Discovering the Best Places to Stay in the Caribbean in 2025
Finding the best places to stay in the Caribbean is about finding the perfect blend of relaxation, adventure and culture. Whether you're drawn to luxury resorts in the Bahamas or Anguilla, boutique hotels Puerto Rico or all-inclusive retreats in Saint Lucia, there's something for everyone. Travelers can also opt to stay out on the water aboard a cruise ship for a whole different experience.
To decide on one these gems, it's essential to consider not only the amenities and proximity to beach, but also the island's unique vibe. Whether hoping to discover a lively nightlife scene or relax in peaceful seclusion, there is something for everyone to enjoy in the Caribbean for a vacation that is truly unforgettable.
Pink Sands Resort in the Bahamas
Despite there being many different Caribbean resorts to choose from, Pink Sands Resort offers the chance to feel right at home with nearly 30 cottages and villas. The beachfront retreat is an oasis of excitement that lends itself to relaxing spa treatments by the sea, traditional food crafted with organic ingredients from the on-site garden and adventures ranging from snorkeling, scuba diving, kayaking, paddleboarding and reef fishing to simply lounging by the pool. Plus, the pink-hued sand makes for endless Instagrammable moments during the day or as the vibrant sun sets.
Sandals Regency La Toc in St. Lucia
Although there are Sandals resorts sprinkled throughout the Caribbean, Sandals Regency La Toc in St. Lucia is especially charming. Live life with no limits at this all-inclusive destination, nestled against a sprawling island hillside just above the sand. In addition to sprawling ocean view villas with private pools, the secluded resort features 10 specialty restaurants serving everything from sushi to classic Caribbean fare, swim-up bars, entertainment and live shows, a fitness center, multiple pools, beach volleyball courts and water activities galore.
Half Moon in Jamaica
Let your stress melt away at this serene sanctuary overlooking Montego Bay in Jamaica. Known for its alluring hospitality and uniquely designed suites and villas, this sprawling resort ensures that Caribbean vacations remain at the top of your list. With an extensive water sports lineup, gourmet island cuisine inspired by both the ocean and the countryside, horseback riding on the beach, authentic rum tastings, a golf course, spa treatments, a Children’s Village and so much more, your entire group will be fully entertained throughout your stay in paradise.
Condado Vanderbilt Hotel in Puerto Rico
Modern luxury merges with the historic elegance that Puerto Rico’s capital city of San Juan is known for. This legendary hotel is perfectly positioned along an oceanfront row of resorts, with beautiful views from the swimming pools or the beach down below. Whether looking to lounge by the pool, pamper yourself with spa sessions and indulge in contemporary fare or set out to explore historical landmarks, designer shopping and the local casino, fun and excitement await around every corner.
Peter Island Resort in the British Virgin Islands
For a truly spectacular experience that screams luxury, visit this beachfront resort for getaways that feature five beaches, multiple restaurants, outdoor yoga, a wide range of spa treatments and more. Relax by one of the many swimming pools, exercise in the state-of-the-art fitness center or set out to enjoy private island resort experiences, including kayaking and sailing. However you choose to spend your time, Peter Island makes one of the best places to stay in the Caribbean year-round.
Sanctuary Cap Cana in the Dominican Republic
For those looking to travel without the kids in town, seek out an adults only resort like Sanctuary Cap Cana. More than 300 suites lie on an oceanside cliff overlooking the sparkling water at this private, all-inclusive community. With one of the most famous marinas in the world, high-quality fishing excursions, a top-notch golf club and sprawling acres of flawless beaches, every stay is memorable.
Aurora Anguilla Resort & Golf Club in Anguilla
Although the island of Anguilla offers the same turquoise waters and endless sunshine as the other Caribbean islands, it also happens to have a wealth of activities to enjoy during every visit. One of the finest Caribbean resorts for family fun and entertainment, Aurora Anguilla offers a range of accommodations, from guestrooms in the main tower to private villas, fine dining, a beach bar, golf courses, a large wellness facility, an entertainment complex, an opulent swimming pool, movie nights, cycling, hikes, cave tours and other adventures.
A Unique Stay on the High Seas
Experience a unique stay in the Caribbean: nights spent sleeping aboard a luxury cruise ship. Although not a hotel or resort, cruises offer many of the same activities and amenities along with the chance to get off the ship and explore island port towns. Major companies like Royal Caribbean, Princess, Celebrity and Carnival all service the region, making Caribbean cruise vacations one of the most accessible ways to explore a diverse selection of islands and cities during your vacation. Explore with everything from gourmet dining and live entertainment to trivia nights, swimming pools, shopping and more.
Connect with an Expert Travel Advisor
Explore more of the best places to stay in the Caribbean with a travel professional who can share a wealth of insider tips and knowledge while helping you plan your tropical vacation. To find an agent near you and start planning today, visit the Dream Vacations website or call 800-278-4736.
