Caribbean Islands Vacations 2026 from CA $1,611

Caribbean Islands flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

CA $1,611

per person

Jul 22 - Jul 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pinel Island and Grand Case Beach are located nearby.

The Villas at Simpson Bay Resort

Pelican Key

CA $1,893

per person

Jul 22 - Jul 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,737

per person

Jul 22 - Jul 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

Panorama Residences at Monte Vista

Point Blanche

CA $1,915

per person

Jul 22 - Jul 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Maho Beach and Harbour Point Village are located nearby.

La Playa Orient Bay

CA $1,837

per person

Jul 22 - Jul 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Pinel Island and Grand Case Beach are located nearby.

Top Caribbean Islands hotels deals

Grand Hyatt Baha Mar

One Baha Mar Boulevard Nassau New Providence

Free cancellation

Reserve now, pay when you stay

CA $391

CA $620 total

Jun 16 - Jun 17

includes taxes & fees

Book a stay at this luxury resort in Nassau. Enjoy free WiFi, free parking, and 8 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cable Beach and Junkanoo Beach are located nearby.

Serenade Punta Cana Beach & Spa Resort - All Inclusive

Carretera Cabeza de Toro Punta Cana La Altagracia

Free cancellation

Reserve now, pay when you stay

CA $325

CA $415 total

Jun 16 - Jun 17

includes taxes & fees

Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bavaro Beach and Cabeza de Toro Beach are located nearby.

TRS Turquesa Hotel - Adults Only - All Inclusive

Av. Francia Punta Cana La Altagracia

CA $413

CA $529 total

Jun 30 - Jul 1

includes taxes & fees

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

Playas de Bavaro Punta Cana La Altagracia

Free cancellation

Reserve now, pay when you stay

CA $516

CA $661 total

Jul 13 - Jul 14

includes taxes & fees

Grand Palladium Select Bávaro - All Inclusive

Avda. Francia s/n Punta Cana La Altagracia

CA $460

CA $589 total

Jun 16 - Jun 17

includes taxes & fees

Barceló Bávaro Palace - All Inclusive

Carretera Bávaro Km. 1 Punta Cana La Altagracia

CA $382

CA $490 total

Jun 15 - Jun 16

includes taxes & fees

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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.

Popular places to visit

Eagle Beach

4.5/5(88 reviews)

Nothing says vacation like spending a lazy day at Eagle Beach, a popular beach in Oranjestad-West. Make time to visit the shops and casinos while you're in the area.

Port of San Juan

4.5/5(164 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.

Grace Bay Beach

5/5(108 reviews)

Nothing says vacation like spending a lazy day at Grace Bay Beach, a popular beach in Providenciales. Amble around this romantic area's seaside, or seek out the snorkeling spots.

Frequently asked questions

How much are vacation packages to Caribbean Islands?

Travelocity has package deals to Caribbean Islands, as well as flights and hotels, from an impressive CA $1,611. With all that extra cash, you could throw in some cool tours or maybe tack on a couple of extra days to your exciting getaway.

Where can I get the best vacation package deals for Caribbean Islands?

There are amazing Caribbean Islands package deals to score with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the world? Keep this in mind the next time you're ready to tick another destination off your travel bucket list.

Why should I purchase my Caribbean Islands vacation package with Travelocity?

Fantastic savings, countless exciting destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always score the best possible deal with Travelocity.

Can I save on my Caribbean Islands car rental if I combine it with a hotel or flight?

Sure can. And our Caribbean Islands vacation packages are the perfect way to do it. With just a few clicks you can save cash and time by combining your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Need to fill your itinerary? Throw some tours or experiences into your package and make savings on those too.

Which airport is best for Caribbean Islands?

The major airport in Caribbean Islands is Las Americas Intl. Airport (SDQ).

What is there to do in Caribbean Islands?

Caribbean Islands boasts hidden gems at every turn, but make sure you plan a trip to Dunn's River Falls and Dickenson Bay Beach while you're here. These attractions are a must-see.