Discover the best Caribbean Islands to visit and find the perfect luxury destination for your next holiday! Filled with natural beauty, culture, and heritage the palm lined shores of the Caribbean, and its islands offers the perfect place to unwind and indulge. Whether you’re looking for the best Caribbean Island for families, couples, or simply the prettiest, our list covers a variety of options. Each island has its own unique features so whether you’re visiting for the first time, second, or third, there’s plenty of new things to experience.

Best Caribbean Islands To Visit In January, February & March

Babados

Antigua & Barbuda – The perfect way to escape the winter chill and soak up the sun in a tropical paradise. With its year-round sunshine, crystal-clear waters, and laid-back atmosphere, this Caribbean gem offers an idyllic setting for beach lovers. Whether you’re sailing on Antigua’s turquoise seas or lounging on Barbuda’s serene, pink-sand beaches, the islands promise an unforgettable winter getaway.

Barbados – With Heavenly for beach days and exploration. The island offers a tropical escape that feels straight out of a postcard. Beyond the stunning coastline, the island’s charming locals, lush forests, and scenic sugar cane fields add to its irresistible allure.

Sint Eustatius – Adventure off the beaten track to find unspoilt natural beauty and diverse marine life this captivating island is quite literally a hidden gem nestled at the top of the Leeward Islands. Arriving to this striking island, you’ll be met with warm smiles and an amazing combination of Dutch, Caribbean, and African cultures. Its vibrant spirit is showcased in the colourful architecture, delectable cuisine, and pulsing beats of local music.

St Kitts & Nevis – A wonderfully welcoming and refreshing paradise which represents the Caribbean of old. It’s a pair of islands that have so far been left uncharted on the tourist map and, as a result, their lush interiors largely remain as nature intended.

Best Caribbean Islands To Visit In April, May & June

Anguilla aerial view

Anguilla – The dreamy spring getaway with perfect balance of seclusion and luxury. With its sugar-white sands, turquoise waters, and tranquil island vibe, it’s a serene escape from the usual crowds.

British Virgin Islands – Filled with lush forests and untouched beaches these islands are perfect for both adventure and relaxation seekers. British Virgin Island holidays are chock-full of ‘wow moments’, including diving Horseshoe Reef, one of the largest barrier reefs in the Caribbean and an underwater world where sunken ships and vibrant coral jostle for space.

St Barths – The outstanding beauty, sparkling sea, and chic French style leaves a lasting impression! Widely popular for the discerning traveller yet still a best kept secret, the island boasts a charming mix of Caribbean flair and French culture through its stunning architecture, exquisite cuisine, and designer shopping.

Turks & Caicos – Home to the third largest barrier reef in the world and year round sunshine make Turks & Caicos an amazing spring holiday destination.  A heavenly combination of sun, sea and sand on each island, offering diverse and colourful marine wildlife, exhilarating watersports and famously gorgeous beaches like Grace Bay.

Best Caribbean Islands To Visit In July, August & September

Bermuda

Bermuda – A handsome island lined with charming pastel-coloured cottages, rocky coves, pink-sand beaches and pristine waters. Bermuda is an island rich with history and culture, here you’ll find museums, botanical gardens and world heritage site of St Georges, there is so much to discover about this serenely sophisticated island.

Saint Lucia – Enjoy your summer holiday in the jungle filled Saint Lucia. The Islands Picturesque views of emerald-wrapped mountains and giant volcanic spires make it a perfect destination for nature lovers with adventures both above and below the water – swim by the colourful house reefs or soakup the surrounding rainforest.

Best Caribbean Islands To Visit In October, November & December

Jamaica

Grenada – Lush rolling hillsides sprinkled with vibrant tropical flowers as far as the eye can see and scents of cinnamon and nutmeg wafting through the air, Grenada is a delight of all your senses. Relax on soft sand beaches and swim past beautiful waterfall and by Grenada’s famous underwater sculpture park

Jamaica – An island with an infectious vibe, brimming with culture, history and adventure. Whilst you can relax on the glorious golden beaches you can also soak up the reggae-sound tracked villages and charming towns.

St Vincent & the Grenadines – Island hope between its diverse islands which are often referred to as the ‘jewels of the Caribbean’. Each island offers different experiences like snorkelling, lush tropical forest and charming old-world charisma.

Now that you’ve explored our list of the best Caribbean Islands to visit by month, it’s time to start planning! Whether you’re travelling with friends, family or as a couple, our Holiday Experts are here to help you craft the Caribbean Island holiday of your dream.

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