Caribbean Holidays from AU$5,453

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Caribbean Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Princess Grand Jamaica Resort - All Inclusive
Princess Senses The Mangrove Resort - Adults Only
Moon Palace Jamaica – All Inclusive
Sunset at the Palms Resort - Adults Only - All Inclusive
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

The Caribbean is a paradise for luxury holidayers, offering a range of exciting areas and neighborhoods to explore. From the stunning beaches and turquoise waters of the Bahamas and Barbados to the upscale resorts and casinos of Aruba and the exclusivity of St. Barts, there is something for every luxury traveler in the Caribbean. For a taste of colonial charm, visit the historic streets of Old San Juan in Puerto Rico or indulge in the opulence of the Cayman Islands. With its warm climate, breathtaking scenery, and world-class amenities, the Caribbean is the perfect destination for a luxurious holiday.

  • Caribbean Islands: The Caribbean Islands offer a perfect luxury holiday experience with their stunning beaches, picturesque islands, and crystal-clear waters. You can indulge in exciting excursions, enjoy the gentle sea breeze, and immerse yourself in the tropical atmosphere. The friendly locals, breathtaking sunsets, and ample opportunities for recreation make it an ideal destination for relaxation. Don't miss the chance to go snorkeling and explore the vibrant marine life beneath the surface.
  • Saint Martin: Saint Martin is a paradise for luxury holiday seekers. Its beautiful islands, thrilling excursions, and pristine beaches make it a dream destination. Explore the azure waters by boat, admire the stunning scenery, and witness magical sunsets. The tropical ambiance, vibrant bars, and opportunities for sailing create an unforgettable experience. Whether you're looking for a secluded retreat or a lively marina atmosphere, Saint Martin has it all.
  • French West Indies: The French West Indies offer a unique luxury holiday experience. With its charming islands, inviting beaches, and exciting excursions, it is a must-visit destination. Immerse yourself in the warm sea, enjoy the tropical vibe, and go snorkeling to discover the vibrant marine life. The secluded atmosphere and sandy beaches provide a perfect setting for relaxation. Indulge in the marina lifestyle and embrace the beauty of this enchanting region.

When it comes to luxury holidays in the Caribbean, you're in for a treat. The region is known for its stunning beaches, crystal-clear waters, and vibrant culture. From the breathtaking views of St. Lucia's Pitons to the exclusive resorts in Barbados, there's something for every luxury traveler. Take a yacht tour around the Caribbean islands, indulge in world-class cuisine, and relax in luxurious spas. Whether you choose to explore the vibrant streets of Jamaica or unwind on the secluded beaches of the Bahamas, a luxury holiday in the Caribbean promises an unforgettable experience.

  • Eagle Beach: This stunning beach is known for its romantic atmosphere and picturesque sunsets. With its soft white sand and crystal-clear turquoise waters, it's the perfect spot for a relaxing day of sunbathing and snorkeling. You can also indulge in some shopping and dining at the nearby resorts, or try your luck at the casino. Eagle Beach offers a family-friendly environment with plenty of excursions and activities to keep everyone entertained.
  • El Yunque National Forest: Immerse yourself in the lush beauty of this enchanting rainforest. Explore the vibrant jungle trails and discover hidden waterfalls and pristine beaches. The forest is teeming with diverse flora and fauna, providing a truly eco-friendly experience. Take a refreshing dip in the crystal-clear waters of the forest's rivers and enjoy a delicious meal at one of the dining spots overlooking the sea. El Yunque National Forest offers a tropical paradise for outdoor enthusiasts and nature lovers.
  • Dunn's River Falls: Prepare for an adventure at Dunn's River Falls, a magnificent waterfall cascading down lush green cliffs. Join an excursion to climb the falls, holding hands with your loved one or friends, as you navigate the natural steps and cool pools. Afterward, relax on the nearby beach or take a romantic boat ride to explore the surrounding islands. Dunn's River Falls is the perfect destination for those seeking a thrilling outdoor experience combined with breathtaking scenery.

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.

Looking to avoid the rainy, cloudy, or uncomfortably hot or cold months? Our table below will help you find the perfect time for your visit to Caribbean. Here you will find a year-round average temperature of 27.0°C, reaching a peak of 28.3°C in September, its warmest month, and dropping to an average low of 25.7°C in November, the coolest month. The annual rainfall averages 81.6mm, with September experiencing the heaviest showers, while February is the driest month.

Monthcalendar iconTemperature (Celcius)temperature iconRainfallrain iconCloud coveragecloud icon
January26.3No Rain (Dry)Mostly Sunny
February26.0No Rain (Dry)Mostly Sunny
March26.2No Rain (Dry)Mostly Sunny
April26.7Light RainMostly Sunny
May26.9Light RainMostly Sunny
June27.6Light RainMostly Sunny
July27.9Light RainMostly Sunny
August28.2Light RainMostly Sunny
September28.3Light RainMostly Sunny
October28.1Light RainMostly Sunny
November25.7Light RainMostly Sunny
December26.4No Rain (Dry)Mostly Sunny
  • Stunning Landscapes: The Caribbean is renowned for its breathtaking landscapes, from the crystal-clear waters of the Bahamas to the lush rainforests of Jamaica.
  • Exclusive Resorts: Experience luxury holidays in the Caribbean with world-class resorts offering impeccable service, upscale amenities, and stunning beachfront locations.
  • Turquoise Waters: Dive into the Caribbean's turquoise waters and explore vibrant coral reefs, hidden coves, and an array of marine life.
  • Vibrant Culture: Immerse yourself in the vibrant culture of the Caribbean, with its unique customs, traditions, and lively festivals.
  • Secluded Beaches: Relax on the sun-kissed shores of the Caribbean's secluded beaches, where you can unwind and enjoy the tranquility of the tropical paradise.
  • Check out Expedia's package deals that combine flights, hotels, and car rentals for savings on your Caribbean trip.
  • Take advantage of Expedia's rewards program to earn points and save money on future bookings.
  • Use the search filters on Expedia to narrow down your options and find the perfect accommodation within your budget.
  • Consider traveling during the off-peak season (October-December) to get better deals and avoid crowds.
  • Book early to secure the best package deals and availability on Expedia.
  • Explore different Caribbean destinations on Expedia to find the one that suits your preferences, whether it's a relaxing beach holiday or an adventurous island hopping experience.
  • Don't forget to pack sunscreen, swimwear, and insect repellent for your Caribbean adventure.
  • Research and compare prices on Expedia to ensure you're getting the best package deal for your Caribbean trip.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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$504 per night from 25 Nov to 26 Nov
AU$504
includes taxes & fees
25 Nov - 26 Nov
8.6/10 Excellent! (1,006 reviews)
"Absolutely stunning hotel. Very close to numerous wonderful cafes, restaurants and shops. Wish I spent my entire trip here- not just my last night. 10/10, way better than Fairmont."

Reviewed on 19 Nov. 2024

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$430 per night from 1 Dec to 2 Dec
AU$430
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (955 reviews)
"nice"

Reviewed on 18 Nov. 2024

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 refundable
The price is AU$345 per night from 25 Nov to 26 Nov
AU$345
includes taxes & fees
25 Nov - 26 Nov
8.8/10 Excellent! (504 reviews)
"Walking in everyone was very friendly. Shalie was exceptional at the front desk. So were the hostess at the restaurant. Great costumer service. Will definitely stay there again in the future. 11/19/24"

Reviewed on 19 Nov. 2024

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.