Book Exclusive Caribbean Islands Vacation Packages

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Caribbean Islands flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was CA $1,865, price is now CA $1,131 per person
CA $1,131
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip 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 Great Bay Beach and Orient Bay are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was CA $2,512, price is now CA $1,242 per person
CA $1,242
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip 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 St. Martin Beaches are located nearby.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Price was CA $1,820, price is now CA $1,231 per person
CA $1,231
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay and Great Bay Beach are located nearby.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was CA $3,798, price is now CA $2,607 per person
CA $2,607
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was CA $2,348, price is now CA $1,618 per person
CA $1,618
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Great Bay Beach and St. Martin Beaches are located nearby.

Top Caribbean Islands hotels deals

Grand Hyatt Baha Mar

Grand Hyatt Baha Mar

4.5 out of 5
One Baha Mar Boulevard Nassau New Providence
Free cancellation
Reserve now, pay when you stay
The price is CA $420 per night
CA $420
CA $658 total
Jul 28 - Jul 29
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.
Pool
Spa
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
200 Coco Beach Blvd. Highway 955-I Río Grande
Free cancellation
Reserve now, pay when you stay
The price is CA $367 per night
CA $367
CA $472 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this beach resort in Río Grande. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions Luquillo Beach and Wyndham Rio Mar Casino are located nearby.
Pool
Spa
Ocean Blue & Sand Beach Resort - All Inclusive

Ocean Blue & Sand Beach Resort - All Inclusive

4.5 out of 5
Car. Arena Gorda Punta Cana La Altagracia
Free cancellation
Reserve now, pay when you stay
The price is CA $479 per night
CA $479
CA $479 total
Jul 21 - Jul 22
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 restaurant in our reviews. Popular attractions Bavaro Beach and Downtown Punta Cana are located nearby.
On private beach
Pool
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

5 out of 5
Playas de Bavaro Punta Cana La Altagracia
Free cancellation
Reserve now, pay when you stay
The price is CA $487 per night
CA $487
CA $623 total
Aug 10 - Aug 11
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 Downtown Punta Cana are located nearby.
Pool
Breakfast included
Barceló Bávaro Palace - All Inclusive

Barceló Bávaro Palace - All Inclusive

4.5 out of 5
Carretera Bávaro Km. 1 Punta Cana La Altagracia
The price is CA $401 per night
CA $401
CA $513 total
Aug 9 - Aug 10
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 Arena Gorda Beach are located nearby.
On private beach
Pool
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
Free cancellation
Reserve now, pay when you stay
The price is CA $345 per night
CA $345
CA $441 total
Jul 21 - Jul 22
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.
On private beach
Pool
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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.

Stay near popular Caribbean Islands attractions

A beach scene with a flag, beach chairs, umbrellas, and a vendor cart.

Eagle Beach

9.4/10 (6,014 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.
See properties

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 $1,131. 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.

Photos of local treasures

Browse Caribbean Islands vacation photos for more inspiration

A beach with clear turquoise water, white sand, and palm trees.
A wooden pier leading to a cruise ship docked at a clear turquoise sea under a partly cloudy sky.
A beach with clear turquoise water, white sand, and palm trees.
A beach with clear turquoise water, a palm tree, and red stockings hanging from it.
A rocky coastline with waves crashing against the shore, surrounded by dense tropical foliage.