San Juan Marriott Resort and Stellaris Casino1309 Ashford Avenue, San Juan 4.0 out of 5.0
Featuring a 24-hour casino and ocean-view dining, this Puerto Rico beachfront resort is in San Juan's fashionable Condado district, about 3 km (2 mi) east of ...
Hotel Plaza De Armas Old San JuanSan Jose St 202, San Juan 2.0 out of 5.0
Situated by the sea, this hotel is within a 10-minute walk of Museo del Nino's, Plaza de Armas, and Museum of the Americas. Museo de Casa Blanca is 0.3 mi (0.5 ...
Atlantis Royal Towers, Autograph CollectionParadise Beach Drive, Paradise Island 4.0 out of 5.0
These spire-topped towers contain 1,201 rooms and embody the Lost Continent theme offered by the water-park and marine-life Atlantis resort on Paradise Island, ...
Rooms on the Beach Ocho RiosMain Street Ocho Rios, Ocho Rios 2.5 out of 5.0
Located in Ocho Rios, this beachfront hotel is connected to a shopping center, just steps from Ocho Rios Craft Park and Turtle Beach. Dunn's River Falls and ...
Windward Passage HotelVeterans Drive Charlotte Amali, St. Thomas 3.5 out of 5.0
Situated in St. Thomas, this hotel is within a 10-minute walk of Magic Ice Gallery, Fort Christian, and Emancipation Garden. Blackbeard's Castle is 0.7 mi (1.2 ...
The Jamaica Pegasus Hotel81 Knutsford Boulevard, Kingston 3.5 out of 5.0
The hotel is in central Kingston, a 5-minute drive from National Heroes Park and The Bob Marley Museum, which is based in the former home of the legendary reggae ...
Holiday Inn Express San Juan Condado1 Mariano Ramirez Bages, San Juan 3.0 out of 5.0
Situated near the beach, this hotel is 0.1 mi (0.1 km) from Parque La Ventana al Mar and within 3 mi (5 km) of Puerto Rico Convention Center and Jose Miguel ...
Renaissance Curacao Resort & CasinoBaden Powelweg 1, Willemstad 4.0 out of 5.0
A 5-minute walk from resort's historic Rif Fort, Renaissance Curacao Resort & Casino overlooks the warm waters of the Caribbean Sea from picturesque Willemstad. ...
Riu Palace Aruba All InclusiveJ.E. Irausquin Blvd 79, Palm Beach 4.5 out of 5.0
Facing the white sands of Palm Beach, this resort is in the high-rise hotel district on the west coast; the Bubali Bird Sanctuary is across the street, and the ...
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.
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.
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.
* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.