Caribbean

For those seeking a truly decadent escape, the Caribbean is certainly not short on options. The islands boast everything from intimate boutiques in hidden, tranquil locales to expansive resorts that wow not only in breadth, but style. These super-luxe properties cater to celebrities and socialites — and you can enjoy them too (for a price, of course — or at least just in pictures). Spoil yourself with these 13 uber-fancy spots!

1. Hotel Le Toiny, St. Barts 

toiny

One of the most prestigious hotels in St. Barts, this exclusive 15-villa resort sits amid 28 lush acres of natural hills and beachfront. The private villas are spacious and airy, and each boasts its own infinity-edge pool. Plus, the views here are jaw-dropping. The French restaurant is one of the island’s most renowned, and you can often spot a celebrity dining during high season. Rates are nothing to sneeze at, but you’ll definitely receive all-star treatment. Read More »

{ 0 comments }

Hidden among the Caribbean’s many mega-resorts are some of the most unique, intimate boutiques travelers can imagine. With laid-back, eco-friendly attitudes, these petite hotels are some of the best in the region, offering personalized service and truly relaxing atmospheres. So consider passing on that 500-room all-inclusive and indulge in some intimacy at these wonderful boutiques.

1. Fowl Cay Resort, Bahamas

The gorgeous Fowl Cay Resort feels more like a private home than a hotel.

Crowded beaches are unheard of on this private island resort where a maximum of 28 guests at a time have free range of 50 acres and three beaches. Personal boats for daily excursions, on-call service, spacious villas with fully stocked kitchens and wet bars, and a host of all-inclusive activities make Fowl Cay a standout gem in the ExumasRead More »

{ 0 comments }

The beach, the pools, the view – these are major reasons why we travel to the Caribbean. And when we can get all in one, that’s ideal. So we scoured the islands to find the best infinity pools in the Caribbean. These spots – with gorgeous views overlooking the ocean – are perfect for sitting back, relaxing, and soaking up that sun.

Four Seasons Resort Nevis

Four Seasons Resort, Nevis

This Four Seasons sits on a large, attractive beach on the small island of Nevis. The gorgeous rooms here may be the highlight, with up-to-date technology, massive bathrooms, and pretty yellow-and-blue decor. But the reflection pool, an adults-only pool overlooking the ocean, is a major perk as well. Poolside guests can enjoy free snacks, as well as poolside lunch and drink service, throughout the day. The hotel also features two other slightly larger pools as well.

Read More »

{ 0 comments }

Rockhouse Hotel

Rockhouse Hotel

There’s nothing quite like the sense of discovery one feels when arriving at a hidden gem hotel — a truly special spot that is intimate, remote, underrated, or all of the above. Some people like to brag to their friends about their insider find; others prefer to keep it all to themselves. Of course, we at Oyster have never been good at keeping secrets.

{ 0 comments }

It’s time to get your spring break plans in order, and if you’re looking for some fun in the sun, the Caribbean is a prime destination. But with thousands of islands (although only a few dozen are inhabited) to choose from, that doesn’t narrow things down much. That’s why we at Oyster have created an A to Z (well, actually, an A to V) guide to the Caribbean, so choosing your island and resort will be a piece of cake. First stop: Anguilla.

Anacaona Boutique Hotel, Anguilla

The boutique Anacaona has two pools.

Anguilla is a tiny British territory that covers fewer than 40 square miles and is a popular spot for couples and celebs (Sofia Vergara went on a girls’ trip to the island) due to its small size and upscale vibe. Visitors must either fly to St. Martin and take a short ferry to the island, or fly in directly (by way of a small seaplane) from San Juan, Puerto Rico. Thus, getting to the island can be pricey. So once you’re there, we’d recommend staying at the boutique Anacaona in the island’s West End. Though its not quite as luxe as the CuisinArt or Viceroy, it offers access to the same gorgeous white-sand beach as the neighboring Viceroy – through an off-property path — as well as to the nearby Greg Norman’s golf course and a few restaurants, and its prices are considerably lower. With two small pools, a great restaurant serving Caribbean fare with a twist, and a massage hut on the beach, the hotel is a good pick for value.

Read More »

{ 0 comments }

Mega-resorts will always have their perks, but these days more and more travelers are choosing to stay in private villas. The perks of a villa? Well, no shared walls with loud, late-night partiers for one thing. Or you can be that late-night partier and not worry about noise complaints. More space. More privacy. And the homey feel of being in a free-standing unit, surrounded by attractive landscaping. But what we really love is when you can find a private villa on a resort’s property, merging the best of both worlds. Guests receive all of the benefits and amenities of a resort, while still enjoying the seclusion of a villa. We did a tour of hotel villas in the Caribbean and found the best of the best on seven islands.

Hotel Le Toiny — St. Barts

The One-Bedroom Villa Suite at Hotel Le Toiny -- St. Barts

The One-Bedroom Villa Suite at Hotel Le Toiny -- St. Barts

Undoubtedly one of the most prestigious hotels in St. Barts, this exclusive 15-villa luxury resort sits amid 28 lush acres of natural hills and beachfront. The private villas are spacious and airy, each having its own infinity-edge pool, and the views are jaw-dropping. The French restaurant is one of the island’s most renowned, and one of the many reasons celebrities come here to relax. Rates are nothing to sneeze at, but you’ll definitely receive the all-star treatment that should come with such a hefty price tag.

Oyster’s Favorite Villa Perk: Each villa includes freebies such as Wi-Fi, bottled water, and tea, but the best is the free breakfast served daily on white linen-topped tables on your private terrace.

Read More »

{ 0 comments }