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Caribbean Bicycling Tours & Trips

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Venture off the beaten path with Adventure Life and explore the Caribbean on two wheels! From its lush tropical forests to its pristine white sand beaches, this region is a paradise for cyclists. 2 cycling trips in 2024 and 2025 give you the chance to experience some of the islands' most incredible sights without compromising your safety, comfort, or sense of adventure. Ride past secluded waterfalls in Jamaica, discover historical sites and vibrant coral reefs in The Bahamas, or take a journey through colonial cities like Cartagena de Indias. With Adventure Life's comprehensive knowledge and expertise, our cycling trips are designed to be seamless experiences that let you immerse yourself in local culture while exploring breathtaking scenery. Our Caribbean biking trips start at $3,690, for expeditions ranging from 8 days days. Discover what lies beyond the horizon with Adventure Life - contact one of our tour specialists today for help planning 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:
Relaxed
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-Peopletour 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 …
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1-2 of 2 Results
TrustScore 4.8 | 167 reviews
TrustScore 4.8 of 5
total score
Based on 167 reviews on
review score
5 hours ago
Adventure Life has been an extraordinary travel resource for us over the years and today was no exception. Our River Cruise booking was handled by Jess (who has been our personal trip planner for several years) the same day as our inquiry. Suggestions were given for cabin choice and pre-trip options (that were not shown on the cruise line's website) like airport transfers and prepaid gratuities. Trip insurance recommendations followed and we were assigned a travel co-ordinator till the end of the tour. All we have to do is show up! Great service from friendly folks.
APtravelwell
review score
1 day ago
My representative Kevin was very responsive generally and in crafting our itinerary to our specific priorities.
Rocco Labella
review score
1 day ago
Although there was a lot of paper work, I received help and guidance when I needed it.
Donna Kirby
review score
2 days ago
Our travel was flawless! The rider pickup (airport, hotel, ship) was seamless. Jane's recommendation for Emerald Cruise Sakara was everything I wanted but the experience was soooo much more. Adventure Life took care of each and every detail and this was the easiest of all my travels.
Anne Petty
review score
3 days ago
Follow up was effective any questions were answered in a timely manner
Fiona Lonsdale

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