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Gloucester Massachusetts Cruises

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Experience the coastal charm of Gloucester, Massachusetts, with our 3 invigorating Cruises for 2024. Join us on a cruise journey through the historic seaport known as America's oldest seaport, where you can explore its rich maritime heritage and picturesque landscapes. From whale watching to coastal sightseeing, each cruise offers a unique opportunity to immerse yourself in the marine wonders of the area. Engage in wildlife viewing, local market visits, and coastal exploration, all while surrounded by the natural beauty that has inspired artists and fishermen for generations. With activities like village visits and hiking, this adventure caters to all types of travelers seeking an authentic coastal experience. Don't miss this chance to discover the hidden gems of Gloucester and create unforgettable memories on the water. Contact one of Adventure Life's Gloucester specialists for help planning your next seamless trip.
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Springtime in Boston
$7,350
EXPLORE

New England Explorer

Boston Roundtrip - 11 Day Itinerary aboard American Constitution
  • Experience Portland’s craft wines
  • Take a ride to Acadia National Park
  • Explore the Gloucester City
  • Visit Fort Adams
Starts / Ends:
Boston / Boston
Activities:
Small Ship Cruises, Village Visits
Activity Level:
Relaxed
Set sail on an 11-day New England Explorer cruise roundtrip from Boston aboard American Constitution. Explore Boston's Revolutionary history, cruise past the iconic Portland Head Light, and discover charming Camden with a local historian. Indulge in a traditional lobsterbake luncheon by the …
Cruise Details
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Visit Portsmouth
$13,155
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, 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
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, Village Visits
Activity Level:
Variable
Experience a15-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
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