Caribbean Holidays from AU$4,942

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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.
Ocean Coral Spring - All Inclusive
Ocean Eden Bay - Adults Only - All inclusive
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa
Hotel Riu Montego Bay - Adults Only - All Inclusive
Grand Palladium Jamaica Resort & Spa All Inclusive

Things to do in Caribbean

The Caribbean offers an array of exciting activities, from shore excursions that showcase stunning coastal views to relaxing on pristine sand beaches. Adventurous souls can enjoy thrilling island adventures, while those seeking a more leisurely experience can indulge in island hopping, exploring the unique charm of each destination. Whether you're looking to unwind or seek thrills, the Caribbean has something for everyone.

Shopping

The Caribbean offers a vibrant shopping experience. Visit The Regent Village for a mix of entertainment and family-friendly vibes. Explore the Straw Market and Castries Central Market for local crafts and souvenirs, both bustling with city energy and a variety of unique finds.

Recreation

At Teeth of the Dog Golf Course, immerse yourself in the lush landscapes while enjoying a challenging round of golf amidst stunning ocean views. At Coco Beach Golf and Country Club, indulge in opulence with top-notch amenities and a serene atmosphere, perfect for relaxation after a day of leisure activities.

Adventure

Experience the thrill of Mystic Mountain with zip-lining and bobsledding through lush landscapes. Swim alongside graceful stingrays at Stingray City, an unforgettable underwater adventure. Enjoy family fun at Splash Island Water Park in Saint Lucia, where exhilarating slides and water activities await you.

Nightlife

The Caribbean nightlife is vibrant and diverse. At Coco Bongo Punta Cana, enjoy electrifying performances in a lively atmosphere. Floyd's Pelican Bar offers a relaxed pub vibe with stunning views, while Casa de la Musica de Centro features pulsating rhythms and a romantic setting, perfect for dancing the night away.

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

Find the best attractions in Caribbean

The Caribbean offers a delightful array of attractions, including stunning beaches, picturesque bays, and historic churches. Whether you're seeking sun-soaked relaxation or a rich cultural experience, there are numerous points of interest to explore. Dive into outdoor adventures or immerse yourself in local traditions, ensuring a memorable vacation in this tropical paradise.

  • Eagle Beach: Renowned for its pristine white sands and crystal-clear waters, Eagle Beach offers a quintessential Caribbean experience. Relax under the sun, enjoy beachside activities, and soak in the vibrant atmosphere that draws visitors from around the globe.
  • El Yunque National Forest: This lush rainforest boasts stunning scenery and diverse ecosystems. Explore eco-friendly trails, discover waterfalls, and immerse yourself in the beauty of nature. El Yunque is perfect for outdoor enthusiasts seeking adventure and tranquillity.
  • Orient Bay Beach: Known as a nudist beach, Orient Bay combines romance and relaxation. It’s a family-friendly destination offering excursions and water sports, making it an ideal spot for sunbathing and enjoying the vibrant local culture.

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.

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$332 per night from 2 Aug to 3 Aug
AU$332
2 Aug - 3 Aug
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Excellent staff and location."

Reviewed on 2 July 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 AU$392 per night from 4 Aug to 5 Aug
AU$392
4 Aug - 5 Aug
includes taxes & fees
8.6/10 Excellent! (2,728 reviews)
"This was our second year at the British Colonial and we will return again next year. Wonderfully remodeled a few years ago and impeccably maintained. The pool and beach area are superb. Many lounge chairs and patio umbrellas dot the pool and beach areas. The hotel rooms have all the modern conveniences ..."

Reviewed on 3 July 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 AU$323 per night from 6 July to 7 July
AU$323
6 July - 7 July
includes taxes & fees
9/10 Wonderful! (1,760 reviews)
"Great! We will definitely come back. Location location location!"

Reviewed on 3 July 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

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.

Stay near popular Caribbean attractions

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.