Whether you choose to spend your time lazing on the beach in glitzy Barbados, cruising through gin-clear waters of the British Virgin Islands, exploring old spice estates in Grenada or hiking through the Saint Lucian jungle, a trip to the Caribbean is every bit as impressive as its reputation suggests.
Our best advice is to visit several islands to get a sense of the region’s diversity and our sample itineraries intend to show you how. Devised by our Caribbean specialists and based on routes that work particularly well, they aim to offer some inspiration before our specialists set to work tailoring your itinerary to your personal interests and ensuring you make the most out of your time in the region.
Start planning your tailor-made trip by contacting one of our Caribbean specialists
These itineraries are designed to give you some suggestions for what is possible when you travel in the Caribbean, and they showcase some of the routes that we've found work particularly well. Treat them simply as inspiration, because your trip will be created uniquely for you by one of our specialists based on your particular tastes and interests.
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Experience Bridgetown on foot with a guided walking tour.
Join the locals on a Friday evening for Oistins Fish Fry.
Visit Bequia's small, quaint capital town, Port Elizabeth.
Navigate your way along the Belmont coastal walkway.
Learn about the vibrant spice history of Grenada.
Explore Grenada's quiet northern territory.
Board a catamaran to see the spectacular Saint Lucian sunset.
Hike the summit of Gros Piton.
Discover calm cove beaches in Nevis.
Explore Nevis's capital Charlestown.
Head to Shirley Heights for great panoramic views.
Explore historic Nelson's Dockyard.
Secluded in the horseshoe shaped Carlisle Bay flanked by white sand, azure waters and tropical forests.
Suites are light and airy with modern colours and a hint of Caribbean flair.
CARA spa offers serene spa treatments using organic ingredients.
Hike through the forest, sail on a catamaran or scuba dive under the waves.
Learn about the vibrant spice history of Grenada.
Experience Bridgetown on foot with a guided walking tour.
Visit Princess Margaret Beach.
Experience Bridgetown on foot with a guided walking tour.
Join the locals on a Friday evening for Oistins Fish Fry.
Head to Shirley Heights for great panoramic views.
Explore historic Nelson's Dockyard.
Embark on a seafaring adventure navigating the Windward Isles onboard the Royal Clipper Sailing vessel.
Take some time to visit the historical highlights on Barbados, including St. Nicholas Abbey, Bathsheba and Holetown.
Sample some of the island's best food in Speightstown or Oistins.
Hike the summit of Gros Piton.
Board a catamaran to see the spectacular Saint Lucian sunset.
Learn about the vibrant spice history of Grenada.
Explore Grenada's quiet northern territory.
Hike the rainforest surrounding the prestigious Piton Mountains.
Enjoy the bars and restaurants in Rodney Bay Marina.
Head to Shirley Heights for great panoramic views.
Explore historic Nelson's Dockyard.
Stroll along the famous South Beach.
Hike the rainforest surrounding the prestigious Piton Mountains.
Explore the chocolate making process.
Snorkel around the Tobago Cays.
