Caribbean Holidays from NZ$3,804

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Top destinations in Caribbean

The Latest Caribbean Holiday Deals

Price found within the past 48 hours. Click for updated prices.
British Colonial - Nassau
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive
Aqualina
Grand Hyatt Baha Mar
The Cove at Atlantis

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Things to do in Caribbean

Shopping

At Heritage Quay, immerse yourself in a vibrant shopping mall experience with a mix of local and international brands. For unique souvenirs, head to the Straw Market, where you can find handmade crafts. Don’t miss St. John Spice for authentic local spices and flavours to take home.

Recreation

At Divi Golf and Beach Resort, enjoy a round of golf amid lush landscapes and vibrant outdoor vibes. Scape Park offers a serene escape with wellness activities and relaxation options, perfect for rejuvenation. Meanwhile, Aruba Golf Club combines sports with stunning scenery for an invigorating outdoor experience.

Adventure

Experience the thrill of Mystic Mountain with breathtaking views and exhilarating activities. Splash Island Water Park in Saint Lucia offers endless fun for families, combining adventure with entertainment. For a heart-pounding experience, Treetop Adventure Park features ziplines that let you soar through the lush canopy of the Caribbean.

Nightlife

The Caribbean nightlife is vibrant and enticing. Start with a refreshing drink at Floyd's Pelican Bar, soaking in the romantic atmosphere. Then, dance the night away at Coco Bongo Punta Cana or Casa de la Musica de Centro, both offering electrifying entertainment and lively city vibes.

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

Find the best attractions in Caribbean

Discover the stunning Caribbean, where you can relax on pristine sand beaches, explore vibrant islands, and immerse yourself in local culture. Enjoy the breathtaking Caribbean Sea, visit charming churches, and uncover outdoor adventures that await you. Whether you're considering a Bahamas vacation or eager to explore various Caribbean islands, there's no shortage of activities to make your trip unforgettable.

  • Luquillo Beach: Experience the vibrant beach vibes at Luquillo Beach, renowned for its golden sands and crystal-clear waters. Enjoy a relaxing day soaking up the sun or indulging in local delicacies from nearby food kiosks.
  • El Yunque National Forest: Discover the stunning scenery and eco-friendly atmosphere of El Yunque National Forest. Wander through lush trails, encounter diverse wildlife, and marvel at beautiful waterfalls in this tropical paradise.
  • Magens Bay Beach: Enjoy the breathtaking views at Magens Bay Beach, where soft sands meet the inviting waters. This picturesque bay is perfect for swimming, sunbathing, and outdoor activities amidst stunning surroundings.

Best time to go to Caribbean

The best time to visit Caribbean can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Caribbean falls in September, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Caribbean falls in November, 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.

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
9/10 Wonderful! (1,003 reviews)
Staff was excellent. Free bottle of wine each night in our room for booking through Hotels.com Room was impeccably clean and as advertised

Reviewed on 25 Feb 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 NZ$987 per night from 3 Mar to 4 Mar
NZ$987
3 Mar - 4 Mar
includes taxes & fees
8.6/10 Excellent! (2,297 reviews)
Staff was great, the location is right on the water and the room was very nice

Reviewed on 27 Feb 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
The price is NZ$501 per night from 16 Mar to 17 Mar
NZ$501
16 Mar - 17 Mar
includes taxes & fees
9/10 Wonderful! (1,542 reviews)
Friendly staff, nice amenities, clean rooms

Reviewed on 27 Feb 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.