Caribbean Islands Vacations

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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
Old San Juan

Old San Juan

4.5/5(360 area reviews)

The fascinating museums and captivating 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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Find the Best Caribbean Islands Vacation Packages

Caribbean Islands Hotel Deals

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Mahoe Bay, Ironshore Montego Bay Saint James
8.6/10 Excellent! (5,157 reviews)
All was good but they don’t have a foot shower when leaving the beach by the beach bar or by building 6 where we entered so people drag a lot of sand in

Reviewed on 27 March 2026

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Hotel Riu Montego Bay - Adults Only - All Inclusive
Serenade Punta Cana Beach & Spa Resort - All Inclusive

Serenade Punta Cana Beach & Spa Resort - All Inclusive

4.5 out of 5
Carretera Cabeza de Toro Punta Cana La Altagracia
The price is AED 1,069 per night from Apr 12 to Apr 13
AED 1,069
AED 1,369 total
12 Apr - 13 Apr
includes taxes & fees
8/10 Very Good! (6,720 reviews)
Great for family

Reviewed on 27 March 2026

Serenade Punta Cana Beach & Spa Resort - All Inclusive
Hotel Riu Republica - Adults only - All Inclusive

Hotel Riu Republica - Adults only - All Inclusive

4 out of 5
Playa Arena Gorda Punta Cana
7.2/10 Good! (5,550 reviews)
The whole experience was great! The resort was huge! The staff was AMAZING.. from the wait staff in the restaurants, to the cleaning crew and everyone in between were excellent!

Reviewed on 27 March 2026

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Hotel Riu Republica - Adults only - All Inclusive
See all 85,320 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.

Frequently asked questions

How do I find cheap flights to Caribbean Islands that have flexible change policies?
Search for bargain flights to Caribbean Islands, then click on "No change fee" under the "Flexible change policies" filter. It really is that easy. We get that travel plans can change and flexibility matters, so you can book with confidence with Expedia.
Which airlines fly to Caribbean Islands?
A selection of airlines fly to destinations in or close to Caribbean Islands. Your vacation is a few clicks away with these popular carriers:

  • American Airlines - 490 flights to or near Caribbean Islands each month, including 347 flights to Punta Cana Intl. Airport (PUJ) and 143 to Las Americas Intl. Airport (SDQ) per month.
  • JetBlue - 390 flights to or near Caribbean Islands each month, including 221 flights to Las Americas Intl. Airport (SDQ) and 169 to Punta Cana Intl. Airport (PUJ) per month.
  • Delta - 382 flights to or near Caribbean Islands each month, including 273 flights to Punta Cana Intl. Airport (PUJ) and 108 to Las Americas Intl. Airport (SDQ) per month.

How can I find cheap tickets to Caribbean Islands?
You'll always pick up an unbeatable deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred travel date, then click on the flexible dates box above to see the cheapest prices for nearby days. was the best price for a flight to Caribbean Islands in the last seven days.
How much is a flight to Caribbean Islands?
There were plenty of cheap fares for the taking in the last seven days, with the price of a return ticket to Caribbean Islands ranging between and . Many lucky travelers purchased one-way flights from () for as little as .
What are the most popular airports to fly into in Caribbean Islands?
When it comes to picking which Caribbean Islands airport to use, these are your options:

  • Punta Cana Intl. Airport (PUJ) - 1,176 flights per month.
  • Las Americas Intl. Airport (SDQ) - 654 flights per month.

When is the cheapest time to fly to Caribbean Islands?
Jet off earlier in the week to score the best fare to Caribbean Islands. Tuesday is usually the most cost-effective day to take off, with Monday right behind it. Saturday often has the most expensive prices. This is because many people like to start their trip on a weekend.
How much is a plane ticket to Caribbean Islands?
In the last seven days, airfares ranged between and . Have a look at our fantastic deals to Caribbean Islands, make a booking and get ready for your next fun vacation!
What months are the cheapest to book a flight to Caribbean Islands?
To snap up an awesome deal to Caribbean Islands, try to book during February when the prices are at their cheapest. What time of year is expensive? In the USA, it's the month of December.