BVISAIL
“You Make the Memories, We’ll Make the Arrangements”
The Caribbean

A sailing vacation in the Caribbean offers more than the usual sailing holiday. Picture yourself in a sailor’s dream, with white-sand beaches, lush scenery, and vibrant cultures at every port. Here, mornings greet you with turquoise bays, while evenings unfold beneath starlit skies.

With CKIM Group, every day on your charter is filled with new surprises and fun experiences! But don’t just take our word for it—here’s what one of our happy clients had to say:

“CKIM Group was fantastic for the whole year leading up to the trip! We had nut allergies and 5 kids on the trip, with one family who wasn’t sure they would be able to make it till the week before, and they handled all of our questions and scenarios so quickly, professionally, thoroughly, and kindly. They had a great rapport with the boat owner and crew.”

Amy, guest on-board Belline II, April 2014

In this article, we’ll show you what it’s like to sail through the breathtaking waters of the Caribbean. From exploring top destinations to choosing the perfect yacht and activities, we’re here to help you.

Prime Destinations for a Caribbean Sailing Vacation

The Caribbean has more than 7,000 islands, islets, and cays, each with its own special attractions for visitors. Some popular places to visit include:

DestinationHighlights
British Virgin Islands (BVI)– Known for steady trade winds and protected anchorages, perfect for first-time charterers.
– Sail through quiet bays and drop anchor near The Baths, known for its beautiful granite rocks.
– Visit Foxy’s Beach Bar on Jost Van Dyke for a lively atmosphere and tasty cocktails.
– Explore smaller islands within two hours by boat; charters may allow visits to the U.S. Virgin Islands.
Leeward Islands– Ideal conditions for exhilarating open-water sailing from Antigua to St. Kitts.
– Blend of colonial charm, modern marinas, and untouched beaches offering a diverse sailing experience.
St. Lucia to St. Vincent– Dramatic landscapes featuring the towering Pitons of St. Lucia.
– Glide south to the Grenadines, known for turquoise waters and soft white sands.
– Enjoy coral gardens and wildlife encounters at Palm Island, Bequia, and Tobago Cays, away from tourist routes.
Bahamas– Not part of the Caribbean but offers some of the clearest waters in the world.
– Ideal for island-hopping through shallow channels and anchoring near pink-sand beaches.
– Indulge in various aquatic adventures while exploring the beauty of the islands.

Planning Your Sailing Vacation in the Caribbean

Ready to set sail for the first time? Here are some essential tips to help you embark on your adventure:

FactorDetails
Best Time to SailFrom December to April, when trade winds are steady and rain is minimal.
Peak SeasonDuring Christmas and New Year’s, popular anchorages are filled with yachts, creating a festive atmosphere.
Off-Peak BenefitsLower rates and fewer crowds at secluded anchorages.
Off-Season NotesEven during hurricane season, places like the ABC Islands and Grenada remain safe for sailing.
St. Lucia - sailing vacation Caribbean
Calm waters and sunny skies in the Caribbean

Choosing the Right Vessel for a Sailing Vacation

A crewed charter allows you to relax while a captain and chef handle sailing and meals, making it great for beginners. For experienced sailors, a bareboat charter in the Caribbean lets you explore the seas at your own pace.

Ultimately, the best vessel for you depends on your level of experience. Here are some options to consider:

CategoryMonohullsCatamaransPowerboats
Sailing ExperienceTraditional sailing with better windward performanceGreater stability and comfortFast cruising without the complexities of sailing
DraftDeeper draft for enhanced stability in rough seasShallow draft for easy access to lagoonsVaries, often designed for deep waters
Deck SpaceLimited deck spaceSpacious decks for lounging and socializingVaries, but typically more compact
ComfortCan sway more in rough watersSway less, reducing seasicknessStable ride, usually designed for comfort
NavigationMay struggle in shallow watersExcellent for exploring hidden gemsCan quickly cover distances
ExperienceHands-on sailing experience with the elementsLess hands-on, focus on relaxationQuick distances covered
AmenitiesVaries, often with basic featuresUsually modern and comfortableFrequently equipped with luxury amenities
Environmental ImpactLess fuel-efficientGenerally more fuel-efficientTypically less fuel-efficient
PreferenceAppeals to traditional sailorsFavored for comfort and spacePopular for speed and convenience

Licensing and Credentials

In many places, you need a sailing license for bareboat charters. Sailing professionals should have the right certifications, like those from the American Sailing Association (ASA).

Creating the Perfect Itinerary for Your Caribbean Sailing Vacation

Let ILX Travel, part of the CKIM Group, plan your ideal sailing route in the Caribbean and beyond! Share your travel preferences, and we’ll handle all the details for an unforgettable adventure on the water. Whether you’re looking for quiet coves or busy ports, we are here to make your sailing dreams come true.

Here are some fun activities you can enjoy with a Caribbean Yacht Charter:

  • Island-Hopping Adventures: A Caribbean sailing trip usually includes famous stops like St. Barths, Virgin Gorda, and the Exumas. Traveling between islands lets you enjoy different views, from volcanic cliffs to calm lagoons.
  • Shore Excursions: Sailing itineraries also include fun activities on land. You can walk through colonial towns, explore nature reserves, or visit rum distilleries to experience local culture.
  • Snorkeling and Diving: The Caribbean has some of the world’s most beautiful coral reefs and shipwrecks. Great snorkeling spots include the Tobago Cays and Grand Cayman, where you can see plenty of marine life.
  • Kayaking, Paddleboarding, and Kitesurfing: In addition to sailing, the Caribbean’s calm bays are perfect for water sports. Kitesurfers love Anegada, while kayakers can paddle through mangrove forests along quiet shores.
  • Culinary Delights at Sea: No sailing vacation is complete without tasting fresh seafood. Enjoy grilled lobster caught right off the boat or ceviche made on deck—dining at sea becomes part of the adventure.
  • Local Flavors to Try: Each Caribbean island has its own unique dishes. You can try curried goat in Jamaica, conch fritters in the Bahamas, or Creole food in Martinique, each packed with local flavor.

Sustainable Sailing Practices in the Caribbean

Anyone can help the ocean by using eco-friendly practices. One simple way is to sail with wind power when you can. Many modern powerboats are also becoming more environmentally friendly, with some using solar power. This change helps reduce our need for fossil fuels and makes sailing quieter and cleaner.

Together, we can make a real difference while enjoying the Caribbean!

Summary: A Journey of Discovery and Serenity

Get ready to sail in the beautiful Caribbean! This trip is more than just a vacation; each sail brings new adventures.

At BVISAIL, our Yacht Charter Brokers are experts at planning crewed yacht vacations just for you. We take care of everything so you can focus on making great memories in the Caribbean. So, pack your bags and get ready for an amazing trip!

For more questions, please visit our FAQ page.


Contact us at 1-321-777-1707 or complete this form to discuss your vacation plans.