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!
Our website makes it easy to discover and book unforgettable day trips, tours, excursions, and unique experiences in Massachusetts - before you even start your vacation. With real-time availability, detailed activity information, and direct booking with trusted tour operators, you can secure the adventures you want without the stress of last-minute planning or sold-out experiences. Whether you’re seeking outdoor thrills, cultural discoveries, or relaxing local highlights in Massachusetts, we give you a simple, reliable way to plan ahead and make the most of every moment of your trip.
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
Spirits, Sinners & Scandals Tour
1.5 Hours | Salem's Adults Only Tour | Ages 18+ only
Salem
History Tour, Walking Tour
Witch City Walking Tours
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HUHT Rental: 8 Seater
8-Person Sauna • Half-Day, Full-Day, Overnight Experience, Weekend Rentals
Great Barrington
Half-Day (local only), Full-Day, Overnight Exper
Wellness
HUHT
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Private Boston Hot Tub Boat Cruise (2 Hours, Up to 6)
104°F water. Boston skyline. Plane watching.
Winthrop
2 Hours
Private Tours
Boat Rental
Boston Hot Tub Boats
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The M36 Jackson WWII Tank Ride Experience
Enlist Today to Take a Ride on a Fully Restored World War II Tank Destroyer!
Hudson
The American Heritage Museum
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ASA 106: Advanced Coastal Cruising
All Ages • 5 Days • Follows ASA 105 • "Live-Aboard" Course!
Private North Shore and Salem Tour
$733 | Salem and coastal gems: Beyond Boston's history, scenic beauty awaits on this driving tour
Boston
Private Tours
City Tour, Day Sail, Driving Tour, Ferry, History Tour, Museum, Sailing, TV and Movie Sites Tour
WeVenture Boston
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Grounds Only Admission
Enjoy the gardens and weekly painting demonstrations!
Lenox
Frelinghuysen Morris House & Studio
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Isabella Schooner Festival Schooner Race Private Charter
Up to 6 passengers • Sunday, September 6 • 11:45 am to Race End
Gloucester
Private Tours
Maritime Heritage Charters
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Ghostly Night Tour
$30 per Adult | Most Popular!
Kayak Tours Explore All
Squeteague/Megansett Harbor Kayak Tour
$75 per Person | Child Rates Available | Beginner-Intermediate | 2 - 3 Hours
Toby Island Kayak Tour
$75 per Person | Child Rates Available | Intermediate | 2 - 3 Hours
Kids Paddle Adventure Tours
Kids Kayak and Paddle Board Adventures on Sengekontacket Pond
Oak Bluffs
Kayak
Island Spirit Kayak
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Kayak Rentals - Salem
Sit-on-top kayaks available for rent- hourly and daily rates!
Salem
Variable
Kid-Friendly
Kayak
Coast to Coast Paddle
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Sunset Kayak Tour
Book Online | We Sell Out!
Oak Bluffs
2 hrs
Kid-Friendly
Kayak
Island Spirit Kayak
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One Week Rental
SUP & Kayak Rentals • We Deliver! • 7 Days
Mashpee
7 Days
Kayak, SUP
Peace Love SUP
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Sunset Kayak Rental
2.5 Hours • Up to 7 People • Single or Double Kayaks
Salem Discovery Paddle Tours
Kayak and Standup Paddleboard Tour of Salem's Scenic and Historic Coastline! Recommended ages 16+
Salem
2 Hours
Kayak
Coast to Coast Paddle
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Advanced Kayak 1 Day Clinic
Ages 14+ | Class II-III Rapids
Charlemont
Boat Tour, Camping, Ferry, Jet Boat, Kayak, Lodging, Sternwheeler/Riverboat, Surf, Transportation
Zoar Outdoor
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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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Kid-Friendly Activities Explore All
Howl-O-Ween Doggy Costume Party
All Ages! • 2 Hours • All Paws on Deck!
Boston
Boat Tour
Massachusetts Bay Lines
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Clamming with Captain John
Learn the Art of Clamming
Harwich
one hour
Wequassett Resort & Golf Club
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Private Charles River Cocktail Cruise at CambridgeSide
Enjoy stunning skyline views & cocktails onboard a private 90-Min riverboat cruise! (10-75 Guests)
Cambridge
90 Minutes
Private Tours
Charles River Boat Company
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4-7 Day Kayak Rentals
Book Online | We Sell Out!
Oak Bluffs
Kayak
Island Spirit Kayak
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SUP Tour/Lessons
2 Hours • Private and Public Options
Mashpee
2 Hours
Kid-Friendly, Private Tours
SUP
Peace Love SUP
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Private Guided Tour
Meet our beloved animal ambassadors!
Mattapoisett
1Hour
Kid-Friendly, Private Tours
Farm
Pine Meadow Farms
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Group Shark Alley Tour
Harwich
3 Hours
Private Tours
Down Cape Charters & Boat Rentals
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Explore Cape Cod in a Day
For all ages! • 9 Hours
Bonsai Bar @ Trillium Brewing Company - Canton
2 hours all materials provided
Canton
2 Hours
Workshop
Bonsai Bar
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Wildlife Paddle at The Sawmill
Free Bay Adventure
Acushnet
1 hour
Buzzards Bay Coalition
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Boat Tours Explore All
Howl-O-Ween Doggy Costume Party
All Ages! • 2 Hours • All Paws on Deck!
Boston
Boat Tour
Massachusetts Bay Lines
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Mai Tai Morning Cruise
90 Minutes • Perfect Start to Your Day!
Boston
90 Minutes
Boat Tour
Tiki Boat Boston
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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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1.5 Hour Public "Open" Tiki Boat Charter
Requires a Minimum of 6 Passengers
Newburyport
1.5 Hours
Boat Tour
Drift & Sol Tiki Co.
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Two Hour Sail
All Ages • Max 6 Passengers • Sail Along the Golden Coast of Boston's North Shore!
Marblehead
2 Hours
Private Tours
Boat Tour
Emma Rose Sailing Charters
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Duffy Boat Charter
Private 90-Minute Salem Harbor Duffy Boat Charter | Up to 6 Passengers
Salem
90 minutes
Private Tours
Boat Tour
Slow Wake Society
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Beginner Kayak 3 Day Immersion Course
Ages 14+ | Beginner/Novice Level | Class I-II Rapids
Charlemont
Boat Tour, Camping, Cruise / Large Boat, Ferry, Kayak, Lodging, Party Boat, Sternwheeler/Riverboat, Surf, Transportation
Zoar Outdoor
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Phoenix | Public Sunset Sail
A shared sunset sail designed for presence, beauty, and ease
Vineyard Haven
2 Hours
Boat Tour
Sail the Vineyard LLC
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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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Boston Harbor Tropical Tiki Cruise
90 Minutes • Boston's Most Popular Tiki Cruise - Drinks, Views, and Island Vibes
Boston
90 Minutes
Boat Tour
Tiki Boat Boston
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Bike Tours Explore All
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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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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Electric-Assist Bike Rental
Ages 18+
Boston
Bike Tour, E-Bike
Urban Adventours
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Tandem Rental
Take a Tandem for a spin!
Boston
Bike Tour
Urban Adventours
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City Bike Rental
The ideal bike for seeing Boston!
Boston
Bike Rental, Bike Tour
Urban Adventours
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Fat Bike Tour/Brewster Flats
Mashpee
2 Hours
Bike Tour
Peace Love SUP
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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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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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Boston's #1 Historic E-Bike Tour
2 Hours 15 Minutes • 200 Points of Interest • Live Guide & Immersive Audio
Boston
2 Hours 15 Minutes
Bike Tour, City Tour, E-Bike, Guided Tour, History Tour, Sightseeing Tour
Histouria
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Fishing Excursions Explore All
Shark Fishing
All ages • 8 Hours • Offshore • Season: June 15th - Dec 1st
Gloucester
8 Hours
Fishing
Morning Tauk Charters Limited
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South of the Islands Jig N Pop
Chasing bluefins and yellowfins with Jig and Pop Tackle • Up to 4 people
Westport
Up to 12 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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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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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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Giant Bluefin Tuna Charter
All ages • 10 Hours • Offshore • Season: June 15th - Dec 1st
Gloucester
10 Hours
Fishing
Morning Tauk Charters Limited
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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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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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12-Hour Bluefin Tuna Charters w/ Team Hard Merchandise
Gloucester
12 Hours
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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Private Tours Explore All
The Great White Sightsee - 1Hr Ride
From Monomoy to Provincetown
Chatham
Stick'n Rudder Aero Tours
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Fireworks Cruise / Oak Bluffs, August 21st
All Ages • Starts at 6 pm • 3 - 4 Hours
Vineyard Haven
Black Dog Tall Ships
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Walking Tour
2 Hours • Family Friendly! • All ages
Boston
Walking Tour
A Father & Son Tour of Boston
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Birthday Party (Ages 9-13)
2 hours • Up to 36 guests
Wellesley
2 hours
Kid-Friendly
Cooking Class
Taste Buds Kitchen - Wellesley
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Road Bike Rental 61cm
For all ages • 24 Hours - 1 Month Rentals • Go for a ride!
Sunset SUP Yoga • Concord NH
75 Minutes • All Levels
Nichols House Museum Guided Tour
45 Minutes • All Ages Welcome
Boston
45 Minutes
Nichols House Museum
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New Year's Eve Cruise with Fireworks and Live Music!
Up to $238.50 | 3 hour Cruise
Boston
3 hours
Boat Tour, Cruise / Large Boat
Classic Harbor Line - Boston
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Crash The Corporation
$140 Price for 2 • Ages 10+ • Rage at OUR office! • 30 Minutes
Dartmouth
30 Minutes
Kid-Friendly
Rage Room
House of Rage
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Boston Night Tour
All Ages • 90 Minutes • Boston Ghost Stories
Boston
90 Minutes
Walking Tour
Tour of The Freedom Trail
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