Caribbean & Antilles from Miami

Miami is a city of perpetual reinvention — the Art Deco jewel of South Beach giving way to the street-art murals of Wynwood, the Cuban rhythms of Calle Ocho, and the glass-and-steel towers of a skyline that has redrawn itself every decade since Julia Tuttle convinced Henry Flagler to extend his railroad south in 1896. Must-dos include strolling the pastel-fronted Ocean Drive at dusk and exploring the world-class collections at the Pérez Art Museum Miami overlooking Biscayne Bay. November through April delivers idyllic weather — warm and dry — while summer brings heat, humidity, and hurricane risk. Miami handles cruise departures elegantly, with the Port of Miami a short taxi ride from the best neighbourhoods.

Puerto Plata, cradled between the Atlantic and the lush peak of Isabela de Torres on the Dominican Republic's northern coast, is one of the Caribbean's most historically layered ports. Take the Swiss-built cable car to the mountain summit for panoramic views before exploring the amber mines and the charming Victorian gingerbread architecture of the Malecón. Playa Dorada's golden sands and the kite-surfing mecca of Cabarete offer thrilling contrasts, while Brugal rum distillery tours illuminate the island's liquid heritage. November through April brings the driest, most luminous weather.

San Juan, Puerto Rico's radiant colonial capital, is one of the Americas' most compellingly layered cities — a place where the sixteenth-century fortresses of El Morro and San Cristóbal stand sentinel over streets of painted townhouses and flowering balconies. The cobblestoned lanes of Old San Juan pulse with world-class rum bars, ceviche stands, and rooftop restaurants serving the island's vibrant cocina criolla. La Fortaleza, the oldest executive mansion in the Western Hemisphere still in use, anchors the historic district. Florecer, the district's famed bioluminescent bay, glows emerald after dark. January through April offers the most idyllic conditions.

Nassau wears its layered past lightly — pirates once commanded these shores, and the elegant colonial facades along Bay Street still whisper of British rule — but today the Bahamian capital is above all a place of cerulean water and indolent pleasure. The Queen's Staircase, 65 steps hand-carved from solid limestone by enslaved labourers in the late 18th century, and the clifftop ruins of Fort Fincastle reward those who venture beyond the waterfront boutiques. Paradise Island's Harbour island, accessible by water taxi, delivers some of the Atlantic's most celebrated pink-sand beaches. Nassau is year-round in climate; November through April brings the most reliably perfect weather.

Miami is a city of perpetual reinvention — the Art Deco jewel of South Beach giving way to the street-art murals of Wynwood, the Cuban rhythms of Calle Ocho, and the glass-and-steel towers of a skyline that has redrawn itself every decade since Julia Tuttle convinced Henry Flagler to extend his railroad south in 1896. Must-dos include strolling the pastel-fronted Ocean Drive at dusk and exploring the world-class collections at the Pérez Art Museum Miami overlooking Biscayne Bay. November through April delivers idyllic weather — warm and dry — while summer brings heat, humidity, and hurricane risk. Miami handles cruise departures elegantly, with the Port of Miami a short taxi ride from the best neighbourhoods.

Ocho Rios is Jamaica's waterfall-blessed north coast resort town, home to the iconic Dunn's River Falls and Ian Fleming's GoldenEye estate where every Bond novel was written. Must-dos include climbing Dunn's River Falls, tasting jerk at Scotchies, and sampling Blue Mountain coffee. December through April offers the driest, most comfortable conditions.

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.

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.

Miami is a city of perpetual reinvention — the Art Deco jewel of South Beach giving way to the street-art murals of Wynwood, the Cuban rhythms of Calle Ocho, and the glass-and-steel towers of a skyline that has redrawn itself every decade since Julia Tuttle convinced Henry Flagler to extend his railroad south in 1896. Must-dos include strolling the pastel-fronted Ocean Drive at dusk and exploring the world-class collections at the Pérez Art Museum Miami overlooking Biscayne Bay. November through April delivers idyllic weather — warm and dry — while summer brings heat, humidity, and hurricane risk. Miami handles cruise departures elegantly, with the Port of Miami a short taxi ride from the best neighbourhoods.