Sailboat Charter in the Caribbean

Your sailboat charter in the Caribbean with Scansail

The Caribbean is constantly dubbed the El Dorado of sailors for good reason. With steady trade winds, pleasant temperatures year-round, and a multitude of enchanting islands with breathtaking beaches, your personal paradise awaits you.

On top of this, you can look forward to a plethora of local seafood delicacies and the friendliness of the locals is unparalleled. Go on a tour through the French Caribbean or the British Virgin Islands to see as much as possible. Book your boat rental for your Caribbean sailing vacations on Scansail to get the most options to choose from.

Sailboat Rental With a Skipper

With Scansail, your Caribbean yacht charter can come with or without a skipper. There are many advantages to setting sail with a captain on board. Skippered charters offer the best sailing expertise to the most complicated of sailing destinations.

If you are a novice sailor, a captain on board can share tips and tricks on how to manage perfect sailing in the Caribbean. A Caribbean native as captain can guide you to the best places to go island hopping. 

Set sail in a dreamlike island paradise during your Sailboat Rent Caribbean

Relax on gorgeous beaches, snorkel in the turquoise blue sea or explore picturesque harbor towns. In the Caribbean, you will set sail in one of the most beautiful and versatile areas in the Atlantic. Here, everyone gets their money's worth, from beginners and families to experienced sailing veterans. 

A dreamlike island landscape is waiting for you to discover it. The unique natural setting, varied leisure activities, and wealth of culinary delights make a sailboat charter in the Caribbean an adventure you’ll never forget. Find your dream boat today and plan your trip together with one of our consultants. 

What makes a sailboat charter in the Caribbean so attractive?

Sailboat charters in the Caribbean are usually best enjoyed in the Windward Islands, the Leeward Islands and the British Virgin Islands. The many small islands in the Caribbean are just waiting for you to visit them and you will be fascinated by their rich selection of flora and fauna. With a Scansail Caribbean sailboat charter, your sailing trip is transformed from something fairly ordinary into a unique experience.

Where is the best place to start your sailboat charter in the Caribbean?

You can start your Caribbean sailboat charter from Martinique and set a course for St. Lucia, Saint ,Vincent and the Grenadines and the Tobago Cays. Experience the diversity of this extraordinary group of islands and explore secluded bays and gorgeous beaches that will leave you enchanted. The Caribbean will delight you from the moment you arrive.

The Caribbean island of Martinique is easily accessible by plane and has an excellently developed infrastructure for sailors. From there, the first leg of the journey will take you to St. Lucia, where you'll find the enchanting Marigot Bay and the Pitons, two extinct volcanoes. Then, you can anchor on the main island of the state of St. Vincent and the Grenadines and explore the island, complete with its lush green rainforest, beautiful beaches and the Soufrière, an active volcano that stands at 1,220 meters tall.

Further south are the Grenadines with the islands of Mustique, Canouan, Mayreau, the Tobago Cays, Union Island, Palm Island and Petit St. Vincent. These islands offer up the sort of picturesque landscapes you see on the front of a postcard. 

Lay back on enchanting sandy beaches and enjoy the tranquility of these secluded islands. If you still have some time, you can sail on to Grenada with your Caribbean sailboat charter. Trust us, it's worth it! 

On this fascinating island, you can enjoy a variety of different native crops, such as nutmeg (an important ingredient for Planter's Punch), ginger, and cinnamon are grown. It is also worth seeing St. George’s – Grenada’s capital city. Here, take the opportunity to stroll through the spice market or the fish market while admiring the beautiful colonial architecture.

Soak in the infectious Caribbean atmosphere as you take your Caribbean sailboat charter through the Leewards

Explore the Leeward Islands with a sailboat charter in the Caribbean. It is an experience which is equal parts relaxing and exciting. Start your Caribbean cruise in Guadeloupe and sail into the region between Dominica and Antigua, where the unique vibes and tropical vegetation of the French Caribbean await you.

A sailor's top tip for your sailboat charter in the Caribbean

An absolute must for every sailing enthusiast is the annual Antigua Sailing Week in May. In this fun regatta, everyone from experienced crews to relative novices can compete on the regatta courses, while soaking in the trade wind and the Caribbean sun.

Why should you visit the BVI during your Caribbean sailboat charter?

Further north in the West Indies, you will find another sailing hotspot in the form of Tortola, along with the rest of the British Virgin Islands. Sailors will find perfect conditions in the Sir Francis Drake Channel. You will find steady trade winds and calm waters, as well as short distances between the islands. Crews with little experience will find their dream destination in the BVI, while more experienced sailors will still find a challenge.

Other destinations in the Caribbean

Become an explorer and sail through one of the most beautiful areas in the Atlantic. Make your dream of a sailboat charter in the Caribbean come true.

• British Virgin Islands- This area is protected from the trade winds, and perfect for a relaxed Caribbean sailing holiday, with short distances between the islands.
• Bahamas- Between crystal clear, turquoise waters, breath-taking beaches, and secluded islands, the Bahamas is a veritable sailor’s paradise.
• Puerto Rico- If you want somewhere that really has a tropical flair, visit Puerto Rico with its network of underground rivers and the beautiful rainforest, El Yunque.
• Belize- This fairly undeveloped sailing area in the Caribbean is the best place to go to be surrounded by pure nature. The Great Belize Barrier Reef is also an unmissable highlight.
• Saint Martin- This is an easily accessible starting point for your sailboat charter in the Caribbean. Set sail here for a boating paradise cooled down by the trade winds.
• Antigua- Antigua is an island with a rich history and a fantastic starting point for trips to the Leeward Islands. You shouldn’t miss Antigua Race Week, which sees sailors from all over the world coming to compete.
• Guadeloupe- Guadeloupe has the perfect mix of good accessibility and infrastructure. A French island in the center of the Caribbean, stop off here if you want to sample a unique cuisine full of exquisite flavors and some of the best snorkeling in the world.
• Martinique- Yet another easily accessible island, Martinique is the best starting point for trips to the Grenadines and Tobago Cays.
• St. Lucia- This is a lush green island where you can feel free to try a plethora of different watersports, such as snorkeling and windsurfing.
• St. Vincent- St. Vincent is an independent island state, full of tropical vegetation and makes for a heavenly start to a Caribbean sailboat charter in the Tobago Cays.
• Grenada- The southernmost of the Windward Islands, visit Grenada to enter a paradise of tropical forests and beaches.