Caribbean Holidays from AU$1,792

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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

The Latest Caribbean Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Alamanda Cottage at Serenity
Princess Grand Jamaica Resort - All Inclusive
Princess Senses The Mangrove Resort - Adults Only
Sunset at the Palms Resort - Adults Only - All Inclusive
Ocean Coral Spring - All Inclusive

When visiting the Caribbean, you'll be treated to a wide array of delicious local cuisine. One highly rated and popular restaurant is La Cueva Del Mar Calle Loiza, known for its exceptional seafood dishes. For a taste of Latin American and Mexican flavors, Chili's Grill & Bar is a must-visit. And if you're looking for Latin American and Caribbean fusion, Cafeteria Mallorca is a top choice. Don't forget to try the local specialty, Jamaican rum, and consider staying at one of the beautiful Arubahotels on Saona Island for some extra savings.

Caribbean Holidays

Packed with picturesque scenery, idyllic beaches and sun-packed adventure, the Caribbean is one of the globe’s top holiday destinations. With over 7,000 islands to choose from, you can sink your feet in the shorelines of Grace Bay Beach in Turks and Caicos, Flamenco Beach in Puerto Rico, Varadero Beach in Cuba or Magens Bay Beach in the U.S. Virgin Islands.

Boasting pink sand and crystal-clear waters, the Bahamas is one of the most popular Caribbean package holidays. Waltz on the rose-coloured shoreline at the Pink Sands Resort on Harbour Island, jet-set over to laid-back Jamaica and spring onto Seven Mile Beach or add Sandy Haven Resort in Negril to your Caribbean package deal.

No matter where you’re jet-setting off to, Expedia has plenty on offer. Check out our All Inclusive Resorts in the Caribbean and bundle your flights, hotels and entertainment all in one place. With everything sorted for your Caribbean getaway, you can splurge on sun-soaked fun!

Luxury Holiday Packages in the Caribbean

Scroll through our luxury hotels and resorts and pick a spot that’s fit for you. From poolside bars and sumptuous spas to gourmet restaurants and luxury concierge services, Expedia also boasts the best locations. Whether you want a Caribbean package in Punta Cana in the Dominican Republic or somewhere off the beaten track, we have a deal with your name on it.

Hit a hole-in-one at the 18-hole golf course at Iberostar Grand Bavaro Adults Only - All Inclusive on Bavaro Beach or relish your senses at the spa at Fairmont Royal Pavilion in St. James, Barbados.

Romantic Caribbean Holiday Package

Whisk your lover away on a Caribbean trip and show them just how much they mean to you. Whether you want to snuggle up in St. Barthelemy (St. Barts) or get intimate in Grenada, you can browse all of our romantic getaways in the Caribbean.

Hang out in the misty hilltops of Jade Mountain Resort in St. Lucia in Curacao or indulge your taste buds in the Caribbean’s culinary capital, Anguilla.

How to Find Cheap Holiday Deals

Expedia’s Caribbean holiday deals include every last detail, from flights and hotels to activities and tours. The total ultimately comes down to your destination and departure location, the length of your trip and whether you choose to add on any extras. In general, the more you bundle, the more you save.

You can score cheap holiday packages to the Caribbean and sort the results by price, facilities and more. You can save extra bucks by visiting the Caribbean in the off-season, from mid-April to mid-December. During this time, you can expect fewer tourists and more affordable prices. But hurricanes can happen during this period.

Things to Do in the Caribbean

Whether you want to dance up a storm, savour the gastronomy or hike through the lush jungles, holidays to the Caribbean promise something for everyone:

For more ideas to add to your itinerary, check out our guide on what to do in the Caribbean Islands.

*Prices and availability are subject to change. Additional terms apply.

**Savings based on all package bookings with Flight + Hotel made on Expedia from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

Our pick of the best Caribbean Hotel Deals

Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
Fully refundableReserve now, pay when you stay
The price is AU$499 per night from 15 July to 16 July
AU$499
15 July - 16 July
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Excellent location."

Reviewed on 28 Jun. 2025

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 AU$484 per night from 7 July to 8 July
AU$484
7 July - 8 July
includes taxes & fees
8.6/10 Excellent! (1,724 reviews)
"Nice"

Reviewed on 3 Jul. 2025

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 AU$373 per night from 4 Aug to 5 Aug
AU$373
4 Aug - 5 Aug
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"The receptionist, Sarah, was incredibly helpful throughout my stay. She went above and beyond to accommodate all my needs and ensure I was comfortable. The location of the hotel is perfect, and everything was exceptionally clean. The rooftop pool and beautiful bar were the cherry on top, such amazing ..."

Reviewed on 2 Jul. 2025

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

Can I travel to Caribbean right now?
For all the up-to-date facts about visiting Caribbean, take a look at our Covid-19 Travel Advisor. From quarantine policies to travel restrictions and more, Expedia will help make your trip planning as stress-free as possible.
If I'm not able to travel, can I cancel my Caribbean holiday package?
Your situation can change suddenly, so yes, you can. You may be able to change or cancel your Caribbean holiday package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, hotel or airline may charge a fee. Looking for more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
When is the best time of year to visit Caribbean?
There's a real advantage to taking your Caribbean holiday in . You can usually pick up the best deals at this time. , on the other hand, is the most expensive time to visit. If you like the buzz of peak season, head to Caribbean in . The calmer months of will help you avoid the crowds.
How far in advance should I book my Caribbean holiday?
It all depends on the air carrier, but you can usually look up international airfares on Expedia up to a year in advance. While it's advisable to book ahead of time, lucky travellers will occasionally find a cheaper ticket only weeks before the date of departure.
What should I know before booking a Caribbean travel package?
So many places to go, so many things to see and do. With a travel package, you'll be able to afford more of them. Bundle your hotels, rental cars and flights and make big savings.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.