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
GRUB TUB - Concert Night
Ages 21+ to Rent/Operate • 3 Hours • Up to 8 People • No Boating License Needed!
Dartmouth
3 Hours
GrubTub Donut Boats
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Pottery Painting
All pottery is paid for in the studio
4.11.26 - Weaving Class: Cathead Basket
Middleborough
3.5
Soule Homestead Education Center
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Spring Fling: Mother's Day Weekend Edition - Lunch & Snuggles with Alpacas & Bunnies
All ages. 17 and under must be accompanied by an adult.
Northborough
1.5 hours
Bracken Hill Farm
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Two Hour Private Sail Charter -Tall Ship Edition
$850 | 2 Hours Aboard Captiva | Up To Six Guests | Experience Boston Harbor like never before!
Boston
2 hours
Kid-Friendly, Private Tours
Polaris Maritime LLC - D.B.A Classic Sail Boston
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2025 - 2026 Off-Season Arrowhead Guided Tour
Saturdays ONLY at 11am, Nov 1, 20225 thru May 9, 2026. 6 tics for reservations & 6 for walkins.
Pittsfield
Berkshire County Historical Society at Arrowhead
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Bunny & Me Yoga
30 Minutes • Kids Ages 1-5 and Adult
Boston Harbor Lighthouse Cruise
Boston's only lighthouse tour with the United States Coast Guard and National Park Service |All Ages
2.25 hours
Boston Harbor Islands
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Cod and Haddock Fishing Trip
All Ages • Eight to Ten Hours • Up to Six People
Plymouth
Wavelength Fishing Charters
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Fishing Excursions Explore All
Canyons Fishing
All Day trips, Tuna fishing, Deep dropping for swords and tiles, and Mahi • Up to 5 people
Westport
Up to 18 hours
Fishing
Dying Breed Sportfishing
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Noman's Land Marathon
For all ages! • 10 Hours • 18 Anglers Max
Fair Haven
Fishing
Bounty Hunter Fisheries LLC
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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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Mother's Brunch Cruise aboard Northern Lights featuring Live Jazz!
Up to $93.28 | 2 Hour Cruise
Boston
2 hours
Boat Cruise, Boat Tour, Brunch Cruise, Castle, Cruise / Large Boat, Ferry, Fishing, Sailing
Classic Harbor Line - Boston
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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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Ultra Limited Load Rhode Island Tog/Blackfish
For all ages! • 8 Hours • 18 Anglers Max
Newport
Fishing
Bounty Hunter Fisheries LLC
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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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Inshore Fishing
Inshore charter for bass, blues and albies • Up to 4 people
Westport
4 or 8 hours
Fishing
Dying Breed Sportfishing
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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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Tuna Fishing Charter
6 or 8 Hours • Up to 6 People
Provincetown
6 or 8 Hours
Private Tours
Fishing
Ginny G Cape Cod Fishing Charters
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Experience Boston Explore All
Captain's Circle
Special Sail Exclusively for Captain's Circle Members!
Boston
The Gloucester Adventure, Inc.
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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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The Best of Boston in a Day
For all ages! • 5.5 Hours • Private tour • Up to 6 people
Boston
5.5 hours
Private Tours
Boston Hidden Gems
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Sail Boston 250 Day Sail
Sail Boston 1.5 hour Day Sail
Boston
90 minutes
Liberty Clipper
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2-Hour Day/Sunset/Night Sail
For all ages! • 2 Hours • Up to 6 People
Boston
2 Hours
Boston Sailing Tours
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Cocoa & Carols Holiday Cruise
Up to $72.08 | 1.5 hour Cruise
Boston
1.5 hours
Boat Tour, Cruise / Large Boat
Classic Harbor Line - Boston
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Sail Boston Brunch Cruise aboard Northern Lights
Up to $97.68 | 2 Hour Cruise
Boston
2 hours
Classic Harbor Line - Boston
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Liberty Star Harborfest Fireworks Cruise
Boston Harborfest Fireworks - THE BEST VIEW!
Boston
Sailing
Liberty Fleet of Tall Ships
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Gravel Bike Rental
Want to take your cross curiosity and turn it into mud-churning fun?
Boston
Bike Rental
Urban Adventours
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Experience Cambridge Explore All
"Stories of Harvard Square" Food Tour
$90 Includes All Food | A foodie adventure through historical Cambridge!
Cambridge
2 hours
Food Tour, University Tour
Off the Beaten Path Food Tours
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Central Square Cambridge Food and Mural Arts Tour [Weekend]
$90 Includes All Food | An exciting tour of street art murals and the best eats!
Cambridge
2 hours, 30 minutes
Food Tour, History Tour
Off the Beaten Path Food Tours
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Boston & Cambridge Private Tour
For all ages! • 7 Hours • Private tour • Up to 9 people
Boston, Cambridge
7h
Kid-Friendly, Private Tours
City Tour, Food Tour, Photography Tour
Boston Hidden Gems
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Hourly Scooter Rentals - Cambridge
Cambridge
1 Hour - Full Day
Kid-Friendly
Central Scoot
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Harvard Public Walking Tour
Cambridge
Walking Tour
Luxury New England Tours
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Half Day Driving Tour of Boston & Cambridge
Only have a few hours in Boston? Come see the best of Boston and Cambridge in a half a day!
Boston, Cambridge
Boat Tour, City Tour, Photography Tour
Boston Hidden Gems
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Dumpling Party
Ages 8+ • 2.5 hours • Up to 16 guests • Private option
Cambridge
2.5 hours
Kid-Friendly, Private Tours
Cooking Class
Patty Chen's Dumpling School
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Daily Scooter Rentals - Cambridge
Cambridge
1 Day - 7 Days
Kid-Friendly
Central Scoot
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Sailing Experiences Explore All
USS Constitution Turnaround Sail Aboard Liberty Star
4th of July Special Event
Boston
Sailing
Liberty Fleet of Tall Ships
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Harborfest Fireworks Cruise aboard Adirondack
Up to $167.48 | 2 Hour Sail
Boston
2 hours
Boat Tour, Cruise / Large Boat, Sailing
Classic Harbor Line - Boston
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Adirondack Day Sail
Up to $74.20 | 1.5 or 2 hour Sail
Boston
1.5 or 2 hours
Adirondack Sailing, Boat Cruise, Boat Tour, Brewery, Castle, Cruise / Large Boat, Day Sail, Ferry, Sailing, Water Activities
Classic Harbor Line - Boston
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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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Liberty Star Day Sail
1.5 Hour Boston Harbor Sail
Boston
1.5 Hours
Boat Tour, Day Sail, Sailing, Tallship
Liberty Fleet of Tall Ships
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2hr Sunset Sail on Malabar X
Schooner Malabar X Sunset Sail
Sailboat Rentals at Natick
Boathouses will reopen for Memorial Day weekend. Reserve your spot today!
Natick
Up to 4 hours!
Kid-Friendly
Rentals, Sailing, Water Activities
Natick Boathouse
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2hr Day Sail on When And If
A Beautiful Sail on a Classic Yacht
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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Winthrop Fireworks Cruise on Northern Lights
Up to $284.08 | 3 Hours
Boston
3 hours
4th of July Cruise, Boat Cruise, Boat Tour, Cruise / Large Boat, Ferry, Fireworks Cruise, River Cruise, Sailing, Sternwheeler/Riverboat, Water Activities
Classic Harbor Line - Boston
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Bike Tours Explore All
Tandem Rental
Take a Tandem for a spin!
Boston
Bike Tour
Urban Adventours
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Chappaquiddick
Ages 21+ • This is an amazing HALF-DAY ride • Come enjoy the island on an e-bike
Edgartown
Half-day (4 hours)
Bike Tour
Off the Beaten Trails
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Tour de Boston
10AM • 2PM • 2-2.5 Hours • Our Family-Friendly Tour!
Boston
2-2.5 Hours
Bike Tour
Urban Adventours
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Electric-Assist Bike Rental
Ages 18+
Boston
Bike Tour, E-Bike
Urban Adventours
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Emerald Necklace Tour
10AM • 3.5-4 Hours • Our Fall-Foliage Tour!
Boston
Bike Tour
Urban Adventours
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Fat Bike Tour/Brewster Flats
Tour de Cambridge
10AM • 2PM • 2.5-3 Hours • See Harvard and MIT!
Boston
2.5-3 Hours
Bike Tour
Urban Adventours
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Oak Bluffs
Ages 21+ • Come enjoy the island on an e-bike • Rides typically last 2 to 3 hours
Oak Bluffs
2 to 3 hours
Bike Tour
Off the Beaten Trails
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City View Tour
10AM • 2PM • 2.5-3 Hours • Our Flagship Tour!
Boston
2.5-3 Hours
Bike Tour
Urban Adventours
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Bike Rentals Explore All
AutoCamp Two-Hour Bike Rentals
All ages • 2 hours • Complimentary Cruisers Available by reservation only
Falmouth
2 hours
Bike Rental, Rentals
RideAway Adventures
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Performance Road Bike Rental
Shimano Ultegra
Boston
Bike Rental
Urban Adventours
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Gravel Bike Rental
Want to take your cross curiosity and turn it into mud-churning fun?
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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Three-Day Rentals, Delivery
Buy 2 Days, Get 3rd Day Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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One-Day Rentals, Delivery
24 hours
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
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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Two-Day Rentals, Delivery
48 hours
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Four-Day Rentals, Delivery
Get your 3rd day for Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Daily Bike Rental Pickup
All ages • 1-6 day rentals
Vineyard Haven
1-6 day rentals
Bike Rental
Martha's Bike Rentals
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