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A beach with clear turquoise water, white sand, and palm trees.

Caribbean Islands Beach Holidays

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Discover the most popular places to visit in Caribbean Islands

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.

What to do in Caribbean Islands

Festival Head Piece

Deh HeadPiece & Tings

P 1,538
per adult
0% of travelers recommend
Deh HeadPiece & Tings
See all activities in Caribbean Islands

Top Beach Caribbean Islands Hotels

4 outdoor pools, cabanas (surcharge), sun loungers

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive
4.5 star property
829.9 km from Caribbean Islands
9.0 out of 10, Wonderful, (1,498 reviews)
"We stayed at the Princess Grand from 7/22/2026-7/29/2026. Our room was amazing we had a swim out pool. We rented the Cabana that had its own plunge pool and full service which was amazing as well as the hostess. House Keeping came to our room 2x to clean, don't know why as we didn't have the do not disturb sign up and when asked why and could they come clean, no answer was given, no one came and when asked for towels they brought us pool towels. The staff is not very friendly, seems like we...
The price is P28,677
P28,677 total
includes taxes & fees
Aug 26 - Aug 27
Princess Grand Jamaica Resort - All Inclusive
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.
See all properties in Caribbean Islands

Find your perfect Caribbean Islands beach vacation

How do I book the best Caribbean Islands beach vacation packages?

Life’s a beach when you dive into our brilliant Caribbean Islands beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Caribbean Islands?

A rental steps from the shore creates an amazingly affordable Caribbean Islands beach vacation. Seaside sojourns during low season start from . Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Caribbean Islands?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Caribbean Islands beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Caribbean Islands vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Caribbean Islands beach vacation deals?

Sort your search results by deals to delight in amazing Caribbean Islands beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Caribbean Islands beach trip with free cancellation and/or flexible dates?

Just like the Caribbean Islands tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Caribbean Islands beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Caribbean Islands. (OK, maybe not that last part.)