Have questions? We're here.
Vivid blue waters of the Caribbean

Windward Islands 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
Paddle Windward Islands on one of these 3 extraordinary sea kayaking trips during 2024 or 2025. Windward Islands kayaking tours let you explore the shoreline and marine ecosystems and frequently include itineraries with kayaking, cruises, snorkeling, small ship cruises, and luxury. Prices for a Windward Islands sea kayaking trip range from $1,780 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 Windward Islands sea kayaking trip planners to make your own unique paddling experience.
Filter (3 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Windward Islands
St George's Harbor - Grenada
$5,430
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
Learn about the history of the Caribbean
$1,780
EXPLORE

Embracing Inner Spirit and Thriving Caribbean Cruise

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
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
1-3 of 3 Results

Caribbean Travel Guide

Favorite Caribbean All Trips

Top Windward Islands Travel Destinations

Windward Islands Trips by Departure Date

Top Experiences in Windward Islands

Windward Islands Trips by Duration

Windward Islands Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By