Best Caribbean Islands in January

The Best Caribbean Islands in January & 3 Fabulous Itineraries for a Romantic Getaway

The holidays are officially over, the nights are depressingly long, and the bitter cold of January has arrived in all its glory. Summer may seem lightyears away, but fortunately, the Caribbean’s pristine beaches and swaying palm trees are just a short flight away! Instead of braving the snow, ice, and wind this winter, head south to the Caribbean for a January escape full of sun, sand, and inviting waters. Check out our recommendations for the best Caribbean islands in January below!

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Best Caribbean Islands in January

Which is the Best Island to Visit in January?

January is the perfect time for a Caribbean vacation, but with so many beautiful islands to choose from, narrowing down the perfect destination can seem incredibly daunting!

Best Caribbean Islands in January

If you’re looking for that trademark Caribbean heat, focus your search on the Caribbean’s southernmost islands. Generally, you’ll find warm weather on any Caribbean island even in the winter, but if you’re craving balmy temperatures and inviting waters, avoid the Florida Keys and the Bahamas, as their January temperatures cap out around 80°F.

1. Jamaica

For rum, fun, and plenty of romance, set your sights on Jamaica! This lush tropical island offers rich culture, laidback island vibes, and an abundance of natural beauty in the form of coral reefs, rainforests, and dramatic mountain landscapes.

Best Caribbean Islands in January Jamaica Montego Bay

Arrival Day in Jamaica

Upon arrival in Jamaica, transfer directly to your resort, where you’ll spend the day soaking up the sun on the island’s famous beaches. For a romantic stay, choose the adults-only Excellence Oyster Bay Resort in Montego Bay. With world-class accommodations, gourmet dining, and breathtaking beaches, this luxurious, secluded oasis is perfect for rest, relaxation, and superior romance.

Best Caribbean Islands in January

Day 2 in Jamaica

After a day of relaxation at your resort, it’s time to explore Jamaica! From party cruises to ATV escapades, this vibrant island offers plenty of opportunities for fun and adventure. However, if it’s romance you’re after, relax on a sunset cruise, go horseback riding on the beach, or float through the rainforest on a relaxing bamboo raft.

Best Caribbean Islands in January

Day 3 in Jamaica

If you have more than three days in Jamaica, spend today on the beach, where you’ll relax, enjoy a cocktail, and soak up the Caribbean sun. However, if this is your final day on the island, this is your chance to indulge in some world-famous Jamaican rum! For a stress-free rum-tasting experience, book a guided tour with a stop at the iconic Appleton Estate, where you’ll tour a rum distillery, learn about rum production, and of course, sample the delicious wares.

Best Caribbean Islands in January

Which Caribbean Island Has the Least Rain in January?

January is the driest season for many Caribbean islands, but Jamaica tops the list of driest islands this month. In fact, Jamaica experiences an average of 5 days of rainfall (and less than one inch of rain in total!) this month.

2. U.S. Virgin Islands – St. Thomas

With its lush green mountains and dazzling turquoise waters, the U.S. Virgin Islands are an idyllic Caribbean destination any time of year. But January brings cooler weather and pleasant breezes, with temperatures capping out at around 85°F. If you’re looking for a tropical escape without intense heat, the U.S. Virgin Islands could be right for you!

Best Caribbean Islands in January USVI

Arrival Day in the U.S. Virgin Islands

The U.S. Virgin Islands consist of three main islands: St. Thomas, St. Croix, and St. John. For a centrally located resort with a luxurious romantic vibe, spring for a room at The Ritz-Carlton St. Thomas. On Day 1, transfer to your resort, where you’ll enjoy stunning beaches, refreshing pools, and naturally, a tropical cocktail or two. End your evening with a candlelight dinner on the beach as the sun sets over Great Bay.

Best Caribbean Islands in January

Day 2 in St. Thomas

On Day 2, you may be tempted to spend another day lounging on the beach (and who could blame you?). But when in St. Thomas, take some time to explore the island and discover its vibrant culture. Today, make for Magens Bay, where you’ll find breathtaking views and a “no shirt, no shoes, no problem” beach bar. With its laidback island vibes, Magens Bay Bar & Grill is the perfect spot for a bite and a beer! Just be sure to check the cruise schedules ahead of time – this popular tourist spot can certainly draw the crowds when cruise ships are in port!

Best Caribbean Islands in January

Day 3 in St. Thomas

This morning, spend some more time relaxing around your resort. Then, stroll the charming streets of Charlotte-Amalie in the afternoon. Here, you’ll find winding, cobblestoned alleys, delicious dining, and a wealth of boutiques and duty-free shops.

Best Caribbean Islands in January

If this is your last night in St. Thomas, splurge on a romantic meal at the Old Stone Farmhouse. This off-the-beaten-track oasis offers spectacular food and a lush garden setting that’s equal parts ethereal and romantic.

If you have extra days in St. Thomas, you’ll enjoy plenty of outdoor adventures like snorkeling, night kayaking, and romantic sunset sails. To explore nearby islands, take the ferry to St. John or take a day trip to experience the Baths of Virgin Gorda.

Best Caribbean Islands in January

3. Dominica

If you haven’t heard of Dominica, you’re not alone (and NO, this isn’t the Dominican Republic!). This tiny island may fly under the radar, but it’s absolutely brimming with natural beauty, rustic charm, and vibrant island culture. If you’re looking for a truly remote destination with an untouched vibe, this nature lover’s paradise is sure to please.

Best Caribbean Islands in January

Located in the Lesser Antilles, Dominica lies between the French islands of Guadeloupe and Martinique. With its rugged mountain landscape, the volcanic island of Dominica boasts stunning black sand beaches, enchanting hot springs, and lush tropical rainforests.

Arrival Day in Dominica

On Day 1 of your Dominican adventure, transfer to your resort of choice. For honeymoon-worthy romance, try Secret Bay, an isolated and exclusive resort that offers private bungalows nestled into the dramatic green cliffs of Dominica. Spend your first day settling in and enjoying the beautiful beach and top-notch resort amenities.

Best Caribbean Islands in January

Day 2 in Dominica

Today’s the day to chase adventure! Known as the “Nature Island of the Caribbean,” Dominica boasts incredible outdoor activities like canyoning, river tubing, and snorkeling at Champagne Volcano. Be sure to relax in the island’s hot springs, experience its beautiful waterfalls, and stroll the magnificent black-sand beaches.

Best Caribbean Islands in January

Day 3 in Dominica

On your last day in Dominica, spend the morning relaxing at your resort. In the afternoon, set out to discover the island’s vibrant culture. Head to the cities of Rouseau, Portsmouth, Marigot, or Soufriere to browse local shops, indulge in local cuisine, and enjoy the atmosphere. Or, take it to the next level with a Caribbean cooking class, where you’ll learn about (and feast on!) traditional Caribbean cuisine.

Best Caribbean Islands in January

Which Caribbean Island Has the Warmest Water in the Winter?

For the warmest Caribbean islands in January, choose islands like Aruba, Grenada, Dominica, and the U.S. Virgin Islands. These islands lie closest to the equator and enjoy the warmest weather even during the cold winter months.

Ready to Book Your Tropical January Getaway?

If you’re ready to escape to the Caribbean in January (or if you’re planning a trip to the islands in August, October, or any other time of year!) contact us HERE to get started!

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