Caribbean Vacations

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  • Experience Your Best Caribbean Vacation

    No matter the tropical fix you seek, a Caribbean vacation will undoubtedly deliver. Surrounded by the Caribbean Sea, the glorious West Indies brings year-round sunshine, 28 unique island countries, and adventures for every age and desire.

    Laze in pink or white sugar sands and dive world-famous treasures. Hike to towering waterfalls and secluded caves, or nap in a hammock. Shop in local markets, experience culinary gems, sail and golf.

    From Jamaica, Puerto Rico and the Dominican Republic to Aruba, St. Lucia and Bermuda, Orbitz can help you narrow it down. Our Caribbean travel guide gives you the scoop on the best time to go, top 10 attractions and insider gems.

Best time to take a vacation to Caribbean

  • The Caribbean features a tropical climate with sunshine year-round, making a Caribbean vacation worthwhile no matter what time of the year. The region experiences dry and wet seasons, plus much warmer months, so the best time to visit boils down to whether you prefer perfect weather or lower hotel rates.

    January to May tend to be drier months, and are more popular with travelers -- especially in January. From early spring through summer, more rain and hotter temperatures (plus cool trade winds) make this an ideal time to find great deals on a Caribbean vacation. Hurricane season officially spans from June through November, and early December is the best time to go for low hotel rates and few crowds.

Insider tips for Caribbean travel

  • Eat at Scotchie’s in Montego Bay and Ocho Rios

    Eat at Scotchie’s in Montego Bay and Ocho Rios for fantastic Jamaican jerk food, plus traditional fried dough and breadfruit.

  • Buy some bling in St. Martin

    Buy some bling in St. Martin, where you’ll find some of the best deals on silver and gold in all of the duty-free Caribbean.

  • Do the Dolphin Cay Deep Water Swim at Atlantis

    Do the Dolphin Cay Deep Water Swim at Atlantis and snorkel alongside a dolphin using your own water scooter.

  • Try The Fish Fry restaurant in Nassau

    Try The Fish Fry restaurant in Nassau near Arawak Cay for authentic Bahamian conch salad, fried fish and cold Kalik beer.

  • Rent a scooter in Bermuda

    Rent a scooter in Bermuda for great exploration, with stops in Dockyard, Hamilton City, St. George and the famous Swizzel Inn.

Dominican Republic

Dominican Republic Hotels

Free Cancellation
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Map
4.2 / 5 508 reviews
Hotel only
$277

Set on a smooth shoreline along the Caribbean Sea, the Barcelo Bavaro Palace Deluxe All Inclusive Punta Cana boasts some of the best private beaches in Punta Cana. The resort has a casino that includes 150 slot machines. While listening to live bands play incredible... More

Hotel only
$277
Hotel only
$331

With 10 outdoor swimming pools and eight tennis courts, the Melia Tropical All Inclusive Punta Cana is a truly grand resort. The largest pools are located on the beachfront and are surrounded by tiki huts and wooden cabanas. Featuring private villas and cottages, the... More

Hotel only
$331
Free Cancellation
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3.9 / 5 402 reviews
Hotel only
$447

Located directly on beautiful Punta Cana Beach and surrounded by amazing ecological gardens is Paradisus Punta Cana Resort - All Inclusive in Punta Cana, Dominican Republic. Personalized service is guaranteed, with a personal butler assigned to each guest through the... More

Hotel only
$447
Free Cancellation
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4.1 / 5 105 reviews
Hotel only
$298

Featuring more than 600 rooms, the RIU Palace Bavaro All Inclusive Punta Cana is a Caribbean resort that offers beachfront lodging. The property is inspired by a colonial palace that's surrounded by private villas, tropical gardens and palm trees. Two freshwater swimming... More

Hotel only
$298
Free Cancellation
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4.0 / 5 441 reviews
Hotel only
$358

An oceanfront resort on a beautiful shore, Majestic Colonial Punta Cana - All Inclusive provides all-inclusive options for families who love variety and couples alike. With meals and drinks included at six restaurants and eleven bars, guests can relax and enjoy the... More

Hotel only
$358

Sparkling pools that meander right up to the doors of private suites, rustling palm trees towering over a pristine, white beach, and elegant accommodations, are just a sample of the delightful amenities that await guests of the Majestic Elegance Punta Cana All Inclusive,... More

Hotel only
$405
Free Cancellation
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4.4 / 5 754 reviews
  • HONEYMOON SPECIAL
  • HONEYMOON SPECIAL
Hotel only
$391

At Excellence Punta Cana Luxury Adults Only All Inclusive, in Punta Cana, Dominican Republic, you will experience the kind of peace and relaxation that is found exclusively at an adults-only resort. With its white sand beaches and sparkling turquoise ocean, it's the... More

Hotel only
$391

Guests seeking the ultimate full-service luxury experience can make a fine choice with a stay at the Paradisus Palma Real Golf and Spa Resort Luxury All Inclusive in Punta Cana. Among the wealth of options available to travelers are three separate swimming pools, one of... More

Hotel only
$554
Free Cancellation
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3.8 / 5 260 reviews
Hotel only
$285

Dreams Palm Beach Punta Cana All Inclusive in Punta Cana is a great place for families and couples alike to enjoy their time away from home. The powdery white sands and turquoise waters of the Caribbean along with manicured tropical gardens act as the perfect backdrop for... More

Hotel only
$285
Free Cancellation
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4.0 / 5 238 reviews
Hotel only
$280

The RIU Palace Punta Cana All Inclusive Punta Cana has an architectural motif inspired by the presidential palaces and colonial mansions in the Caribbean. The opulent exterior is in harmony with the organic tropical beauty of the local area, and four outdoor swimming... More

Hotel only
$280

Bahamas

Bahamas Hotels

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Map
3.7 / 5 55 reviews
  • 25% OFF
  • 25% OFF
Hotel only
$385

Catering to vacationers and those looking for an adventure, the Melia Nassau Beach Resort All Inclusive in Nassau features two outdoor swimming pools shaped like lagoons and Jacuzzis. These oasis-inspired basins are surrounded by natural rocks that form grottoes and... More

Hotel only
$385
Free Cancellation
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3.7 / 5 541 reviews
Hotel only
$209

Comfort Suites Paradise Island in Paradise Island is recommended by the Family Vacation Critic as a top family-friendly destination. The hotel prides itself on providing luxurious amenities at a reasonable price. Its 229 renovated suites include updated decor, fixtures... More

Hotel only
$209
Free Cancellation
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3.7 / 5 694 reviews
Hotel only
$339

The Riu Palace Paradise Island All Inclusive in Paradise Island is a luxurious, high-rise hotel that's been awarded the AAA 3-Diamond Award for excellent accommodations and service. The lobby immediately sets the tone for the entire resort with velvet seating, marble... More

Hotel only
$339

There s more to the Atlantis Royal Towers on Paradise Island than access to the 141-acre water park though it is the best known feature of the island. The Royal Towers is centrally located on the island and features traditional Bahamian decor. The hotel offers both... More

Hotel only
$466
Hotel only
$419

The Breezes Bahamas All Inclusive in Nassau offers gorgeous ocean-front accommodations complete with friendly staff and a fun-filled atmosphere. Guests can choose one of nearly 400 rooms, which all feature beach or tropical garden-facing views. The decor is warm and open... More

Hotel only
$419

The Beach Tower Atlantis, Autograph Collection in Paradise Island is one of two original properties of the expansive Atlantis complex. The hotel is more laid-back compared to the other properties, evoking a more rustic yet cheerful Caribbean atmosphere. The rooms are well... More

Hotel only
$310
Free Cancellation
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Map
3.1 / 5 7 reviews
  • Book now and Save 22% off
  • Book now and Save 22% off
Hotel only
$149

Over one mile of expansive, private, beautiful, white sand beach. Welcome to Grand Bahama Island's only all-inclusive resort, Viva Wyndham Fortuna Beach. Renowned for its ample white sand beach and warm tropical waters, this fine resort offers 274 rooms with a Caribbean... More

Hotel only
$149

Lose yourself in the relaxing and cheerful ambiance of the Atlantis Coral Towers on Paradise Island in the Bahamas. This contemporary hotel captures the lively colors of casual island lifestyle. Each room is exquisitely appointed with comfortable bedding and a king or two... More

Hotel only
$337
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4.5 / 5 110 reviews
  • SUITE EXPERIENCE
  • SUITE EXPERIENCE
Hotel only
$733

Part of the prestigious Autograph Collection, The Cove Atlantis on Paradise Island is designed to be an all-inclusive playground for visitors who like to travel in style. From the moment you step into the chic, open-air lobby to the morning you check out, you'll be... More

Hotel only
$733
Free Cancellation
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4.1 / 5 94 reviews
  • Leisure Escapes!
  • Leisure Escapes!
Hotel only
$235

With a heritage that dates back to the 1920s, the British Colonial Hilton Nassau Hotel in Nassau has provided luxurious accommodations for generations. Boasting AAA Four-Diamond status, this hotel stands as one of the most recognizable landmarks in the capital of the... More

Hotel only
$235

Puerto Rico

Puerto Rico Hotels

Free Cancellation
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Map
4.3 / 5 791 reviews
  • Rate includes breakfast
  • Rate includes breakfast
Hotel only
$250

Four diamond extravagance is treated to all guests at the Marriot San Juan Resort, keeping adults entertained with champagne-style pleasure while wowing kids with games and water-slides. An oasis among Puerto Rico s party atmosphere, its grand architecture and neutral... More

Hotel only
$250
Free Cancellation
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3.8 / 5 603 reviews
Hotel only
$174

The Wyndham Grand Rio Mar Beach Resort and Spa in Rio Grande is a 500-acre property that offers beachfront lodging and a plethora of recreational activities on land and sea. Outdoors, the main swimming pool has a lagoon-inspired layout that's surrounded by palm trees and... More

Hotel only
$174
Hotel only
$585

Immerse yourself in total luxury and relaxation at The Ritz Carlton, San Juan. Guests can t help but be caught up in the location s opulence, with two miles of sandy beaches to enjoy. Modern and sophisticated decor makes the 416 rooms both irresistibly stylish and... More

Hotel only
$585
Free Cancellation
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3.8 / 5 583 reviews
Hotel only
$243

World-class golf is the premier amenity at the Gran Melia Golf Resort Puerto Rico in Rio Grande. There are two 18-hole golf courses designed by PGA golfer Tom Kite available for guests at the resort. Discounted rates on green fees and private lessons are available to... More

Hotel only
$243
Free Cancellation
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Map
4.3 / 5 609 reviews
  • Rate includes breakfast
  • Rate includes breakfast
Hotel only
$339

An awe-inspiring architectural achievement in Puerto Rico s Tropical Modernism movement, the La Concha Renaissance Resort Hotel offers an incredible setting for your stay in San Juan. With instant access to the Condado beach, this is the perfect place to put your feet up... More

Hotel only
$339
Free Cancellation
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4.0 / 5 546 reviews
Hotel only
$246

A backdrop of wild, tropical surroundings and two-mile stretch of beach, boasts the luxurious InterContinental San Juan resort in Puerto Rico. High-end touches to its island setting makes you feel spoiled at every second, from its canopied poolside lounge chairs to its... More

Hotel only
$246
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3.9 / 5 423 reviews
  • Save 10% on your stay
  • Save 10% on your stay
Hotel only
$192

Experience the best of Old San Juan at the Sheraton Old San Juan Hotel, which seamlessly blends old world charm with modern luxury. Located just a few minutes from the airport and cruise ship docking areas, guests can start their visits with minimal delay. Guests relish... More

Hotel only
$192
Hotel only
$189

Enjoy the local beauty and culture of San Juan nestled within a contemporary atmosphere at the Verdanza Hotel, perched just moments away from Puerto Rico's famous Alambique Beach. Relax with a clear conscience, as the hotel's commitment to responsible business practices... More

Hotel only
$189
Free Cancellation
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4.3 / 5 150 reviews
Hotel only
$283

Prepare to be pampered boutique style at the Water and Beach Club Hotel, San Juan in Puerto Rico. Staff members do everything they can to make your stay wonderful at this water-inspired, trendy resort. A favourite for special events, it offers rooftop relaxation with a... More

Hotel only
$283
Hotel only
$346

Blue Flag award-wining Isla Verde Beach is found in Puerto Rico s San Juan, and home to the Courtyard by Marriot Isla Verde Beach Resort. The beachfront establishment has a family-friendly feel and offers rooms with private balconies to all guests on its spacious 12... More

Hotel only
$346

USVI

US Virgin Islands Hotels

The Sugar Bay Resort And Spa in St Thomas features traditional Spanish architecture on a hilltop setting overlooking the cerulean waters of the Caribbean. Surrounded by native trees and tropical plants, this hotel boasts beautiful accommodations in a family-friendly... More

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3.9 / 5 231 reviews
  • 5TH NIGHT FREE
  • 5TH NIGHT FREE
Hotel only
$296

Perched on top of rocky bluffs that rise above the Caribbean Sea, the Marriott Frenchman's Reef and Morning Star Beach Resorts St. Thomas is a prime example of a tropical retreat. This eight-story resort includes 450 guest rooms that are furnished with wicker furniture... More

Hotel only
$296
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Map
4.1 / 5 128 reviews
  • SAVE 10%
  • SAVE 10%
Hotel only
$528

The Secret Harbour Beach Resort is often rated as one of the top locations for snorkeling on the island of St. Thomas. The 200-yard stretch of beach and calm water also is ideal for swimming, kayaking and stand-up paddling. The resort features a full service dive center,... More

Hotel only
$528
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Map
4.4 / 5 79 reviews
  • Rate includes breakfast
  • Rate includes breakfast
Hotel only
$787

The Ritz Carlton in St. Thomas, Virgin Islands, offers its guests luxury through a focus on personal attention that has garnered the prestigious 4-Diamond ranking from AAA. The property's intimate setting, featuring only 180 rooms, provides every visitor with a private... More

Hotel only
$787
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4.8 / 5 64 reviews
Hotel only
$842

Simplicity and natural beauty make the Caneel Bay Resort in St. John an unforgettable beachfront getaway and was constructed on land that once belonged to a sugar plantation.Wild donkeys and deer roam the grounds freely, as the resort rests on a special section of the... More

Hotel only
$842
Free Cancellation
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3.8 / 5 158 reviews
  • FREE WI-FI
  • FREE WI-FI
Hotel only
$302

Tucked away in a cove in gorgeous Bolongo Bay is Bolongo Bay Beach Resort St Thomas. Personalized services are a priority at this small family-owned resort that offers 62 beachfront rooms. Play or relax in the swimming pool with its convenient swim-up bar. Activity... More

Hotel only
$302
Hotel only
$258

The atmosphere at the Sand Castle on the Beach hotel is decidedly laid back. The staff makes it a point to embrace diversity and welcomes visitors from all backgrounds. A concierge stands ready to makes arrangements for a variety of water sports, including sunset cruises... More

Hotel only
$258
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3.9 / 5 143 reviews
Hotel only
$276

It is impossible to get closer to the beach than at Emerald Beach Resort in St Thomas, and the beach theme doesn't end when guests enter the hotel. Sloped Tiki-style roofs are visible throughout the hotel, including in the lobby and at the on-site restaurant. Big windows,... More

Hotel only
$276
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4.4 / 5 85 reviews
  • SAVE 10%
  • SAVE 10%
Hotel only
$491

Guests of The Buccaneer in St Croix have the opportunity to play 18 holes of golf, while enjoying a spectacular view of the Caribbean Sea. Located just steps away from your guestroom, this course offers a wonderful game for all skill levels. Situated among the three... More

Hotel only
$491

Jamaica

Jamaica Hotels

Hotel only
$338

The Holiday Inn SunSpree Resort at Montego Bay is located right on the beachfront, and the blend of riotously colorful tropical gardens and bright white sands mean this Jamaican hotel scores with every member of the family. The 520 rooms at the Holiday Inn all offer a... More

Hotel only
$338

The Grand Bahia Principe Jamaica All Inclusive is run by the Bahia Principe Hotels & Resorts brand, with a local twist. Colonial Victorian facades overlook the quintessentially Jamaican beach at Runaway Bay and there are no 'guest rooms' here - only luxurious suites.... More

Hotel only
$242

Secrets St James Hotel Montego Bay provides a luxury of its own class, sitting out on a secluded Jamaican peninsula. The interiors exude a timeless British Colonial air, with bed canopies, candlelit tables and parlours decked out with flowers and floor-to-ceiling drapes.... More

Hotel only
$393