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
Boston Highlights: Private Walking Tour
Private customized tour! • 2-3 hrs • Up to 6
Boston
2-3 hours (varies by your pace/add ons)
Private Tours
Backstory Travel Boston
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The boSTONER: Cannabis and Cannoli Tour
For Ages 21+! •
Boston
Private Tours
Boat Tour, City Tour, Harbor Tour
Tye Dyed Tour Guide
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All In Rewards
Join our FREE Rewards Program!
N Attleborough
Mystery Room - N Attleborough, MA
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Slightly Spooky Tour
History and Mystery | Ages 6+ | Off the Beaten Path
Women's Sailing Sunset Cruise on the Lynx
Inviting Nantucket's Women Sailors to Enjoy Nantucket Aboard the Lynx!
Nantucket
2 hours 30 minutes
Nantucket Community Sailing - Jetties Sailing Center
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Order Online!
Pickup or Local Delivery | Treat Yourself, Your Family, and Friends!
Witch Trial History Tour
All ages • 1 Hour Walking Tour of Historic Salem
Salem
History Tour
Wicked Awesome Tours
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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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Sunset/Moonrise Paddle
$85 per Person | Enjoy the view from the water! | 2 - 3 Hours
Get a grip with Big Bounce Socks!
Wrentham
The Big Bounce America - Boston MA
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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 Pickup
All ages • 7 day rentals
Vineyard Haven
Weekly Rentals ( 7 Days or More)
Bike Rental
Martha's Bike Rentals
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Women'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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AutoCamp Half-Day (4 Hour) Bike Rentals
All ages • 4 hours
Falmouth
4 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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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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Full-Suspension Mountain Bike Rental
1 Day to 1 Week rentals
Boston
Bike Rental
Urban Adventours
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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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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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Seven-Day Rentals, Delivery
Buy 4 days, Get 3 days for Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Kayak Tours Explore All
Monthly Rentals
One, Two, or Three Month Rentals!
Oak Bluffs
Kayak
Island Spirit Kayak
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Kayaking for Beginners
All ages • 2 hour Private Lessons Available
Sandwich
Private Tours
Kayak, Water Activities
RideAway Adventures
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Single Kayak Rentals at Natick
Boathouses will reopen for Memorial Day weekend. Reserve your spot today!
Natick
1-4 Hours
Kid-Friendly
Kayak, Rentals, Water Activities
Natick Boathouse
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Memberships
Season Passes, Month Passes, and Rental Packages!
Salem
Kayak
Coast to Coast Paddle
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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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Tandem Kayak Rental
Boathouses will reopen for Memorial Day weekend. Reserve your spot today!
Sharon
1-4 Hours
Kid-Friendly
Boat Rental, Kayak, Rentals, Water Activities
Memorial Beach Boathouse
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Sunset Kayak Tour
Beginner - Intermediate
Orleans
Kayak
SUPfari Adventures Cape Cod
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Single Kayak Rentals
Boathouses will reopen for Memorial Day weekend. Reserve your spot today!
Newton
1-4 Hours
Kid-Friendly
Kayak, Rentals, Water Activities
Nahanton Park Boathouse
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Kayak Rentals - Beverly
Single and Tandem Rentals Available by the Hour
Beverly
Variable
Kid-Friendly
Kayak
Coast to Coast Paddle
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Tandem Kayaks Rentals
Boathouses will reopen for Memorial Day weekend. Reserve your spot today!
Newton
1-4 Hours
Kid-Friendly
Kayak, Rentals, Water Activities
Nahanton Park Boathouse
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Water Activities Explore All
Five-Day Rentals, Delivery
Get your 3rd day for Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Kayak the Creek Nature Tour
2 hours • Public & Private Tours Available
East Sandwich
2 hours
Private Tours
Kayak, Water Activities
RideAway Adventures
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2 Hour Rentals
Join us on the water!
Oak Bluffs
2 hours
Kayak, SUP, Water Activities
Island Spirit Kayak
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Pedal Boat Rentals
Boathouses will reopen for Memorial Day weekend. Reserve your spot today!
Newton
1-4 Hours
Kid-Friendly
Boat Rental, Rentals, Water Activities
Nahanton Park Boathouse
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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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Six-Day Rentals, Delivery
Buy 4 days, Get 2 days Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Mashpee 2 - 3 Hour Kayak and Paddleboard Rental
Mashpee
3 hours
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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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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Three-Day Rentals, Delivery
Buy 2 Days, Get 3rd Day Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Two-Day Rentals, Delivery
48 hours
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Fishing Excursions Explore All
Noman's Land Marathon
For all ages! • 10 Hours • 18 Anglers Max
Fair Haven
Fishing
Bounty Hunter Fisheries LLC
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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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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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Striped Bass 6 Hour Charter
All ages • Up to 6 people
Quincy
6 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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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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Striped Bass 4 Hour Charter
All ages • Up to 6 people
Quincy
4 Hours
Fishing
Suspect Charters
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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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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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9-Hour Haddock/Bottom Fishing Charters w/ Team Hard Merchandise
Gloucester
9 Hours (Full Day)
Fishing
Angelica Fisheries
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Boat Tours Explore All
PRIVATE CHARTER on Northern Lights
Boston
Custom durations
Private Tours
Boat Tour, Private Boat
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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Beach Ferry to Brown's Bank
All Ages! • 2-6 Hours • Up to 12 People • Crew Fee $100 addl. + tax, fees, & gr
Plymouth
6 Hours
Boat Tour
Plymouth Watersports
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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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Boston Harbor Sunset Cruise
All Ages! • 1.5 Hours • Amazing views • Escape the hustle and bustle!
Boston
1.5 hours
Boat Tour
Massachusetts Bay Lines
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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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Boston Harbor Fall Luncheon 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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Private Sailing Vacation Experiences
Your private escape to warm waters and unforgettable destinations with Captain Wendy at the helm.
Tisbury
Private Tours
Boat Tour
Sail the Vineyard LLC
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5pm Cocktail Ice Cream Cruise
All ages • 1.5 hours • Narrated points of interest
Harwich Port
Boat Tour
Cape Cod Harbor Cruise
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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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Kid-Friendly Activities Explore All
Temper Tantrum
$60 PER PERSON • Ages 10+ • 30 Minutes • Be a Kid Again!
Dartmouth
30 Minutes
Kid-Friendly
Rage Room
House of Rage
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Sail Boston 250 Fireworks Sail
Up to $284.08 | 2 Hours
Boston
2 hours
Classic Harbor Line - Boston
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North Beerfield Tour
Starting at $96• Ages 21+ • 4 hours • Northampton, MA • Private Tours Available • Sundays only
Northampton
Private Tours
Pioneer Valley Brews Cruise
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Local Gems of the South End
Savor Boston’s Best Food Neighborhood!
Boston
3 hours
Bites of Boston Food Tours
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Beach Ferry to Brown's Bank
All Ages! • 2-6 Hours • Up to 12 People • Crew Fee $100 addl. + tax, fees, & gr
Plymouth
6 Hours
Boat Tour
Plymouth Watersports
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Guarded Swim & Water Safety Lessons
Youth and Family Swim Program
Wareham
1-hour lesson
Kid-Friendly
Buzzards Bay Coalition
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Sunset Dinner Cruise
Thursday, July 16th, 2026
Gloucester
6:00pm-9:00pm
Beauport Cruiselines
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Rise & Shine SUP Yoga + Boston Harbor Paddle Combo Package • Boston, MA
2 Hours and 25 Minutes • All Levels
Walk on Water Nature Tour
2 hours • Private Tours Available
Mashpee
2 hours
Private Tours
RideAway Adventures
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Private Events
Groups up to 16 people • Ages 10+ • 3 hours
Needham
3 Hours
Kid-Friendly, Private Tours
The Glass Bar
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