Caribbean Islands Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Where to stay in Caribbean Islands

Find the best Caribbean Islands areas and neighborhoods for the activities you enjoy most. Learn more about Caribbean Islands
A beach with clear turquoise water, palm trees, and a hotel in the background.

Palm Beach

Enjoy yourself at this white-sand Caribbean beach that combines incredible underwater sights and tangerine sunsets with a youthful nightlife.

Find hotels in Palm Beach
A beach with a boat, palm trees, and a city skyline in the background.

Isla Verde

White-sands, beautifully clear water and excellent water sports make this beach one of the most popular in Puerto Rico.

Find hotels in Isla Verde
A densely packed urban area with colorful buildings and a clear sky.

Old San Juan

The interesting museums and waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Castillo de San Cristobal might round out your trip.

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A sandy beach with palm trees, a rocky breakwater, and calm ocean waves.

Condado

Experience San Juan at its most modern in a chic neighborhood packed with high-end fashion shops, elegant casinos and popular restaurants.

Find hotels in Condado
A beach with clear turquoise water, white sand, and a few footprints. There are houses and palm trees in the background.

Grace Bay

This picturesque stretch of white sand and warm, turquoise water is home to luxury resorts, restaurants and one of the world’s largest barrier reefs.

Find hotels in Grace Bay

Things to do in Caribbean Islands

The Caribbean Islands offer a perfect blend of beach relaxation and cultural experiences, ideal for outdoor enthusiasts. You can engage in thrilling underwater sports, embark on unforgettable adventures, and enjoy fun activities such as snorkelling days and scuba courses. Whether you seek an adrenaline rush or a serene day by the sea, the Caribbean promises an array of exciting options for every traveller.

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

Best time to go to Caribbean Islands

The best time to visit Caribbean Islands depends on your weather preferences. The hottest average temperature around Caribbean Islands is in September, when weather is mostly sunny and rainfall is light rain. The coolest average temperature around Caribbean Islands is in November when weather is mostly sunny and rainfall is light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudiness
January79.3°F (26.3°C)No RainMostly Sunny
February78.8°F (26.0°C)No RainMostly Sunny
March79.2°F (26.200000000000003°C)No RainMostly Sunny
April80.1°F (26.700000000000003°C)Light RainMostly Sunny
May80.4°F (26.9°C)Light RainMostly Sunny
June81.7°F (27.6°C)Light RainMostly Sunny
July82.2°F (27.9°C)Light RainMostly Sunny
August82.8°F (28.200000000000003°C)Light RainMostly Sunny
September82.9°F (28.3°C)Light RainMostly Sunny
October82.6°F (28.1°C)Light RainMostly Sunny
November78.3°F (25.700000000000003°C)Light RainMostly Sunny
December79.5°F (26.4°C)No RainMostly Sunny

Tips to save on your trip to Caribbean Islands

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Caribbean Islands.
  • 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.

Top hotels in Caribbean Islands

Grand Hyatt Baha Mar

Grand Hyatt Baha Mar

One Baha Mar Boulevard Nassau New Providence
Fully refundableReserve now, pay when you stay
S$457
20 Aug - 21 Aug
includes taxes & fees
Grand Hyatt Baha Mar
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
S$509
30 Aug - 31 Aug
includes taxes & fees
Hyatt Regency Grand Reserve Puerto Rico
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

Playas de Bavaro Punta Cana La Altagracia
Fully refundableReserve now, pay when you stay
S$403
7 Sept - 8 Sept
includes taxes & fees
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
See all 86,548 properties in Caribbean Islands
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.

Stay near popular Caribbean Islands attractions

An old church with a tiled roof, stone walls, and two bell towers.

Altos de Chavon Village

A replica 16th-century Mediterranean village perched on a rocky outcrop above the River Chavón.
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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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What to do in Caribbean Islands

Snorkeling with Sea Turtles

Snorkeling with Sea Turtles

S$84
per adult
96% of travellers recommend
Snorkeling with Sea Turtles
Driving in the Left Lane: Self-Guided St. Croix Driving Tour

St. Croix’s Forts, Freedom, and Beaches: A Self-Drive Audio Tour

S$32
per traveller
St. Croix’s Forts, Freedom, and Beaches: A Self-Drive Audio Tour
Saint Croix: Stand Up Paddleboard Rental

Saint Croix: Stand Up Paddleboard Rental

S$103
per adult
Saint Croix: Stand Up Paddleboard Rental
See all activities in Caribbean Islands

Frequently asked questions

How much does a Caribbean Islands holiday package cost?
Perhaps much less than you think — from only , as a matter of fact! By combining hotels, flights and car rentals into your own custom-built holiday package, your getaway to Caribbean Islands is only clicks away.
How do I get a cheap travel package to Caribbean Islands?
One of the easiest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got it all. Select a combination that best suits you and see your savings grow. We know a travel package is never a one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 hotel options throughout the world, which lets you customize your Caribbean Islands adventure.
What are the top hotels in Caribbean Islands?
Check out Christopher Hotel and Le Sereno. They're top picks for lots of travellers to St. Barthelemy. If San Juan is on your itinerary, Costa Bahia Hotel Paseo Caribe and La Concha Renaissance San Juan Resort are two top-notch options.
How far in advance should I book my Caribbean Islands holiday?
Reserving your flight early with Expedia means one less thing to have to worry about. Most carriers advertise prices up to 12 months prior to departure dates. This is often the cheapest time to book. If circumstances have left you booking late, discount prices to Caribbean Islands sometimes become available in the weeks leading up to departure.
What does an Expedia Caribbean Islands travel package include?
Rental cars, hotels and flights, or any combination of the three — it's your pick! Whether you're exploring Caribbean Islands with the entire family or travelling by yourself, there's a bundle to suit your budget and style. Once you've made your booking, why not add on a couple of tours as well?
What should I know before booking a Caribbean Islands travel package?
So many places to venture to, so many things to see and do. With a package, you'll be able to tick more of them off your list. Combine your flights, rental cars and hotels and score big savings.
Can I choose my airline with a Caribbean Islands Expedia holiday package?
With a holiday package, you're always in charge. Whether you're looking to fly to Caribbean Islands in coach or business class, simply choose from the available airline options. Expedia has access to over 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Caribbean Islands holiday package?
Whether it's your hotel or flight, yes, you can amend or cancel it. Locked in your Caribbean Islands holiday package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may incur a charge from your hotel, airline or car rental company. For more information, take a look at our Customer Service Portal. We're here to help you every step of the way.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.