Have questions? We're here.
Kayaks on the tropical beach

Caribbean Sea Kayaking Trips

Travel made your way ™
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
Talk with an expert
Paddle Caribbean on one of these 7 extraordinary sea kayaking trips during 2024 or 2025. Caribbean kayaking tours let you explore the shoreline and marine ecosystems and frequently include itineraries with kayaking, snorkeling, cruises, hiking, and luxury. Prices for a Caribbean sea kayaking trip range from $2,880 to $31,340 for a 8 to 9 days trip in 2024 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.
Filter (7 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Caribbean
Learn about the history of the Caribbean
$2,880
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
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
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
Kayaking in Cuba
$3,390
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
0
Nassau Lighthouse
$7,590
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
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
1-7 of 7 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

Caribbean Travel Guide

Favorite Caribbean Caribbean All Trips

Top Caribbean Travel Destinations

Caribbean Trips by Departure Date

Top Experiences in Caribbean

Caribbean Trips by Duration

Caribbean Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By

headshot Kevin Moore
Kevin M
Plan My Trip
We love travel, talk with an expert 1.800.344.6118