The Cayman Islands, a trio of sun-soaked jewels in the Caribbean, offer more than just postcard-perfect beaches. With world-class snorkeling, luxurious resorts, and vibrant festivals, this tropical destination is a bucket-list escape. For seamless travel, the Cayman Islands are well-connected to major U.S. cities via direct flights. The Cayman Islands are an effortless escape from daily life.

Yes, you can absolutely fly from Miami to Cuba! Miami is one of the primary gateways to Havana, making it one of the easiest routes for US travelers to access the island. Expect a short flight of just over an hour, making Cuba an ideal destination for a quick getaway. Enjoying a ride in a classic car is also a must-do, with plenty of drivers ready to take you around Havana or the scenic Malecón.

The Bahamas is a paradise of sun-drenched beaches, crystal-clear waters, and a stunning collection of islands. But with so many options, where do you begin? We’ve narrowed it down the most captivating islands, each offering unforgettable experiences, from hidden beaches to luxurious resorts to thrilling marine adventures. These are the Bahamas’ most breathtaking islands you must visit now.

Barbados is making waves as the ultimate Caribbean destination for foodies. This island’s unique culinary scene blends a fusion of British, African, Indian, and Indigenous influences, creating a flavor-packed taste unlike any other. From flying fish and cou-cou, the island’s national dish, to the legendary Bajan pepper sauce that packs an irresistible heat, every bite tells a different story.

For those looking to truly indulge in the idyllic opulence of the iconic Fairmont El San Juan Hotel, the extravagant $50,000 “Best in Class” Epicurean Retreat Package offers an impressive array of exclusive tailor-made experiences. This vibrant island is more than just a tropical destination; it’s a culinary mecca that invites you to lose yourself in its dynamic food culture.

Dreaming of a quick Caribbean getaway without breaking the bank? Look no further than the Dominican Republic, the ultimate budget-friendly island destination that combines cheap flights with affordable hotels. Known for breathtaking beaches and endless adventure, the Dominican Republic is the easiest and cheapest Caribbean island to reach, making it the perfect vacation spot.

Miramar, in the heart of San Juan, offers visitors a blend of history, culture, and urban life. This vibrant neighborhood boasts a rich architectural heritage, its streets adorned with beautiful buildings reflecting a mix of Spanish Colonial and Art Deco styles. Visitors can wander along the tree-lined streets, marveling at the ornate facades. These are the best things to do in Miramar, San Juan.

We sat down with Executive Chef Emmanuel Calderon of SALT at Four Seasons Resort & Residences Anguilla in West End, Anguilla.

San Andrés Island, situated in the Caribbean Sea off the coast of Colombia, is pure paradise with its pristine beaches and azure waters. Whether lounging on the powdery sands of Playa Spratt Bight, snorkeling among vibrant coral reefs, or exploring the historic sites of San Andrés, this island offers endless opportunities for adventure. These are the best reasons to visit San Andres, Colombia now.

Puerto Rico, a tropical jewel in the Caribbean, boasts a rich cultural tapestry, stunning landscapes, and welcoming communities. Beyond its vibrant cities, the island is dotted with charming towns that offer a unique blend of history, natural beauty, and local flavor. These are the best towns to visit in Puerto Rico and why.

San Juan's diverse culinary scene offers a tantalizing array of flavors, from traditional Puerto Rican dishes like mofongo to fusion cuisine. From the lush rainforests of El Yunque to the pristine beaches of Isla Verde and Condado, San Juan will captivate you with its unique blend of culture, beauty, and charm. These are the best reasons to visit San Juan, Puerto Rico.

We sat down with Executive Chef Edimar Vazquez of Marmalade Restaurant in Old San Juan — praised as “the best restaurant in Puerto Rico.” Marmalade stands out for its exceptional service, and unique culinary offerings. The white bean soup is frequently singled out as a “must-have” dish, indicative of the eatery's attention to detail and commitment to flavor.

Dreaming of a romantic wedding in the Caribbean? From simplified legal processes to diverse wedding packages and stunning beaches, these islands offer the perfect blend of convenience and romance for a memorable celebration of love. These are the easiest Caribbean islands to get married on and celebrate love amidst breathtaking landscapes, warm hospitality, and hassle-free budget-friendly wedding.

Tucked away in the turquoise waters of the Caribbean Sea — Roatan, Honduras stands as a best-kept secret for visitors seeking a perfect blend of tropical beauty and vibrant marine life. With its coral reefs and pristine beaches, Roatan is as a destination where relaxation and adventure converge. This is why Roatan, Honduras Is the Caribbean’s must-visit secret island.

Orange Walk and Gallon Jug, Belize welcomes you with its lush landscapes and meandering New River. The region's crown jewel, Lamanai Mayan Ruins, stands as a testament to the ancient Mayan civilization, offering you the chance to explore towering pyramids, intricate stone carvings, and well-preserved archaeological wonders. These are the best things to do in Orange Walk and Gallon Jug, Belize.

Saint Barthélemy, affectionately known as St. Barths, stands as a jewel in the azure waters of the Caribbean Sea. This small island, renowned for its luxurious atmosphere, pristine beaches, and French flair, is a haven for those seeking an unforgettable tropical escape.

We sat down with Executive Chef Ian Vasquez of Chan Chich Lodge in Orange Walk, Belize.

We sat down with Executive Chef Michael Matthews of The Fred in Frederiksted, St. Croix, U.S. Virgin Islands.

We sat down with Executive Chef Cédrik Ollivault of Beach House at Rosewood Le Guanahani in Saint Barthelemy.

As winter's chill settles in, the Cayman Islands emerge as an enticing haven of sun-soaked beaches, crystal-clear waters, and unrivaled relaxation. With its perfect blend of Caribbean charm and modern luxury, the Cayman Islands beckon as the ultimate winter getaway. Join us as we explore why these the Cayman Islands are the go-to destination for those seeking a warm respite from the winter.