All Outdoor Adventures
Sightseeing & City Tours
Boston, Massachusetts
Boston Duck Tour
See Revolutionary Boston from land and water aboard an amphibious WWII-style Duck vehicle led by a professional conDUCKtor guide.
★ 4.6 (9974 reviews)
From $60
Massachusetts guide
Massachusetts Outdoor Adventure Guide
Massachusetts has 267 tours across 0 cities, covering Cycling, Paddle Sports, Day adventure, and Hiking.
Explore this area
Explore All tours in Massachusetts, Cycling tours in Massachusetts, Hiking tours in Massachusetts.
Plan your adventure
Recommended itineraries
2–3 days
Weekend (2–3 days)
Base your weekend in Massachusetts and mix a highlight tour with one signature activity.
4–5 days
Classic (4–5 days)
Split time between Massachusetts and another nearby hub to sample multiple activities.
7 days
Deep dive (7 days)
Loop through three regions and layer in longer tours for a full-state perspective.
Top tours in Massachusetts
Walking Tours
Boston, Massachusetts
Explore Revolutionary Boston Freedom Trail History Tour
Walk the Freedom Trail with a historian guide who brings Revolutionary Boston to life at each granite marker on a small-group outing capped at…
★ 4.9 (7746 reviews)
From $39
Sightseeing & City Tours
Boston, Massachusetts
Boston Hop-on Hop-off Trolley Tour
Explore Boston at your own pace aboard a hop-on hop-off trolley with live narration and multiple stops across downtown, the waterfront, and Back Bay.
★ 4.3 (5923 reviews)
From $52
Wildlife
Boston, Massachusetts
Boston Whale Watching Cruise
Head offshore from Boston Harbor on a whale watching cruise to Stellwagen Bank National Marine Sanctuary, one of the Atlantic's most dependable…
★ 4.5 (3367 reviews)
From $85.56
Walking Tours
Boston, Massachusetts
The Full Revolutionary Story Epic Small-Group Boston Walking Tour
Walk the Freedom Trail in chronological Revolutionary order on a small-group epic that connects Boston Common, Granary Burying Ground, Old South…
★ 5.0 (2809 reviews)
From $59
Walking Tours
Boston, Massachusetts
The Tour of The Freedom Trail
Follow the red brick line through downtown Boston on a guided Freedom Trail walk covering the city's most storied Revolutionary sites.
★ 4.6 (2754 reviews)
From $25
Walking Tours
Boston, Massachusetts
Tour of the Freedom Trail
Experience the Freedom Trail with a premium small-group guide who paces the route for deeper stops at Boston's Revolutionary landmarks.
★ 4.9 (1690 reviews)
From $45
Food & Wine
Boston, Massachusetts
Boston North End Food Tour with Authentic Local Flavors & Dishes
Taste authentic North End flavors on a small-group walking food tour through Boston Public Market and the Italian neighborhood's back streets.
★ 4.8 (1591 reviews)
From $74.99
Best time to visit
Tour availability in Massachusetts varies by operator and activity, so check live calendars and choose dates that match your preferred pace.
What to pack
Plan for comfort and flexibility: bring layers, comfortable footwear, sun protection, and a refillable water bottle. Specific tours may recommend extra gear after booking.