Explore Things to Do in Massachusetts
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.
Book Your Experiences Today!
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!
Today's Featured Tours Explore All
Public Tour
10+ • 2.5 • Taste the history of Boston!
Boston
3 Hours
Boston Food History Walking Tour
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Community Pass Program
The best way for your organization to join us on tour!
Witch Trial History Tour
All ages • 1 Hour Walking Tour of Historic Salem
Salem
History Tour
Wicked Awesome Tours
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Museum Membership
All Ages • Valid 12 months from activation
Boston
New England Heritage Museum
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Battleship Cove GROUP Admission Ticket
Great for Groups of 10 or More!
Salem History & Mystery Tour
Ages 6+ | 1 Hour | A "Must-Do" for Families!
Salem
1 hour
Kid-Friendly
Salem Kids Tours
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Daily Historic Walking Tour
Up to 15 People • 75 Minute Tour • It happened in Concord!
Concord
Private Tours
Town of Concord
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Two Hour Rentals
Great for all ages! • Paddle Boards • Single Kayaks • Double Kayaks
New Bedford
Kayak
Community Boating Center
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Afternoon Tea
2 Hours • All Ages
Adams
2 hours
The Susan B. Anthony Birthplace Museum, Inc.
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Boston Whaler Boat #1
Daily! • From $283.5/2 Hour Rental
Oak Bluffs
Martha's Vineyard Oceansports
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Private Tours Explore All
Tandem Rental
Take a Tandem for a spin!
Boston
Bike Tour
Urban Adventours
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Harvard Square Donut Tour!
$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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Mass Glass Experience
$60 PER PERSON • Ages 10+ • 20 Minutes • Shatter some Glass!
Dartmouth
20 Minutes
Kid-Friendly
Rage Room
House of Rage
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Sunset Kayak Tour
Beginner - Intermediate
Orleans
Kayak
SUPfari Adventures Cape Cod
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South End Food Tour
For all ages! • 3 hours • 1.5 miles of walking
Boston
3 Hours
Food Tour
617 Food Tours
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Boston Movie Mile Walking Tour - Private Tours
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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Perfume & Cologne Making Experience
1.5 Hours • Ages 12+
Boston
1.5 Hours
Kid-Friendly
Workshop
CandleLux
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Fireworks Cruise (Ages 21+)
Ages 21+ • 2.5 Hours
Ladies Surf!
Bike Rentals Explore All
City Bike Rental
The ideal bike for seeing Boston!
Boston
Bike Rental, Bike Tour
Urban Adventours
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Weekly Bike Rental Delivery
All ages • 7 day rentals • Starting at $80
Oak Bluffs
7 day rentals
Bike Rental
Pedego Martha's Vineyard
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Daily Bike Rental Delivery
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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Performance Road Bike Rental
Shimano Ultegra
Boston
Bike Rental
Urban Adventours
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Cape Cod Canal Half Day (4 Hour) Bike Rentals
Sandwich
4 hours
Bike Rental, Rentals
RideAway Adventures
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Weekly Bike Rental Pickup
All ages • 7 day rentals
Vineyard Haven
Weekly Rentals ( 7 Days or More)
Bike Rental
Martha's Bike Rentals
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Men's Bike Rentals
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 Bike Rental
6 Hour Rentals • Step Thrus, E-Bikes, Tagalongs and Tandem Bikes
Bourne
6 Hour
Bike Rental
Buzzards Bay Bikes
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Three-Day Rentals, Delivery
Buy 2 Days, Get 3rd Day Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Boat Tours Explore All
3 Hour Private Tiki Boat Cruise (Up to 49 Guests) - Maui
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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Sail Boston 250 Harbor Cruise
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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Private White Shark Charter
2.5 Hours • Up to 5 People
Chatham
2.5 Hours
Private Tours
Boat Tour
Atlantic White Shark Conservancy
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90 Minute Private Tiki Boat Cruise (Up to 49 Guests) - Jumba
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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Brunch Cruise aboard Northern Lights
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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Private Sails
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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3 Hour Private Tiki Boat Cruise (Up to 30 Guests)
Boston
3 Hours
Private Tours
Boat Tour
Tiki Boat Boston
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Public Trip
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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Boston Harbor Cruise
All ages • 2 - 4 Hour Options • Up to 6 people
Quincy
2 - 4 Hours
Boat Tour
Suspect Charters
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Northern Lights Sunset Cruise
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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Kid-Friendly Activities Explore All
Kiteboarding Lessons | Nantucket, MA
3 Hour Lesson | Beginner to Advanced Students
Nantucket
Private Tours
Next Level Watersports
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Private Day Sail
Harwich
2 Hours
Private Tours
Down Cape Charters & Boat Rentals
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Reggae Cruise
Thursday, August 27th, 2026
Gloucester
7:00pm-10:00pm
Private Tours
Beauport Cruiselines
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Isabella Schooner Festival Parade of Sails Private Charter
2 Hours • Sunday, September 6, 2026 • Up to 6 passengers
Gloucester
Private Tours
Maritime Heritage Charters
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Bonsai Bar @ Twisted Fate Brewing - Danvers
2 hours all materials provided
Omoo Private Charters @ Cisco's
Add a splash of sailing to your Cisco experience.
Mattapoisett
2-4 hour charters
Private Tours
Buzzards Bay Yacht Charters
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Whale Watch
3 to 4 Hours • All Ages
Gloucester
Private Tours
7 Seas Whale Watch
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Head of The Plains Sunset
Siasconset
Two hours
Nantucket Walkabout
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NEW!! 2.5 Hour UP The River Cruise
Cruise UP the Merrimack to Rocks Village and Back!
Newburyport
2.5 Hours
Yankee Clipper
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One Hour Catered Private Charter
Starting at $795 • All Ages • Customize Your Cruise!
South Hadley
Private Tours
The Lady Bea
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Sailing Experiences Explore All
Schooner Adirondack Oyster Sail
$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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Private Charter Daysail on When and If
From $950.94 • Up to 32 People • Price includes 12 people
Salem
Private Tours
Sailing
Sunset Sail Salem
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2hr Day Sail on When And If
A Beautiful Sail on a Classic Yacht
2hr Day Sail on Malabar X
Classic Schooner Yacht Day Sail on Salem Sound
Salem
2 hours
Private Tours
Sailing
Sunset Sail Salem
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2hr Sunset Sail on When And If
Summer Sunsets on a Stunning Classic Schooner
Labor Day Weekend Harbor Fireworks Cruise Aboard Adirondack
$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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Private Charter Sunset Sail on Malabar X
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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Morning Mimosa Sail
Gourmet Yacht Mimosas!
Bloody Mary Sunday Sail
Special Bloody Marys on Sunday Mornings!
Fall Brunch Cruise
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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Fishing Excursions Explore All
Giant Bluefin Overnight
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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Bluefin Tuna Full-Day Off Shore
All ages • Up to 6 people
Quincy
8+ Hours
Fishing
Suspect Charters
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Private Fishing Charter
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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Giant Fishing
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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Shark Fishing
All ages • 8 Hours • Offshore • Season: June 15th - Dec 1st
Gloucester
8 Hours
Fishing
Morning Tauk Charters Limited
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Nantucket Shoals Ultra Limited Load
For all ages! • 22 Hours • 12 Anglers Max
Fair Haven
Fishing
Bounty Hunter Fisheries LLC
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Spring Seabass & Scup Buzzard Bay
For all ages! • 7 Hours • 20 Anglers Max
Fair Haven
Fishing
Bounty Hunter Fisheries LLC
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Striped Bass 6 Hour Charter
All ages • Up to 6 people
Quincy
6 Hours
Fishing
Suspect Charters
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Bass / Bluefish Charter
All ages • 8 Hours • Inshore • Season: May 1st - September 1st
Gloucester
8 Hours, 6am - 2pm
Fishing
Morning Tauk Charters Limited
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4-Hour Haddock/Bottom Fishing Charters w/ Team Hard Merchandise
Gloucester
4 Hours (Half Day)
Fishing
Angelica Fisheries
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