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The Best Places for Sailing in the Caribbean

Sailing in the Caribbean is a sailor’s paradise, where you are guaranteed to create memories that will last a lifetime. Just imagine exploring over 5,000 islands, reefs, and cays and enjoying a combination of line-of-sight sailing and blue water stretches in your monohull or catamaran charter. Not forgetting the chance to discover an array of white-sand beaches, colourful coral reefs, picturesque harbours, and laid-back island culture.

From exploring uninhabited islands in Antigua to relaxing on stunning beaches in the BVI and scuba diving in Belize, sailing in the Caribbean is full of wonders. 

Does the Caribbean sound like your perfect getaway? As you prepare to book your next idyllic bareboat or skippered charter, you might be wondering about the best places to sail in the

Caribbean to make your holiday an experience like no other. Read on to find out everything you need to know about sailing in the Caribbean for families, couples, adventurers and everyone in between.

Catamaran Sailing in the Caribbean

The best places to sail in the Caribbean for families

There’s no doubt about it, the Caribbean is a brilliant family holiday destination. With countless opportunities to explore, relax and immerse yourself in local cultures, there’s something for everyone when sailing in the Caribbean.

If you’re planning to take the helm on a fun-filled family adventure, you might be wondering, where are the best places to sail in the Caribbean for you and your crew? We think the BVI and St Martin offer some of the best sailing experiences for families.

Why is the BVI one of the best places to sail in the Caribbean for families?

Can’t wait to show your family the natural beauty of the BVI? Find out the best time to sail in the BVI, build a quote and book your yacht charter today.

Why is St Martin one of the best places to sail in the Caribbean for families?

Ready for your exciting family holiday in one of the best places to sail in the Caribbean? Build a quote and book your St Martin yacht charter today.

Tahiti Charter

Sailing in the Caribbean as a couple

Whether you’re planning a honeymoon, celebrating an anniversary or simply looking for an escape from reality, you’ll love sailing in the Caribbean with your partner. The crystal clear waters of the Caribbean Sea open up endless opportunities to create magical memories that last a lifetime. The only question left to ask is, where are the best places to sail in the Caribbean as a couple?

Beautiful and romantic, St Lucia and the Bahamas take sailing in the Caribbean as a couple to the next level.

Why is St Lucia one of the best places to sail in the Caribbean as a couple?

Why is the Bahamas the ultimate destination for sailing in the Caribbean as a couple?

Find out more about the best time to sail the Bahamas and check out our Bahamas sailing itineraries for inspiration on what to do during your romantic yacht charter holiday.

couple-swimming-infront-of-yacht

Sailing in the Caribbean for Adventurers

Are you searching for the adventure sailing holiday of a lifetime? Sailing in the Caribbean offers some of the most incredible opportunities for thrill seekers looking for an adrenaline rush. 

From isolated beaches only accessible by boat to underwater caves just waiting to be discovered, the Caribbean isn’t short of things to do for adventurers, particularly in Belize and Antigua.

Why is Belize one of the best places to sail in the Caribbean for adventurers?

Why is Antigua one of the best places to sail in the Caribbean for adventurers?

Lefkas Flotilla

Best places to sail in the Caribbean for the first time

Are you looking at trying something new and are thinking about sailing in the Caribbean for the first time? With its beautiful temperatures, calm cruising conditions and crystal clear waters, the Caribbean is ideal for anyone who’s new to sailing. 

However, there are some sailing destinations that take beginner sailing to the next level, such as the British Virgin Islands and Martinique.

Why is the BVI an ideal destination for sailing in the Caribbean for the first time?

Take a look at our BVI sailing holidays and learn more about why it’s one of the best places to sail in the Caribbean for first-time sailors. As this is your first time exploring these sensational islands, use our BVI sailing itineraries as inspiration when planning your bareboat or skippered charter.

Why is Martinique one of the best places to sail in the Caribbean for beginners?

Want to learn more about this sensational sailing spot? Take a look at our Martinique sailing itineraries and start planning your first Caribbean sailing adventure. You can also read our blog on the best scuba diving spots in Martinique.

Sailing in the Caribbean for the first time? Learn to sail in the Caribbean smoothly and in style by reading our guide. You can also find out more about learning to sail at one of our sailing schools.

What size of boat do you need to sail the Caribbean?

So there you have it, some of the best places to sail in the Caribbean for families, couples, adventurers and novice sailors. As you imagine yourself sailing in the Caribbean, you might be wondering, what size yacht is best for your idyllic holiday?

When choosing your perfect yacht, think about what you want from your Caribbean sailing holiday. If you are interested in performance sailing and having optimal control in all conditions, then the classic single-hulled monohull would be ideal. On the other hand, if you would rather have space, comfort, and manoeuvrability, then a catamaran would be best suited. 

Most of the Caribbean destinations such as Antigua, BVI, Grenada, St. Lucia and St Martin offer monohulls and catamarans. However, Belize and Bahamas only offer catamarans and Martinique offers monohulls. 

In the Caribbean, the monohull yachts vary in size from 35 – 45 feet and the size will depend on how many cabins and berths are included. The same goes for catamarans, however, these yachts are designed with space in mind and range from 40 – 50 feet. You can also select the age of your yacht charter, whether that’s 0-1 years old, 1-3 years old or 3+ years old.

With a great selection of yachts, you can choose what size, age and type would suit you best. This is the same for all our sailing destinations in the Caribbean, Mediterranean, South Pacific, United Kingdom, Southeast Asia and Indian Ocean.

We can’t wait to welcome you aboard one of our state-of-the-art yachts for a week or two of sailing in the Caribbean. All that’s left to do is find out the best time to sail in the Caribbean, book your sailing holiday and start planning your dream Caribbean sailing itinerary. 

If you have any questions about the best places to sail in the Caribbean, please get in touch with us today. For other key questions about sailing in the Caribbean, check out our FAQs where we answer everything from how long it takes to sail the Caribbean, to what the sailing conditions are like.

Contributor

Caroline Barbour

Plan Your Dream Vacation