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Greater Antilles Hiking Trips

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Explore the Caribbean's Greater Antilles with Adventure Life on one of these 1 extraordinary hiking trips for 2025 and 2026. From the lush rainforests of Puerto Rico to the paradisiacal beaches of Cuba, this region offers a stunningly diverse landscape. Hike through verdant mountains, meandering rivers, and hidden waterfalls while immersing yourself in centuries-old cultures. Visit destinations like Culebra, San Juan, and Vieques, where history comes alive in colonial cities and vibrant local markets. On each trail, you'll be rewarded with spectacular views and a deeper understanding of nature's beauty. Our Greater Antilles hiking trips start at $8,390 for adventures lasting up to 8 days days. Adventure Life ensures your safety, comfort, and enjoyment while revealing this unique part of the world in a responsible and sustainable way. Contact one of our tour specialists today to help plan your next seamless trip!

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- Greater Antilles

Explore beautiful Jost van Dyke

Caribbean Yachting Hideaways

San Juan - St John's - 8 Day Itinerary aboard Emerald Azzurra

Discover Culebra Island’s shores
Explore Vieques Island waterfront
Tour St. John’s Annaberg ruins
Relax on Jost Van Dyke’s White Bay

Starts / Ends: San Juan / St. John's
Activities: Small Ship Sailing, Local Market Visits, Hiking, Village Visits
Activity Level: Variable

Set sail on an 8-day cruise from San Juan to St. John aboard the Emerald Azzurra, exploring stunning beaches and vibrant island towns. Visit highlights like Culebra, Vieques, and Saint Barthelemy while enjoying premium comfort and seamless access to diverse ports.

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