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Caribbean Itineraries with Elegant Resorts

Colourful and charming — the Caribbean has something for everyone, whether it’s barefoot beach luxury, compelling culture, thrilling watersports or world-class golf. Largely unspoilt and spectacularly diverse, spend your journey through the Caribbean enjoying untouched white-sand beaches, delicious cuisine and beautiful tropical weather. Beneath the surface, the Caribbean withholds an underwater paradise, teeming with tropical marine life and hidden treasures that can offer a phenomenal diving experience.

A luxury Caribbean journey is perfect for couples and families alike — indulge as you enjoy an intimate and romantic stay in Turks and Caicos, or embrace spending together with a multi-generational break to The Bahamas, with plenty of fantastic adventures sure to keep young guests smiling. Pair a tranquil Caribbean retreat with time in the some of the USA’s most eccentric cities, such as New York and Miami, for an unrivalled blend of both relaxation and exploration, or go island-hopping across the sun-kissed archipelago and discover each destination’s unique personality.

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  • Visit Casa Azul (Blue House), where the personal belongings and artwork of renowned Mexican artist Frida Kahlo are on display
  • Meet local artisans working on their crafts in San Miguel de Allende – from handmade woollen rugs to papier-mâché sculptures
  • Stroll through San Miguel’s marvellous main food market, before a private cooking class with a chef
  • Spend time in sun-soaked Los Cabos, home to world-class marinas and authentic plazas
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The Marvels of Mexico

The Marvels of Mexico

calendar_month10 Nights
Culture & History Luxury City Breaks Dining & Gourmet
From £8,685 per person
  • Experience The National Anthropology Museum in Mexico City on a private, out-of-hours guided itinerary
  • Explore the canals of Xochimilco on a trajinera boat to learn about the Aztec’s ingenious technique for growing food
  • Delve into Mayan history and natural wonders at the archaeological site of Palenque and the Misol Ha waterfall
  • Take a boat ride down the salt-water lagoon of Celestun, home to more than 2,000 pink flamingos
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Exploring Mexico

Exploring Mexico

calendar_month14 Nights
Wildlife Encounters Luxury Beach Holidays Luxury City Breaks
From £8,435 per person
  • Relax on Barbados' stunning Platinum Coast with pre- and post-cruise stays at an adults-only beachfront hotel
  • Discover pristine island paradises and blissful beaches
  • Soak up laid back Caribbean culture and sample tasty Creole cuisine
  • Experience an authentic sailing experience onboard one of the world's largest and tallest sailing vessels
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directions_boatStar Clippers

Royal Clipper
Royal Clipper - Grenadine Islands

Royal Clipper - Grenadine Islands

calendar_month13 Nights from 18-Jan-2025
Luxury Beach Holidays
Please contact our Luxury Travel Specialists for a quote
  • Discover the hidden gems of the Caribbean's eastern islands with off-the-beaten-path adventures and unique experiences
  • Enjoy stays at the Fontainebleau Miami Beach, a luxury hotel known for its stunning architecture, world-class amenities and prime location in Miami Beach
  • Each port of call on this cruise offers something different, from the natural beauty of Dominica to the vibrant culture of Grenada to the delicious food of St. Lucia
  • This cruise visits several islands with charming waterfront promenades, perfect for strolling and taking in the views
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directions_boatOceania Cruises

Oceania Vista
Idyllic West Indies

Idyllic West Indies

calendar_month14 Nights from 09-Mar-2025
Please contact our Luxury Travel Specialists for a quote
  • Explore the diverse beauty of the Caribbean, from the lush rainforests of Dominica to the pristine beaches of St. Maarten
  • Indulge in world-class amenities, gourmet dining and pampering spa treatments while cruising through the crystal-clear waters
  • Immerse yourself in the rich history and vibrant culture of each island
  • Discover hidden coves, snorkel in crystal-clear waters, hike through lush rainforests and encounter diverse marine life
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directions_boatSea Cloud Cruises

Sea Cloud II
Sun, Sea and Serenity

Sun, Sea and Serenity

calendar_month7 Nights from 17-Mar-2025
Please contact our Luxury Travel Specialists for a quote
  • Explore six of the Caribbean’s idyllic islands, all while immersed in Seabourn’s intimate small-ship ambience aboard the sleek, yacht-inspired Seabourn Ovation
  • Discover history, natural wonders and mesmerising underwater scenes on an inspiring journey to some of the region’s most breathtaking destinations
  • Savour Creole flavours, French-inspired cuisine and taste local produce as you explore each island’s rich culinary traditions
  • Embrace the laidback Bajan charm of the Coral Reef Club on Barbados’ west coast during a six-night post-cruise stay
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directions_boatSeabourn

Seabourn Ovation
Caribbean Gems

Caribbean Gems

calendar_month13 Nights from 13-Mar-2025
Luxury Beach Holidays
Please contact our Luxury Travel Specialists for a quote
  • From the rustic, laidback vibe in Bequia to sophisticated St Barts, experience the diverse charm of the Caribbean visiting eight islands, all with their own unique allure
  • Spend five nights pre-cruise at a luxurious beach resort on Barbados’ stunning Platinum Coast
  • Discover the Caribbean’s spellbinding scenery, interesting history and tastebud-tickling cuisine as you cruise from island to island, returning to your luxurious cruise ship each night
  • Enjoy unforgettable underwater adventures snorkelling or scuba diving through coral-rich waters alive with vibrant marine life
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directions_boatSilversea

Silver Spirit
Bridgetown to Fort Lauderdale, Florida

Bridgetown to Fort Lauderdale, Florida

calendar_month15 Nights from 28-Jan-2025
Luxury Beach Holidays
Please contact our Luxury Travel Specialists for a quote

Showing 7 out of 7 itineraries

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Our Luxury Travel Specialists are an enthusiastic, passionate and committed group of people who are exceptionally well travelled.

Our dedicated Tailor-Made Itineraries experts are ready to help you design your luxury holiday.

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Elegant Resorts Luxury Travel Specialist
Elegant Resorts Luxury Travel Specialist
Elegant Resorts Luxury Travel Specialist
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