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Caribbean Sea Kayaking Trips

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Paddle Caribbean on one of these 6 extraordinary sea kayaking trips during 2025 or 2026. Caribbean kayaking tours let you explore the shoreline and marine ecosystems and frequently include itineraries with kayaking, snorkeling, cruises, hiking, and active. Prices for a Caribbean sea kayaking trip range from $2,480 to $30,490 for a 8 to 9 days trip in 2025 for a small group kayaking adventure or a private tour with a local English-speaking guide. Select any of the kayaking trips below as a starting point and customize it with the help of one of Adventure Life's expert Caribbean sea kayaking trip planners to make your own unique paddling experience.
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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
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Kayaking in Cuba
$3,590
EXPLORE

Cuba Kayaking West Tour

8 Day Itinerary
  • See Cuba's great cities
  • Visit the Bay of Pigs
  • Kayak and snorkel in Cuba
  • Enjoy unique architecture & cuisine
Activities:
Homestays, Kayaking, Snorkeling
Activity Level:
Easy Active
The world’s fascination with Cuba has lasted for many generations, and for good reason. Cuba is a cultural hub, with a mix of descendants of indigenous people, European immigrants, and slaves. The country's music and art draw from these diverse influences. Cuba has also exerted an …
Tour Details
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Explore beautiful Jost van Dyke
$7,190
2-for-1
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
Learn about the history of the Caribbean
$2,480
EXPLORE

Western Antilles

Saint Martin to Barbados - 8 Day Itinerary aboard SH Vega
  • Explore Philipsburg, Sint Maarten
  • Discover the town of Gustavia
  • Explore the village of Deshaies
  • Admire the Pitons in Soufriere
  • Discover Saint-Pierre, Martinique
  • Explore Bridgetown, Barbados
Starts / Ends:
Philipsburg / Bridgetown
Activities:
Archaeological Site Visits, Kayaking, Small Ship Cruises, Village Visits
Activity Level:
Variable
Experience the best of the Caribbean with this 8-day itinerary. Start your trip in Philipsburg, Sint Maarten, and soak in the vibrant atmosphere of this Dutch capital. Enjoy the lively beachfront establishments, excellent shopping, and stunning beaches like Great Bay and Little Bay. In Gustavia, …
Cruise Details
0
Nassau Lighthouse
$7,590
2-for-1
EXPLORE

Caribbean Escapade

8 Day Itinerary aboard Emerald Sakara
  • Explore the pristine beaches
  • Snorkel in crystal-clear waters
  • Relax on secluded Gordon’s Beach
  • Explore Grand Turk’s beaches
Starts / Ends:
San Juan / Miami
Activities:
Kayaking, Snorkeling
Activity Level:
Variable
Experience an 8-day Caribbean cruise aboard the Emerald Sakara. Explore Grand Turk's sandy shores and historical attractions, discover Long Island’s serene Gordon's Beach, and dive into San Salvador’s vibrant coral reefs and historical sites. Enjoy the breathtaking beauty of …
Cruise 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
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1-6 of 6 Results
TrustScore 4.8 | 405 reviews
TrustScore 4.8 of 5
total score
Based on 405 reviews on
review score
1 week ago
Wonderful personal attention to detail and very helpful suggestions by experienced travel experts
John K
review score
1 week ago
Franny has been such an amazing help with all my trip planning. This is our 3rd trip to plan with her and she is always so willing to assist and find the best deals for my family and friends.
Suzanne Turbyfill
review score
1 week ago
Our advisor at Adventure Life, Mary Curry, was knowledgable and quick to respond with answers to any questions we had. She made our booking efficiently and set up a time for us to make a secure payment through her directly. We’ve used Adventure Life repeatedly and would definitely recommend it.
Sarika FREY
review score
1 week ago
Very efficient and responsive.
Patricia
review score
1 week ago
I selected Adventure Travel as I was not satisfied with the responsiveness of the agent for the cruise I was trying to book and it had good recommendations. So far, I am quite happy with my agent, Betty, very responsive and accommodating.
charles

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