Tailor-Made Holidays to the Caribbean
The Caribbean is a region like no other. Here, turquoise seas meet sun-soaked beaches, and each island has its own distinct personality. From the chic luxury of St Barts to the laid-back charm of Tobago, the Caribbean is a patchwork of cultures, cuisines, and landscapes waiting to be explored.
Whether you dream of a luxury beach retreat, an island-hopping sailing adventure, or simply unwinding in the sunshine with a rum cocktail in hand, a tailor-made holiday allows you to experience the Caribbean in a way that’s as unique as you are.
With year-round sunshine, excellent flight connections from the UK, and an unrivalled mix of relaxation and adventure, the Caribbean is the perfect destination for honeymooners, families, and anyone looking to escape the ordinary.
To help you find the perfect island, we’ve grouped our featured destinations into themes. Whether you’re looking for luxury and indulgence, cultural discovery, or natural beauty, the Caribbean has an island for you.
Luxury & Glamour
For travellers who want chic resorts, world-class dining, and a touch of celebrity sparkle.
St Barts – Chic & Exclusive
- The Caribbean’s most fashionable island, with luxury villas, designer boutiques, and pristine beaches, all wrapped in French flair.
Barbados – The Glamorous All-Rounder
- A perennial favourite that balances sophistication with fun — luxury West Coast resorts, lively nightlife, and fine dining.
Anguilla – Understated Luxury
- Serene and exclusive, Anguilla is perfect for those seeking peace, privacy, and boutique-style indulgence.
Antigua – 365 Beaches of Paradise
- With a beach for every day of the year and a thriving sailing scene, Antigua combines elegance with vibrant island life.
Nature & Adventure
Ideal for those who love rainforests, wildlife, hiking, and diving.
Grenada – The Spice Isle
- Fragrant plantations, rainforest trails, waterfalls, and one of the Caribbean’s most beautiful beaches: Grand Anse.
Tobago – Authentic Caribbean Charm
- Perfect for birdwatchers and divers, Tobago also offers rainforest adventures and palm-fringed beaches.
Dominican Republic – Colour, Culture & Coastlines
- Diverse landscapes, from golden beaches and mountains to whale-watching in Samaná and heritage in Santo Domingo.
Guadeloupe – French-Caribbean Flair
- A fusion of French style and Caribbean nature, offering volcanic hikes, rum distilleries, and cultural markets.
Authentic & Unspoilt
For travellers who want to escape the crowds and experience the Caribbean at its most genuine.
St Vincent & The Grenadines – Barefoot Elegance
- A scattering of emerald-green islands with deserted beaches, luxury hideaways, and world-class sailing.
British Virgin Islands – A Sailor’s Dream
- Best explored by yacht, this archipelago offers hidden anchorages, pristine waters, and a wonderfully laid-back vibe.
Tobago – The Caribbean, Untouched
- With friendly locals, rainforest walks, and relaxed charm, Tobago is the Caribbean’s best-kept secret.
Culture & Heritage
Islands rich in music, history, and unique traditions.
Jamaica – Rhythms, Culture & Natural Beauty
- The home of reggae, rum, and vibrant spirit, with adventures from Blue Mountain trails to beachside relaxation.
Dominican Republic – Historic & Diverse
- From the colonial streets of Santo Domingo to lively festivals and vibrant local culture.
Guadeloupe – Creole Traditions & French Flair
- A true melting pot, where French sophistication meets colourful Creole culture.
Year-Round Sunshine
For travellers who want a guaranteed escape from the UK winter.
Aruba – The Dutch Caribbean Escape
- With year-round sunshine, Aruba is a safe bet at any time of year, offering lively beaches, desert landscapes, and Dutch charm.
Your Caribbean, Your Way
Each island has its own character, but all share warm hospitality, incredible beaches, and year-round sunshine. With our tailor-made holidays, you can:
- Choose one island for a deep dive into its culture and beauty.
- Combine two or more for a multi-island escape.
- Balance luxury, adventure, and relaxation in a way that suits you.
Wherever you go, the Caribbean promises unforgettable memories and the perfect island experience.