Background

Winter Destinations on a sailing yacht: everything you need to know

Rent a sailing yacht or a catamaran with Sailogy in one of our Caribbean and winter destinations, with or without skipper

  1. Home
  2. Blog
  3. Sailing destinations
  4. Winter Destinations on a sailing yacht: everything you need to know

Hiring a yacht with or without a skipper has now become a very popular type of holiday, and it is not difficult to understand why. A yacht is a fantastic solution that not only provides you with an apartment complete with all the comforts but also allows you to reach the most remote and unexplored islands in the world. And for all those who do not want to give up this type of vacation even during winter, on Sailogy you will find a wide range of sailing yachts or catamarans in many winter destinations.
On Sailogy we have more than 22,000 yachts available in over 800 destinations worldwide, you have only to choose yours, and we will take care of the rest (flights and transfers included)!


Dive into the crystal and pristine waters of the Caribbean Sea


BVIBVI: an archipelago to be discovered sailing and diving 

Dive into the waters of the British Virgin Islands to explore the natural maritime beauty of these exotic islands. Rent a boat with or without a skipper at the BVI and do not miss any of the beauty of this archipelago, sailing along our recommended itinerary.
BVI is the perfect destination for all sailing lovers who do not want to do too many nautical miles and who want to enjoy the complete relaxation between diving and fun, as onboard the Willy T. to the Norman island, where music and cocktails never end!

BahamasThe Bahamas, a paradise for every sailor!

With over 700 islands and 22 national parks, the Bahamas is spoilt for choice in the route to follow. The most popular destination for anyone who books a sailing yacht or a catamaran with or without a skipper in the Bahamas is the Exuma district, with its over 360 islands. 
Sail from the famous island of Grand Bahamas, known among ornithologists, to Pink Beach, whose colour comes from the nearby coral reef to Pig Beach, the famous beach where you can swim with pigs. Follow the advice of our yacht trip to the Bahamas so you won't miss out on any of the wonders of this destination.

CubaFollow the Caribbean sound on the magical island of Cuba

Overwhelming music, a friendly atmosphere, enchanting beaches and crystal clear sea. In a word: Cuba.
Rent a catamaran in Cuba: with more than 200 bays and 250 beaches, it will be a holiday of sun and sea. Enjoy the best Cuban rum cocktails, such as the original Mojito from the bar of La Bodeguita del Medio in Havana while you try one of the famous Cohiba, the best Cuban cigars!
Follow our route for a yacht trip to Cuba and discover the must-see "Los Canarreos", an archipelago of more than 300 small islands. Famous for their seabed, crystal clear waters and lush nature, these islands are ideal for anyone who wants to unplug and recharge while living in close contact with the sea.

Sant Vincent and GrenadineSant Vincent and the Grenadines, following the route of "Pirates of the Caribbean"

Rent a boat in Sant Vincent and the Grenadines, one of the most popular sailing areas in the Caribbean: as the distances between the islands are very short, sailors can choose less challenging and more relaxed routes.
Follow our itinerary for sailing yachts or catamaran to discover the islands of Sant Vincent and the Grenadines. Sail from the bay of Wallilabou, known for being the location where some scenes of "Pirates of the Caribbean" were filmed, to the island of Mustique, privately owned and therefore totally unspoiled and go to observe the sea turtles of the coral reef at the Tobago Cays, 5 small islands completely uninhabited.
A must-see stop on your yacht trip is Happy Island, an island-bar right in front of Clifton. There was no land in this part of the bay, but the fishermen threw shells into the shallows and eventually an island formed. And what do you do with some free land? You build a bar on it! Moor with the dinghy of your sailing yacht or catamaran and enjoy a cocktail and the contagious happiness of Happy Island.

MartiniqueMartinique, the beauty of a wild Caribbean island

Rent a sailing yacht or a catamaran with or without a skipper and discover the beauties of Martinique. On this island, in addition to the typical Caribbean beaches easily accessible by boat, you can explore a wild tropical rainforest.
The perfect destination for anyone wanting to get lost in an atypical landscape is the northern part of the island, characterized by black sandy beaches created by the volcanic activity of the island of Martinique.
Follow our sailboat route in Martinique and snorkel in the coral reef, among sea turtles and other majestic fish, a unique underwater world awaits you.


A second summer in Southeast Asia


MaldivesOn a catamaran in the Maldives, a daydream

The Maldives is one of the most popular and dreamed destinations, why not visit it from a completely different point of view with a holiday on a sailing yacht or catamaran? It is an exotic world of 26 atolls and 1190 coral islands, with white sandy beaches and turquoise waters. If you want to explore the mainland between one island and the next you can venture on several jungle safaris to discover tropical vegetation, waterfalls and breathtaking lagoons.
Follow our advice for a sailing or catamaran itinerary to the Maldives and discover all the most beautiful islands between the various atolls. Sail from the Baa atoll, a UNESCO Biosphere Reserve, to the Thaa atoll, where you'll find the ruins of the palace of Sultan Mohammed II, founder of the oldest ruling dynasties of the Maldives. You can reach the Gaafu Alif atoll, one of the largest atolls on earth, and the Lhaviyani atoll, perfect for those in search of some peace. 

ThailandThailand, a land to discover onboard to a catamaran

Rent a sailboat or catamaran with or without skipper in Thailand, in addition to beautiful sea, relaxing bays and islands you can visit spectacular temples, such as the one of Wat Chalong, dive into the hectic and lively nightlife of the various places that you will meet along your route or lose yourself in the flavours of excellent Thai cuisine. 
Follow our advice for a boat trip in Thailand and sail to James Bond Island, discover the uniqueness of Koh Panyee, an old fishing village built on stilts and make a stop at the cliffs of Koh Phi Phi Phi, an iconic symbol of the Thai sea and famous throughout the world.
Along your route, you will find small islands and caves to explore by kayak or SUP, wild mangrove forests, breathtakingly shaped limestone islands that are part of the National Marine Park and a rich underwater world to discover with snorkelling and diving. 

SeychellesDiscover the magic of Seychelles on a sailing yacht

Rent a catamaran or sailboat in Seychelles, 115 islands all to discover and explore. 
Rent your boat with Sailogy and sail from Mahe to discover all the beauties that these islands have to offer. Sail from the marine reserves of the Seychelles islands, populated by rare and diverse species of birds, lizards and turtles, to beach bars where you can enjoy freshly caught seafood and sip a cool cocktail.
Light winds and calm seas are typical of Seychelles and this is just one of many reasons why this destination is so popular with sailors. Follow our itinerary for a week on a sailing boat or catamaran in Seychelles and don't miss any of these wonders.


Sailing along the African coast


Canary IslandsThe Canary Islands by sailing yachts, where summer is all year round

Renting a sailboat or catamaran in the Canary Islands may be a better way to discover all the islands of this archipelago: Gran Canaria, Fuerteventura, Tenerife, Lanzarote, La Palma, La Gomera and El Hierro. Summer temperatures throughout the year make the Canary Islands a popular destination. Besides, the islands offer numerous activities such as diving, snorkeling, hiking, mountaineering, cycling and much more. 
Set your sails and follow our route to the Canary Islands to discover all the islands and villages in this fantastic archipelago. From the characteristic Puerto Mogan, called the little Venice of Gran Canaria to the capital of Gran Canaria and Las Palamas to El Hierro, the smallest island of the Canary Islands.

Discover our favorite yachts

  • Catamaran
  • 2023
  • 44 ft

Fountaine Pajot Elba 45

British Virgin Islands, The Caribbean

  • 10 berths
  • 4+1 cabins
  • 4 WC
    Up to-30%
    Starting from€6,006

    Price of the whole boat

    • Catamaran
    • 2023
    • 37 ft

    Excess 11

    Le Marin, Martinique

    • 8 berths
    • 4 cabins
    • 2 WC
      Up to-6%
      Starting from€2,646

      Price of the whole boat

      • Catamaran
      • 2024
      • 46 ft

      Lagoon 46

      British Virgin Islands, The Caribbean

      • 12 berths
      • 4+2 cabins
      • 4 WC
        Up to-30%
        Starting from€5,551

        Price of the whole boat

        • Catamaran
        • 2020
        • 42 ft

        Lagoon 42

        British Virgin Islands, The Caribbean

        • 10 berths
        • 4+2 cabins
        • 4 WC
          Up to-40%
          Starting from€3,766

          Price of the whole boat

          • Catamaran
          • 2023
          • 37 ft

          Excess 11

          Grenada, Windward Islands

          • 12 berths
          • 4 cabins
          • 2 WC
            Up to-27.13%
            Starting from€3,492

            Price of the whole boat

            • Catamaran
            • 2020
            • 41 ft

            Fountaine Pajot Astrea 42

            British Virgin Islands, The Caribbean

            • 10 berths
            • 4+2 cabins
            • 4 WC
              Up to-40%
              Starting from€4,018

              Price of the whole boat

              • Catamaran
              • 2019
              • 52 ft

              Lagoon 52

              Grenada, Windward Islands

              • 12 berths
              • 5+3 cabins
              • 6 WC
                Up to-14.4%
                Starting from€10,272

                Price of the whole boat

                • Catamaran
                • 2024
                • 54 ft

                Lagoon 55

                Pointe à Pitre, Guadeloupe

                • 12 berths
                • 5+2 cabins
                • 5 WC
                  Up to-5%
                  Starting from€15,053

                  Price of the whole boat

                  Other articles

                  Stay in touch

                  Stay in touch

                  Our regular email newsletters include information about our boats, holiday ideas, destination insights and cultural briefings. You can unsubscribe at any time and we’ll treat your data with respect, never passing on your details to third parties. Find full details of our data management in our Privacy policy page
                  By signing up, I agree to Sailogy's T&C's and Privacy policy

                  New Sailing Magazine Out Now!

                  Looking for inspiration for your next sailing holiday? Packed with insights on trending sailing destinations plus stories from expert sailors and first-timers, our brand new digital magazine - Magister Navis - will guide your way to your next sail.
                  View magazine
                  New Sailing Magazine Out Now!