Top 10 Luxury Caribbean Yacht Charter Destinations

On a Luxury Caribbean Yacht Charter, All 28 Nations Are Different, It is One of the Most Biodiverse Ecosystems and Areas in the World

Top 10 Luxury Caribbean Yacht Charter Destinations

The Caribbean Sea is one of the world’s most popular tourist destinations with over 7,000 islands, islets, reefs, and cays, within the 28 nations it includes. A luxury Caribbean yacht charter, no matter which country you visit the azure waters, white sandy beaches, and tropical climate make it the perfect luxury Caribbean yacht charter destination. With islands in the Caribbean to small islands off mainland Belize, Colombia, Nicaragua, Mexico, and the Guyanas, the Caribbean Sea stretches far and wide.

The Caribbean tends to have two distinct seasons – the dry season which takes place between December and April, and the wet season which goes from May to November. On a luxury Caribbean yacht charter, you can expect a year-round average temperature of between 25-33c (77-90f).

Luxury Caribbean Yacht Charter Destinations

On a luxury Caribbean yacht charter, all 28 nations are different, it is one of the most biodiverse ecosystems and areas in the world. The Caribbean has 8% of the world’s coral reefs as well as being culturally diverse, with a large number of different languages spoken, a variety of coastline landscapes, and diverse traditional cultures located throughout, which make it great for a luxury Caribbean yacht charter.

When sailing on a luxury Caribbean yacht charter there is a country for everyone from beginner sailing areas to advanced long stretches of open ocean for professional sailors.

Top 10 Luxury Caribbean Yacht Charter Destinations

1. BVI

White Sandy Beaches, Azure Waters, and Filled With Culture, the BVI is a Paradise for Everyone

The BVI. A BVI yacht charter is a great luxury Caribbean yacht charter destination for everyone to enjoy. The BVI has beautiful white sandy beaches to enjoy, blue waters to swim in, and picturesque islands to explore.

In the BVI there is something relaxing for everyone, from water sports to restaurants serving fresh cocktails and delicious dishes.

Sailing in the BVI. Steady trade winds and line-of-sight navigation between the islands make the BVI a great luxury Caribbean yacht charter for everyone. The winter months (between November and January) provide a great sailing break with warm weather and a north-east wind at approximately 15 to 20 knots.

During the Christmas period winds can reach between 25 and 30 knots, calming back down in February in an east direction. By the beginning of June, the winds change to a south-east direction at 10 – 15 knots. September and October produce the calmest conditions but the weather can be unpredictable.

2. St Lucia

The Sand Has That Beautiful White Colour and the Sea is the Bluest Blue

St Lucia. With Spanish, French, and British influences, St. Lucia has a beautiful blend of cultures. This means that on St. Lucia you’ll find cricket tournaments, banana plantations, traditional Caribbean harbours, a volcano, Caribbean style curry dishes, as well as Calypso, Socal, Reggae, Compas, Zouk, and Salsa music.

With a deep and interesting history, there’s no shortage of beautiful island traditions which you can partake in on a luxury Caribbean yacht charter.

St Lucia Sailing. St Lucia is an idyllic place for a luxury Caribbean yacht charter, with an average temperature of 18 -29c (65 – 85f) between December and May and 23 – 35c (75 – 95f) between June and November.

The winds vary with direction from the northeast, east, and southeast at the constant speed between 10 – 25 knots.

3. Bahamas

The Bahamas is a Collection of Over 700 Islands, Islets, and Cays Located in the Atlantic Ocean, Just North of Cuba and Southeast of Florida in the United States

A Bahamas Yacht Charter. You will discover 200 km of paradise. Gentle light winds and easy light sailing conditions with the option of visiting some of the finest scuba-diving spots in the world, with an easy line-of-sight navigation.

Famous for its white sandy beaches, beautiful weather, and blue waters, the Bahamas is the ideal tropical island luxury Caribbean yacht charter for everyone, with gentle trade winds of around 15 knots, which are usually blowing from the east all year round.

Discover The Bahamas. The Bahamas is a collection of over 700 islands, islets, and cays located in the Atlantic Ocean, just north of Cuba and southeast of Florida in the United States.

Many of the islands are uninhabited or privately owned, but many are home to resorts and welcome yachts with marinas, restaurants, and beautiful beaches to anchor.

4. Antigua & Barbuda

With 54 Miles of Beautiful Coastline and Over 365 Beaches to Explore, Antigua Has Plenty to Enjoy

Antigua. Located in the middle of the Leeward Islands, Antigua is a luxury Caribbean yacht charter destination with natural beauty, a vibrant live music culture, and water which boasts thousands of shades of blue.

This quiet paradise has over 54 miles of coastline to enjoy, with over 365 beaches, all with white sand and natural beauty.

Sailing in Antigua. There is a reason why Antigua hosts some of the most distinguished regattas in the world, such as the Antigua Classic Regatta and Antigua Sailing Week.

This luxury Caribbean yacht charter destination attracts sailors from all over the world, to enjoy the year-round idyllic steady trade winds (northeast between 15 and 20 knots), line-of-sight navigation, and average daily temperatures of between 28c and 31c (82f – 88f).

5. Cuba

In Cuba, You Will Find Deep and Rich History, Gorgeous Beaches, and Wonderfully Unique Art and Architecture

Discover a Country Frozen in Time. Cuba is the largest island in the Caribbean, its cities and towns are rich in culture, music, life, and beautiful colours. Cuba’s magic isn’t just in its towns, the island boasts over 300 white sandy beaches, clear waters, mountainous hiking terrain, and coffee plantations.

With the perfect blend of rural villages, urban cities, and cosmopolitan luxuries Cuba is the perfect destination for a luxury Caribbean yacht charter.

Sailing in Cuba. Cuba’s weather is predominantly determined by the trade winds, which are typically blowing from a north-easterly direction and can vary from 15 to 25 knots.

6. Puerto Rico

Line-of-sight Navigation, Year-round Beautiful Weather, and Uncrowded Anchorages

Luxury Caribbean Yacht Charter. Puerto Rico is an idyllic luxury Caribbean yacht charter destination, with short distances between anchorages and interesting places, some of the Caribbean’s best beaches, easy line-of-sight navigation, and calm seas.

Puerto Rico is an ideal luxury Caribbean yacht charter for everyone, all levels of experience and all abilities.

Sailing Conditions. The winds around Puerto Rico are typically blowing from the north-east between 15 and 20 knots during November and January.

In February the winds change to an easterly direction and by June it is in a south-east direction blowing between 10 and 15 knots. The seas are generally relaxed between 3 and 4-foot waves are present and less in sheltered anchorages.

7. Grenada

Beautiful White and Black Sand Beaches With Tropical Fauna, and Mountainous Landscapes

Grenada. Grenada is the perfect luxury Caribbean yacht charter for everyone, especially for nature-lovers, and luxury travelers. Grenada has a unique cultural heritage with influences from Europe and further afield.

With busy market squares, historic forts, spice plantations, rum distilleries, coral reefs, waterfalls, and hiking trails.

Sailing in Grenada. In addition to the wonderful island landscapes and things to see and do, Grenada is also included in the list of top luxury Caribbean yacht charters thanks to its sailing. With a constant weather temperature between 75 – 85f (24-30c), great anchorages, traditional marinas, and yacht clubs.

8. Martinique

Martinique is a Tropical Caribbean Paradise With a French and Caribbean Fusion of Cultures, With Historic Influences From Both Cultures

The Caribbean and French Fusion. Martinique is a mountainous island with a luscious rainforest, an extinct volcano, Mont Pelee, and floral ecosystems which give the island the name ‘Isle of flowers’.

The island is filled with culture, liveliness, colourful festivals, music, dancing, and Creole cuisine. French flair and a laid back Caribbean atmosphere are what make Martinique a great luxury Caribbean yacht charter destination. Black sandy beaches, hiking trails, shopping, snorkeling spots, and rum distilleries, make Martinique a great luxury Caribbean yacht charter destination.

Sailing in and Around Martinique. Sailing in Martinique is a great way to experience the island as well as neighbouring islands on a luxury Caribbean yacht charter. The trade winds usually blow from a northeasterly direction at between 15 – 20 knots.

9. St Vincent & Grenadines

St. Vincent is One of More Secluded Caribbean Islands, Where Visitors Will Find Peace and Harmony

32 Islands. St Vincent is a great place to visit on a luxury Caribbean yacht charter with a real authentic Caribbean feel, mixed with the diverse landscapes of hiking trails, botanical gardens, an active volcano, picturesque beaches, and world-class diving spots.

A St Vincent and the Grenadines yacht charter is a great way to enjoy a lovely relaxing sailing experience, with beaches, cays to anchor at and enjoy the essence of the Caribbean on a luxury Caribbean yacht charter.

Sailing in St Vincent & The Grenadines. On a luxury Caribbean yacht charter to St Vincent & the Grenadines, you will find world-class marinas to moor at, as well as beautiful anchorages.

The wind conditions are usually from the northeast at 15 to 25 knots (winter), or from the southeast at 15-25 knots (summer).

10. Guadeloupe

Guadeloupe is a Small Butterfly-shaped Island Which is Split Into Two Main Islands and Connected by a Bridge

Guadeloupe. The two islands are called Base-Terre and Grande-Terre, these two islands along with over 12 others island make up the area of Guadeloupe. Basse-Terre is a volcanic island with mountains and beautiful beaches, Grande-Terre is flat with rolling hills and picturesque coastlines.

On a luxury Caribbean yacht charter in Guadeloupe, you can discover white sandy beaches, turquoise clear oceans, coral reefs to discover, quaint villages to explore, restaurants serving delicious cuisine, hiking, windmills, and much more to explore on a luxury Caribbean yacht charter.

Sailing in Guadeloupe. The dry season runs from December to May with an average temperature of 30c (86f), and winds from a northeasterly direction ranging from 15 to 25 knots. Guadeloupe is filled with world-class marinas, secluded bay anchorages, and beautiful places to drop anchor and relax on a luxury Caribbean yacht charter.

Amazing Sailing Experiences

Our Amazing Customers

  • Great family vacation.

    I didn't think sailing with my family would be so much fun...

    Sailing for the first time.

    Alex USA

  • I recommendate them !

    Everything went smooth, the paper processing, special requests and the specs of tht check-in procedure. Boat was also in good shape, so no complaints and a worry free holiday...

    We had a great experience with booking through sailchecker.

    <read more>

    Dick USA

  • Great service from Kate.

    Informative and looked for the best value for our family. Very good customer service on this side and in Greece. Great boat and skipper...

    Fantastic holiday from start to finish.

    <read more>

    Angela United Kingdom

  • Very professional outfit!

    They were very responsive and very quick to answer questions via email and instant chat. They had extensive knowledge of the area...

    We will most definitely use their services for our next bareboat sailing vacation.

    <read more>

    Kirsten W.
    Kirsten W. USA

  • Sail checker were professional from start to finish - we wouldn’t book through anyone else!

    Sailchecker were professional from start to finish - and were awesome dealing with a problem! Our first Yacht had serious issues and sail checker helped us to resolve it...

    They are easy to deal with, straightforward and honest and I would recommend them to anyone planning a charter holiday.

    <read more>

    Kat, H.
    Kat, H. UK

  • Coronavirus pandemic support has been brilliant!

    During the Coronavirus pandemic, Kate and her colleagues at Sailchecker have performed brilliantly. They have been considerate and highly efficient in re-organising our Turkey charter and also provided lots of assistance in getting our Yacht Security Deposit insurance policy transferred to match our revised charter dates.

    Truly worthy of a 5 star rating!

    <read more>

    Alan, R.
    Alan, R. UK

  • Sailing is the perfect family holiday.

    Would I go sailing again? OMG yes! Sailing is the perfect family holiday. Boys loved the activities, I enjoy relaxing as well... arranged a sailing cruise her family of 2 sons, daughter & hubby in the BVI with their own.

    Anne USA

  •  Thank you sooo much! It was sail in the day… party at night. We couldn't have wanted a better skipper or a Spring Break!  Good times...

    Arranged for 6 friends to sail Spring Break in the British Virgin Islands for under $500 each.

    Tim USA

  • We had an absolute blast !!

    All bookings and confirmations was always accurate with no delays. Our boat was also fabulously maintained and the Skipper new the area extremely well...

    Everything was down to the tee.

    <read more>

    Pieter Van R.
    Pieter Van R. Netherlands
SailChecker Yacht Charter and Sailing Worldwide Logo TrustPilot 4.9/5 Stars

Rated 4.9 out of 5 based on 215 reviews on Trustpilot

Got a Burning Question About Luxury Caribbean Yacht Charter?

We’re Happy to Answer Any Yacht Charter & Sailing Question

Leave us a quick question here, or call your local office, the numbers are located in the footer below. When not arrange a call back?

girl at desk at yacht charter show
Recommended Posts

Leave a Comment

Start typing and press Enter to search

The Fastest Way to Our Award Winning Charter Service Starts Here >>>
Get Started
Hemisphere Luxury Catamaran Charterthe walled city of Dubrovnik in croatia