Caribbean Vacations

Caribbean

Your 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.

Dominican Republic

Dominican Republic Hotels

From $286

Barcelo Bavaro Palace Deluxe - All Inclusive

Punta Cana, Dominican Republic

From $223

Melia Tropical All Inclusive

Punta Cana, Dominican Republic

From $273

Paradisus Punta Cana Resort - All Inclusive

Punta Cana, Dominican Republic

From $232

RIU Palace Bavaro -All Inclusive

5 stars
4.0 / 5 51 reviews

Punta Cana, Dominican Republic

From $225

Majestic Colonial Punta Cana - All Inclusive

Punta Cana, Dominican Republic

From $205

Majestic Elegance Punta Cana - All Inclusive

Punta Cana, Dominican Republic

From $329

Excellence Punta Cana Luxury Adults Only - All Inclusive

Punta Cana, Dominican Republic

HONEYMOON SPECIAL

From $376
From $214

Dreams Palm Beach Punta Cana - All Inclusive

Punta Cana, Dominican Republic

35% OFF

From $188

RIU Palace Punta Cana All Inclusive

Punta Cana, Dominican Republic

From $481
From $167

Grand Bahia Principe Punta Cana Resort - All Inclusive

Punta Cana, Dominican Republic

SAVE 44%

From $196

Catalonia Royal Bavaro Adults Only - All Inclusive

Punta Cana, Dominican Republic

FREE CANDLE LIGHT DINNER AND MORE

From $119

Barcelo Capella Beach - All Inclusive

Juan Dolio, Dominican Republic

SAVE 10%

From $420
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Bahamas

Bahamas Hotels

From $127

Sheraton Nassau Beach Resort

Nassau, Bahamas

Save 30% on your stay

From $93

Wyndham Nassau Resort

Nassau, Bahamas

Stay 3/Save 30%

From $208

Comfort Suites Paradise Island

Paradise Island, Bahamas

From $391

Riu Palace Paradise Island All Inclusive

Paradise Island, Bahamas

$35 SPA CREDIT

From $365

Atlantis Royal Towers

Paradise Island, Bahamas

From $304

Breezes Bahamas All Inclusive

Nassau, Bahamas

EVERY 3RD NIGHT FREE

From $238

Atlantis Beach Tower

Paradise Island, Bahamas

From $197
From $270

Atlantis Coral Towers

Paradise Island, Bahamas

ENHANCED SUITE AMENITIES

From $613

The Cove Atlantis

5 stars
4.4 / 5 78 reviews

Paradise Island, Bahamas

ENHANCED SUITE AMENITIES

From $179

British Colonial Hilton Nassau Hotel

4 stars
4.1 / 5 80 reviews

Nassau, Bahamas

Enjoy up to $200 USD Food/Beverage credit

From $98

Sandyport Beaches Resort

3 stars
3.6 / 5 50 reviews

Nassau, Bahamas

SAVE 15%

From $560

The Reef Atlantis

4 stars
4.3 / 5 57 reviews

Paradise Island, Bahamas

ENHANCED SUITE AMENITIES

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Puerto Rico

Puerto Rico Hotels

From $159

Marriott San Juan Resort and Stellaris Casino

San Juan, Puerto Rico

Buy 3 nights Get 2 nights free

From $147
From $269

The Ritz-Carlton, San Juan Hotel

San Juan, Puerto Rico

From $125

Gran Melia Golf Resort Puerto Rico

Rio Grande, Puerto Rico

Early Booking Bonus 25% OFF

From $179

La Concha Renaissance Resort

San Juan, Puerto Rico

Rate includes breakfast

From $135
From $129

Sheraton Old San Juan Hotel & Casino

San Juan, Puerto Rico

15% OFF

From $143
From $145

Courtyard by Marriott San Juan Isla Verde Beach Resort

San Juan, Puerto Rico

Book now to get 30% off every night

From $99

Hotel Miramar

San Juan, Puerto Rico

From $119

Sheraton Puerto Rico Hotel and Casino

San Juan, Puerto Rico

Save 10% on your stay

From $104

San Juan Plaza Hotel

San Juan, Puerto Rico

From $140

Golden Sands Villas

Dorado, Puerto Rico

From $149

El San Juan Resort and Casino

Carolina, Puerto Rico

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USVI

US Virgin Islands Hotels

From $159

Sugar Bay Resort And Spa

St Thomas, Virgin Islands US

SAVE 50%

From $249

Marriott Frenchman's Reef and Morning Star Beach Resorts

St Thomas, Virgin Islands US

5TH NIGHT FREE

From $293

Secret Harbour Beach Resort

St Thomas, Virgin Islands US

From $285

The Westin St. John Resort and Villas

St John, Virgin Islands US

UP TO $200 DINING CREDIT & FREE ROOM UPGRADE

From $389

The Ritz-Carlton, St. Thomas

5 stars
4.5 / 5 63 reviews

St Thomas, Virgin Islands US

Rate includes breakfast

From $401

Caneel Bay, A Rosewood Resort

5 stars
4.8 / 5 45 reviews

St John, Virgin Islands US

From $153

Bolongo Bay Beach Resort

St Thomas, Virgin Islands US

5TH NIGHT FREE

From $107

Sand Castle On The Beach

3 stars
4.2 / 5 42 reviews

St Croix, Virgin Islands US

SAVE 10%

From $180

Best Western PLUS Emerald Beach Resort

St Thomas, Virgin Islands US

From $258

The Buccaneer

5 stars
4.4 / 5 70 reviews

St Croix, Virgin Islands US

FREE ROOM UPGRADE, DINNER FOR TWO PLUS MORE

From $136

Windward Passage Hotel

3 stars
2.9 / 5 25 reviews

St Thomas, Virgin Islands US

35% OFF

From $92

Best Western Carib Beach Resort

3 stars
3.0 / 5 62 reviews

St Thomas, Virgin Islands US

SAVE 15%

Maho Bay Camps

3 stars
4.0 / 5 29 reviews

St John, Virgin Islands US

From $425

Divi Carina All Inclusive Beach Resort

3 stars
3.9 / 5 21 reviews

St Croix, Virgin Islands US

SAVE 50%

From $144

Point Pleasant Resort

3 stars
3.4 / 5 99 reviews

St Thomas, Virgin Islands US

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Jamaica

Jamaica Hotels

From $214

Grand Bahia Principe Jamaica All Inclusive

Runaway Bay, Jamaica

SAVE 54%

From $284
From $223

Riu Ocho Rios All Inclusive

Ocho Rios, Jamaica

$35 SPA CREDIT + KIDS FREE

From $219

Riu Montego Bay - All Inclusive

Montego Bay, Jamaica

From $169
From $417
From $274

Riu Palace Tropical Bay All Inclusive

Negril, Jamaica

$35 SPA SERVICES CREDIT ON MASSAGES

From $201

Riu Negril All Inclusive

Negril, Jamaica

$35 SPA SERVICES + KIDS FREE

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Aruba

Aruba Hotels

From $229

Aruba Marriott Resort and Stellaris Casino

Oranjestad, Aruba

EVERY 5TH NIGHT FREE

From $215
From $130
From $309

Occidental Grand Aruba All Inclusive

Oranjestad, Aruba

1ST CHILD FREE

From $179

The Westin Resort & Casino, Aruba

Oranjestad, Aruba

5TH NIGHT FREE + $150 Resort Credit

From $289
From $335

Hyatt Regency Aruba

Aruba, Aruba

From $114

Tropicana Aruba Resort and Casino

3 stars
3.1 / 5 96 reviews

Oranjestad, Aruba

30% SUMMER SIZZLER SALE

From $266

Divi Aruba All Inclusive

Oranjestad, Aruba

HONEYMOON PACKAGE - ROOM UPGRADE AND MORE

From $475
From $191

Amsterdam Manor Beach Resort

4 stars
4.4 / 5 83 reviews

Oranjestad, Aruba

From $340

All Inclusive - Holiday Inn Resort Aruba

Aruba, Aruba

KIDS 12 and UNDER STAY, PLAY, EAT FREE

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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

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

Caribbean highlights

  • Jamaica

    In Ocho Rios, dive world-class reefs or take a tour to the Dunn’s River Falls, complete with a marketplace at the top. Ride on horseback at Chukka Cove or push the limits with Montego Bay’s Flight of the White Witch Canopy Tour. In Negril, kick back at Rick’s Café and watch divers plunge from 35-feet above or relax at the lesser known gem, Floyd’s Pelican Bar.

  • Aruba

    For a more exclusive, arid take on the Caribbean, make your way to Aruba. Indeed expensive, the tradeoff comes with notorious hospitality, year-round temperatures in the low 80s, and a pleasantly dry climate. Explore miles of pristine beaches, stroll the main town of Oranjestad or try your luck at Stellaris Casino. On Tuesday night, the weekly Bon Bini Festival is a treat.

  • Puerto Rico

    This tropical paradise is equal parts modern and historic. Stunning white sand beaches cater to every desire, including the calm Luquillo Beach, surfer-friendly Playa Higuer and Playa Esperanza or snorkeling. Roam the cobblestoned streets of Old San Juan or the 16th Century El Morro citadel. Or venture below to Rio Camuy Cave Park to witness the third largest underground river in the world.

  • Bermuda

    Famous for its astonishingly pink-sand beaches, Bermuda brings luxe resorts and adventure from snorkeling at Elbow beach to glass-bottom boat tours. Play golf or explore the fantastic Crystal and Fantasy Caves featuring a 55-foot, clear-blue underground lake. For nightlife, head to the capital City of Hampton.

  • United States Virgin Islands

    Pulsing with West Indies vibes and calypso beats, the U.S. Virgin Islands consists of three main islands. St. John offers a pristine environment coveted for its beaches and snorkeling in Trunk Bay. A popular port of call for many cruise ships, St. Thomas is the place for shopping. St. Croix brings a balanced mix with beautiful coasts and rainforests, famous dive sites and nightlife.

  • Dominican Republic

    R&R is easy to find with all-inclusive resorts fronting white sand beaches, blue waters and famous dive sites. But eco-adventure is just as accessible with inland mountains, waterfalls and tropical forests. Visit Santo Domingo to walk the historic and happening Colonial Zone, considered the oldest city in the New World. Altos de Chavon, Lago Enriquillo and Isla Catalina are other showstoppers.

  • Cayman Islands

    Set along the deep Cayman Trench lie the three Cayman Islands. Grand Cayman is top dog, especially for families and 5-star living along Seven Mile Beach. Shop the malls, dine in style or keep it Caribbean with a trip to Stingray City. For less glitz, dive into the natural, local landscapes of Cayman Brac. Little Cayman both lives up to and defies its name with its small size and world-famous dive site, Bloody Bay Marine Park.

  • St. Lucia

    Both serene and stunning, St. Lucia presents breathtaking peace and earth-shattering natural wonders. Known for beautiful beaches -- and more recently its glamorous resorts -- there’s more under the surface than the iconic Pitons. Hike the immense rainforest, explore Diamond Mineral Falls (believed to have healing powers), or take the road to the world’s only drive-in volcano.

  • Bahamas

    This 29-island nation with its hundreds of cays and thousands of islets also brings its share of beaches, resorts and adventure, like a snorkel or dive with a Stuart Cove’s tour. Visit Atlantis on Paradise Island, the islands top attraction, with six resorts, 11 pools, thrilling water park rides, dolphin swims and one of the world’s largest open-air marine habitats.

More on Caribbean from the Orbitz Blog

Beyond the beach: Things to do in Montego Bay

Montego Bay, Jamaica, or MoBay, as it’s known by locals, is one of the most popular beaches in the Caribbean, with a bevy of all-inclusive resorts and plenty of places to grab a rum punch while soaking in the sunset and reggae. But when you’ve had your fill of sand and sun, there are plenty of things to do in Montego Bay. Check out our recommendations -- plus a few great Montego Bay hotels -- all of which are guaranteed to stoke that unforgettable “irie” feeling.

Sweet escape: Beach vacations in 5 eye-popping shades

All beaches share one common trait: They border a body of water. But that’s where the commonalities can end. Beaches comes in many forms – and plenty of strange colors. We’ve rounded up some of odd arcs of sand to consider when planning beach vacations.

5 business travel tips for the fall

The fall travel season brings its own set of challenges — and opportunities to get great travel deals. Here are a few tips to make the most of traveling once the leaves start to change.

Your trip

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