Caribbean Sailing Vacations

Caribbean Sailing Travel Guide

• Caribbean Overview
• Caribbean Hotels
• Caribbean Attractions
• Caribbean Feature Articles
• Caribbean Vacation Rentals

Other Guides for Caribbean

Beach Guide
• Sailing
• Scuba Diving
• Snorkeling
• Surfing
• Windsurfing
• Family Guide

Top Sailing Destinations In Caribbean

• Antigua, AG
  
• Nevis, KN
  
• St. Kitts, KN
  
• St. Vincent and the Grenadines
  
• Tobago Cays, VC
  
• British Virgin Islands
  
• Jost Van Dyke, VG
  
• Petit St. Vincent, VC
  
• St. John, VI
  
• Barbuda, AG
  

Travel Guides In Caribbean

• Grand Cayman, KY
  • Beach Guide
  • Family Guide
• St. George's, GD
  • Beach Guide
• Trinidad, TT
  • Family Guide
• Jost Van Dyke, VG
  • Beach Guide
• Ocho Rios, JM
  • Family Guide
• St. John, VI
  • Beach Guide
  • Family Guide
• Tortola, VG
  • Beach Guide
• Vieques, PR
  • Family Guide
• Barbuda, AG
  • Beach Guide
  • Family Guide
• Culebra, PR
  • Family Guide

World Sailing Regions

• Caribbean
• Central America

Beach Travel Destinations

• Caribbean
  • Anguilla
  • Antigua and Barbuda
  • Aruba
  • Bahamas
  • Barbados
  • British Virgin Islands
  • Cayman Islands
  • Dominica
  • Dominican Republic
  • Grenada
  • Jamaica
  • Netherlands Antilles
  • Puerto Rico
  • St. Kitts and Nevis
  • St. Vincent and the Grenadines
  • Turks and Caicos
  • U.S. Virgin Islands
• Central America
  • Belize
  • Costa Rica
  • Honduras
  • Nicaragua
  • Panama

Barbuda's version of traffic (courtesy, Antigua and Barbuda Ministry of Tourism)

Caribbean Sailing Destinations

• Antigua and Barbuda
• British Virgin Islands
• St. Kitts and Nevis
• St. Vincent and the Grenadines
• U.S. Virgin Islands

Feature Articles

• Bodies in Motion
  away
• In With the In Crowd on Antigua
  away
• Day Trip Barbados
  away
• Chasing Spirits
  outside
  Fill your jib—and your tall glasses—at Antigua Sailing Week, the Caribbean's biggest regatta
• Fresh Tracks
  outside

Trip Ideas

• O Captain! My Captain!
  away
  The Arabella, St. Barthélemy
• Navigating St. Vincent and the Virgin Islands
  away

Practical Advice

• A Sailing Primer
  away
  Sail through the planning of a windswept vacation
• The Bareboat Way of Knowledge
  outside
  Learning to become the captain of your own fate.

GORPTravel Trips

• 
  Sailing in the Caribbean - Guadeloupe, Les Saintes & Dominica
  Canadian Sailing Expeditions
  from $2106, 8 days
  Smell the fresh ocean air from the sunny deck of a classic expedition cruise vessel. Take in all the natural beauty of the coastline. Discover unique
  

• See All Sailing Articles »
• See All Caribbean Articles »

Attractions

Good For SAILING

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Good For SAILING

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Recommended for:

Good For SAILING

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Hotels

• View More Photos

from: $286

GOOD FOR SAILING

Casa Colonial Beach & Spa
Playa Dorada
Puerto plata, Dominican Republic

Hotel Class:

Beach Expert Rating

5.0 out of 5

Traveler Rating

Not Yet Rated

Recommended for:

• View More Photos

from: $176

GOOD FOR SAILING

Coyaba Beach Resort & Club
Mahoe Bay, Ironshore
Montego Bay, Jamaica

Hotel Class:

Beach Expert Rating

5.0 out of 5

Traveler Rating
6 reviews
4.7 out of 5

Recommended for:

• View More Photos

from: $130

GOOD FOR SAILING

Grand Oasis Marien - All Inclusive
Costa Dorada
Puerto Plata, Dominican Republic

Hotel Class:

Beach Expert Rating

5.0 out of 5

Traveler Rating

Not Yet Rated

Recommended for:

Caribbean Sailing Destinations

Caribbean Beach Travel Guides

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