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Gloucester Urban Exploration Tours

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Discover the historic charm of Gloucester, Massachusetts on our 4 enriching urban exploration city tours for 2024. Nestled on the Atlantic coast, Gloucester offers a blend of maritime history, art, and coastal beauty that will captivate your senses. Immerse yourself in the local art scene, stroll through quaint coastal towns, and uncover the region's rich history. Over 11 to 15 days, you'll have the chance to explore the picturesque landscapes and cultural heritage that define Gloucester. With prices starting at $8,230 to $25,470, join us on a journey to experience the best of this iconic New England destination. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Gloucester
Springtime in Boston
$8,230
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, Urban Exploration, Village Visits
Activity Level:
Variable
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
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
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
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
1-4 of 4 Results
TrustScore 4.9 | 326 reviews
TrustScore 4.9 of 5
total score
Based on 326 reviews on
review score
1 day ago
Jess is very explicit, professional and always there when i have a question
Carlotta Diaz
review score
1 day ago
We are very busy these past two weeks. They have made the planning simple. It has been a breeze. Thank you 😊
Carla Luck
review score
1 day ago
I am still finalizing plans with Adventure Life. So far my interaction with travel expert agents have been great!!
Carla Sottovia, PhD
review score
6 days ago
very professional staff planned great trips
harold
review score
1 week ago
Planners listened carefully to goals of travelers and were aware of trip costs and add-ons. Very knowledgeable and helpful with scheduling the trip details
Susan

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