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
NEWBURYPORT HARBOR 1 Hour Scenic Tour
Admission
All Day Admission
Holyoke
International Volleyball Hall of Fame
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GOAT HIKE: WITH ALL AGE GOATS
Ages 5+ • 1 Hour • Seasonal Sept to May
Georgetown
Kid-Friendly
Goats To Go
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Sunset Cocktail Ice Cream Cruise
All ages • 1.5 hours • Experience the magic of Cape Cod's sunset
Harwich Port
Private Tours
Boat Tour
Cape Cod Harbor Cruise
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North End Pizza Tour
All ages! • 2 Hours & 30 Minutes • Wheelchair & stroller accessible
Boston
2 hours 30 minutes
City Tour, Drinks, Food, Food Tour, History Tour, Photography Tour, Pub Crawl, Safety, Sightseeing Tour, Walking Tour
Binge on Boston
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Sunset SUP Yoga & Sunset Paddle Combo Package • Hingham, MA
2 Hours and 25 Minutes • All Levels
Pirate Adventures On Board the Sea Gypsy VIII
Hyannis
Cape Cod Pirate Adventures
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Diva Royale - Drag Queen Show Boston
Starting at $40.07 • Weekly Drag Queen Shows • Fri 7:30PM • Sat 1:30PM, 5:00PM & 7:30PM • Sun 1:30PM
Sailing Experiences Explore All
Private Charter Daysail on When and If
From $950.94 • Up to 32 People • Price includes 12 people
Salem
Private Tours
Sailing
Sunset Sail Salem
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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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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 Sunset Sail on When And If
Summer Sunsets on a Stunning Classic Schooner
Sailboat Rentals at Natick
Boathouse open daily. Reserve your sailboat with our sailing season pass today!
Natick
Up to 4 hours!
Kid-Friendly
Rentals, Sailing, Water Activities
Natick Boathouse
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2hr Sunset Sail on Malabar X
Schooner Malabar X Sunset Sail
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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2hr Day Sail on When And If
A Beautiful Sail on a Classic Yacht
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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Private Charter Sunset Sail on When And If
From $1,163.44 • Private Sunset Sailing on the North Shore
Salem
Private Tours
Sailing
Sunset Sail Salem
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Water Activities Explore All
Lawrence Pond 1 Hour Kayak and Paddleboard Rental
Sandwich
1 hour
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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Pedal Boat Rentals at Natick
Boathouse open daily. Reserve your pedal boat today!
Natick
1-4 Hours
Kid-Friendly
Kayak, Rentals, Water Activities
Natick Boathouse
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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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Full Moon Adventure Kayak Tour
2 hours • Public & Private Tours Available
Mashpee
2 hours
Private Tours
Kayak, Water Activities
RideAway Adventures
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Paddleboard Rentals at Natick
Boathouse is open daily. Reserve your SUP today.
Natick
1-4 Hours
Kid-Friendly
Kayak, Rentals, SUP, Water Activities
Natick Boathouse
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Two-Day Rentals, Delivery
48 hours
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Stand-up Paddleboard Rentals
Boathouse open daily. Reserve your SUP today!
Newton
1-4 Hours
Kid-Friendly
Rentals, SUP, Water Activities
Nahanton Park Boathouse
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Five-Day Rentals, Delivery
Get your 3rd day 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
8 Hours (Before 5PM)
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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Canoe Rentals at Natick
Boathouse open daily. Reserve your canoe today!
Natick
1-4 Hours
Kid-Friendly
Canoe, Kayak, Rentals, Water Activities
Natick Boathouse
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Kayak Tours Explore All
Sunset Ice Cream Paddle • Worcester, MA
60 Mins • All Levels
One-Day Rentals, Delivery
24 hours
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Sailing Season Pass at Natick Boathouse
2026 Season Passes! • Redeemable at Natick Boathouse (Lake Cochituate)
Hopkinton
Kayak
Boating in Boston Season Passes
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SUP and Kayak Private Lessons - Salem
1 hour lesson tailored to your experience and designed to bring your paddling to the next level.
Salem
Private Tours
Kayak
Coast to Coast Paddle
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Falmouth 1 Hour Kayak and Paddleboard Rental
Falmouth
1 hour
Kayak
RideAway Adventures
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Memberships
Season Passes, Month Passes, and Rental Packages!
Salem
Kayak
Coast to Coast Paddle
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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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Squeteague/Megansett Harbor Kayak Tour
$75 per Person | Child Rates Available | Beginner-Intermediate | 2 - 3 Hours
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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Kayak Foundations 4 Week Course- 2026
A four week comprehensive course to lay the foundations for a lifetime of paddling!
Beverly, Salem
Kayak
Coast to Coast Paddle
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History Tours Explore All
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 Historical Tour of Nantucket
All Ages • 90-minutes • Explore Historic Nantucket • Private Narrated Tour!
Nantucket
90 Minutes
Private Tours
Bus Tour, History Tour
Barrett's Tours
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Spirits and Superstitions - a Friday the 13th Tour
2 Hours | An exclusive tour on Friday the 13th | All Ages
Salem
History Tour, Walking Tour
Witch City Walking Tours
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Specters & Apparitions: a Ghost Hunting Tour
1.5 Hours | Using professional ghost hunting equipment | All ages
Salem
History Tour, Walking Tour
Witch City Walking Tours
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Boston Harbor Cruise on Northern Lights
Up to $44.52 | 1 or 1.5 hour Cruise
Boston
1.5 hours
Boat Tour, Cruise / Large Boat, History Tour, Sightseeing Tour
Classic Harbor Line - Boston
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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
4.5h
Private Tours
Guided Tour, History Tour, Walking Tour
Boston Hidden Gems
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Salem Through a New Lens: Anniversary of Joseph White Murder
2 Hours | History and Photography Tour | All Ages
Salem
History Tour, Walking Tour
Witch City Walking Tours
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Satanic Salem Walking Tour
1.5 hours | Great for families!
Salem
City Tour, History Tour, Walking Tour
Salem Art Gallery
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Battle Green 360 Tour
Award Winning Tour! | One-Hour Walking Tour and Multi-Sensory Experience
Lexington
1 Hour
History Tour, Sightseeing Tour, Walking Tour
Liberty Ride
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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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Fishing Excursions Explore All
Giant Bluefin Overnight
All ages • 1 or 2 Nights • Offshore • Season: June 15th - Dec 1st
Gloucester
1 or 2 Nights • Fish Day/ Night /and Next Morn
Fishing
Morning Tauk Charters Limited
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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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Bass / Bluefish Charter
All ages • 8 Hours • Inshore • Season: May 1st - September 1st
Gloucester
8 Hours, 6am - 2pm
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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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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New Year's Day Brunch Cruise aboard 1920's Style Yacht Northern Lights
Up to $93.28 | 2 hour Cruise
Boston
2 hours
Boat Cruise, Boat Tour, Brunch Cruise, Castle, Chocolate Tour, Cruise / Large Boat, Ferry, Fishing, Food Tour, Harbor Tour, New Year's Eve Cruise, Sailing, Sightseeing Tour
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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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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3/4 Day Fishing Trip
All Ages • 6 Hour Trip • Up to 35 People
Gloucester
6 Hours
Fishing
Gloucester Fleet Deep Sea Fishing & Charters
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Marathon Fishing Trip
All Ages • 12 Hour Trip • Up to 35 People
Gloucester
12 Hours
Fishing
Gloucester Fleet Deep Sea Fishing & Charters
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Boat Tours Explore All
Grand Illumination Fireworks Event
A Martha's Vineyard Fireworks Tradition!
Vineyard Haven
4 Hours
Boat Tour
Sail the Vineyard LLC
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Beach Ferry to Plymouth Beach
All Ages! • 2-6 Hours • Up to 12 People 4hr • Crew Fee $100 addl. + tax, fees, & gr
Plymouth
6 Hours
Boat Tour
Plymouth Watersports
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Full Moon Cruises
All Ages! • 2 Hours • Enjoy the Moonlight from the Water!
Boston
Boat Tour
Massachusetts Bay Lines
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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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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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Mai Tai Morning Cruise
90 Minutes • Perfect Start to Your Day!
Boston
90 Minutes
Boat Tour
Tiki Boat Boston
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Expedition 2026: White Sharks and Whales
All Ages! • 7 to 8 Hours On The Water
Plymouth
7 to 8 Hours
Boat Tour
Atlantic White Shark Conservancy
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Boat Day • Harbor Cruise
2, 4 or 8 Hours • Up to 6 People
Provincetown
2.5, 4 or 8 Hours
Private Tours
Boat Tour
Ginny G Cape Cod Fishing Charters
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Four Hour Sail
All Ages • Max 6 Passengers • Sail Beyond Marblehead Harbor & Discover Magnolia & Gloucester!
Marblehead
4 Hours
Boat Tour
Emma Rose Sailing Charters
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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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