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.
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!
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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For Ages 21+! •
Boston
Private Tours
Boat Tour, City Tour, Harbor Tour
Tye Dyed Tour Guide
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Join our FREE Rewards Program!
N Attleborough
Mystery Room - N Attleborough, MA
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History and Mystery | Ages 6+ | Off the Beaten Path
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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Pickup or Local Delivery | Treat Yourself, Your Family, and Friends!
All ages • 1 Hour Walking Tour of Historic Salem
Salem
History Tour
Wicked Awesome Tours
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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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$85 per Person | Enjoy the view from the water! | 2 - 3 Hours
Wrentham
The Big Bounce America - Boston MA
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The ideal bike for seeing Boston!
Boston
Bike Rental, Bike Tour
Urban Adventours
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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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All ages • 4 hours
Falmouth
4 hours
Bike Rental, Rentals
RideAway Adventures
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Shimano Ultegra
Boston
Bike Rental
Urban Adventours
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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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1 Day to 1 Week rentals
Boston
Bike Rental
Urban Adventours
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Buy 2 Days, Get 3rd Day Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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All ages • 1-6 day rentals
Vineyard Haven
1-6 day rentals
Bike Rental
Martha's Bike Rentals
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Buy 4 days, Get 3 days for Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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One, Two, or Three Month Rentals!
Oak Bluffs
Kayak
Island Spirit Kayak
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All ages • 2 hour Private Lessons Available
Sandwich
Private Tours
Kayak, Water Activities
RideAway Adventures
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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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Season Passes, Month Passes, and Rental Packages!
Salem
Kayak
Coast to Coast Paddle
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Great for all ages! • Paddle Boards • Single Kayaks • Double Kayaks
New Bedford
Kayak
Community Boating Center
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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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Beginner - Intermediate
Orleans
Kayak
SUPfari Adventures Cape Cod
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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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Single and Tandem Rentals Available by the Hour
Beverly
Variable
Kid-Friendly
Kayak
Coast to Coast Paddle
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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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Get your 3rd day for Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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2 hours • Public & Private Tours Available
East Sandwich
2 hours
Private Tours
Kayak, Water Activities
RideAway Adventures
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Join us on the water!
Oak Bluffs
2 hours
Kayak, SUP, Water Activities
Island Spirit Kayak
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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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$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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Buy 4 days, Get 2 days Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Mashpee
3 hours
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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$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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Buy 2 Days, Get 3rd Day Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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48 hours
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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For all ages! • 10 Hours • 18 Anglers Max
Fair Haven
Fishing
Bounty Hunter Fisheries LLC
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For all ages! • 22 Hours • 12 Anglers Max
Fair Haven
Fishing
Bounty Hunter Fisheries LLC
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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 • Up to 6 people
Quincy
6 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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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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All ages • Up to 6 people
Quincy
4 Hours
Fishing
Suspect Charters
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All ages • Up to 6 people
Quincy
8+ Hours
Fishing
Suspect Charters
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All ages • 10 Hours • Offshore • Season: June 15th - Dec 1st
Gloucester
10 Hours
Fishing
Morning Tauk Charters Limited
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Gloucester
9 Hours (Full Day)
Fishing
Angelica Fisheries
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Boston
Custom durations
Private Tours
Boat Tour, Private Boat
Classic Harbor Line - Boston
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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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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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A shared sunset sail designed for presence, beauty, and ease
Vineyard Haven
2 Hours
Boat Tour
Sail the Vineyard LLC
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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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$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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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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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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All ages • 1.5 hours • Narrated points of interest
Harwich Port
Boat Tour
Cape Cod Harbor Cruise
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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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$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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Up to $284.08 | 2 Hours
Boston
2 hours
Classic Harbor Line - Boston
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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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Savor Boston’s Best Food Neighborhood!
Boston
3 hours
Bites of Boston Food Tours
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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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Youth and Family Swim Program
Wareham
1-hour lesson
Kid-Friendly
Buzzards Bay Coalition
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Thursday, July 16th, 2026
Gloucester
6:00pm-9:00pm
Beauport Cruiselines
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2 Hours and 25 Minutes • All Levels
2 hours • Private Tours Available
Mashpee
2 hours
Private Tours
RideAway Adventures
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Groups up to 16 people • Ages 10+ • 3 hours
Needham
3 Hours
Kid-Friendly, Private Tours
The Glass Bar
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