Luxury Caribbean Vacations 2026/2027
The islands of the Caribbean are bursting with incredible scenery, tropical climates and rich biodiversity. Gaze along the beach and admire the turquoise waters thriving with dolphins, turtles and shallow coral reefs as you relax along the tranquil shores. This iconic holiday destination is wonderfully diverse, yet concistently warm and welcoming.
For the Caribbean honeymooners, indulge in a luxurious spa service and take long walks along the shallow waters of St. Barth’s, or the sandy beaches of Turks & Caicos. For the adventurer in you, explore the volcanic, mountainous Grenadines and take in the bountiful birdlife, while soaking in the spectacular island views.
The Caribbean is also the perfect backdrop for spending quality time with the family, while keeping the younger ones busy with endless water activities. Enjoy boating leisurely along the coast or play a round of competitive golf.
From the romantic landscapes of St. Lucia to the vibrant Caribbean culture of Jamaica, each island is wonderfully unique and welcoming. Wherever you choose, enjoy delicious food, gorgeous beaches and warm waters – the perfect luxury Caribbean vacation in the sun.
Example Tours of Caribbean
Discover the extraordinary with expertly crafted itineraries that reveal Caribbean's hidden gems and iconic highlights. Our handpicked experiences and seamless planning ensure effortless travel tailored to every type of explorer, delivering insights only locals know for travel that takes you further.
Top Hotels in Caribbean
We’ve travelled the length and breadth of Caribbean and tested every possible route to enable us to curate itineraries that work absolutely seamlessly, taking in the country’s many highlights at just the right pace. Packed with unique experiences and handpicked hotels, our trips deliver unforgettable travel moments.
What Our Guests Have Said
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"Lucy, in partnership with Sabina, did an incredible job of putting together the perfect, relaxing trip for myself and my mom. The ease which she made planning the trip for me cannot be overstated, and I cannot thank her enough for that."AC - March 2025Traveled to St Lucia
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"We loved the Calabash. It was exactly what we were looking for as it relates to our New Years trip - thank you!"JL - January 2025Traveled to Grenada
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"Lucy was an excellent and professional travel adviser. She listened to my needs and as a result, we had a wonderful holiday."JG - January 2024Traveled to St Vincent & Grenadines
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"Lucy was wonderful in giving us context and thoughtful insight into planning our honeymoon. She listened to what we wanted and made the trip an incredible experience."TJ - January 2023Traveled to Anguilla
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"Great vacation well thought out. Last minute my daughter who was supposed to travel contracted COVID, Scott Dunn was quick to respond. Agents were always available to answer questions. Felt like I was in great hands."CA - January 2023Traveled to Belize