How to choose a Caribbean island for sailing, yachting, and boating

What are the best Caribbean Island for sailing, yachting, and boating?

The Caribbean Islands are one of the most popular destinations for tourists who love tropical settings. When it comes to choosing the best island for your next vacation, you’ll have to consider two things; all of them are utterly beautiful and considerably different from one another. Whether you’re into sailing, yachting, boating or other water activities, there’s plenty ‘fish in the sea’ when you come to the Caribbean Islands. So, here are some of our suggestions that will help you make a wise destination choice depending on your preferences.

  • Aruba

Belonging to the so-called ABC islands, Aruba is one of the most popular destinations in the Caribbean Sea. This island features some of the most scenic views and its fine sandy beaches will delight you. Moreover, the capital city, Oranjestad, will welcome you with its stylish accommodation options, creative dining facilities and the charming vestiges dating back to the Dutch period.

trip in Aruba

Plan your Aruba holiday

Perfect for: Tourists who simply want to unwind on splendid beaches and sail freely.

Those who are already looking for a mooring in this part of the Caribbean should opt for the Aruba Nautical Club, based in Balashi.


  • The Bahamas

The Bahamas islands are perfect for sailing holiday in the Caribbean Sea. This renowned archipelago comprises more than 700 amazing islands of unparalleled natural beauty. If you love diversity and your exigency is luxury accommodation, this is the best place for you.

Bahamas trip

Plan your Bahamas holiday

Perfect for: yachting, diving, snorkeling


  • The Cayman Islands

If you’re planning a Caribbean sailing trip, you must definitely make a stop in the Cayman Islands. This British Overseas territory is made up of three islands, the Little Cayman, the Grand Cayman and Cayman Brac, all boasting distinguished landscape features and top quality accommodation facilities.

vacation in cayman islands

Plan your Cayman Islands holiday

Perfect for: scuba diving, nightlife activities, and SPA relaxation.

To book a berth on this side of the Caribbean, we recommend the Harbour House Marina, Grand Cayman.


  • Puerto Rico

Whoever visits Puerto Rico once, is prone to come here for a second tour. This mesmerizing destination has a little bit of everything from breathtaking views and fine beaches to ancient treasures and a delicious local cuisine.

plan a trip in Puerto Rico

Plan your Puerto Rico holiday

Perfect for: city touring, nightlife activities, water sports and golf

For those who need a marina reservation to dock their boat, Marina Cap Cana Yacht Club is one of the best options on the archipelago.

  • St-Martin/Sint Maarten

These two sister islands that were raised by two different parents, the Dutch and the French respectively, proudly boast their diverse cultural heritage through their beautiful architecture, tasty dishes, and local customs.

holiday in Plan a trip in St-Martin / Sint Maarten

Plan a trip in St-Martin / Sint Maarten

Perfect for: SPA sessions, high-class dining, nightlife fans

If you wonder how to book a boat slip in this part of the Caribbean, seek no more answers; the Sint Maarten Yacht Club situated on the Dutch side of Simpson Bay lagoon will offer you the best services.

These amazing places are just the tip of the iceberg. Discover even more breathtaking Carribean islands for sailing in Part II and Part III.