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Windward Islands Hiking Trips

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Select from one of the below 3 scenic Windward Islands hikes & treks  for 2025-2026. Do you prefer shorter walks or longer treks? Easy strolls or conquering the highest peaks? Windward Islands hiking and trekking trips range from 8 to 13 days in 2025. The Windward Islands hiking & trekking trip planners at Adventure Life can help choose the perfect hikes and then help you to customize them to make your own unique Windward Islands trekking experience. 
 
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    • Windward Islands
St George's Harbor - Grenada
$6,620
EXPLORE

Pearls of the Caribbean

9 Day Itinerary aboard Le Champlain
  • See UNESCO World Heritage Sites
  • Visit the Grenadine Islands
  • Observe marine animals
  • Enjoy the beach on Mayreau Island
Starts / Ends:
Fort de France / Fort de France
Activities:
Hiking, Kayaking, Small Ship Cruises, Snorkeling, Wildlife Viewing
Activity Level:
Variable
Take this opportunity to explore the enchanting islands in the Caribbean Sea. Join Le Champlain on its 9-day cruise combining long, white-sand beaches and the easy Creole way of life. Discover the UNESCO-listed sites in Saint Lucia and the historic center of Bridgetown and its garrison. Visit the …
Cruise Details
0
Relax on the sunny beaches of the Caribbean
$10,270
EXPLORE

Eastern Caribbean with St. Barths

Marigot - Bridgetown - 8 Day Itinerary aboard Emerald Sakara
  • Experience Falmouth's historic port
  • Discover Soufriere's Sulphur Spring
  • Visit Falmouth Harbour in Antigua
  • Explore Nelson’s Dockyard
Starts / Ends:
Marigot / Bridgetown
Activities:
Hiking, Kayaking, Snorkeling, Village Visits
Activity Level:
Variable
Experience an 8-day Caribbean cruise aboard the Emerald Sakara, exploring the best of the Caribbean. Sail from Marigot, Saint Martin, to Anguilla, known for its stunning white-sand beaches and vibrant coral reefs. Continue to Gustavia in Saint Barthélemy, where French and Caribbean cultures …
Cruise Details
0
Nassau Lighthouse
$23,390
EXPLORE

Island Odyssey: Bahamas to the Grenadines

Nassau - Bridgetown - 13 Day Itinerary aboard Scenic Eclipse
  • Explore beaches on Compass Cay
  • See swimming pigs on Exuma Island
  • Discover Long Island on foot
  • Enjoy the view from Gorda Point
Starts / Ends:
Nassau / Bridgetown
Activities:
Hiking, Small Ship Cruises, Snorkeling
Activity Level:
Variable
Embark on this 13-day Island Odyssey: Bahamas to the Grenadines cruise from Nassau to Bridgetown aboard Scenic Eclipse. Sail to Compass Cay and explore its pristine beaches, snorkel in crystal-clear waters, or spot marine life from the marina. Discover the hidden gem of Great Exuma Island, with its …
Cruise Details
0
1-3 of 3 Results
TrustScore 4.8 | 382 reviews
TrustScore 4.8 of 5
total score
Based on 382 reviews on
review score
1 day ago
The booking was processed efficiently and quickly. We got what we wanted.
Doug Laporte
review score
1 day ago
Great company. Good communications. Great accommodations, excursions, transport. Guide Elvira was spectacular along with transport, driver, Cesar and activities
Kathy S
review score
2 days ago
Very responsive to questions. Helpful with all arrangements
Roz
review score
3 days ago
The ship company they sent us on was perfect in every detail
lisa wegener
review score
4 days ago
I’m so glad we found AdventureLife. Jess, our planner, was such a pleasure to work with. She readily shared her extensive knowledge about Panama, she offered good suggestions and creative ideas, kept everything organized and handled the details each step of the way.
Tim King

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