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
Sailing Season Pass
2026 Season Passes! • Redeemable at Boston Locations
Kayak
Boating in Boston Season Passes
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Mashpee River Kayak Tour
$75 per Person | Child Rates Available | 2 - 3 Hours
Sunset Cruise
Sunset cruise around Martha's Vineyard! • Up to 6 People
Edgartown
2 Hours
Boat Rental
Big Blue Excursions
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Full-Suspension Mountain Bike Rental
1 Day to 1 Week rentals
Boston
Bike Rental
Urban Adventours
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Yoga with Kitties!
AGE 8+ ONLY! Come stretch your stress away with the masters of flexibility!
Lowell
One Hour
Kid-Friendly
Wellness
Lazy Cat Lounge
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South End Food Tour
For all ages! • 3 hours • 1.5 miles of walking
Boston
3 Hours
Food Tour
617 Food Tours
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Annual Memberships
Members invest in the preservation of our region's rich railroad history.
Lobstering Eco Tour
For all ages! • 1 Hour, 15 Minutes
4-Hour Haddock/Bottom Fishing Charters w/ Team Hard Merchandise
Gloucester
4 Hours (Half Day)
Fishing
Angelica Fisheries
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Private Guided Cape Cod Great White Shark Tour
For all ages! • 3 Hours • Includes up to 6 passengers!
South Yarmouth
Private Tours
Wildlife
White Shark Tours Cape Cod
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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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12-Hour Bluefin Tuna Charters w/ Team Hard Merchandise
Gloucester
12 Hours
Fishing
Angelica Fisheries
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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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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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9-Hour Haddock/Bottom Fishing Charters w/ Team Hard Merchandise
Gloucester
9 Hours (Full 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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4-Hour Haddock/Bottom Fishing Charters w/ Team Hard Merchandise
Gloucester
4 Hours (Half Day)
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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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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Water Activities Explore All
Mashpee 2 - 3 Hour Kayak and Paddleboard Rental
Mashpee
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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Paddleboard Rentals at Natick
2025 Rentals Now Open! Walk-ups only on weekends
1-4 Hours
Kid-Friendly
Kayak, Rentals, SUP, Water Activities
Natick Boathouse
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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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Stand-up Paddleboard Rentals
Rentals are closed for the 2025 season. We'll reopen in May 2026!
Newton
1-4 Hours
Kid-Friendly
Rentals, SUP, Water Activities
Nahanton Park Boathouse
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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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Kayaking for Beginners
All ages • 2 hour Private Lessons Available
Sandwich
Private Tours
Kayak, Water Activities
RideAway Adventures
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Mashpee 1 Hour Kayak and Paddleboard Rental
Mashpee
Kayak, Rentals, SUP, Water Activities
RideAway Adventures
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Single Kayak Rentals
Rentals are closed for the 2025 season. We'll reopen in May 2026!
Newton
1-4 Hours
Kid-Friendly
Kayak, Rentals, Water Activities
Nahanton Park 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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Tandem Kayaks Rentals
Rentals are closed for the 2025 season. We'll reopen in May 2026!
Newton
1-4 Hours
Kid-Friendly
Kayak, Rentals, Water Activities
Nahanton Park Boathouse
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Bike Tours Explore All
Electric-Assist Bike Rental
Ages 18+
Boston
Bike Tour, E-Bike
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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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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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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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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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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Tour de Cambridge
10AM • 2PM • 2.5-3 Hours • See Harvard and MIT!
Boston
2.5-3 Hours
Bike Tour
Urban Adventours
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Emerald Necklace Tour
10AM • 3.5-4 Hours • Our Fall-Foliage Tour!
Boston
Bike Tour
Urban Adventours
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Sailing Experiences Explore All
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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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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Boston Harborfest Fireworks Cruise
Boston Harborfest Fireworks - THE BEST VIEW!
Boston
Sailing
Liberty Fleet of Tall Ships
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U.S.S. Constitution Turnaround Sail on Adirondack
$129.32 to $172.32 | 2.5 Hour Cruise
Boston
2.5 hours
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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Boston Harbor Day Sail
1.5 Hour Boston Harbor Sail
Boston
1.5 Hours
Boat Tour, Day Sail, Sailing, Tallship
Liberty Fleet of Tall Ships
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U.S.S. Constitution Turnaround Brunch aboard Northern Lights
$129.32 to $182.32 | 2.5 hour Cruise
Boston
2 hours
Boat Cruise, Boat Tour, Brunch Cruise, Castle, Cruise / Large Boat, Ferry, Sailing
Classic Harbor Line - Boston
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Harborfest Fireworks Cruise aboard Adirondack
$167.48 | 2 Hour Sail
Boston
2 hours
Boat Tour, Cruise / Large Boat, Sailing
Classic Harbor Line - Boston
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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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Sailboat Rentals at Natick
2025 Rentals Now Open! Walk-ups only on weekends
Natick
Up to 4 hours!
Kid-Friendly
Rentals, Sailing, Water Activities
Natick Boathouse
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Walking Tours Explore All
Tour of the Freedom Trail (Meeting in front of 120 Tremont)
Tour of the Freedom Trail meeting at 120 Tremont
1.5h - 1.75h
Walking Tour
Tour of The Freedom Trail
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Harvard Public Walking Tour
Cambridge
Walking Tour
Luxury New England Tours
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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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Walking Tour
2 Hours • Family Friendly! • All ages
Boston
Walking Tour
A Father & Son Tour of Boston
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Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour
For all ages! • 10 Hours
Boston
Walking Tour
Luxury New England Tours
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Back Bay to Downtown Freedom Trail via Beacon Hill Walking Tour
2 Hours
Salem Night Tour
Salem's #1 Night Tour! | 90 Minutes | All Ages
Salem
Ghost Tour, History Tour, Walking Tour
Salem Night Tours
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Specters & Apparitions: a Ghost Hunting Tour
1.5 Hours | Using professional ghost hunting equipment | All ages
History Tour, Walking Tour
Witch City Walking Tours
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Witches & Riches: Semiprivate Full-Day Trip to Salem from Boston
8h
Kid-Friendly, Private Tours
City Tour, Ghost Tour, History Tour, Sightseeing Tour, Transfer, Walking Tour
Boston Hidden Gems
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Highlights of Boston - Public Walking Tour
Boston
Walking Tour
Luxury New England Tours
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Bike Rentals Explore All
Three-Day Rentals, Delivery
Buy 2 Days, Get 3rd Day Free!
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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Kid Bike Rental
The ideal bike for seeing Boston!
Boston
Bike Rental
Urban Adventours
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Fat Bike Rental
Boston
Bike Rental
Urban Adventours
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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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One-Day Rentals, Delivery
24 hours
Sandwich
Bike Rental, Kayak, Rentals, Water Activities
RideAway Adventures
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City Bike Rental
The ideal bike for seeing Boston!
Boston
Bike Rental, Bike Tour
Urban Adventours
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Hardtail Mountain Bike Rental
1 Day to 1 Week rentals
Boston
Bike Rental
Urban Adventours
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Full-Suspension Mountain Bike Rental
1 Day to 1 Week rentals
Boston
Bike Rental
Urban Adventours
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Performance Road Bike Rental
Shimano Ultegra
Boston
Bike Rental
Urban Adventours
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