The Caribbean is calling and it has never looked better.
We have spent over a decade curating the very best of it. Let us help you get there.
Conde Nast Gold List and Readers Choice properties. Trusted partners on the ground. Safety-assessed and personally curated. Decades of expertise behind every recommendation.
Over 10 Years of Extraordinary ✦ IGLTA Certified ✦ Serandipian Member ✦ 1000+ Journeys Crafted
Why Now?
Open, Stable, and Filling Fast
Westbound travel from the US to the Caribbean has never looked more reliable. Every island in our collection is safety-assessed, recommended with full confidence, and at its beautiful best from December through April. Zero hurricane risk. Perfect weather. And the finest boutique properties in the world – filling up faster than people expect.
Six Islands. Six Experiences. All Extraordinary.
Turks and Caicos: The World’s Best Beach
Voted number one island in the world by Conde Nast Traveller readers in 2025. Private villa enclaves, world-class snorkelling, and a see-and-be-seen energy matched with genuine peace. Rock House and COMO Parrot Cay for guests who want excellence without compromise.
Best for: Couples, honeymooners, and anyone who genuinely needs to switch off.
Jamaica: Soul, History, Iconic Properties
Round Hill Hotel and Villas (Conde Nast Gold List 2024), GoldenEye, and Rockhouse — three completely different Jamaicas, all extraordinary. River tubing, waterfall treks, and deep cultural immersion alongside world-class beach time.
Best for: Culture-lovers and romantics who want Caribbean depth alongside their sun.
Antigua: Boutique and Beautiful
Hermitage Bay (Conde Nast Gold List 2026) and Jumby Bay private island — intimate, all-inclusive, and unlike anything else in the region.
Best for: Guests who have done the big resorts and want something quieter and more personal.
St. Barths: The Pinnacle of Glamour
Cheval Blanc — Guerlain spa, Jean Imbert’s menu, Flamands beach — and Eden Rock. For those who want world-class food, flawless design, and the safest island in the Caribbean.
Best for: Discerning travellers who want the very best in every dimension.
Grenada: The Spice Isle Rising
Six Senses La Sagesse (Conde Nast Hot List and Readers Choice 2025) and Silversands Beach House — two of the most exciting properties in the Caribbean right now.
Best for: Adventurous couples who want to discover somewhere before everyone else does.
Curacao: Colour, Culture, World-Class Reef
Vibrant Dutch colonial culture, extraordinary diving, and Sandals Royal Curacao — a 2025 Conde Nast Readers Choice winner. Fresh, colourful, and genuinely engaging.
Best for: Families and guests who want culture and colour with their beach time.
Why Book With Sikeleli Travel?
Ten Years. The Right Partners. Genuine Care.
A decade of Caribbean relationships means insider access.
Trusted partners on the ground
Carefully chosen operators at every destination who share our standards.
One point of contact
One expert from first enquiry to return flight. No handoffs.
Honestly advised
We monitor advisories daily and will tell you exactly what you need to know.
How It Works
Three Steps to Your Escape
Step 1 – Tell Us About You: a short call with your Sikeleli expert.
Step 2 – Receive Your Proposal: right island, right property, right room – bespoke for you.
Step 3 – Travel: we handle logistics. You handle the sunscreen.
Peak Season Fills Faster Than You Think
- December through April is the Caribbean’s golden season – perfect weather, zero hurricane risk.
- Hermitage Bay, Jumby Bay, Cheval Blanc, and Round Hill have very limited availability.
- If you are thinking about Christmas, New Year, or February — reach out today.
Frequently Asked Questions
Yes. For every island in our collection. We monitor advisories daily and are always happy to talk through current conditions before you commit.
For December through March, at least 3 to 4 months ahead. Our recommended properties are boutique — availability is genuinely limited.
The Caribbean is waiting.
Let us plan your perfect escape. Contact Danni on: danni@sikelelitravel.com
Ready to join us in the Caribbean?
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