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Zakim Bridge reflection on the Charles River in Boston

Top Boston Tours & Cruises in 2025

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Discover Boston in 2025 on one of these trips hand selected by the travel experts at Adventure Life. Select any of the below 4 top-rated trips where you will explore Newport, Boston, Gloucester, Bar Harbor, and Bath with an exceptional bilingual guide on a small group or customizable private tour. The most popular things to do in Boston in are small ship cruises, urban exploration, cruises, village visits, and cultural. Our Boston trips in 2025 range in price from $5,145 to $25,470 for trips of 8 to 15 days. Contact one of Adventure Life's expert Boston trip planners for help planning a seamless experience.
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    • Boston
Visit Plymouth
$13,940
Savings
EXPLORE

Grand New England Cruise

Roundtrip Boston - 15 Day Itinerary aboard American Patriot
  • Explore Portland iconic lighthouses
  • Discover Bath historic shipyards
  • Explore Bangor Victorian mansions
  • Discover Portsmouth architecture
Starts / Ends:
Boston / Boston
Activities:
Local Market Visits, Urban Exploration, Village Visits
Activity Level:
Variable
Embark on a 15-day cruise to and from Boston aboard the American Patriot. Explore historic waterways, uncovering America's rich past. Visit seaport towns like Portland and Newport, explore iconic shipyards, and enjoy a traditional Maine lobster bake. Experience the charm and history of New …
Cruise Details
0
Visit Portsmouth
$13,155
Savings
EXPLORE

New England Fall Foliage Cruise

Portland - New York - 15 Day Itinerary aboard American Glory
  • Visit Portsmouth and Gloucester
  • Explore Martha’s Vineyard & Newport
  • Explore Sag Harbor
  • Discover Mystic Seaport
Starts / Ends:
Portland / New York City
Activities:
Adventure Options, Land & Sea Exploration, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Variable
Experience an adventure through New England's picturesque waterways, adorned with vibrant autumn hues. Encounter stunning natural scenery and historic shipbuilding traditions along Maine's coast, followed by exploration of iconic destinations like Martha’s Vineyard and Newport. …
Cruise Details
0
Eastern Point Lighthouse, Gloucester, Massachusetts
$10,835
Savings
EXPLORE

New England Fall Foliage Cruise

Portland - New York - 15 Day Itinerary aboard American Independence
  • Visit Portsmouth and Gloucester
  • Explore Martha’s Vineyard & Newport
  • Explore Sag Harbor
  • Discover Mystic Seaport
Starts / Ends:
Portland / New York City
Activities:
Adventure Options, Land & Sea Exploration, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Variable
Experience a 15-day New England Fall Foliage Cruise from Portland to New York aboard American Independence. Through New England's picturesque waterways, adorned with vibrant autumn hues. Encounter stunning natural scenery and historic shipbuilding traditions along Maine's coast, followed by …
Cruise Details
0
Boston's skyline and harbor
$5,145
Savings
EXPLORE

Yankee Seaports

8 Day Itinerary aboard American Independence
  • Visit the Massachusetts Maritime
  • Explore the Mystic Seaport Museum
  • Travel to Old Saybrook
  • Stroll around Sag Harbor
Starts / Ends:
Boston / New York
Activities:
Local Market Visits, Small Ship Cruises, Urban Exploration, Whale Watching, Wildlife Viewing
Activity Level:
Variable
Set sail on an 8-day Yankee Seaports cruise, sailing from Boston to New York aboard American Independence. This scenic journey takes you through the best seaport towns of the Northeast and learn about the historic neighborhoods of Boston.

Visit the picturesque coastal town of Plymouth, MA, and …
Cruise Details
0
1-4 of 4 Results
TrustScore 4.9 | 316 reviews
TrustScore 4.9 of 5
total score
Based on 316 reviews on
review score
1 day ago
The company representatives were totally dedicated to helping me secure my trip! I was very impressed with how courteous and knowledgeable they were!
Carey Atkins
review score
1 day ago
Friendly people who ask good questions to make sure your trip is what you want
K.Godinez
review score
1 day ago
The trip planners at Adventure Life are excellent - very knowlegable, helpful, professional and responsive.
Avi Argaman
review score
2 days ago
Excellent, friendly, and knowledgeable service and assistance.
Vaughna Cochenour
review score
2 days ago
Was very easy to come up with an itinerary that included everything I wanted in a trip to Nepal with good communication, prompt service and really felt my needs were considered.
Robert

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