
Caribbean Islands Vacations from $590
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Your Caribbean Islands Vacation
Leave the planning up to us with a Caribbean Islands vacation package. With everything arranged before you jet off, the only thing you'll need to do is sit back, relax and enjoy this destination's countless delights. Begin your trip to Caribbean Islands by spending a few nights in Punta Cana, one of the best cities here. When you're ready to stop dreaming and start traveling, Expedia will help turn your Caribbean Islands vacation into a reality.
The Latest Caribbean Islands vacation packages

Simpson Bay Resort, Marina & Spa
Reviewed on Oct 13, 2025

The Villas at Simpson Bay Resort
Reviewed on Oct 11, 2025

Holland House Beach Hotel
Reviewed on Oct 2, 2025


Where to stay in Caribbean Islands

Palm Beach
Enjoy yourself at this white-sand Caribbean beach that combines incredible underwater sights and tangerine sunsets with a youthful nightlife.
Discover the most popular places to visit in Caribbean Islands

Port of San Juan
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.

Eagle Beach
Spot fish swimming in the crystal-clear waters, look for turtle nests on the shore and photograph Aruba’s famous windswept divi-divi trees.

Bavaro Beach
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.
Caribbean Islands Hotel Deals

Grand Hyatt Baha Mar
Reviewed on Oct 14, 2025

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Reviewed on Oct 14, 2025

Hyatt Vacation Club at Hacienda del Mar, Dorado
Reviewed on Oct 12, 2025