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 site gives you a fast, convenient way to explore the best tours, excursions, and experiences available for your vacation in Massachusetts. With up-to-date schedules, clear descriptions, and secure booking directly with local operators, you can lock in the activities you’re excited about before your trip even begins. No more scrambling for last-minute openings - just confident planning and more time to enjoy your getaway. Let us help you turn your vacation in Massachusetts into something truly memorable.
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
"The IT Girl" Silent Comedy with Live Accompaniment
Classic romantic silent comedy with live musical accompaniment by Peter Krasinski.
"Honest, Neat & Capable"
Experience the domestic staff's perspective
The Great White Sightsee - 1Hr Ride
From Monomoy to Provincetown
Chatham
Stick'n Rudder Aero Tours
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General Admission
From $17.48 / Adult • Fun For All Ages!
Hubbardston
6 Hours
Animal Adventures Hubbardston
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1.5 Hour Archery Session
Ages 12+ • Equipment and coaching provided!
Weekly Bike Rental: Pickup Oak Bluffs
Starting at $95 • All Ages • 1 Week - 1 Month Options • Adult, Youth, & E-Bikes
Custom Tours
For all ages! • 2- 4 Hours • 6 Person Maximum
Woods Hole
Private Tours
Woods Hole Island Tours & Water Taxi
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AntiValentine Tour
Annual! Evening Trolley Tour, February 2025
Guided Trail Ride
Experience the Joy of Horseback Riding
Foxborough
50 Minutes
Horse
Ryan Ranch
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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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Single Kayak Rentals
We are closed for the 2025 season. We will reopen in spring 2026.
Sharon
1-4 Hours
Kid-Friendly
Boat Rental, Kayak, Rentals, Water Activities
Memorial Beach Boathouse
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River Explorers- Kids Kayak 2 Day Clinic: Inflatable Spud Kayaks
Ages 10 - 13 | First Time | Beginner/Novice Level | Flatwater & Class I-II Rapids
Charlemont
Kayak, Water Activities
Zoar Outdoor
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Sandwich Great Marsh 2-3 Hour Kayak and Paddleboard Rental
East Sandwich
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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Adirondack Day Sail
$49.82 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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Mashpee All Day (8 Hour) Kayak and Paddleboard Rental
All equipment must be off the water by 5:30PM
Mashpee
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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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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Sandwich Great Marsh All Day (8 Hours) Kayak and Paddleboard Rental
All equipment must be off the water by 5:30PM
East Sandwich
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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Canoe Rentals at Natick
2025 Rentals Now Open! Walk-ups only on weekends
Natick
1-4 Hours
Kid-Friendly
Canoe, Kayak, Rentals, Water Activities
Natick Boathouse
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Cape Cod Adventure Pass
Bike Rental, Kayak, Water Activities
RideAway Adventures
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Kayak Tours Explore All
Mashpee 2 - 3 Hour Kayak and Paddleboard Rental
Mashpee
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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Memberships
Season Passes, Month Passes, and Rental Packages!
Salem
Kayak
Coast to Coast Paddle
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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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Tandem Kayak Rental
For all ages • 24 Hours - 1 Month Rentals • Seats 2 • Get on the water!
Hyannis
Kayak
Sea Sports Cape Cod
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Lawrence Pond 2 - 3 Hour Kayak and Paddleboard Rental
Sandwich
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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Women's Intermediate Kayak 2 Day Clinic
20 % Off | Ages 14+ | Intermediate Level
Charlemont
Boat Tour, Camping, Cruise / Large Boat, Kayak, Lodging, Party Boat, Sternwheeler/Riverboat, Transportation, Water Activities, Workshop
Zoar Outdoor
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2 Hour Paddling Season Pass
2026 Season Passes! • Redeemable at Boston Locations
Kayak
Boating in Boston Season Passes
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Single Kayak Rentals
We are closed for the 2025 season. We will reopen in spring 2026.
Sharon
1-4 Hours
Kid-Friendly
Boat Rental, Kayak, Rentals, Water Activities
Memorial Beach Boathouse
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Mashpee All Day (8 Hour) Kayak and Paddleboard Rental
All equipment must be off the water by 5:30PM
Mashpee
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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Cape Cod Adventure Pass
Bike Rental, Kayak, Water Activities
RideAway Adventures
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History Tours Explore All
Pizza, Beer, and Paul Revere Tour
For all ages! • Great for families!
Boston
Beer Tour, City Tour, Food Tour, History Tour, Walking Tour
Tye Dyed Tour Guide
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Witch Trial History Tour
All ages • 1 Hour Walking Tour of Historic Salem
Salem
History Tour
Wicked Awesome Tours
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Private Historical Tour of Nantucket
All Ages • 90-minutes • Explore Historic Nantucket • Private Narrated Tour!
90 Minutes
Private Tours
Bus Tour, History Tour
Barrett's Tours
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Insider's Pub Crawl
2 hours 15 minutes • Ages 21+
Washington
2 hours & 15 minutes
History Tour, Pub Crawl
D.C. Crawling
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Salem Through a New Lens: Anniversary of Joseph White Murder
2 Hours | History and Photography Tour | All Ages
History Tour, Walking Tour
Witch City Walking Tours
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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 and Salem Day Trip
For all ages! • 7 Hours • Private tour • Up to 9 people
Boston, Salem
7 Hours
Private Tours
City Tour, History Tour
Boston Hidden Gems
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Private North Shore and Salem Tour
$733 | Salem and coastal gems: Beyond Boston's history, scenic beauty awaits on this driving tour
Private Tours
City Tour, Day Sail, Driving Tour, Ferry, History Tour, Museum, Sailing, TV and Movie Sites Tour
WeVenture Boston
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Illustrious Schools: Group Tour of MIT & Harvard
Walking tour of MIT and Harvard University, two of the most famous colleges in the Boston area!
Cambridge
3.5h
Kid-Friendly
Guided Tour, History Tour, Walking Tour
Boston Hidden Gems
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Freedom Trail & Little Italy - Private Walking Tour
For all ages! • 4.5 Hours • Starting at $400 • Private tour • Up to 15 people
Boston
Private Tours
Guided Tour, History Tour, Walking Tour
Boston Hidden Gems
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Experience Plymouth Explore All
Inshore Striper & Blues Fishing Charter
3/4 Day • For all ages! • 6 Hours • 6 Person Max
Haunted Harbor Tours
All Ages • 75 minute • Nighttime harbor cruise with ghost stories and eerie history
Plymouth
75 Minutes
Plymouth Cruises
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Lobstering Eco Tour
For all ages! • 1 Hour, 15 Minutes
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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Margaritaville Ice Cream Cruise
A Sweet Escape for All Ages!
Private Sunset Cruise
Private parties up to 12 people • approx. 2-3hrs • $50/Hr Crew fee not included
Plymouth
Approximately 2 Hours - 3 Hours
Private Tours
Plymouth Watersports
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Private Fireworks Cruise
Private parties up to 12 people • approx 3 Hrs • Guided Tour
Plymouth
3 Hours
Private Tours
Plymouth Watersports
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Tuna and Shark Fishing Trip
All Ages • Eight to Ten Hours • Up to Six People
Plymouth
Wavelength Fishing Charters
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Plymouth Harbor Party Cruise
A lively 2-hour cruise with music, drinks, and unbeatable harbor views
Plymouth
2 Hours
Plymouth Cruises
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Clambake At Sea
A Classic New England Feast on the Water
Plymouth
2 Hours
Plymouth Cruises
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Bike Rentals Explore All
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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Cape Cod Canal Half Day (4 Hour) Bike Rentals
Sandwich
Bike Rental, Rentals
RideAway Adventures
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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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Men's Bike Rentals
Single rider • Easy riding • Helmets are required by law for children 16 and under
Edgartown
Rentals are available for 1 to 7 days.
Bike Rental
Sun 'n' Fun Rentals
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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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Three-Day Rentals, Delivery
Buy 2 Days, Get 3rd Day Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Weekly Bike Rental Delivery
All ages • 7 day rentals
Vineyard Haven
7 day rental
Bike Rental
Martha's Bike Rentals
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One-Day Rentals, Delivery
24 hours
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Electric Bike Rentals
Single rider • Easy riding • Age 18+
Edgartown
Rentals are available for 1 to 7 days.
Bike Rental
Sun 'n' Fun Rentals
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Hardtail Mountain Bike Rental
1 Day to 1 Week rentals
Boston
Bike Rental
Urban Adventours
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Fishing Excursions Explore All
Brunch Cruise aboard Northern Lights
$72.08 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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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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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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Mother's Brunch Cruise aboard Northern Lights featuring Live Jazz!
$82.68 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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Fall Brunch Cruise
$72.08 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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9-Hour Haddock/Bottom Fishing Charters w/ Team Hard Merchandise
Gloucester
9 Hours (Full Day)
Fishing
Angelica Fisheries
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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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4-Hour Haddock/Bottom Fishing Charters w/ Team Hard Merchandise
Gloucester
4 Hours (Half Day)
Fishing
Angelica Fisheries
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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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St. Patrick's Day Brunch Cruise with Live Irish Music!
$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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