boat, Party Fishing, Pirate Ship, Sailing, Wedding
Classic Harbor Line - Boston
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All ages • 1 or 2 Nights • Offshore • Season: June 15th - Dec 1st
Gloucester
1 or 2 Nights • Fish Day/ Night /and Next Morn
Fishing
Morning Tauk Charters Limited
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All ages • Up to 6 people
Quincy
8+ Hours
Fishing
Suspect Charters
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2.5, 4 or 8 Hours • Up to 6 People
Provincetown
2.5, 4 or 8 Hours
Private Tours
Fishing
Ginny G Cape Cod Fishing Charters
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Fish for the giants in the open water • Up to 4 people
Westport
Up to 14 hours
Fishing
Dying Breed Sportfishing
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All ages • 8 Hours • Offshore • Season: June 15th - Dec 1st
Gloucester
8 Hours
Fishing
Morning Tauk Charters Limited
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For all ages! • 22 Hours • 12 Anglers Max
Fair Haven
Fishing
Bounty Hunter Fisheries LLC
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For all ages! • 7 Hours • 20 Anglers Max
Fair Haven
Fishing
Bounty Hunter Fisheries LLC
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All ages • Up to 6 people
Quincy
6 Hours
Fishing
Suspect Charters
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All ages • 8 Hours • Inshore • Season: May 1st - September 1st
Gloucester
8 Hours, 6am - 2pm
Fishing
Morning Tauk Charters Limited
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Gloucester
4 Hours (Half Day)
Fishing
Angelica Fisheries
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