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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 some of the best beaches in the Caribbean, boasting crystal-clear waters, vibrant coral reefs and picture-perfect lagoons teaming with marine life
  • Lounge on the black-sand beach of Mount Wynne before overnighting on the tiny island of Bequia, a mere seven square miles of tranquillity that’s often referred to as "the best-kept secret" of the Caribbean
  • Soak up the sun in beautiful Barbados with a three-night pre-cruise stay at the iconic Cobblers Cove
  • Explore the rarely travelled Lesser Antilles and discover a world of untouched beauty
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directions_boatSeaDream Yacht Club

SeaDream I
The Glorious Grenadines

The Glorious Grenadines

calendar_month10 Nights from 23-Nov-2024
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
  • Immerse yourself in the rich history, culture, and natural beauty of the Caribbean. Visit vibrant cities like Fort-de-France in Martinique, Gustavia in St. Barts, and Castries in St. Lucia.
  • Stroll through charming cobblestone streets, admire pastel-coloured buildings and experience the vibrant Creole culture.
  • Explore untouched natural wonders like the Emerald Pool in Dominica and the Piton Mountains in St. Lucia.
  • Experience the tranquillity of Barbados during your stays at the Colony Club before and after your cruise.
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directions_boatOceania Cruises

Oceania Vista
Windward Island Escape

Windward Island Escape

calendar_month15 Nights from 25-Jan-2022
Please contact our Luxury Travel Specialists for a quote
  • Enjoy pre- and post-cruise beachside stays in Florida
  • Explore characterful towns full of Caribbean flair
  • Discover the Caribbean's rich heritage and historical sites
  • Laze on golden beaches and swim in crystal-clear sea
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directions_boatCelebrity Cruises

Celebrity Beyond
Ultimate Southern Caribbean

Ultimate Southern Caribbean

calendar_month13 Nights from 13-Nov-2024
Luxury Beach Holidays
Please contact our Luxury Travel Specialists for a quote

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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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