Caribbean Sailing Travel Guide

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Top Sailing Destinations In Caribbean

Travel Guides In Caribbean

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Sailing in Antigua (courtesy, Antigua and Barbuda Ministry of Tourism)

Caribbean Sailing Destinations

Top Sailing Destinations	Related Travel Guides	Find Hotels
Antigua		Hotels
Nevis		Hotels
St. Kitts		Hotels
Trinidad		Hotels
St. Vincent and the Grenadines		Hotels
Bermuda		Hotels
British Virgin Islands		Hotels
Martinique		Hotels
St. John		Hotels
Barbuda		Hotels

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Caribbean: The Best Sailing

Virtually every large-scale hotel in the Caribbean provides small sailboats (most often Sunfish, Sailfish, and small, one-masted catamarans) for its guests. If you're looking for larger craft, the almost-ideal sailing conditions in the Virgin Islands and The Grenadines come instantly to mind. These two regions offer many options for dropping anchor at secluded coves surrounded by relatively calm waters. Both areas are spectacular, but whereas the Virgin Islands have more dramatic, mountainous terrain, The Grenadines offer insights into island cultures little touched by the modern world. Read More

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10 Questions | 10 Answers

We have 4 adults that want to charter a sail boat for 7-10 days somewhere warm and sunny in January. No more than 7hrs flight from Detroit, MI. Ideas? Suggestions? Cost?
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We have several families who have daughters that are high school seniors this year and have younger brothers who are 13. We normally do a relaxing beach trip for spring break but this year we want lots of fun and excitment to celebrate the girls senior year. The question is cruise? If so, which one? Or, do we do a resort instead? If so, where? Like to stay under $6,000 for a family of 4 for the week. Thoughts?
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So I am a 25 years old bringing a new girlfriend on vacation looking for something that will be romantic yet with a great nightlife. any ideas a good place to go in the carribean.(something economical prefferably)
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Feature Articles

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

More Caribbean Sailing Feature Articles (14) »

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Trip Ideas

O Captain! My Captain!
The Arabella, St. Barthélemy
The Bahamas: Beauty and the Beach
Puerto Rico: The Other America
Navigating St. Vincent and the Virgin Islands

Practical Advice

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

GORPtravel Adventure Trips & Guided Tours

Open Water Swimming Vacations in the British Virgin Islands
SwimVacation
from $2600, 7 days
SwimVacation is a 7-day open water swimming adventure aboard a 65 foot trimaran sailing yacht in the British Virgin Islands. Explore the crystal...
Caribbean Classic Sailing Cruise
AdventureSmith Explorations
from $5790, 8-15 days
The elegant three-masted tall ship Sea Cloud II is your luxurious home for our week-long Caribbean sailing. Time under sail is coupled with plenty of...

See All Adventure Trips & Guided Tours from GORPtravel »

Attractions

Palmetto Point

Good For Sailing

Description: Palmetto Point is located about 20 miles north of Antigua and features relatively uncrowded bays... Read More

Expert Rated & Recommended

Seven Mile Beach

Good For Sailing

west coast
Grand Cayman, Cayman Islands

Description: Seven Mile Beach is an award-winning coral sand beach, located on the western shore of Grand Cayman island, that is a popular destination for snorkeling. ... Read More

Expert Rated & Recommended