Caribbean Islands Vacations from $537

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The Latest Caribbean Islands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Aug 8 - Aug 11
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.8/10 Excellent! (2,376 reviews)
Our entire stay was fantastic! All of our requests were answered within minutes. The hotel was very clean and safe. The hotel restaurant had very good food and drinks.

Reviewed on May 14, 2024

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Aug 7 - Aug 12
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
9/10 Wonderful! (1,002 reviews)
Beach was clean, compare to other resorts with private beach in miami!!! However we notice that all pool area were small for hotel quality 😉

Reviewed on May 13, 2024

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Jul 21 - Jul 24
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
8/10 Very Good! (1 review)
Mayfair House Hotel & Garden

Mayfair House Hotel & Garden

4.5 out of 5
Coconut Grove
per person
Jul 7 - Jul 13
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
9/10 Wonderful! (500 reviews)
The room needed better lighting. Other than that, the hotel was great!

Reviewed on May 14, 2024

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
Jul 3 - Jul 6
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
8.2/10 Very Good! (1,000 reviews)
Nice little hotel steps from the beach. Staff is friendly and accommodating. It's an older building so the elevator is a bit janky. The breakfast was pretty meh but that shouldn't be a deal breaker. I would stay here again.

Reviewed on May 11, 2024

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
Cortecito Beach which includes a beach

Bávaro

Where the Atlantic meets the Caribbean is a buzzing resort home to palm-lined beaches, great nightlife, chic retail, and sporting adventures in and out of the water.

Find hotel + flight trips in Bávaro

Caribbean Islands Hotel Deals

Grand Hyatt Baha Mar
Grand Hyatt Baha Mar
4.5 out of 5
One Baha Mar Boulevard, Nassau, New Providence
The price is $339 per night from Jun 2 to Jun 3
$339
$507 total
includes taxes & fees
Jun 2 - Jun 3
8.4/10 Very Good! (3,120 reviews)
"It’s pricey but worth it. If you use your card, they later charge the difference for exchange fee something to be aware of. Had an amazing time and everywhere we ate everything tasted amazing."

Reviewed on May 13, 2024

Grand Hyatt Baha Mar
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
5 out of 5
Playas de Bavaro, Higuey, Punta Cana, La Altagracia
The price is $386 per night from Jun 2 to Jun 3
$386
$456 total
includes taxes & fees
Jun 2 - Jun 3
8.2/10 Very Good! (2,727 reviews)
"Beautiful new property with lots of pools and restaurants. The buffet for breakfast is excellent for lunch. Pretty good. The specialty restaurants are very nicely designed but the food is pretty good and the service does need improvement. Overall a good resort for the price."

Reviewed on May 14, 2024

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Majestic Colonial Punta Cana - All Inclusive
Majestic Colonial Punta Cana - All Inclusive
4 out of 5
Carretera El Macao, Punta Cana, La Altagracia
The price is $413 per night from May 16 to May 17
$413
$413 total
includes taxes & fees
May 16 - May 17
8.4/10 Very Good! (3,881 reviews)
"2nd time staying there! Will go again"

Reviewed on May 13, 2024

Majestic Colonial Punta Cana - All Inclusive
See all 76,436 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Caribbean Islands vacation package cost?
Perhaps much less than you think — from only $537, as a matter of fact! By combining hotels, flights and car rentals into your own custom-built vacation 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 travelers 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 vacation?
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 traveling 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 vacation package?
With a vacation 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 vacation package?
Whether it’s your hotel or flight, yes, you can amend or cancel it. Locked in your Caribbean Islands vacation 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.

Discover the most popular places to visit in Caribbean Islands

Image for Eagle Beach

Eagle Beach

4.5/5(1,687 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.

Eagle Beach
Image for Port of San Juan

Port of San Juan

4.5/5(2,281 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 scene.

Port of San Juan
Image for Bavaro Beach

Bavaro Beach

4.5/5(3,857 reviews)

Nothing says vacation like spending a lazy day at Bavaro Beach, a popular beach in Punta Cana. Discover the top-notch restaurants and great live music in this romantic area.

Bavaro Beach

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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.