Sailboat rental in the Caribbean

Explore the Caribbean with your sailboat rental

There’s no better way to experience the Caribbean than by sailboat. With over 7,000 islands and islets, the Caribbean is a sailor’s paradise. The warm, turquoise waters and constant trade winds make it the perfect sailing destination. It's no wonder why so many people choose to rent a sailboat to island hop and explore this beautiful part of the world!

The Caribbean islands are home to some of the most stunning sailing destinations in the world. From the British Virgin Islands to Grenada, there’s a destination for every type of sailor. The white sand beaches and crystal-clear waters are breathtaking, and the lush tropical landscapes are simply unforgettable. Whether you’re looking for a romantic getaway, a family vacation, or a sailing adventure with friends, the Caribbean has it all.

With Click&Boat, you can find the perfect boat for your needs and budget. Use our price filter when searching for your sailboat rental in the Caribbean to find one that fits within your budget. Don't miss out on the opportunity to explore the Caribbean by sailboat!

Why should I rent a sailboat in the Caribbean?

There are many reasons why renting a sailboat in the Caribbean is the perfect way to explore this beautiful part of the world. First and foremost, sailing is the best way to experience the Caribbean's natural beauty. With so many islands and islets to explore, there's always something new and exciting to discover. Whether you're looking for a secluded beach, a hidden cove, or a lively port town, a sailboat gives you the freedom to explore at your own pace.

Sailing in the Caribbean is also an incredible adventure. The constant trade winds make perfect sailing conditions, and the warm, clear waters are perfect for swimming, snorkeling, and diving. With so many islands to choose from, you can plan your perfect sailing itinerary, and experience a different island and culture every day.

How much does it cost?

The cost of renting a sailboat in the Caribbean varies depending on several factors, including the location, the length of rental, the size and make of the sailboat and more. Generally, the cost of renting a sailboat for a day in the Caribbean can range on an average from $400 to $1000, depending on the boat's size, features, and location.

It's important to note that the cost of renting a sailboat in the Caribbean can vary significantly depending on the time of year you plan to sail. During peak season (typically November through April), prices tend to be higher, while off-season rentals can be more affordable.

When renting a sailboat in the Caribbean, there may be additional costs, such as captain and mooring fees. However, despite these additional costs, renting a sailboat in the Caribbean can still be a unique way to experience this beautiful part of the world.

Renting a sailboat with or without skipper

Another great reason to charter a sailboat in the Caribbean is the availability of skippers. If you're new to sailing, a captain on your sailboat charter can make all the difference. They'll know the best spots to go and which tides to avoid, so you can focus on enjoying yourself. Plus, they'll handle all the logistics so you can just enjoy the sailing.

But if you're an experienced sailor and are looking to take full control of your vacation and enjoy the open sea, you should consider going on a bare boat charter! Before setting sail, make sure you have the right documents and find out information about the boating license, if it’s required or not.

Where to sail with your sailboat rental in the Caribbean?

The Caribbean is home to some of the most beautiful sailing destinations in the world, with a wide variety of islands and destinations to explore. Whether you're looking for secluded beaches, lively towns, or stunning natural beauty, there's something for everyone in the Caribbean. Here are some of the best places to sail with your sailboat rental in the Caribbean:

Antigua: Known for its 365 beaches, Antigua is a popular destination for sailors looking to explore its turquoise waters and charming towns.
St. Lucia: This lush island boasts stunning natural beauty, from its iconic Pitons to its black sand beaches and rainforest.
Tobago Cays: This group of small, uninhabited islands in the Grenadines and St. Vincent is a true paradise, with crystal-clear waters and plenty of opportunities for snorkeling and diving.
British Virgin Islands: A sailor's dream destination, the BVI offers everything from secluded anchorages to bustling beach bars and restaurants.
Grenadines: This chain of islands is known for its pristine beaches, crystal-clear waters, and laid-back vibe, making it a perfect destination for a relaxing sailing vacation.

Other great destinations to explore in the Caribbean include the Bahamas, St. Martin, the Dominican Republic, and many more. No matter where you choose to sail in the Caribbean, you're sure to have a memorable experience.

The harbors in the Caribbean

The Caribbean is known for its stunning beaches, balmy weather, and vibrant culture. But it's also a great place to go sailing and explore the many islands of this beautiful region. If you're looking for a sailboat charter in the Caribbean, there are plenty of options to choose from.

Here is a list of different harbors and marinas where you can dock your boat and enjoy exploring the Caribbean:

Simpson Bay Yacht Club & Marina

This marina on the Dutch side of St. Martin is a great starting point for exploring the beautiful waters of the Caribbean.

Rodney Bay Marina

Located in St. Lucia, this marina is a popular destination for sailors, offering easy access to nearby attractions and beautiful anchorages.

Antigua Yacht Club

This historic yacht club in Antigua is a must-visit for sailors, with a beautiful clubhouse and world-class facilities.

Soper’s Hole Marina

This marina in Tortola is a popular destination for sailors in the British Virgin Islands, with its lively atmosphere, restaurants, and easy access to nearby beaches and anchorages.

Blue Lagoon Marina

Situated in St. Vincent in the Grenadines, this marina is a popular destination for sailors, with its beautiful scenery, nearby beaches, and access to stunning sailing destinations like Bequia and Mustique.

What brands or models can I rent?

Whether you choose to charter with a private or professional owner, a sailboat rental in the Caribbean has never been so easy. With Click&Boat, the world’s leading boat rental service, book the boat of your dreams whether it be a bare boat charter or a crewed yacht!

Rely on the best prices, an internal messaging tool for owners and renters, as well as a knowledgeable team of advisors ready to help- because booking shouldn’t be a hassle.

Choose to set sail with your favorite shipyard Jeanneau, Beneteau, or DuF.

When is the best time to go?

Sailing in the Caribbean is possibly year-round, but the best time to go depends on your preferences and priorities. If you're looking for calm waters and consistent weather, the best time to go is during the high season, which runs from December to April. During this time, you can expect dry weather, calm winds, and clear waters, making it the perfect time for island hopping and exploring the region's stunning beaches.

However, if you're looking for a more affordable and less crowded sailboat rental in the Caribbean, the shoulder season (May to November) might be a better option. While you might encounter more rain and occasional tropical storms during this time, you'll also enjoy lower prices on yacht charters and have more anchorages and beaches to yourself.