Caribbean Flight + Hotel packages

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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

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.