Silky white sand, warm turquoise waters and a gentle, salt-sprayed breeze. Nothing says vacation like the Islands of the Caribbean. Here our favourite Caribbean winter escapes
Sint Maarten: A Blend of Cultures and Beaches
Where Dutch and French Influence Meet Caribbean Charm
Plane spotting in Sint Maarten. Photo @ramonkagie
Why Go? Sint Maarten, the Dutch side of the island shared with Saint Martin (the French side), offers a vibrant mix of European sophistication and Caribbean ease. Known for its world-class beaches, thrilling activities, and lively atmosphere, this small island punches well above its weight. Whether you’re soaking in the sun on famous Maho Beach, watching planes fly just overhead, or exploring the duty-free shopping in Philipsburg, Sint Maarten blends two cultures with ease. It’s a unique destination where you can sip a café au lait on the French side in the morning and grab a cocktail at a beachfront bar on the Dutch side by afternoon.
Dish to Try: Saltfish and Johnny Cakes – This Caribbean classic is a flavorful dish made with salted codfish, often served with fried dough, known locally as “Johnny Cakes.” It’s a delicious and satisfying meal that reflects the island’s blend of flavors from its diverse cultural influences.
Where to Stay: Vie L’Ven Resort & Residences – Inspired by the fusion of French and Dutch influences, Vie L’Ven promises an experience beyond compare. Nestled on an exclusive beachfront, the resort offers a seamless blend of modern luxury and Caribbean charm. Guests can enjoy spacious suites with contemporary furnishings, private infinity pools, and a serene spa offering bespoke treatments.
Photo: Vie L’Ven!
The resort’s architectural design incorporates clean, modern lines with local influences, including natural wood accents and open-air spaces that celebrate the surrounding beauty. Vie L’Ven also boasts three exquisite swimming pools, round-the-clock concierge service, and dining curated by a Michelin-starred artisan chef, ensuring every moment is infused with indulgence.
Quintessential Experience: Take a trip to Maho Beach, where you can witness planes flying just above the sand as they approach Princess Juliana International Airport. For a more peaceful experience, visit the island’s charming French side to wander the streets of Marigot, where you can browse boutiques, enjoy fresh French pastries, or hike up to Fort Louis for panoramic views.
Cool Fact: Sint Maarten is home to the world’s steepest landing strip at Princess Juliana International Airport, where planes fly just a few feet above the beach and the iconic “Maho Beach” visitors often gather to watch these breathtaking landings.
RELATED: Top Things to Do in Sint Maarten: Plane Spotting, Culture, and Local Experiences
St. Kitts & Nevis: Charming Sisters
Unspoiled, Unpretentious Beauty
Photo: Four Seasons Resort Nevis
Why go? St. Kitts and Nevis are idyllic Caribbean destinations with a laid-back charm and rich history. St. Kitts is home to the Brimstone Hill Fortress, a UNESCO World Heritage site, while Nevis is quieter and offers lush landscapes, unspoiled beaches, and a slower pace of life. Visitors can explore historical plantations or hike the volcanic mountains on these peaceful islands.
Quintessential Experience: Ride the St. Kitts Scenic Railway, a historic train that takes you through sugar cane fields, cliffs, and scenic ocean views.
Dish to Try: Goat Water Stew – A flavorful stew made from goat meat, seasoned with spices, and simmered to perfection. A true taste of St. Kitts & Nevis!
Where to Stay: Four Seasons Resort Nevis – Nestled in the hills with stunning views of the island’s beaches and Nevis Peak, this luxurious resort offers private villas, a golf course, and world-class amenities for a serene and relaxing stay.
Cool Fact: St. Kitts is home to the St. Kitts Scenic Railway, the only passenger railway in the Eastern Caribbean, which offers a unique tour around the island through sugar plantations and coastal views.
Barbados: Crowd Pleaser
Civility Meets Tropical Charm
Photo: Cobblers Cove Hotel
Why go? Known for its British influence, Barbados offers a unique blend of colonial history, cultural experiences, and beautiful beaches. The island’s capital, Bridgetown, is a UNESCO World Heritage site, and its beaches are perfect for everything from swimming to surfing. Barbados is also home to Mount Gay, the world’s oldest rum distillery, and numerous botanical gardens that showcase its tropical beauty.
Quintessential Experience: Visit Oistins Fish Fry on a Friday or Saturday night to enjoy live music, local food, and a lively street festival.
Dish to Try: Flying Fish – The national dish of Barbados, typically served fried, steamed, or grilled, and often accompanied by rice, peas, and macaroni pie.
Where to Stay: Cobblers Cove – This intimate, luxury boutique hotel offers an authentic Bajan experience with beautiful beachfront rooms, exceptional service, and a charming atmosphere. Located in a prime spot for exploring the island.
Cool Fact: Barbados is the birthplace of rum and has been producing it for over 350 years. The island is home to the Mount Gay Rum Distillery, the oldest rum distillery in the world.
Saint Vincent and the Grenadines: A Slice of Caribbean Bliss
Pristine Beaches and Island-Hopping Adventures
Photo: Petit St. Vincent
Why Go? Saint Vincent and the Grenadines, a chain of 32 idyllic islands in the southern Caribbean, is a dream destination for travelers seeking natural beauty, luxury, and seclusion. Whether you’re looking to bask on pristine beaches, dive into turquoise waters teeming with marine life, or explore lush rainforests, this archipelago delivers. Saint Vincent, the main island, offers dramatic volcanic landscapes, including the active La Soufrière volcano, while the smaller Grenadine islands, such as Bequia, Mustique, and Union Island, are known for their intimate charm and high-end resorts.
Where to Stay: Petit St. Vincent Private Island Resort – This exclusive, all-inclusive private island retreat epitomizes barefoot luxury. With no Wi-Fi or phones in the villas, it offers guests the ultimate chance to disconnect. The resort features stunning beachfront cottages, gourmet dining, and a spa nestled in nature, making it ideal for those seeking privacy and tranquility.
Dish to Try: Roasted Breadfruit and Fried Jackfish – Saint Vincent and the Grenadines’ national dish pairs the smoky, earthy flavors of roasted breadfruit with crispy fried jackfish, seasoned with local spices. It’s a staple of the islands and a must-try for anyone wanting an authentic taste of the region.
Quintessential Experience: Set sail on a catamaran to explore the Grenadines. A highlight is the Tobago Cays, an uninhabited marine park that’s one of the world’s best snorkeling and diving spots. Swim with sea turtles, explore vibrant coral reefs, and enjoy a barbecue on the beach under the stars.
Cool Fact: Parts of the iconic “Pirates of the Caribbean” film series were shot in Saint Vincent, particularly around Wallilabou Bay, where remnants of the set are still visible today. Fans of the movies can visit the site and relive scenes from Captain Jack Sparrow’s adventures!
Antigua and Barbuda: Beach Bliss and History
Two Islands, Countless Adventures
Half Moon Bay, Antigua. Photo: Antigua and Barbuda Tourism
Why go? Antigua is famous for having 365 beaches—one for each day of the year. With its colorful history and vibrant culture, it offers everything from beautiful beaches to historical sites, including Nelson’s Dockyard, a UNESCO World Heritage site. Barbuda, a quieter sister island, is ideal for those looking for secluded, untouched beaches and nature reserves. Both islands offer a perfect blend of adventure and relaxation, from sailing to exploring historic sites.
Quintessential Experience: Take a day trip to Barbuda, where you can explore the Frigate Bird Sanctuary and enjoy the island’s untouched beaches. In Antigua, don’t miss the lively English Harbour or Shirley Heights for stunning panoramic views.
Dish to Try: Fungee and Pepperpot – A traditional Antiguan dish made with cornmeal (fungie) served alongside a rich, flavorful stew (pepperpot) made of salted beef, pork, and vegetables.
Where to Stay: Jumby Bay Island – An ultra-luxurious, all-inclusive resort on a private island near Antigua, offering opulent beachfront villas, a relaxing atmosphere, and world-class service.
Photo: Jumby Bay Island Resort
Cool Fact: Antigua is home to one of the oldest working Georgian shipyards in the world, Nelson’s Dockyard, a UNESCO World Heritage site. Once a bustling hub for British naval operations in the 18th century, it is now a beautifully preserved cultural site where visitors can explore historic buildings, enjoy fine dining, and witness the annual Antigua Sailing Week—a world-famous regatta that attracts sailors and spectators from around the globe.
Cayman Islands: Sun, Sand, and Stunning Reefs
The Ultimate Destination for Water Lovers
At Stingray City in Cayman Islands, for example, you can reach out and touch one of our most famous underwater residents. Photo: Cayman Island
Why go? The Cayman Islands, made up of Grand Cayman, Cayman Brac, and Little Cayman, are renowned for their pristine beaches, world-class diving spots, and vibrant marine life. Grand Cayman is famous for Seven Mile Beach, which is considered one of the best in the Caribbean, while Little Cayman offers some of the most exclusive and tranquil getaways. The islands are a perfect blend of adventure, luxury, and natural beauty.
Quintessential Experience: Snorkel or dive at Stingray City, a shallow sandbar where you can interact with friendly stingrays in their natural habitat. Explore the island’s incredible marine biodiversity through eco-tours or enjoy the calm beaches.
Dish to Try: Cayman-style Fish Tea – A savory fish soup made with local fish, vegetables, and spices. This dish is a popular comfort food and a great way to taste the local flavors.
Where to Stay: Kimpton Seafire Resort + Spa – Situated on the famous Seven Mile Beach, this luxurious resort blends modern elegance with Caribbean charm. Featuring spacious rooms and suites with stunning ocean views, an exceptional spa, and gourmet dining options, Kimpton Seafire offers a perfect balance of relaxation and sophistication. The resort’s lush gardens and beachfront access make it an ideal spot for a tranquil yet upscale getaway.
Cool Experience: Take a bioluminescent kayak tour in Grand Cayman’s Bio Bay. Under the cover of night, paddle through calm waters illuminated by tiny glowing organisms, creating a magical and unforgettable experience. It’s a rare natural phenomenon that adds a touch of wonder to your Cayman Islands adventure.
Turks and Caicos: Tropical Tranquility
The Quintessential Beach Destination
Photo: Amanyara Resort
Why go? With some of the clearest waters in the world and powdery white sand beaches, the Turks and Caicos Islands are paradise for beach lovers. The archipelago features more than 40 islands, with Providenciales (Provo) being the most popular. The islands offer world-class snorkeling, diving, and water sports, as well as luxurious resorts and laid-back beach bars. It’s a perfect destination for relaxation or adventure in a pristine setting.
Quintessential Experience: Explore Grace Bay Beach, consistently rated among the top beaches in the world. For diving enthusiasts, the world’s third-largest coral reef is just a short boat ride away, offering an unforgettable underwater experience.
Dish to Try: Conch Fritters – A popular delicacy made with fresh conch, mixed with spices and herbs, then deep-fried to a crispy golden brown. A must-try when visiting the islands!
Where to Stay: Amanyara Resort – A luxurious, tranquil retreat located on the secluded northwest coast of Providenciales. With stunning villas and pavilions, a private beach, and exceptional service, it’s a perfect choice for a peaceful, high-end getaway.
Cool Fact: Turks and Caicos is home to one of the largest barrier reefs in the world, offering incredible opportunities for diving and snorkeling.
Dominica: Adventurer’s Playground
Where Nature and Indigenous Culture Meet
Courtesy of Secret Bay Resort
Why Go? Dominica offers a different Caribbean experience focused on nature, adventure, and indigenous culture. Known for its hiking trails, waterfalls, and the Morne Trois Pitons National Park— a UNESCO World Heritage site— it’s the perfect destination for outdoor enthusiasts. Dominica is a paradise for those who enjoy exploring pristine natural landscapes, with opportunities to hike through rainforests, swim in hot springs, and dive into crystal-clear rivers. The island is also home to one of the last surviving indigenous groups, the Kalinago people, who maintain their traditional way of life and offer a unique cultural experience.
Where to Stay: Secret Bay – This eco-luxury resort is nestled on a cliffside overlooking the Caribbean Sea and offers private villas with stunning views, an emphasis on sustainability, and access to secluded beaches and nature activities. It’s the ideal retreat for those looking to immerse themselves in the natural beauty of Dominica.
Dish to Try: Callaloo Soup – Made from the leaves of the callaloo plant, this soup is a Caribbean staple often served with dumplings or breadfruit, providing a taste of Dominica’s traditional flavors.
Quintessential Experience: Explore the Waitukubuli National Trail, the Caribbean’s longest hiking trail, spanning 115 miles of diverse landscapes and ecosystems. Or visit the Carib Village by the Sea, where you can meet the Kalinago people, learn about their ancient traditions, and see their crafts and cooking methods firsthand.
Cool Fact: Dominica is often called the “Nature Island” because over 60% of the island remains covered by rainforest, making it one of the best places for eco-tourism and adventure seekers looking for pristine wilderness in the Caribbean.
Corn Island, Nicaragua: A Hidden Gem in the Caribbean
Untouched Beauty and Laid-Back Vibes
Why Go? Corn Island, located off the eastern coast of Nicaragua in the Caribbean Sea, is an unspoiled paradise known for its crystal-clear waters, white-sand beaches, and relaxed atmosphere. Comprised of two islands—Big Corn Island and Little Corn Island—it offers a perfect retreat for those seeking a quieter, more authentic Caribbean experience. Big Corn Island is larger and more developed, with local shops, beaches, and diving spots. Little Corn Island, however, is car-free and much more tranquil, offering incredible snorkeling and diving opportunities just off its pristine shores. With a slow pace of life and friendly locals, Corn Island is perfect for those looking to escape the crowds and immerse themselves in nature.
Where to Stay: Yemaya Island Hideaway & Spa – Located on Little Corn Island, this luxury eco-resort offers stunning beachfront bungalows, an intimate and serene atmosphere, and a commitment to sustainability. Yemaya provides an ideal spot for relaxation, with spa services, yoga classes, and delicious seafood dining overlooking the sea.
Dish to Try: Rondon – A traditional Corn Island dish made from coconut milk, plantains, yams, cassava, and a variety of meats such as fish, crab, or chicken. It’s a flavorful, hearty stew that showcases the local flavors of the island.
Quintessential Experience: Dive or snorkel in the waters surrounding Corn Island. The island is known for its rich marine life, including vibrant coral reefs, tropical fish, and even the occasional sea turtle. Take a boat trip around Little Corn Island to explore secluded beaches and uninhabited islets, or enjoy the simplicity of watching the sunset from the beach with a cocktail in hand.
Cool Fact: Corn Island is known for its Caribbean Creole culture, with a unique blend of Nicaraguan, African, and English influences. The island’s Creole language and traditions make it one of the most culturally distinct areas in Nicaragua
