Caribbean Holidays

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Your Caribbean Holiday

With a Caribbean holiday package, you can forget about planning hassles and instead focus on experiencing what this exciting destination has on offer. Not sure where your first stop should be? Punta Cana is one of the most popular cities to explore during your trip to Caribbean. Expedia has everything you need for organising your Caribbean holiday. From accommodation and flights, to car rentals and activities, we're here to help you curate a travel experience like no other.

Top destinations in Caribbean

The Latest Caribbean Holiday Deals

Warwick Paradise Island- All Inclusive- Adults Only
Breathless Montego Bay - Adults Only - All Inclusive
Riu Palace Aquarelle - All Inclusive
Ocean Eden Bay - Adults Only - All inclusive
Ocean Coral Spring Resort - All inclusive
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive
Prices and availability subject to change. Additional terms may apply.

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 accommodation, 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

Hotel Rumbao, a Tribute Portfolio Hotel
Hotel Rumbao, a Tribute Portfolio Hotel
4 out of 5
100 Brumbaugh Street, San Juan
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast and room service. Our guests praise the breakfast and the helpful staff in ...
7.6/10 Good! (1,011 reviews)
"Always Eccelent and outstanding location"

Reviewed on 22 Mar 2024

Hotel Rumbao, a Tribute Portfolio Hotel
Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
Stay at this boutique hotel in San Juan. Enjoy free WiFi, breakfast and room service. Our guests praise the pool and the helpful staff in their reviews. Popular ...
8.6/10 Excellent! (1,008 reviews)
"We loved staying at this hotel, it’s a beauty old convent and is right in the heart of old San Juan. We paid an extra $75 a night to upgrade to a suite as the queen beds were v small. Definitely worth pre-booking dinner in San Juan as many restaurants were fully booked. The staff were very helpful ..."

Reviewed on 18 Mar 2024

Hotel El Convento
British Colonial - Nassau
British Colonial - Nassau
4 out of 5
Number One Bay St, Nassau
Stay at this 4-star beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools and 8 restaurants. Popular attractions Cable Beach and Bahamas National Trust Headquarters ...
8.4/10 Very Good! (174 reviews)
"I liked almost everything about our experience. The only issue service was a little too laid back.However smiling cheery faces galore."

Reviewed on 25 Mar 2024

British Colonial - Nassau
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Why should I book my Caribbean holiday with Expedia?
With great-value airfares, car hire and accommodation options all in the same place, Expedia makes arranging your Caribbean holiday easy. Plus, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Select from wonderful properties, add your flights and/or a car hire (and maybe even some fun activities!) and get unbeatable prices. Need to change plans? Expedia offers a flexible cancellation policy for many reservations. To learn more, make your way to our Customer Service Portal link.
How do I get a cheap holiday to Caribbean?
Lock in flights that suit your busy schedule, add a hotel room to your booking and watch the savings grow with a Caribbean holiday. It’s as simple as that! From hotels and flights to activities and hire cars, Expedia is where your cheap holiday begins. And with more than 400 airlines and 321,000 hotel options worldwide to select from, you won’t be short of choice. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
Do I need a visa for my Caribbean holiday?
Look up the latest information on official government websites. Your nationality and whether you’re travelling for business, leisure or study will determine if you require a visa for Caribbean. Find out about the application process, including the required documentation, turnaround times and fees. Submit your application well in advance to allow enough time for processing. Some visas can take several weeks or even months to obtain, depending on the country.
What should I wear on my Caribbean holiday?
Do a little research into the types of clothing people in Caribbean wear, and maybe even browse style blogs for some fashion inspiration. Aim to create a versatile wardrobe with pieces that suit your destination and show off your unique sense of style.
What does an Expedia Caribbean holiday include?
Choose from any combination of hire cars, hotels and flights. Once you’ve made your booking, add the fun stuff like experiences and tours. Want to pick your airfare class? That’s also possible. The choice is all yours when it comes to putting together your ideal Caribbean getaway. Expedia allows you the flexibility and freedom to tailor-make your holiday any way you want.
Does Expedia offer Book Now, Pay Later Caribbean holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your budget. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more money to spend while you’re travelling. Klarna has several payment plans to pick from, so you’re sure to find something that fits your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams come true.
  • No-deposit holidays: When you want to jump on an incredible deal but your budget doesn’t quite cover it yet, Klarna’s no-deposit holiday plan will allow you to Book Now, Pay Later to lock it in.

Can I choose my airline with a Caribbean Expedia holiday?
Yes, and with more than 400 airlines to pick from throughout the world, you’re not short on choice. Look through the available options and find out which airline suits your budget and needs.

* 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.