Caribbean Holidays

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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

Top Caribbean Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Coral Costa Caribe Beach Resort - All Inclusive
Ocho Rios Villa at the Palms III
Ocho Rios Ocean View Villa at The Palms
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive
Ocho Rios Villa at Coolshade XI

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.

Things to do in Caribbean

The Caribbean offers vibrant carnivals bursting with colour, exhilarating snorkel days to explore stunning marine life, and themed parties that promise unforgettable fun. Adventurous activities abound, from hiking lush trails to diving in crystal-clear waters, while popular tourist areas showcase the region's rich culture and breathtaking scenery. Whether you're seeking relaxation or excitement, the Caribbean has something for everyone.

Shopping

Downtown Punta Cana offers a vibrant shopping experience with entertainment and family-friendly vibes. Explore the Straw Market for unique souvenirs and local crafts amidst a lively atmosphere. Don’t miss out on Surf in Barbados Surf School for beach gear and memorabilia to remember your Caribbean adventure.

Recreation

Experience the serene atmosphere at Scape Park, where you can rejuvenate your spirit with wellness activities like yoga and meditation amidst lush surroundings. For golf enthusiasts, Cana Bay Golf Club offers a challenging course with stunning views, perfect for enjoying a day outdoors in the Caribbean sun.

Adventure

At Sirenis Aquagames Water Park, dive into thrilling water slides and family-friendly attractions for a splashing good time. Mystic Mountain offers exhilarating outdoor adventures, including bobsled rides through lush landscapes. Take a scenic ride on the Puerto Plata Cable Car for breathtaking views of the surrounding area.

Nightlife

The Caribbean nightlife is vibrant and enchanting. Start your evening at Floyd's Pelican Bar for a relaxed drink amidst romantic vibes. For a lively atmosphere, Coco Bongo Punta Cana offers exhilarating entertainment and city energy. Alternatively, unwind at Las Ruinas del Teatro Brunet, where romance meets fun in a charming pub setting.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Caribbean

The Caribbean is renowned for its stunning beaches, picturesque bays, and historic churches, making it a prime destination for travellers seeking relaxation, culture, and outdoor adventures. Explore the idyllic Caribbean islands and discover some of the best beaches alongside the tranquil Caribbean Sea, where a wealth of local attractions awaits to enrich your holiday experience.

  • Eagle Beach: Renowned for its soft white sands and crystal-clear waters, Eagle Beach offers a quintessential Caribbean experience. Relax under swaying palm trees or enjoy various water sports, making it perfect for beach lovers seeking a serene atmosphere.
  • El Yunque National Forest: This lush rainforest is a paradise for nature enthusiasts. With its diverse flora and fauna, picturesque waterfalls, and hiking trails, El Yunque invites visitors to immerse themselves in eco-friendly adventures amidst stunning scenery.
  • Orient Bay Beach: Famous for its relaxed, clothing-optional atmosphere, Orient Bay Beach is ideal for those seeking romance or family-friendly fun. Enjoy water excursions or simply unwind on the beach, soaking in the sun and vibrant Caribbean vibes.

Best time to go to Caribbean

The best time to visit Caribbean is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. November is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January79.3°F (26.3°C)No RainMostly SunnySlightly HighAverage
February78.8°F (26.0°C)No RainMostly SunnyAverageSlightly High
March79.2°F (26.200000000000003°C)No RainMostly SunnyAverageSlightly High
April80.1°F (26.700000000000003°C)Light RainMostly SunnyAverageAverage
May80.4°F (26.9°C)Light RainMostly SunnySlightly LowAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.2°F (27.9°C)Light RainMostly SunnySlightly HighAverage
August82.8°F (28.200000000000003°C)Light RainMostly SunnyAverageAverage
September82.9°F (28.3°C)Light RainMostly SunnySlightly HighSlightly Low
October82.6°F (28.1°C)Light RainMostly SunnySlightly LowSlightly Low
November78.3°F (25.700000000000003°C)Light RainMostly SunnySlightly LowSlightly Low
December79.5°F (26.4°C)No RainMostly SunnyAverageSlightly High

Tips to save on your trip to Caribbean

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to Caribbean.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Caribbean

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St San Juan
The price is £250 per night from 11 May to 12 May
£250
11 May - 12 May
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Just meh. There were way more things wrong than right with this hotel. Almost all the staff were rude with customer service absolutely not a priority, inuding the male server at breakfast who was visibly angry because people arrived. I saw several people give up and leave rather than continue to ...

Reviewed on 19 Apr 2026

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is £231 per night from 3 May to 4 May
£231
3 May - 4 May
includes taxes & fees
8.6/10 Excellent! (2,495 reviews)
We’ve stayed in Nassau over 30 times and our first stay at British Colonial. Our check in experience was horrible with very poor customer service. Once we got to our room, we called for wine glasses to be sent up and they said they didn’t do that. We had to go to the bar. Other than that the rooms ...

Reviewed on 19 Apr 2026

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is £198 per night from 17 May to 18 May
£198
17 May - 18 May
includes taxes & fees
9/10 Wonderful! (1,639 reviews)
No aplica

Reviewed on 20 Apr 2026

Hotel Rumbao, a Tribute Portfolio Hotel
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.