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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.
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.
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 Hotels
Comfort, luxury and convenience on the pristine beach of Punta CanaGuests at the Barcelo Bavaro Palace Deluxe - All Inclusive benefit from a calm, picturesque location and a wide range of modern conveniences and services. This elegant resort provides guests with a... More
All-inclusive Punta Cana beachfront resort with 10 swimming poolsThe perfect getaway for couples and families, Melia Tropical All Inclusive fronts the famed white sands and gentle water at Playa Bavaro, in Punta Cana. The all-inclusive resort features more than a dozen... More
Luxury Punta Cana all-inclusive beachfront resort with 9 restaurantsFind balance between nature and luxury at Paradisus Punta Cana Resort, on the exquisite Bavaro Beach. Open-air architecture, native mangrove forests, soaring coconut trees, a white-sand beach and... More
RIU Hotels & Resorts brings you a totally new Palace resort on the beautiful destination of Punta Cana. The Riu Palace Bavaro Hotel on beautiful Arena Gorda Beach is located just 30 kilometers from Punta Cana International Airport. Right on the beach of Arena Gorda,... More
Punta Cana all inclusive, all junior suite resort with Jacuzzi, New Colonial Club adults only sectionAn oceanfront resort on a beautiful shore, Majestic Colonial Punta Cana - All Inclusive provides all-inclusive options for families who love variety and couples alike.... More
Romantic, all-inclusive Punta Cana hotel on the oceanfront Steps from the powder-white sands of Bavaro Beach is the Majestic Elegance Punta Cana. The hotel attracts everyone from families to couples looking for a romantic getaway. Facilities include beach cabanas and... More
Enjoy gardens and a quiet beach at this Dominican adults-only resortFor an adults-only getaway in the gorgeous, sunny Dominican Republic, the Excellence Punta Cana resort can't be beat. Stroll through coconut groves and lush green landscapes, and be sure to visit the... More
All-inclusive Punta Cana hotel wows with lush landscape and luxe spaThe palatial grounds of Paradisus Palma Real Golf & Spa Resort sweep guests away in contemporary luxury. A visual feast infiltrates every corner of the 554-room property, which incorporates theatrical... More
Kid-friendly Punta Cana resort captures luxury in all-inclusive setting Dreams Palm Beach Punta Cana – All Inclusive aims for the ultimate all-inclusive experience, pampering guests with meandering pools, a swim-up bar, beachside massage palapas and lots of diversions... More
Punta Cana hotel enchants with Arena Gorda address, multiple eateries Located within the Riu resort complex, Riu Palace Punta Cana All Inclusive towers over Arena Gorda, a pristine stretch of white sand dotted by palm trees. The palatial resort beckons with 612 rooms... More
Enjoy world-class amenities without the price The Comfort Suites Paradise Island hotel is an all-suite hotel on beautiful Paradise Island. The hotel is adjacent to the famed Atlantis Resort, where guests enjoy access, including Atlantis pools, lazy river, water slides,... More
All-inclusive hotel extravaganza adjacent to Atlantis The Riu Palace Paradise Island All-Inclusive resort sits adjacent to the famous Atlantis Resort on three miles of white sand. Dining choices are endless, from 24/7 room service and buffets, to specialty restaurants.... More
Endless fun and luxurious accommodations offering vacationers the ultimate Atlantis experienceHoused in a grand architecture accentuated by intricate art pieces and an elegant ambience,Royal Towers Atlantis, Autograph Collection creates a luxurious haven for discerning... More
Non-stop food, drink and fun on Cable Beach Breezes Bahamas all-inclusive resort is the first and only "Super-Inclusive" resort in the Bahamas. Guests feast at buffets and specialty restaurants while sipping tropical drinks -- all included. Guests ascend the rock-climbing... More
Save 50%+ US$50 Resort Credit & Free Dolphin Swim
Carefree fun and comfort on Paradise IslandBeach Tower Atlantis, Autograph Collection offers a true Caribbean feel in a laid-back environment for vacationing families and budget conscious travelers. The hotel is the closest to the beach and many marine exhibits, as... More
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
A true Paradise Island celebration Coral Towers Atlantis, Autograph Collection is a centrally located property offering contemporary and relaxed accommodations within a tropically casual atmosphere. The rooms offer one king or two queen beds with sitting areas and full... More
Exclusive all-suite oasis within Atlantis featuring adults-only ultra-poolThe Cove Atlantis, Autograph Collection is an oasis within Atlantis on Paradise Island. The all-suite haven offers 600 suites on a breathtaking white-sand beach. Guests are treated to innovative... More
Rate includes a $50 USD daily hotel credit
Situated on the online private beach in downtown Nassau, the British Colonial Hilton hotel offers a taste of the island's rich history, along with some of the most modern amenities for both business and vacation travelers. From Hilton Deluxe Rooms to Suites with separate... More
Tranquil marina villas close to Caribbean and Nassau nightlife Sandyport Beach Resort hotel guests can experience the Caribbean in all its variety at this quiet complex of villas. The villas are grouped about a marina that is conveniently close to both Nassau and the... More
Puerto Rico Hotels
Four diamond extravagance is offered to all guests at the Marriot San Juan Resort, keeping adults entertained with champagne-style pleasure, while wowing kids with games and waterslides. An oasis among Puerto Rico's party atmosphere, the hotel features grand architecture,... More
Award-winning Puerto Rican resort with breathtaking viewsWyndham Grand Rio Mar Beach Resort and Spa, nestled in a lush hideaway between the Atlantic Ocean and El Yunque Caribbean National Forest, both pampers and impresses guests with a wide array of amenities. Guests... More
Immerse yourself in total luxury and relaxation at The Ritz Carlton, San Juan, with two miles of sandy beaches to enjoy. Modern and sophisticated decor makes the 416 rooms both stylish and comfortable. Spa treatments include The Ritz Carlton Signature Massage and Sea Body... More
All-suite resort with spa, golf on Puerto Rico’s northeaster coastGran Melia Puerto Rico, located on Coco Beach, offers an idyllic location on Puerto Rico's northeastern coast. The resort features 544 oversized suites, including 131 Red Level Suites and 59 Red... More
An awe-inspiring architectural achievement in Puerto Rico's Tropical Modernism movement, the La Concha Renaissance Resort Hotel offers an incredible place to stay in San Juan. With instant access to the Condado beach, this is the perfect place to put your feet up... More
A backdrop of wild, tropical surroundings and a two-mile stretch of beach is offered by the InterContinental San Juan resort in Puerto Rico. High-end touches to its island setting make guests feel constantly spoiled, from its canopied poolside lounge chairs to its... More
Experience the best of Old San Juan at the Sheraton Hotel and Casino, 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. Showcasing grand... More
30% OFF- EARLY BOOKING BONUS
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
FREE WIFI, UNLIMITED USE OF FITNESS CENTER & MORE
Prepare to be pampered boutique-style at the Water and Beach Club Hotel, San Juan in Puerto Rico. Staff members work hard to make your stay memorable at this water-inspired resort. A favorite for special events, it offers rooftop relaxation with a swimming pool, couch... More
Blue Flag award-winning 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
US Virgin Islands Hotels
5TH NIGHT FREE
Experience Virgin Islands luxury with a private beach and treatment spa Situated overlooking Morning Star beach, Marriott Frenchman's Reef and Morning Star Beach Resorts is an idyllic tropical paradise with stunning views over the Caribbean Sea. Luxurious rooms set in... More
Calm water, breathtaking sunsets and oversized suites on St. Thomas 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... More
Experience the ultimate in luxury on St. ThomasA vacation at the Ritz-Carton, St. Thomas is an experience to remember forever. The resort buildings, inspired by a Renaissance era palace, are almost as spectacular as the sparkling turquoise waters that splash against the... More
Get away from it all this low-key, luxury resort on St. JohnDisconnect from the hustle and bustle of the real world at Caneel Bay on St. John, a luxurious but low-key resort. Relaxation is the ultimate goal at Caneel Bay which is why rooms are devoid of modern technology... More
Family-run, Golden Conch Caribbean Hotelier award winnerA casual, friendly attitude reigns at the unpretentious, beachside Bolongo Bay Beach Resort which has frequent repeat visitors. There is an all-inclusive option, but even guests traveling "European" style are offered... More
Intimate resort features award-winning dive shop on St. CroixThe 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... More
From the airplane to the never-crowded beach in 20 minutesA no-frills property, routinely complimented for its gracious staff, the Emerald Beach Resort on St. Thomas features a private beach, with breathtaking views of Lindbergh Bay. The secluded beach is perfect for... More
Family-owned resort on St. Croix known for service and amenitiesSpread out among 340 acres, the Buccaneer has won dozens of travel awards during its more than 60-year history. Known as the Caribbean's most historic resort, the property features pristine beaches which... More
Full-service waterfront spot overlooking Charlotte Amalie on St. ThomasGuests who love being in the middle of all the action will find the Windward Passage Hotel ideal. Located on a hillside overlooking the picturesque town of Charlotte Amalie, this hotel is within... More
Located right on the beachfront, The Holiday Inn SunSpree Resort at Montego Bay sports vibrantly colorful tropical gardens and bright white sands, making this Jamaican hotel a hit with every member of the family. The 520 rooms at the Holiday Inn all offer a private... More
Run by the Bahia Principe Hotels & Resorts brand, The Grand Bahia Principe Jamaica All Inclusive packs plenty of distinctly "local" touches. Colonial Victorian facades overlook the quintessentially-Jamaican beach at Runaway Bay, and there are no 'guest rooms' here,... More
$200 Resort Coupons
Secrets St James Hotel Montego Bay sits out on a secluded Jamaican peninsula, with interiors decorated in a timeless British Colonial airbed canopies, candlelit tables and parlors decked out with flowers and floor-to-ceiling drapes. From the moment you're welcomed with a... More
The five-star all-inclusive Iberostar Rose Hall Beach resort offers unrivaled sea or garden views, which guests will enjoy from their private balconies. Grand sweeping staircases frame the lime-green interiors, while expansive pools cover large sections of the hotel... More
At the Sunset Beach Resort Spa and Waterpark, you can enjoy an all-inclusive singles, couples, or family vacation under the Jamaican sun. Kids can splash around on the slides in the pirate-themed water park and search for bounty on the pirate ship, while adults will enjoy... More
The Riu Ochos Rios is a five-star Jamaican resort owned and operated by the Spanish-based Riu hotel chain. Overlooking the Caribbean Sea and surrounded by lush green woodland and gushing waterfalls, the hotel showcases the best of both worlds - open-air beachfront luxury... More
Exclusive Montego Bay area all-inclusive resort gem on pristine bayThe Riu Montego Bay is an attractive, all-inclusive resort in exclusive Mahoe Bay, which hugs a scenic coastline less than three miles from Montego Bay. This family-friendly resort has plenty for everyone,... More
The Grand Palladium is a five-star Jamaican luxury resort and spa located on Jamaica's north coast. It's one of the newest resorts around the Montego Bay area: built in 2008, its contemporary curved facade is an impressively modern design. Don't forget to pack your... More
Part of the Iberostar Grand Collection, the Iberostar Grand Rose is an intimate and luxurious Montego Bay destination designed with couples in mind. Winner of the World's Top Ten Traveler's Choice Award, the resort offers exquisite cuisine, romantic suites with marble... More
The Iberostar Rose Hall Suites is a 5-star, all-inclusive, suites-only hotel named after the nearby Rose Hall Great House - a Georgian style plantation mansion allegedly home to Annie Palmer, the legendary 'white witch of Rose Hall'. Spooky tales aside, the hotel itself... More
Largest luxury resort on Palm Beach has hotel-within-a-hotel and casinoThe Aruba Marriott Resort and Stellaris Casino recently enjoyed a makeover worth $50 million. That resulted in the deluxe Stellaris Casino -- the largest in Aruba -- and the adults-only Tradewinds... More
The AAA 4-Diamond rated Radisson Resort, Casino & Spa is a glistening 14-acre oasis surrounded by fragrant gardens, exotic lagoons, and cascading waterfalls, where guests will find themselves immersed in the islands most lush and luxurious resort. This haven features... More
Lovely options for families on Aruba's Palm BeachIn often pricey Aruba, Holiday Inn Resort Aruba - Beach Resort and Casino offers variety and value for all ages. Stretch out on a quarter mile of Palm Beach, go snorkeling or take a kayak. Plunge into the zero-entry pool,... More
Luxury upgrade to VIP treatment at this Palm Beach all-inclusive resortAwarded the TripAdvisor 2012 Certificate of Excellence, the Occidental Grand Aruba All Inclusive makes for a worthwhile and memorable vacation spot featuring white sandy beach and crystal clear water.... More
All-inclusive elegance, ocean views, and a rock wall on Divi BeachTamarijn Aruba All Inclusive has stunning unobstructed ocean views from every private balcony or patio. Nightly entertainment includes live entertainment and theme parties. Swing with the jazz band, or in... More
Relax on a private island getaway in ArubaBoasting the only private beaches on Aruba, the Renaissance Aruba Resort and Casino wows visitors to its tropical location with amazing views and onsite amenities. Guests can choose from two resort options, the Marina Hotel with... More
A 5-star rated beachfront jewel with the warmest service on Palm BeachHyatt Regency Aruba offers luxurious and convenient touches but keeps a warm, friendly touch. There is a range of sophisticated quality at its restaurants, including the opportunity to nibble Italian... More
Manchebo Beach all-inclusive low-rise jewel with a mile-long beachThe key focal point at Divi Aruba All Inclusive is the mile-long stretch of sandy white beach, which is a short walk from every guest room. Aside from stunning sunsets, guests may indulge in fine dining,... More
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Top-rated elegance for families, or just adultsRenaissance Aruba Resort and Casino - All Inclusive, a 40-acre island paradise, has earned a 4-Diamond rating from AAA and has the only private beach in Aruba. There are two distinct experiences here. The Marina Hotel is... More
Caribbean luxury resort on the widest stretch of Eagle BeachThe intimate boutique 2-story resort is nestled on the largest and widest beach of Aruba. The resort is known for its charm, romance, great dining, friendly staff and quaint intimacy.Enjoy a bigger, better beach... More
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.
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.
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.
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.
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.
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.
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.
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.
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.
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