14-Day Western & Eastern Caribbean: Mexico & Bahamas Holiday

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.

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.

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.

George Town, the capital of the Cayman Islands, is a vibrant port known for its rich history and diverse culinary scene. Must-do experiences include savoring local delicacies like conch fritters and exploring nearby attractions such as Cayman Brac and Little Cayman. The best season to visit is during the winter months, when the weather is pleasantly warm and ideal for outdoor adventures.

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.

Amber Cove is a purpose-built cruise gateway on the Dominican Republic's northern coast, just minutes from the historic city of Puerto Plata — where Spanish colonial fortresses and a Victorian-era cable car await beneath the shadow of Isabel de Torres mountain. The port itself offers a tiered freshwater pool complex, watersports, and a curated market of amber jewelry, featuring some of the finest specimens in the world with prehistoric insects preserved inside. The surrounding Cibao Valley is prime territory for zip-lining through rainforest canopy. Visit November through April to enjoy the island's most reliably sunny season.

Grand Turk, the capital of the Turks and Caicos Islands, is a captivating port known for its rich history and stunning natural beauty. Must-do experiences include savoring local dishes like conch fritters and exploring the nearby paradise of Providenciales. The best time to visit is from December to April, when the weather is most pleasant and ideal for beach activities.

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.

Key West is the southernmost point of the continental United States, a tropical island of Victorian conch houses, Hemingway's six-toed cats, and the only living coral reef in the country. Must-dos include touring the Hemingway Home, tasting authentic Key lime pie and conch fritters, and watching the sunset spectacle at Mallory Square. November through April offers the most comfortable weather with lower humidity and warm ocean temperatures.

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.