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Your Caribbean Holiday
With a Caribbean holiday package that can be tailored to your needs, planning your next exciting adventure has never been so simple. If Santo Domingo is your first port of call, get ready to experience a city known for its history, culture and lots more. A trip to Caribbean wouldn't be complete without spending some time in Punta Cana. This city is among the top places to visit here. Whether you're travelling for a week or a month, Expedia are here to help you customise your next Caribbean holiday.
Top destinations in Caribbean

Santo Domingo
The Latest Caribbean Holiday Deals

San Agustin Apartments
Reviewed on 15 Mar 2025


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Reviewed on 14 Mar 2025

Ola Boutique Hotel
Reviewed on 14 Mar 2025


Ocean Eden Bay - Adults Only - All inclusive
Reviewed on 15 Mar 2025
Your Guide to Caribbean Holidays
Your Caribbean holiday
The forecast for your trip to the Caribbean? Idyllic beaches, lots of sunshine and endless summer vibes.
With more than 7,000 islands and some of the world’s most famous stretches of coastline, the Caribbean is the ultimate pinch-me-I’m-dreaming beach paradise. Stick your feet in the sand at iconic shorelines like Grace Bay Beach in Turks and Caicos and Flamenco Beach in Puerto Rico. Or soak up some “vitamin sea” on Varadero Beach in Cuba and Magens Bay Beach in the U.S. Virgin Islands.
The Bahamas is a popular Caribbean holiday package destination. The place to be? Pink Sand Beach, a 3-mile stretch of soft pink sand that’s regularly voted among the best beaches in the world. Stay steps away at Pink Sands Resort on Harbour Island and you’ll be looking at your surroundings through rose-coloured glasses. If it’s those laid-back Jamaica vibes you’re chasing, you’ll find them at Seven Mile Beach. Add Sandy Haven Resort to your Caribbean holiday package and spend your days lounging on powdery white sands and under swaying palm trees at this shoreline in Negril.
Wherever you’re headed for your beach trip to the Caribbean, Expedia will help you find the perfect stay. Use our filters to search for properties with ocean views and near popular locations. We’ve also got some of the cheapest Caribbean all-inclusive holidays around. Check out our All Inclusive Resorts in the Caribbean that include your accommodations, meals, snacks and entertainment. Then, add your chosen stay to your holiday package for a beach break that truly comes with the lot — hotels and flights included!
Luxury holiday Packages in the Caribbean
If you’re going to splurge, your Caribbean holiday is the time and place to do it. Browse our luxury hotels and resorts that offer guests the best of everything, from poolside bars and first-rate spas to fine dining and round-the-clock concierge services. They’re also in locations that’ll take your breath away, like Punta Cana in the Dominican Republic. Leave the kids with a babysitter and check in to Iberostar Grand Bavaro Adults Only - All Inclusive on world-famous Bavaro Beach. It’s full of 5-star fabulousness, from pools with ocean views and an 18-hole golf course to its exclusive butler and concierge service.
Planning a trip with the family? Go for a 5-star escape like Fairmont Royal Pavilion in St. James, Barbados. Spa treatments, pools, babysitting services and fun kids’ activities hosted and supervised by the staff make it the perfect getaway with your gang. When searching for your trip to the Caribbean with Expedia, use our handy filter tool to select your favourite amenities. Hit the 5-star rating, choose perks like spas and hot tubs or choose a “family friendly” traveller experience to view properties that come with kid-approved extras like water parks and pools.
Romantic Caribbean holiday Packages
What could be more romantic than whisking your sweetheart away on a Caribbean island holiday? With plenty of postcard-perfect destinations and year-round hot and sunny weather, the Caribbean is made for romance. There’s a location to suit every type of lovebird, whether you’re looking to honeymoon someplace fancy like St. Barthelemy (St. Barts), or snuggle up somewhere relaxed like Grenada. Browse our romantic getaways in the Caribbean that can be added to your holiday package.
You’ll find outstanding properties likeJade Mountain Resort, often named one of the world’s most romantic escapes. This 5-star hilltop retreat on the island of St. Lucia sets an unforgettable stage for a honeymoon, from its iconic views of both Piti and Gros Piton mountains to its private infinity pools. Adventurous couples will be tempted by the excellent diving and snorkelling in Curacao, while food-lovers will fall for Anguilla, known as the culinary capital of the Caribbean. Whatever you love to do together, you can plan the perfect romantic Caribbean holiday with Expedia.
How to Find Cheap holiday Deals
Your next getaway just got cheaper and easier. Expedia has Caribbean holiday deals that include flights and hotels. Prices will depend on things like your destination and departure city, the length of your trip, plus whether you add on any activities or a car rental. But whatever your Caribbean holiday package looks like, you’ll always save with Expedia!
To find the cheapest Caribbean holiday packages, just browse our incredible offers or enter your arrival and departure destinations and travel dates. You can sort your results by price, amenities and more. Another money-saving tip? Consider travelling to the Caribbean in the quieter months of mid-April to mid-December. You can expect fewer visitors and lower prices, but hurricanes can occur during this time. The busiest months are mid-December to mid-April. Annual Carnival celebrations in February can also be a very busy and expensive time in destinations like Trinidad and Tobago.
Things to Do in the Caribbean
Whether you want to dance to the rhythm of steel drums, trek through jungles or dive spectacular underwater worlds, a Caribbean holiday has something for everyone:
Nature: Cool off at Dunn’s River Falls in Jamaica, hike the paths of tropical El Yunque National Forest in Puerto Rico and interact with stingrays free roaming in shallow water at Stingray City in Cayman Islands. For something totally unique, swim with pigs in the Bahamas!
Adventure: Go tubing along Layou River Gorge in Dominica or dive the fascinating Grenada Underwater Sculpture Park. If you’d love to play captain for a day, take the helm on a private sailing tour in the U.S. Virgin Islands.
Family-Friendly: The kids will never forget whale watching in Samana Bay in the Dominican Republic. Or slip and slide the day away at Aquaventure water park in the Bahamas.
Culture: Visit Bob Marley Museum in Jamaica to learn about the legend of reggae music or join a Barbados Mount Gay Rum Tour to discover the local origins of this heady brew. Ready to dance? Attend one of the largest and most colourful parties in the world, Trinidad and Tobago’s Carnival.
For more inspiration, browse our What to Do in the Caribbean Islands guide and add some unforgettable activities and experiences to your Caribbean holiday package.
Our pick of the best Caribbean Hotel Deals

Reviewed on 15 Mar 2025

Reviewed on 13 Mar 2025

Reviewed on 10 Mar 2025
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.