Western & Eastern Caribbean: Mexico & Leeward Islands

Fort Lauderdale is South Florida's reinvented waterfront city, where three hundred miles of inland waterways, the NSU Art Museum's contemporary collection, and the tree-lined Las Olas Boulevard create a cruise departure point of genuine sophistication at Port Everglades. Arrive a day early between November and April to explore the 'Venice of America' by water taxi and discover the dining scene that has replaced Spring Break with year-round culinary ambition.

Half Moon Cay, a private island paradise in the Bahamas, is renowned for its stunning beaches and serene atmosphere. Must-do experiences include savoring local delicacies like conch fritters and exploring the vibrant markets. The best time to visit is during the winter months when the weather is pleasantly warm and inviting.

Falmouth is a Georgian architectural treasure on Jamaica's north coast, offering the Caribbean's finest colonial townscape alongside world-class jerk cuisine, bioluminescent lagoon tours, and bamboo rafting on the Martha Brae River. Must-do experiences include exploring the restored courthouse and market, tasting authentic jerk at roadside smokers, and visiting the Good Hope Estate. November through April is driest, but the north coast is pleasant year-round.

Grand Cayman is the Caribbean's most refined island — a place where the world's finest offshore finance sits comfortably beside Seven Mile Beach, consistently ranked among the hemisphere's most beautiful stretches of sand. Stingray City, where southern stingrays congregate in the shallow waters of a natural sandbar, offers one of the ocean's most magical wildlife encounters, while the reefs along the island's north wall deliver exceptional diving in crystalline visibility. George Town's duty-free shopping and exceptional dining — particularly fresh Caribbean lobster — complete a very polished package. November through April brings the most reliably sunny, dry weather.

Mahogany Bay on Roatán offers world-class snorkelling and diving on the Mesoamerican Barrier Reef, with pristine coral formations, eagle rays, and sea turtles just offshore. Essential experiences include the reef at West Bay Beach, traditional Garifuna cuisine, and the Magical Flying Beach Chair ride over the treetops. February through August provides the driest weather and clearest underwater visibility.

Belize City is a vibrant port town rich in history and cultural diversity, making it an exceptional gateway to Central America. Must-do experiences include savoring local delicacies like salbutes and exploring nearby attractions such as Harvest Caye and the stunning Blue Hole. The best season to visit is during the dry season from November to April, when the weather is most pleasant for outdoor activities.

Sacred pilgrimage island of the ancient Maya and now Mexico's most celebrated diving destination, Cozumel offers two distinct experiences in perfect combination. The vast Palancar Reef — part of the Mesoamerican Barrier Reef system — delivers some of the Caribbean's most spectacular underwater scenery, with drift diving through canyons draped in black coral and sea fans. Ashore, San Miguel's colourful streetlife, fresh ceviche, and handcrafted silver jewellery invite leisurely exploration. Diving conditions are excellent year-round, though November through April brings the clearest visibility and the calmest seas for surface excursions.

Fort Lauderdale is South Florida's reinvented waterfront city, where three hundred miles of inland waterways, the NSU Art Museum's contemporary collection, and the tree-lined Las Olas Boulevard create a cruise departure point of genuine sophistication at Port Everglades. Arrive a day early between November and April to explore the 'Venice of America' by water taxi and discover the dining scene that has replaced Spring Break with year-round culinary ambition.

Marigot Bay is St. Martin's French-side anchorage, where café culture, Fort Louis panoramas, and the nearby 'Gourmet Capital' village of Grand Case create the Caribbean's most elegant expression of Franco-Caribbean civilization. Visit December through April via Seabourn or Windstar for waterfront market spices, lobster thermidor, and the island that proves two nations sharing one coastline produces complementarity rather than conflict.

St. John's, Antigua's storied capital, anchors a natural harbor that has drawn seafarers since the seventeenth century, its Georgian cathedral and pastel-painted market hall bearing quiet witness to a complex colonial past. The crown jewel lies an hour's drive away at Nelson's Dockyard in English Harbour — the world's only still-functioning Georgian naval dockyard, set against the turquoise waters of one of the Caribbean's finest anchorages. Antigua's warm, dry climate makes it a year-round destination, though the exhilarating Sailing Week regatta in late April draws the most glamorous international crowd.

Roseau, the capital of Dominica, is a vibrant port city characterized by its colonial architecture and rich cultural heritage. Must-do experiences include savoring local delicacies like mountain chicken curry and visiting the bustling Roseau Market. The best time to visit is during the dry season from December to April, when the island showcases its natural beauty and festive spirit.

Castries, the capital of St. Lucia, is a vibrant port steeped in history and culture, offering stunning architecture and a lively market atmosphere. Must-do experiences include savoring the national dish, green fig and saltfish, and exploring the picturesque Marigot Bay. The best time to visit is during the dry season from December to April, when the weather is perfect for exploring this Caribbean gem.

Basseterre, capital of Saint Kitts and Nevis — the smallest sovereign nation in the Americas — is the gateway to an island whose volcanic drama and layered colonial history distinguish it from every other Caribbean port. Mount Liamuiga's cloud-capped summit and its rainforest-filled crater lake await hikers, while the UNESCO-listed Brimstone Hill Fortress, one of the finest surviving examples of British colonial military architecture, commands sweeping views across neighboring islands. The surrounding plantation inns — sugar estates converted into intimate boutique hotels — offer the most atmospheric accommodation in the Eastern Caribbean. Visit November through April for the driest, sunniest weather.

Charlotte Amalie, the capital of St. Thomas, unfolds across a hillside of Danish colonial buildings and cobblestone alleys above one of the Caribbean's most celebrated natural harbors, its duty-free shops and waterfront markets reflecting three centuries of mercantile tradition. Beyond the vibrant town, the island's real splendor reveals itself at Magens Bay — a sheltered arc of powdery sand consistently ranked among the world's most beautiful beaches — and at Coral World Ocean Park, where underwater observatories and sea encounters delight. The Caribbean's reliably warm and sunny climate makes St. Thomas a compelling destination throughout the year.

Half Moon Cay, a private island paradise in the Bahamas, is renowned for its stunning beaches and serene atmosphere. Must-do experiences include savoring local delicacies like conch fritters and exploring the vibrant markets. The best time to visit is during the winter months when the weather is pleasantly warm and inviting.

Fort Lauderdale is South Florida's reinvented waterfront city, where three hundred miles of inland waterways, the NSU Art Museum's contemporary collection, and the tree-lined Las Olas Boulevard create a cruise departure point of genuine sophistication at Port Everglades. Arrive a day early between November and April to explore the 'Venice of America' by water taxi and discover the dining scene that has replaced Spring Break with year-round culinary ambition.