Caribbean Holidays

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Top destinations in Caribbean

A marina with a white boat named 'Achina' docked, surrounded by palm trees and a building with a green roof.

Punta Cana

Punta Cana
A tropical beach with turquoise waters, green hills, and a clear sky.

St. John

St. John
A pier with kayaks and a sailboat.

Montego Bay

Montego Bay
A beach with clear turquoise water, white sand, and green foliage in the foreground.

St. Thomas

St. Thomas
A cruise ship docked at a port with a clear blue sea and a small island in the background.

Nassau

Nassau
Turquoise waters, green islands, and lush vegetation.

Providenciales

Providenciales
A beach with clear turquoise water, a person sunbathing, and palm trees in the background.

Oranjestad

Oranjestad

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

100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
NZ$410
8 Sept - 9 Sept
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"They should clean the building next door to improve the view."

Reviewed on 31 Aug 2026

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
NZ$439
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (2,974 reviews)
"Clean room, great staff"

Reviewed on 30 Aug 2026

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
NZ$344
13 Sept - 14 Sept
includes taxes & fees
9/10 Wonderful! (1,894 reviews)
"The staff was super nice and helpful. I am definitely staying at Rumbao again."

Reviewed on 30 Aug 2026

Hotel Rumbao, a Tribute Portfolio Hotel
See all 88,628 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.

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

A beach scene with a flag, beach chairs, umbrellas, and a vendor cart.

Eagle Beach

9.4/10 (6,014 reviews)
Spot fish swimming in the crystal-clear waters, look for turtle nests on the shore and photograph Aruba’s famous windswept divi-divi trees.
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A cruise ship docked near a coastal city with buildings and palm trees.

Port of San Juan

9.0/10 (16,423 reviews)
Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art galleries.
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A beach with people walking, clear blue water, and green vegetation in the foreground.

Grace Bay Beach

9.8/10 (5,552 reviews)
Stretch out on fine white sands and marvel at the intense turquoise blue of the Caribbean waters on this pristine and photogenic stretch of shore.
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A coastal resort area with a beach, clear turquoise waters, and a clear sky.

Punta Cana Beach

8.8/10 (30,329 reviews)
Nothing says holiday like spending a lazy day at Punta Cana Beach, a popular beach in Punta Cana. Amble around this romantic area's seaside and enjoy its lively bars.
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A beach with palm trees and turquoise water.

Bavaro Beach

8.8/10 (36,026 reviews)
Nothing says holiday like spending a lazy day at Bavaro Beach, a popular beach in Punta Cana. Discover the lively bars and entertainment choices in this relaxing area.
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A beach with a lifeguard tower, palm trees, and a clear blue sky.

Luquillo Beach

9.0/10 (3,887 reviews)
Sample local street food or doze under a palm tree on this picturesque stretch of coast.
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A tropical beach with clear turquoise waters, thatched umbrellas, and palm trees.

Mambo Beach

8.8/10 (2,288 reviews)
Nothing says holiday like spending a lazy day at Mambo Beach, a popular beach in Willemstad. Stroll along the seaside or visit the shops in this romantic area.
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A waterfall cascading over rocks in a lush, green forest.

El Yunque National Forest

9.2/10 (3,268 reviews)
This tropical rainforest offers many great hiking options, including stunning mountain views and beautiful waterfalls.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.