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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 8 extraordinary hiking trips for 2024 and 2025. 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 Havana, Virgin Gorda, Iles des Saintes, Viñales, and Pinar del Río, 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 $2,245 for adventures lasting up to 5 to 13 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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Bicycle on Cuban street
$4,190
EXPLORE

Cuba Cycling Tour

Quintessential Cuba - 8 Day Itinerary
  • Cycle through western Cuba
  • Visit Hemingway's former home
  • Ride through Cuba's tobacco fields
  • Explore Havana on foot
Activities:
Biking, Hiking
Activity Level:
Moderate
Cuba creates legends and imbues folklore. Everyday items such as a rolled cigar, a glass of rum spiked with sugarcane juice, a colorful classic car become more—gain a near-mythical status and a story that endured in the American consciousness even when Cuba’s doors were closed. Join …
Tour Details
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Cycling through the revolutionary landscape of Cuba
$3,690
EXPLORE

Cuba Multisport

8 Day Itinerary
  • Bike, kayak, snorkel, and hike Cuba
  • Appreciate Cuba's colonial past
  • Be immersed in Cuba's culture
  • Enjoy excellent wildlife viewing
  • Experience Cuban hospitality
Starts / Ends:
Havana / Havana
Activities:
Biking, Hiking, Homestays, Kayaking, Snorkeling, Wildlife Viewing
Activity Level:
Moderate
Experience Cuba by bike, kayak, and on foot on this 8-day guided Cuba multisport tour. This People-to-People tour offers myriad opportunities to delve into Cuba's rich traditions, from architecture to lively music and authentic cuisine, and enjoy meaningful exchanges with Cubans. Learn about …
Tour Details
0
Farmer harvests his crop in Cuba
$3,590
EXPLORE

Cuba Walking Tour

8 Day Itinerary
  • Explore Cuba on foot
  • Snorkel in Zapata National Park
  • Learn about the tobacco industry
  • Hike to waterfalls and caves
  • Be immersed in Cuba's culture
  • Experience Cuban hospitality
Activities:
Hiking, Homestays, Local Market Visits, Snorkeling, Urban Exploration, Wildlife Viewing
Activity Level:
Moderate
Experience the diversity of Cuba on an 8-day guided Cuba tour. This People-to-People tour explores the diverse urban cities of Cienfuegos, Trinidad, and Havana and provides visitors incredible opportunities to delve into the rich traditions and heritage of Cuban culture. Hike pristine landscapes, …
Tour Details
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Havana Musicians
$2,245
EXPLORE

Classic Cuba

Cars, Rum, and Cigars - 5 Day Itinerary
  • Walk the vibrant streets of Havana
  • Sample rum and local delicacies
  • Tour cigar-rolling factories
  • Explore stunning Valley de Vinales
  • View Hemingway's former estate
Activities:
Hiking, Homestays, Local Market Visits, Urban Exploration
Activity Level:
Relaxed
Experience Classic Cuba on this 5-day Cars, Rum, and Cigars highlights tour. Encounter Hemingway's Havana as you visit his favorite bars and his former estate. Get a taste of Cuba's revolutionary spirit and contemporary culture with visits to Havana's Tropicana and Fábrica de …
Tour 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
Explore beautiful Jost van Dyke
$7,190
EXPLORE

Caribbean Yachting Hideaways

St Thomas - St John's - 8 Day Itinerary aboard Emerald Azzurra
  • Visit The Baths’ granite formation
  • Explore Culebra's white-sand beach
  • Experience swimming off the yacht
  • Discover the history of St. John
Starts / Ends:
St. Thomas / Antigua
Activities:
Adventure Options, Hiking, Kayaking, Snorkeling
Activity Level:
Variable
Experience an 8-day Caribbean journey aboard the luxurious Emerald Azzurra. Explore Culebra’s pristine beaches and vibrant reefs, then sail to Vieques for its beautiful waterfront and Sun Bay. Discover Cruz Bay on St. John with its charming town and scenic hikes. Experience the natural …
Cruise Details
0
St Barts harbor view
$10,490
EXPLORE

Caribbean Yachting Discovery

8 Day Itinerary aboard Emerald Azzurra
  • Visit Botanical Garden in Deshaies
  • Relax on Barbuda’s pink-sand beach
  • Discover vibrant town of Gustavia
  • Explore St. Barts’ vibrant streets
Starts / Ends:
St. John's / San Juan
Activities:
Adventure Options, Hiking, Local Market Visits, Snorkeling, Urban Exploration
Activity Level:
Variable
Cruise the Caribbean for 8 days aboard Emerald Azzurra. Discover Barbuda’s pink-sand beaches and the renowned Frigate Bird Sanctuary. Explore Îles des Saintes with its historic Fort Napoleon and vibrant culture. Visit Deshaies, known for its Creole architecture and lush botanical …
Cruise Details
0
A dish created by Chef Ben Robinson
$6,966
EXPLORE

Caribbean Yachting Discovery with Chef Ben Robinson

8 Day Itinerary aboard Emerald Azzurra
  • Visit Botanical Garden in Deshaies
  • Relax on Barbuda’s pink-sand beach
  • Discover vibrant town of Gustavia
  • Explore St. Barts’ vibrant streets
Starts / Ends:
St. John's / San Juan
Activities:
Adventure Options, Hiking, Local Market Visits, Snorkeling, Urban Exploration
Activity Level:
Variable
Embark on this 8-day Caribbean cruise with Chef Ben Robinson aboard the Emerald Azzurra. Start with a welcome reception, join an interactive cooking demo to recreate one of Chef Ben’s dishes, and enjoy his signature multi-course dinner and other special dishes throughout the week. Experience …
Cruise Details
0
1-8 of 8 Results
TrustScore 4.8 | 372 reviews
TrustScore 4.8 of 5
total score
Based on 372 reviews on
review score
23 hours ago
Very well ececuted. Hily recomended. Great experiance
Nancy Kaierle
review score
2 days ago
Belize adventures I've worked with Adventure Life before in planning trips and appreciate the quality of trips they put together. They use knowledgeable local guides, comfortable lodgings, and assist with transportation. I find trip planning stressful, so am happy to turn it over to them. They work within our parameters of time, budget, activity level, and types of activities to give us great experiences!
Kaesa Footracer
review score
2 days ago
I was reading and it was a good story I need to recommend it
Delilah DeLee
review score
4 days ago
We have been working with Adventure Life for 5 years now and it is very easy to plan out our trips. Our holidays include customization of activities and side trips along with the standard packages available on the Adventure Life website. Kevin, Jess, Mary Rose and their teams have many recommendations that have enhanced our travel.
Joe
review score
1 week ago
We went to the Patagonia on the Chile side and Perito Moreno in El Calafate, Argentina. Eric of San Diego handled our trip with expertise. The preparation went smoothly, despite some changes on our part with scheduling conflicts. He offered great advice which made us feel at ease with all decisions on the trip. It was truly a great experience.
Evelyn and Edwin

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