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Caribbean Hiking Trips

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Experience the Caribbean's unique beauty and culture on a hiking trip with Adventure Life. From the rolling hills of Jamaica to the lush rainforests of Puerto Rico, this region is a paradise for trekkers. With 12 trips available for 2024 and 2025, you can explore vibrant cities, unspoiled beaches, and some of the world's most spectacular mountain peaks. No matter where you go, every journey promises unparalleled views, fascinating wildlife encounters, and unforgettable memories. Our Caribbean hiking trips start at $2,245, ensuring your safety and comfort while preserving the natural environment in a responsible way. From rugged coastlines to misty mountain trails, let Adventure Life show you why this incredible region is one of our favorite destinations! Start planning your next seamless trip today with one of our Caribbean hiking specialists. Contact us to learn more.
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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
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
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
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
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
Explore colorful Gustavia
$6,340
EXPLORE

Caribbean Enchantment

7 Day Itinerary aboard Emerald Azzurra
  • Visit Botanical Garden in Deshaies
  • Visit Fort Napoleon on Les Saintes
  • Visit The Baths on Virgin Gorda
  • Explore St. Barts’ vibrant streets
Starts / Ends:
St. John's / Marigot
Activities:
Adventure Options, Hiking, Local Market Visits, Snorkeling, Urban Exploration
Activity Level:
Variable
Embark on a 7-day Caribbean cruise aboard Emerald Azzurra. Start in Antigua and sail to Les Saintes, a French-Caribbean archipelago with picturesque towns and the historic Fort Napoleon. Discover Deshaies in Guadeloupe, known for its colorful Creole architecture and beautiful beaches. Visit Virgin …
Cruise Details
0
Sunset view by the cliff houses
$3,237
EXPLORE

Dominican Republic: North Coast Expedition

8 Day Itinerary
  • Enjoy canyoning in Puerto Plata
  • See the landscape using 4x4 buggy
  • Visit the Los Pepines murals.
  • Learn about tobacco production
  • See the lovely bay of Rio San Juan
  • Zip line over the Laguna Dudu
Starts / Ends:
Puerto Plata / Puerto Plata
Activities:
Hiking, Local Market Visits, Rainforest Exploration, Snorkeling, Village Visits, Wildlife Viewing, Ziplining
Activity Level:
Easy Active
Experience the wild, rugged beauty of the north coast of the Dominican Republic on this 8-day adventure expedition. Indulge in canyoning, buggy riding, and ziplining for an adrenaline rush. Immerse yourself in nature with trips through mangroves to Paradise Island, swims in lagoons, and cave …
Tour Details
0
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
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
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
0
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
1-12 of 12 Results
TrustScore 4.8 | 369 reviews
TrustScore 4.8 of 5
total score
Based on 369 reviews on
review score
1 day 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
5 days 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
review score
6 days ago
We had a great experience- they were very helpful in trip planning and making sure we got to do all the activities and see the places we wanted. There were some things we couldn't do/see due to the time of year being the rainy/low season and they steered us away from those. We had never been to Costa Rica before and it gave us a good overview of this lovely country.
Jody Dice
review score
1 week ago
My travel consultant went out of her way to make sure everything went smoothly, everything from the flight reservations to the final booking.
johnw
review score
1 week ago
Angie was patient and very pleasant
Elizabeth Traxler

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