The Best Luxury Caribbean Resorts for a Relaxing Escape

White-sand beaches. Turquoise waters. Five-star comfort. If you're dreaming of pure indulgence under the sun, luxury Caribbean resorts promise the kind of peaceful retreat you won’t soon forget. Whether you're looking for a quiet villa tucked away on a private island or a sophisticated resort with every amenity at your fingertips, the Caribbean offers a variety of high-end escapes that tick every box.

This handpicked guide features some of the best resorts across the Caribbean, blending exclusivity, personal service, and the kind of surroundings that redefine relaxation.

What Makes the Caribbean Perfect for Luxury Travel?

The Caribbean is more than a collection of tropical islands. It’s a sanctuary for travellers seeking sun-soaked elegance and exceptional service. From Barbados to St Lucia, the region boasts some of the finest luxury Caribbean resorts in the world. With warm temperatures year-round, easy access from the UK, and a blend of cultures that enhances every experience, it’s easy to see why the Caribbean remains a top choice for a deluxe getaway.

Jade Mountain, St Lucia

Perched above the sparkling Caribbean Sea, Jade Mountain in St Lucia offers architectural drama and unrivalled privacy.

Each of its open-concept sanctuaries features a missing fourth wall, allowing uninterrupted views of the iconic Pitons and the ocean beyond.

With a private infinity pool in many rooms and personal butler service, this resort blends romance, serenity, and natural beauty.

Dining is equally impressive. Guests can enjoy locally-sourced cuisine at the Jade Mountain Club or arrange a candlelit meal in their own suite.

Looking to stay at Jade Mountain? We have a range of tailored offers to suit every travel style.

Speak to us about the latest packages, upgrades, and exclusive perks available right now.

Amanera, Dominican Republic

Amanera sits along Playa Grande, a golden stretch of sand bordered by lush jungle and dramatic cliffs. This refined hideaway offers a mix of modernist design and traditional Caribbean charm. Each standalone casita has floor-to-ceiling glass, private pools, and ocean views. The resort offers golf, spa treatments, and nature hikes, making it perfect for those seeking relaxation with a touch of adventure.



With wellness at its core, Amanera includes personalised programmes, locally inspired treatments, and dining that celebrates regional ingredients.

Speak with us about the best offers available for Amanera. We have flexible options and upgrades that make this retreat even more irresistible.

COMO Parrot Cay, Turks and Caicos

Set on its own private island, COMO Parrot Cay is one of the Caribbean’s most exclusive escapes. Accessible only by boat, this resort offers laid-back elegance across beachfront villas and residences. The focus here is total wellness. Think yoga by the sea, holistic therapies, and a menu designed around nourishment and flavour.

COMO's commitment to wellbeing pairs perfectly with its tranquil setting. Whether lounging by the pool or strolling along powdery beaches, relaxation is effortless here.

We can help you plan a bespoke stay at COMO Parrot Cay in Turks and Caicos. Ask us about exclusive rates, wellness packages, and family-friendly villas.

Belmond Cap Juluca, Anguilla

Belmond Cap Juluca offers beachfront glamour on the quiet shores of Maundays Bay. Recently renovated, the resort delivers fresh, Mediterranean-inspired design and relaxed sophistication. Each room and villa opens directly onto the beach, and many include private pools, shaded terraces, and hammocks made for afternoon naps.

From gourmet dining to water sports, there’s something for everyone. The vibe is low-key, refined, and perfectly suited to couples or families looking to slow down.



We often have bespoke offers for Cap Juluca. Whether you're after a romantic escape or a family break, we’ll tailor a stay that suits your needs.

Rosewood Little Dix Bay, British Virgin Islands

Tucked into a secluded crescent bay on Virgin Gorda, Rosewood Little Dix Bay is a haven of understated luxury. Originally founded by conservationist Laurance Rockefeller, the resort remains a pioneer of barefoot elegance. Villas and suites sit harmoniously within the landscape, and service is warm but discreet.

With a focus on sustainability and wellness, the resort encourages guests to connect with nature. Snorkelling, sailing, and spa days are all part of the rhythm here.



Enquire with us to find out more about stays at Rosewood Little Dix Bay. We can access seasonal offers, family packages, and honeymoon upgrades.

One&Only Ocean Club, Bahamas

This legendary retreat on Paradise Island in the Bahamas offers timeless glamour. One&Only Ocean Club features colonial architecture, Versailles-inspired gardens, and powder-soft beaches. The resort blends Caribbean warmth with European elegance, making it a favourite for A-list travellers.

The service is exceptional, with 24-hour butlers, private dining options, and bespoke excursions. The spa and golf course elevate the experience further.

Let us help you create your dream trip to One&Only Ocean Club. We’ll share current offers and availability for your preferred dates.

Hermitage Bay, Antigua

Nestled in a secluded bay and surrounded by lush hills, Hermitage Bay is a boutique all-inclusive resort perfect for travellers seeking serenity. With just 30 individual suites, it’s intimate and peaceful. Each suite has a private outdoor shower, and the hillside suites come with plunge pools overlooking the Caribbean Sea.

The food is organic and locally sourced, with menus changing daily. The wellness pavilion offers yoga, meditation, and spa treatments inspired by island traditions.

Interested in Hermitage Bay? Ask us about seasonal promotions to Antigua and all-inclusive packages available for your travel dates.

Sugar Beach, A Viceroy Resort, St Lucia

Positioned between the iconic Pitons, Sugar Beach combines natural beauty with top-tier amenities. Rooms and villas are tucked into the hillside or set along the beach, with private plunge pools and butler service.

The resort caters to couples and families alike, with a kids' club, snorkelling excursions, and a rainforest spa. The beachfront restaurants serve fresh, seasonal cuisine with views that are hard to beat.

We regularly offer exclusive deals for Sugar Beach.

Let us help you secure a luxury Caribbean escape to St Lucia you’ll remember forever.

Round Hill Hotel and Villas, Jamaica

Set along a quiet stretch of Montego Bay, Round Hill Hotel and Villas offers classic Caribbean charm. The resort’s villas were once the retreat of royalty and Hollywood stars, and many still carry that timeless elegance. Guests can enjoy sweeping sea views, colonial-style architecture, and attentive service that feels personal.

From private chef-prepared dinners to curated spa treatments and local excursions, the resort is an ideal choice for travellers who value authenticity and exclusivity.



We have a range of options and current deals for Round Hill. Ask us about villa availability and tailored itineraries.

Calabash Luxury Boutique Hotel, Grenada

Located on the quieter island of Grenada, Calabash Luxury Boutique Hotel offers charm and comfort in equal measure. The resort’s suites open onto lush gardens or the beach, and its Relais & Châteaux restaurant is among the best in the region.

The spa, run by holistic wellness experts, offers bespoke treatments and yoga sessions. You can also explore Grenada’s waterfalls, cocoa plantations, and spice markets for a touch of local culture.



Ask us about bespoke packages to Calabash. We have access to exclusive benefits and seasonal promotions.

Why Book with Awake & Wander Luxury Travel?

Booking through Awake & Wander Luxury Travel means much more than securing a beautiful resort. We offer:

• Full ATOL protection for your peace of mind
• Membership with Protected Trust Services (PTS)
• Supplier Failure Insurance (SFI) on all tailor-made trips
• Scheduled Airline Failure Insurance (SAFI)
• Handpicked hotels and resorts vetted for quality and service
• A personal travel consultant to tailor your experience from start to finish

Whether you’re travelling as a couple, a family, or on your own, we take care of the details so you don’t have to.

Our Take:

"There’s something undeniably soothing about the Caribbean, but choosing the right luxury resort makes all the difference. We’re here to help you find the perfect one for your style."

Insider Tips for Booking Luxury Caribbean Resorts

If you're planning your first luxury Caribbean escape, a few insider tips can make all the difference. Here's what you should consider before confirming your trip:

• Travel in shoulder seasons – April to early June and late September to early December offer ideal weather with fewer crowds and better rates.
• Ask about resort credits – Some luxury resorts offer resort credits for spa treatments or dining if you book through a travel consultant.
• Consider inter-island combinations – We can tailor-make a multi-island holiday, such as pairing St Lucia’s natural beauty with Anguilla’s pristine beaches.
• Look out for adults-only zones – Even family-friendly resorts often have adult-only pools, restaurants, or villas for added privacy.
• Enquire about sustainability initiatives – Resorts like Rosewood Little Dix Bay and Calabash support local communities and green tourism practices.

The right timing, a bit of flexibility, and our expert guidance can elevate your holiday from great to unforgettable.

Comparing the Islands: Which One Is Right for You?

Choosing the perfect destination often starts with knowing what kind of traveller you are. Here's a quick snapshot to help guide your decision:

• St Lucia: Best for dramatic landscapes, spa retreats, and couples.
• Turks and Caicos: Perfect for pristine beaches, wellness, and private villas.
• Antigua: A balance of seclusion and culture, ideal for solo travellers or quiet luxury.
• Jamaica: Offers vibrant energy, music, and food with a luxury twist.
• Grenada: Best for off-the-beaten-track luxury, local charm, and relaxation.
• British Virgin Islands: Ideal for sailing, eco-luxury, and nature lovers.

Still unsure? We’ll help match your vision to the island that delivers exactly what you’re looking for.

Safety is also a factor to consider — according to recent Caribbean safety rankings, islands like Turks and Caicos and St Lucia remain among the most secure for international travellers.

Final Thoughts on Choosing the Perfect Escape

Every traveller is different, and every island offers something unique. But one thing stays the same: luxury Caribbean resorts deliver experiences that stay with you long after the holiday ends. Whether it’s the sound of waves outside your villa, the scent of tropical flowers in the morning air, or the personal touches that make you feel truly cared for, these resorts are built around unforgettable moments.

If you're ready to trade daily stress for Caribbean calm, now is the time to start planning. The earlier you book, the more options and benefits you’ll have access to. Let us help you design the kind of holiday that isn’t just relaxing — it’s remarkable.

Ready to Escape?

The Caribbean has long been a sanctuary for those seeking sunshine, serenity, and five-star surroundings. With so many stunning luxury Caribbean resorts to choose from, planning the perfect escape can feel overwhelming. That’s where we come in.

At Awake & Wander Luxury Travel, we match your travel style with the ideal destination. We offer personal service, curated options, and all the reassurance of full financial protection. Whether you want to relax on your own private stretch of sand or explore a new island each day, our bespoke holidays are crafted with care.

Call us on 01495 400011 or complete our holiday enquiry form to begin your journey. You can also design your own holiday directly through our website – but we’re just a message away if you’d rather let us take care of it all.

Frequently Asked Questions