Last updated on June 8th, 2025
Vacationing at a Caribbean resort sounds about as close to heaven as possible. Wherever you look, there are skies so blue they seem almost enamelled. Water and light dance together as turquoise waves lap at the shores, soft golden sand cradles your feet as you stroll along the beaches, fruits and seafood come fresh and bright directly from nature, and the sun shines on all this magic. Wherever you travel in the Caribbean, beauty is all around, and luxury is there too if you know where to look. You can enhance your luxury Caribbean vacation by understanding how to get the most out of every minute you’re there, and here’s how.
The Most Exclusive Caribbean Resorts 2025
If you’re looking for a resort to call your home away from home on this year’s vacation, these are the top ten best resorts in the Caribbean.
- Rockhouse Hotel & Spa, Jamaica
- Eleven Bahama House, The Bahamas
- Rosewood Little Dix Bay, Virgin Gorda, British Virgin Islands
- Jade Mountain, St Lucia
- Six Senses La Sagesse Grenada
- Silversands Beach House, Grenada
- Round Hill Hotel and Villas, Jamaica
- Eden Rock, St Barths
- Rock House, Turks & Caicos
Tips For The Best Experience
- Book A Private Jet
Many travellers forget that a vacation should begin when you leave the house to catch your flight or start your drive out. If you don’t know other options, the air travel part of a vacation can detract instead of add to it. Flying first class on a commercial airline is a wonderful experience.
However, many of us are likely still queuing up and sitting with strangers, handing our bags to people who may not care for them, and operating on someone else’s schedule. The best advice we can give is to type in “charter private plane” when you embark on your next holiday destination search. There’s nothing quite like it for your “there and back” flights and any island hopping that would be tedious to do by boat. It may seem unnecessary if you don’t frequently fly private, but upgrading from first class to private brings valuable perks in more than monetary terms.
- Travelers flying privately save considerable time by scheduling the flight according to their needs, not the airline’s, avoiding long check-in lines and waiting for an entire plane’s worth of people to board before taking off.
- Many people value comfort and convenience more than money. The ease and convenience of scheduling your flight, sharing the cabin with no one but your party, larger and cozier seating, and much more inclusive dining options are all things that can start your vacation off on the right note. Have your resort collect you from the airport, and the convenience continues!
- Emotional and mental well-being. For many people, social anxiety or anxiety around flying is a very real thing that can affect the quality of their travel experience. Flying private takes considerable stress and overwhelming exposure to crowds and strangers out of the process.
- Choose The Right Place
We don’t just mean the right resort (see the list above), but also the right island. Each Caribbean island has a unique character and vibe. Some are better for those looking to do a lot of luxury activities like yachting and diving, others for peace on the beach, and still others for enjoying a good cocktail and a dance at a nightclub or experiencing the beautiful natural surroundings. Make sure you know what you want from your vacation and choose your island/ s accordingly.
- Try Jamaica, Trinidad, Aruba, Puerto Rico, and Antigua if you’re looking for a party.
- If you’re looking for a bit of peace and serenity, head to Turks and Caicos.
- If you want natural beauty and outdoor experiences, consider Puerto Rico, Icacos, and Aruba.
- If you’re looking for cultural experiences, Barbados, St Maarten, and Cuba are the places to be.
Do your research beforehand, and you’ll have the best experience possible because your aims and those of the island you’re staying on will be the same. Any resort you choose on the right island will match you and your party well.
- Book Excursions
Your resort’s concierge will be able to provide you with a list of excursions that the hotel runs or can organize for you and your party. If you want to get to know the islands, their people and cultures, nature, and cuisine, you’ll need to spend some time away from the resort’s confines. It’s a good idea to book experiences through the hotel for a few reasons:
- The hotel will only work with vetted and verified vendors and third parties when organizing excursions for its guests. Organizing things in the hotel helps guests avoid being fleeced by those looking to take advantage of tourists. These third parties will know their history, culture, safety regulations, weather, and tides. You’ll be safe and have a wonderful time!
- A luxury resort will have access to luxury experiences, not the run-of-the-mill stuff that other tourists may have access to. Think five-star yacht charters, wine cellar, and distillery tours. You’ll begin to speak a whole new language of travel you never imagined you could learn.
A Caribbean Dream
Your luxury Caribbean resort vacation could be good or sublime, it’s up to you! Choosing the right location, experiences, and mode of travel can make all the difference, so take our advice, and you’ll have the holiday of your dreams.
