Caribbean Holidays from AU$902

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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

Bayahibe Beach featuring general coastal views
FlightsFlightsHotelsHotels

Punta Cana

Punta Cana

The Latest Caribbean Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Fern Court Apartment With Oceanic View III

Fern Court Apartment With Oceanic View III

3.5 out of 5
Price was AU$1,423, price is now AU$902 per person
AU$902
per person
29 Apr - 2 May
found 1 day ago
Return direct flight included
New York (NYC) to Montego Bay (MBJ)
9/10 Wonderful! (14 reviews)
When I vacation I usual stay at a hotel or a resort but this time I decided to do something different and am more than glad that I did. Being here made me feel like I have my own house on a private island. The property is in a gated community. It was very quiet and peaceful there which allowed me to really relax here. I can’t wait to come back again! Loved it.

Reviewed on 21 Aug 2019

Ocho Rios Villa at the Palms II

Ocho Rios Villa at the Palms II

3.5 out of 5
Save 100% on your flight
Price was AU$1,884, price is now AU$1,079 per person
AU$1,079
per person
29 Apr - 2 May
found 1 day ago
Return direct flight included
New York (NYC) to Montego Bay (MBJ)
9.4/10 Exceptional! (22 reviews)
The property is huge and maybe we were a little unprepared for that but it was a very pleasant experience and I am glad we gave it a crack versus the big names. The host Ms. Powell took excellent care of us and was there from the moment we booked to guide and advise us. Thanks for an amazing stay are your villa.

Reviewed on 25 Apr 2023

Ocho Rios Tranquility at Coolshade VII

Ocho Rios Tranquility at Coolshade VII

3 out of 5
Save 100% on your flight
Price was AU$1,745, price is now AU$1,020 per person
AU$1,020
per person
2 May - 5 May
found 22 hours ago
Return direct flight included
New York (NYC) to Montego Bay (MBJ)
No reviews
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Save 100% on your flight
Price was AU$2,538, price is now AU$1,488 per person
AU$1,488
per person
2 May - 5 May
found 21 hours ago
Return direct flight included
New York (NYC) to Montego Bay (MBJ)
8.4/10 Very Good! (4,032 reviews)
Food was excellent at all the resort restaurants.

Reviewed on 17 Mar 2026

Oceanic View Apartment at Fern Court

Oceanic View Apartment at Fern Court

3 out of 5
Price was AU$1,452, price is now AU$922 per person
AU$922
per person
29 Apr - 2 May
found 1 day ago
Return direct flight included
New York (NYC) to Montego Bay (MBJ)
9.8/10 Exceptional! (11 reviews)
Staying at fern court really gave me the island feel. With the garden view and lush colors of the island, it was a lot different from back home. The community is gated which is really nice. The apartment was super comfortable and I really liked the fact that I had a full kitchen. I would definitely stay here again!

Reviewed on 21 Aug 2019

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.

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.

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$933 per night from 15 Apr to 16 Apr
AU$933
15 Apr - 16 Apr
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Great location and beautiful hotel. Service a little slow in the restaurant, but food quality was great. Room was clean and very comfortable.

Reviewed on 19 Mar 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$469 per night from 13 Apr to 14 Apr
AU$469
13 Apr - 14 Apr
includes taxes & fees
8.6/10 Excellent! (2,372 reviews)
Great stay

Reviewed on 21 Mar 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$424 per night from 6 Apr to 7 Apr
AU$424
6 Apr - 7 Apr
includes taxes & fees
9/10 Wonderful! (1,580 reviews)
Very well organized, professional staff, excellent customer service, beautiful suite and great food!

Reviewed on 16 Mar 2026

Hotel Rumbao, a Tribute Portfolio Hotel
See all 84,985 properties in Caribbean
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.
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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.