Our Favorite Luxury Caribbean Hotels & Resorts | Advisors Notebook

Since 2013, Elli Travel Group has been working with the best Luxury Caribbean Hotels and Resorts. In this edition of Advisors Notebook, we are joined by Ultimate Jet Vacations, a long-trusted partner for our luxury advisors. In a recent Caribbean-focused discussion with Elli Travel Group's Juan Fernandez, Liz Guy — one of UJV’s Luxury Caribbean experts — shared her firsthand insights into Anguilla, the Dominican Republic, and St. Lucia. The result was a lively, insider look at how to match each Luxury Caribbean Island and hotel to the traveler.

Discover Anguilla: A Luxury Caribbean Paradise

Experience the best luxury accommodations in Anguilla, where pristine white sand beaches meet luxurious resorts. Enjoy breathtaking ocean views from your beachfront villa or suite, and indulge in the serenity of a private pool or an infinity pool overlooking the Caribbean. Anguilla is home to some of the top luxury hotels.

Featured Resorts: Belmond Cap Juluca, Four Seasons Anguilla, & Malliouhana

Belmond Cap Juluca

Liz began with her personal favorite, Belmond Cap Juluca, calling it “the top of the top — classic luxury, high-touch service, and one of the best beaches in the Caribbean.” She described the resort as “tranquil, intimate, and effortlessly elegant,” ideal for couples or families with older children who want serenity and sophistication. The sand is powdery white, the water impossibly clear, and the new spa adds to the resort’s sense of peaceful indulgence. But as Liz pointed out, Cap Juluca caters towards the beach enthusiasts over the pool-goers. Its main pool is intentionally small, reinforcing the beach as the true focus. “It’s a resort for guests who want to be steps from the ocean, not the pool deck,” she explained.

Four Seasons Anguilla

The opposite is where Four Seasons Anguilla shines. “If you have a family of pool lovers, Four Seasons wins every time,” Liz shared. With three distinct pools — including a lively family pool and an adults-only infinity option — it offers variety, space, and energy. She highlighted the property’s residences and multi-bedroom villas as a major selling point: “The villas are stunning — modern, spacious, and many have private pools. They’re perfect for families or multi-gen groups.”

Malliouhana

Malliouhana, by contrast, brings a splash of design-forward fun. “It’s the wild child sister,” Liz laughed. Perched on a cliff, it’s bright, colorful, and social — with a lively beach club next door and stylish spaces throughout. It’s not ideal for small children or those with mobility challenges, but it’s a perfect match for couples or groups who want energy, music, and sunset views.

Advisor Insight:

• Best Beach: Belmond Cap Juluca

• Best for Pool Families: Four Seasons Anguilla

• Most Stylish & Social: Malliouhana

Each hotel captures a different side of Anguilla — serene, active, or bold — and each offers its own version of barefoot luxury.

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The Best Luxury Caribbean Hotels and Resorts in the Dominican Republic

Liz called the Dominican Republic “one of the Caribbean’s most versatile destinations,” with resorts that range from intimate boutique luxury to sprawling, activity-filled estates.

Featured Resorts: Eden Roc Cap Cana, Tortuga Bay, Casa de Campo

Eden Roc Cap Cana

She began with Eden Roc Cap Cana, which she likened to “the Caribbean’s version of Mayakoba.” Boutique in size but set within a vast gated community, the resort offers three distinct experiences: Luxury Suites surrounded by gardens, each with a private golf cart; Beachfront Suites and Bungalows just steps from the sand; and Multi-bedroom Villas for families and groups. “Eden Roc’s kids club is a game changer,” she emphasized. “They take potty-trained three-year-olds — something you almost never see in the Caribbean.” With modern design, thoughtful service, and a polished but unpretentious atmosphere, Eden Roc hits the sweet spot between elegance and family comfort.

Tortuga Bay

Next, Liz turned to Tortuga Bay, describing it as “quiet, classic, and beautifully bright.” Designed by Oscar de la Renta, its lemon-yellow buildings and white trim feel timeless and distinctly Caribbean. “Most of the clients I send here are 60-plus,” she shared. “It’s charming and personal — perfect for couples who just want peace and service.”

Casa de Campo

Casa de Campo, however, is an entirely different story. “It’s a world of its own — 7,000 acres, 25 restaurants, three golf courses, a marina, horseback riding, clay shooting, and a full spa,” Liz said. But she was also honest: “It’s a solid four-star property with five-star activities.” Casa de Campo’s villas are a major draw for multi-generational families, but Liz cautioned advisors about VRBO listings that look tempting online. “Those villas don’t include access to the resort’s pools, beach, or restaurants,” she warned. “Once guests realize that, it becomes an issue.” She also shared practical insights: the all-inclusive plan is commissionable if booked pre-arrival, and it’s flexible — guests can split their stay between à la carte and all-inclusive dining.

Advisor Insight:

• Eden Roc: Boutique, polished, and perfect for young families or couples wanting privacy.

• Tortuga Bay: Timeless elegance for mature travelers.

• Casa de Campo: A destination unto itself — ideal for golfers, active families, and guests who value experiences in a laid back atmosphere.

The Top Luxury Caribbean Hotels in St. Lucia

Featured Resorts: Sugar Beach (Viceroy), Jade Mountain, Cap Maison

Viceroy Sugar Beach

“Sugar Beach has such a chokehold on me — it’s my favorite resort in the Caribbean,” Liz confessed. Nestled between the UNESCO-listed Gros and Petit Pitons, the setting is cinematic. Every room features a private plunge pool, and the design blends colonial charm with contemporary luxury. “It’s rare to find a resort that truly works for everyone — couples, families, even guests with mobility issues,” she noted. The Rainforest Spa, built into the jungle with thatched-roof treatment rooms, and a new, state-of-the-art fitness center elevate the experience. The beach, while public, remains tranquil, with locals respectful of resort guests. “If that’s the worst thing we can say, we’re doing pretty good,”.

Stunning Beach Views, Viceroy Sugar Beach

Jade Mountain

Jade Mountain, on the other hand, is the island’s architectural icon — a bold, open-air adults-only sanctuary. “It’s a high-end way to have a rustic experience,” she said. With three-walled rooms, sweeping views, and large private pools, it’s ideal for adventurous couples. There’s no AC and lots of stairs — so its for very specific clients who enjoy a sense of adventure and nature.

Cap Maison

For guests who prefer accessibility and a livelier setting, Cap Maison in the north offers a refreshing contrast. “It’s Mediterranean-meets-Caribbean,” Liz said, pointing to its terracotta roofs, wrought-iron balconies, and warm atmosphere. The Naked Fisherman restaurant anchors the beachfront, while rooftop plunge-pool suites and multi-bedroom villas make it versatile for both couples and families. Liz often pairs Cap Maison and Sugar Beach for a split stay: “Three nights at Cap Maison for food and culture, four nights at Sugar Beach for relaxation and views.” Transfers between north and south can be long and winding so she recommends helicopter or boat transfers to save time and sanity.

Advisor Insight:

• Sugar Beach: The ultimate all-rounder — luxury, family-friendly, and unforgettable scenery.

• Jade Mountain: For honeymooners or couples who love adventure and seclusion.

• Cap Maison: For foodies and families seeking culture, comfort, and convenience in the north.

Together, these resorts showcase St. Lucia’s dual personality — dramatic and daring in the south, relaxed and refined in the north.

Selecting the Perfect Luxury Caribbean Hotel

From Anguilla’s tranquil coves to St. Lucia’s volcanic peaks, the Caribbean remains a mosaic of luxury experiences — but knowing which resort is right for you makes all the difference. As Liz summed up: “Every hotel has its own heartbeat. The key is understanding what you want from your vacation — whether you crave energy, peace, or a bit of both.”

How to Enhance Your Luxury Caribbean Vacation

When you book through Elli Travel Group, you gain access to exclusive amenities and insider connections that simply aren’t available when booking online. As a Four Seasons Preferred Partner, Belmond Bellini Club, and Virtuoso member agency, we ensure our clients enjoy exceptional benefits such as daily breakfast for two, resort credits, priority upgrades, and VIP recognition at check-in.

These elite partnerships allow us to work directly with hotel management teams—meaning your stay is personally monitored by our advisors, ensuring every detail is elevated. Whether it’s a better room, a special celebration welcome, or access to sold-out experiences, Elli Travel Group transforms your vacation from wonderful to unforgettable.

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Caribbean Luxury Travel FAQ

Anguilla

Q: What’s the best luxury resort in Anguilla for beach lovers?

A: Belmond Cap Juluca is unmatched for its beach — powdery white sand, crystal-clear water, and calm surf perfect for swimming. Every room sits steps from the sand, making it ideal for travelers who value serenity and ocean views over activity.

Q: Which Anguilla resort is best for families with kids?

A: Four Seasons Anguilla is the family favorite. It has multiple pools (including kid-friendly and adults-only options), spacious residences and villas, and great dining variety. Families who love pool time and convenience will feel at home here.

Q: I like design and atmosphere — which hotel should I choose?A: Malliouhana offers colorful interiors, a cliffside setting, and a lively vibe with its own beach club next door. It’s great for couples or groups who enjoy music, cocktails, and a touch of glam.

Dominican Republic

Q: What’s the most luxurious boutique resort in the DR?

A: Eden Roc Cap Cana delivers five-star service on an intimate scale. Guests love the modern villas, private golf carts, and family-friendly atmosphere — including a kids club for potty-trained three-year-olds.

Q: How is Tortuga Bay different from Eden Roc?

A: Designed by Oscar de la Renta, Tortuga Bay is bright, quiet, and elegant. It attracts couples and repeat guests looking for peace, space, and timeless Caribbean charm.

Q: I’ve heard about Casa de Campo — is it worth it?

A: Absolutely, if you love activity and variety. Casa de Campo is a massive resort community with three golf courses, 25+ restaurants, horseback riding, shooting, and a marina. It’s perfect for active families or groups who prefer experiences over formality.

St. Lucia

Q: What makes Sugar Beach so special?

A: Sugar Beach, A Viceroy Resort sits between the Gros and Petit Pitons — one of the Caribbean’s most dramatic settings. Every room has a private plunge pool, and the service and spa are exceptional. It works equally well for couples, families, and even guests with mobility concerns.

Q: What’s it like to stay at Jade Mountain?

A: Jade Mountain is an architectural masterpiece — open-air suites (called “sanctuaries”), private infinity pools, and no AC. It’s pure romance for adventurous couples who want total immersion in nature.

Q: Is there a more accessible alternative to Jade Mountain?

A: Yes — Cap Maison in the north offers Mediterranean-inspired charm, excellent dining (don’t miss The Naked Fisherman), and easy access to Rodney Bay’s restaurants and nightlife. It’s great for travelers who want a balance of culture and comfort.

General Travel Questions

Q: Can I book these hotels directly or through a travel advisor?

A: You can do either, but booking through a Virtuoso or Preferred Partner advisor like Elli Travel Group gives you added perks — daily breakfast, resort credits, and potential upgrades — at the same published rate.

Q: Is it easy to combine islands for one trip?

A: It’s possible, but logistics matter. Flights between Anguilla, the DR, and St. Lucia aren’t direct, so it’s best to focus on one island per trip or combine via nearby hubs (like St. Maarten or San Juan).

Q: When’s the best time to visit the Caribbean?

A: December through April offers perfect weather and calm seas, though rates peak during festive season. For value and quieter beaches, consider late April through early June.

Why Book Your Luxury Caribbean Vacation with Elli Travel Group: FAQs

1. Why should I use Elli Travel Group instead of booking online?

When you book with Elli Travel Group, you’re not just reserving a room — you’re unlocking exclusive access to the world’s most luxurious Caribbean resorts. As a Virtuoso, Belmond Bellini and Four Seasons Preferred Partner agency, we secure complimentary daily breakfasts, room upgrades, resort credits, early check-in/late check-out, and VIP recognition — perks that you can’t get when booking directly.

2. Do I pay more when booking through Elli Travel Group?

Never. You’ll always pay the same rate you find online — or better — but receive added complimentary amenities and personalized service. Think of it as booking smarter, not pricier.

3. What kind of hotels and resorts do you specialize in?

Elli Travel Group focuses exclusively on five-star and boutique luxury hotels across the Caribbean — including brands like Four Seasons, Rosewood, Belmond, St. Regis, and Ritz-Carlton Reserve. Our advisors personally know these properties, giving you insider insight into which resort best fits your style.

4. What makes your advisors different from other travel agents?

Our advisors are Luxury Caribbean Experts who visit the islands regularly and maintain direct relationships with resort management. That means your preferences — from villa locations to dinner reservations — are personally communicated to the hotel team before you arrive.

5. What if I already have loyalty points with a brand like Marriott or Hyatt?

No problem! You’ll still earn points and enjoy elite benefits. When you book a Marriott STARS, Hyatt Privé, or Hilton Impresario stay through Elli Travel Group, you receive the same loyalty perks plus additional VIP amenities — a true win-win.

6. Can you help with more than just hotels?

Yes. We design complete Caribbean experiences, including airport transfers, yacht charters, private excursions, and dining reservations. Every detail is arranged for a seamless, stress-free trip.

7. How do I get started?

Simply email bookings@ellitravel.com or reach out through our website. We’ll match you with a dedicated travel advisor who specializes in your chosen island, and you’ll receive personalized hotel recommendations within 24 hours.

8. Why do discerning travelers keep coming back?

Our clients return because they value trust, transparency, and relationships. Elli Travel Group clients are recognized by hotel management the moment they arrive — ensuring every stay feels like coming home to luxury.