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.

  • 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

Dominican Republic Hotels

Hotel only $282

The all-inclusive Barcelo Bavaro Palace Deluxe in Punta Cana is the pearl of the Dominican Republic, featuring miles of pristine beach and some of the most beautiful coral reefs in the Caribbean. The spacious suites overlook the calm, blue waters of Bavaro Beach, which is... More

Hotel only $303

Melia Tropical All Inclusive

4 stars
4.0 / 5 597 reviews


The All Inclusive Resort Melia Tropical sets the standard for family oriented, golf lovers, and couples that want to relax and enjoy all about the spectacular Punta Cana. The hotel offers more than 1,100 suites, all surrounded by palm trees and lush vegetation. The... More

Hotel only $385

Find 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 brilliant ocean views set the stage, matched by 694 opulent guest suites, 9... More

Hotel only $201

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

Hotel only $293

The new Majestic Colonial Punta Cana All Inclusive resort in Punta Cana can best be described as sophisticated. The resort offers junior suites and full suites surrounded by spectacular landscapes. Guest rooms have jetted tubs, marble accents, Colonial-style decor and... More

Hotel only $252

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 rooftop bars with sweeping views of the beach. This tropical... More

Hotel only $361

Excellence Punta Cana Luxury Adults Only - All Inclusive

5 stars
4.3 / 5 815 reviews



The Excellence Punta Cana Luxury Adults-Only All-Inclusive Resort in Punta Cana is one of the Dominican Republic's most comfortable tropical getaways. Guests are able to create a personalized visit as they enjoy the lapping ocean waves and the soothing beats of merengue... More

Hotel only $419

The 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 details like beach beds, soaring ceilings and well-manicured... More

Hotel only $261

Dreams Palm Beach Punta Cana - All Inclusive

4 stars
3.8 / 5 297 reviews



Dreams Palm Beach Punta Cana - All Inclusive in Punta Cana, Dominican Republic, features private balconies or terraces, complimentary mini-bars in each room, luxurious bathroom amenities, turndown service, individual climate control, an electronic safe for storing... More

Hotel only $177

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 styled with old-world furniture and earth tones, plus multiple a la carte... More

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Bahamas Hotels

Hotel only $384

Melia Nassau Beach Resort - All Inclusive

4 stars
3.6 / 5 44 reviews


25% Off

White sand, comfort and fun on Cable Beach A warm Bahamian welcome awaits you at Melia Nassau Beach Resort - All Inclusive, ideally situated on a 1,000-foot stretch of Nassau's most spectacular white-sand beach. From the moment you arrive, you'll be treated to gracious... More

Hotel only $200

Comfort Suites Paradise Island

3 stars
3.7 / 5 598 reviews


The Comfort Suites Paradise Island in Paradise Island, Bahamas, offers its guests affordable rooms with complete and free access to the Atlantis Resort's many amenities, including a 141-acre water park, a white-sand beach, aquariums and a casino. Guests at this hotel stay... More

Hotel only $365

Riu Palace Paradise Island All Inclusive

4 stars
3.7 / 5 802 reviews


55% OFF

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. Meals, drinks, entertainment, accommodations, taxes and... More

Hotel only $378

Royal Towers Atlantis, Autograph Collection

4 stars
4.1 / 5 293 reviews



The Atlantis Royal Towers Paradise Island hotel is an exotic getaway that guarantees to provide its guests with an experience they won't soon forget. Established in 1998 as one of the world's most ambitious and imaginative projects, the Royal Towers was created as tribute... More

Hotel only $528

Breezes Bahamas All Inclusive

3 stars
3.4 / 5 423 reviews


SAVE 45%

The Breezes hotel is an all-inclusive resort located on the white sands of Cable Beach in Nassau, Bahamas. The West and the East Wings of the resort offer rooms with a choice of garden, ocean or beach views. Each room features mahogany wood furnishings, tropical... More

Hotel only $288

Beach Tower Atlantis, Autograph Collection

3 stars
4.0 / 5 341 reviews



Beach 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 well as the Lazy River, Seagrapes... More

Hotel only $228

Viva Wyndham Fortuna Beach - All Inclusive

3 stars
3.0 / 5 198 reviews



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 $295

Coral Towers Atlantis, Autograph Collection

4 stars
3.9 / 5 200 reviews



The Atlantis Coral Towers Paradise Island is a great place to stay while enjoying the powder-white sands and turquoise-blue waters of the sparkling Caribbean. After a long day of fun-filled activities, go back to your room and relax on luxurious, king-size bedding, or go... More

Hotel only $579

The Cove Atlantis, Autograph Collection

5 stars
4.5 / 5 111 reviews



The 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 technology, soothing interiors and exclusive access to Cain at the Cove, an... More

Hotel only $219

British Colonial Hilton Nassau Hotel

4 stars
4.1 / 5 104 reviews


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

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Puerto Rico

Puerto Rico Hotels

Hotel only $219

Marriott San Juan Resort and Stellaris Casino

4 stars
4.2 / 5 943 reviews


Rate includes breakfast

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

Hotel only $179

Wyndham 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 enjoy breathtaking ocean views, rivaled only by the tropical... More

Hotel only $249

The Ritz-Carlton, San Juan

5 stars
4.4 / 5 411 reviews


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

Hotel only $152

The Gran Melia Golf Resort Puerto Rico in Rio Grande is an award-winning property that allows its visitors to relax in tropical luxury. The hotel has won a Five Star Diamond Award, a Golden Apple Award, and a Gold Key Award, among other recognitions, and it's established... More

Hotel only $189

La Concha Renaissance Resort

4 stars
4.3 / 5 683 reviews


Rate includes breakfast

La Concha Renaissance Resort in San Juan offers a sophisticated, chic atmosphere as well as luxurious guest rooms with state-of-the-art amenities and furnishings. In addition, the resort features a casino, an on-site fitness center, and relaxing spa treatment options. The... More

Hotel only $197

InterContinental San Juan

4 stars
4.0 / 5 631 reviews


Any time you stand on a balcony at the InterContinental San Juan in San Juan, you get a clear view of the pool and the ocean. As you take in the view, hotel staff will be there to take care of every little detail to make sure your stay is comfortable. The Akua Spa... More

Hotel only $139

Sheraton Old San Juan Hotel and Casino

4 stars
3.8 / 5 526 reviews


Save 10% on your stay

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

Hotel only $171

Enjoy the local beauty and culture of San Juan nestled within a contemporary atmosphere at the Verdanza Hotel, A Member of Summit Hotels and Resorts, perched just moments away from Puerto Rico's famous Alambique Beach. Relax with a clear conscience, as the hotel's... More

Hotel only $139

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

Hotel only $184

Courtyard by Marriott San Juan Isla Verde Beach Resort

3 stars
4.0 / 5 406 reviews


Save 15% on your stay

At the Courtyard by Marriott San Juan Isla Verde Beach Resort San Juan, guests can enjoy full-service amenities and accommodations located directly on San Juan's beautiful beaches. The 24-hour fitness center offers free classes as well as weights and cardiovascular... More

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US Virgin Islands Hotels

Hotel only $219

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 beachfront and garden locations blend tropical style with modern... More

Hotel only $336

Secret Harbour Beach Resort

4 stars
4.1 / 5 140 reviews


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 $439

The Ritz-Carlton, St. Thomas

5 stars
4.5 / 5 79 reviews


Rate includes breakfast

A 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 property's pristine white sands beaches. The... More

Hotel only $409

Caneel Bay Resort

5 stars
4.8 / 5 65 reviews


Disconnect 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 such as telephone and TV. Still, entertainment is plentiful,... More

Hotel only $202

Bolongo Bay Beach Resort

3 stars
3.8 / 5 171 reviews



A 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 complimentary use of all non-motorized water sports,... More

Hotel only $149

Sand Castle On The Beach

3 stars
4.2 / 5 61 reviews


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 $235

BEST WESTERN PLUS Emerald Beach Resort

3 stars
3.8 / 5 173 reviews


10% OFF

A 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 snorkeling and is never crowded. A tennis court and fitness... More

Hotel only $285

The Buccaneer

5 stars
4.4 / 5 90 reviews


SAVE 20%

The Buccaneer, gracious, elegant and legendary. Founded in the 17th century and family-run for generations, The Buccaneer blends Old World charms with warm hospitality, and the amenities expected by today's traveler. The luxury, country club setting on more than 340 lush... More

Hotel only $126

Windward Passage Hotel

3 stars
3.1 / 5 66 reviews


SAVE 24%

Guests 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 walking distance to inter-island ferries, shops, restaurants and a variety of... More

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Jamaica Hotels

Hotel only $236

The Holiday Inn SunSpree Resort Montego Bay All Inclusive Montego Bay location has gone through extensive renovation, with a refreshed color theme and Jamaican cultural flavor highlighted throughout the hotel. The hotel has LCD TVs, swimming and sunning areas throughout... More

Grand Bahia Principe Jamaica All Inclusive

4 stars
3.9 / 5 538 reviews



If you're looking for a unique hotel in Jamaica, the Grand Bahia Principe Jamaica – All Inclusive in Runaway Bay is one you will love. Along with a beachside setting and Victorian-style architecture, beautiful bay views and many water activities are included. Set on... More

Hotel only $486

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

Hotel only $345

Iberostar Rose Hall Beach All Inclusive

4 stars
4.1 / 5 323 reviews



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

Hotel only $262

Amidst swaying palms, shimmering water and beautiful beaches, the casual, all inclusive Sunset Beach Resort & Spa in Montego Bay, Jamaica offers something for everyone including a fresh new look following a host of recent renovations. Sparkling restaurants and bars... More

Hotel only $316

Riu Ocho Rios All Inclusive

3 stars
3.9 / 5 476 reviews


50% OFF

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

Hotel only $285

Riu Montego Bay - All Inclusive

3 stars
3.8 / 5 445 reviews


The 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, including a kids club. Couples and singles are drawn to the... More

Hotel only $459

Rest and relaxation can be found at the brand new, all-inclusive Grand Palladium Jamaica Resort and Spa along the beautiful coast of Montego Bay. Catch some rays on the white sands of the resort's private beach or lie back and admire the hotel’s extravagant... More

Hotel only $565

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

Hotel only $495

Iberostar Rose Hall Suites All Inclusive

4 stars
4.4 / 5 274 reviews



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

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Aruba Hotels

Hotel only $319

Relax and have fun when you stay at the Aruba Marriott Resort and Stellaris Casino in Palm Beach, Aruba. This resort offers an expansive fitness center with yoga mats, exercise equipment and free weights. You can also use the on-site walking and jogging trail, which takes... More

Hotel only $253

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

Hotel only $190

In 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, play tennis, hit the casino or plan a spa day.... More

Hotel only $503

Occidental Grand Aruba All Inclusive Resort

4 stars
3.6 / 5 421 reviews



Awarded the TripAdvisor 2012 Certificate of Excellence, the Occidental Grand Aruba All Inclusive Resort makes for a worthwhile and memorable vacation spot featuring white sandy beach and crystal clear water. Snorkeling, kayaking and sailing are among the many... More

Hotel only $337

Tamarijn Aruba All Inclusive

3 stars
4.0 / 5 220 reviews


Save 35%

Tamarijn 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 dance class, or recline during movie night on the beach. Swim in... More

Hotel only $212

Boasting 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 Renaissance Mall for adults, or the... More

Hotel only $335

The Hyatt Regency Aruba Resort & Casino Palm Beach is situated along the sparkling white sands and tropical blue waters of the Caribbean. With 357 rooms that offer the choice of an ocean, garden or pool view, the Hyatt makes an ideal destination for solo travelers or... More

Hotel only $379

Divi Aruba All Inclusive

4 stars
3.8 / 5 145 reviews


SAVE 22%

The Divi Aruba All Inclusive in Oranjestad has won several awards including the Oyster Award for the "Best All-Inclusive Resort in Aruba" and "Best Beach Hotel" in Aruba. The property's ambiance encapsulates a genuine Aruban culture and the decor is designed to have a... More

Renaissance 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 adults-only luxury, and the Ocean Suites are... More

Hotel only $230

Manchebo Beach Resort and Spa

4 stars
4.3 / 5 130 reviews


The 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 on your tropical vacation at Manchebo Beach Resort and... More

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  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

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