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Beach family


If there is one word that describes the Caribbean islands, it is unhurried. Do it all or do nothing; the pace is relaxed. Miles of sun-drenched beaches and amenity-rich resorts invite you to swim, sail, dive, golf, or spin the roulette wheel—the options are as diverse as the cultures.

Hot Deals: Caribbean
$100 OFF per booking

Book by 05/19/24 for select travel through 12/16/24

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Featured Caribbean Hotels

Beaches Turks & Caicos Resort Villages & Spa

Turks & Caicos

Set on Grace Bay's white-sand beach and home to limitless activities, this 758-room family resort offers four uniquely themed villages for one incredible vacation experience: Paris in paradise at the French Village; easy-going island elegance at the Caribbean Village; the Italian Village with two-bedroom family suites and the all-new Key West Luxury Village. At the expanded Pirates Island Waterpark, kids of all ages will splash about in the lazy river, hang ten in the surf simulator, or take the plunge down numerous twisting and turning waterslides.


Sandals Grande Antigua Resort & Spa


Set on the pristine sands of Dickenson Bay, this 373-room romantic beachfront resort offers two uniquely themed villages. Its variety of luxurious rooms and suites include the exotic Rondovals, suites-in-the-round with Butler Service and the all-suite, all ocean-view Mediterranean Village. Savor a world of dining pleasure at eleven restaurants, lounge by one of six pools, pamper yourself at the full-service Red Lane® Spa or just enjoy the silky white-sand beach of this lovers' hideaway.


Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

St. Thomas

Located on 1000-foot golden sand beach, the Bolongo Bay Beach Resort offers an abundance of activities and exceptional amenities. Explore the complimentary and unlimited use of non-motorized water sports, fresh water pool and swim-up bar. Enjoy the free Wi-Fi throughout the property as well as in the guest rooms. Relax and unwind in the spacious and comfortable guest rooms, many of which are beachfront and ocean views.

Secrets St. Martin Resort & Spa By AMR Collection

Secrets St. Martin Resort & Spa By AMR Collection

St. Martin & St. Maarten

Drawing inspiration from the island’s radiant surroundings, the adults-only Secrets St. Martin Resort & Spa By AMR Collection offers an idyllic getaway. 258 spacious suites feature tropical Caribbean decor, an array of lavish amenities, and magnificent views of the Caribbean Sea, the marina and the mountains. Your Unlimited-Luxury® vacation includes limitless access to gourmet dining with no reservations required, curated cocktails and top-shelf spirits, entertainment and theme parties, free Wi-Fi and many other perks. Spend your days basking in the sun at the beach or take a dip in the the infinity pool (the largest in the western Caribbean) or the oceanfront whirlpool. Pamper yourself with a treatment at the Secrets Spa by Pevonia®, or schedule tee time at one of the nearby golf courses. 

Riu Palace Antillas


The Hotel Riu Palace Antillas is located on the shores of Palm Beach, Aruba. This adults-only hotel offers the ideal place to relax and enjoy the sun, both at the wonderful swimming pool and on the golden sands of Palm Beach.

Sandals Ochi Beach Resort

Sandals Ochi Beach Resort


Nestled between luxuriant hillside gardens and the glistening turquoise waters of the Caribbean, this modern-day Garden of Eden features villa suites with private pools. Amenities include championship golf, a renowned scuba program and 15 world-class restaurants. The property also includes 9 bars, seven pools and 22 whirlpools, plus two fitness centers.

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Terms and Conditions

Caribbean Hot Deals $100 OFF per Booking Offer: Valid on new bookings made 04/08/24 - 05/19/24 for select travel 04/08/24 - 12/16/24 unless otherwise stated. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.

Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]