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.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was CA $2,303, price is now CA $1,416 per person
CA $1,416
per person
Jan 15 - Jan 19
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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was CA $2,985, price is now CA $1,441 per person
CA $1,441
per person
Jan 15 - Jan 19
found 1 hour 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 Mullet Bay Beach are located nearby.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was CA $5,334, price is now CA $2,677 per person
CA $2,677
per person
Jan 9 - Jan 16
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 Mullet Bay Beach are located nearby.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was CA $3,700, price is now CA $2,100 per person
CA $2,100
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) 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 Port of St. Maarten and Grand Case Beach are located nearby.
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

3 out of 5
Price was CA $4,844, price is now CA $3,190 per person
CA $3,190
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Great Bay Beach 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 $391 per night
CA $391
CA $623 total
Oct 26 - Oct 27
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
Wyndham Alltra Punta Cana All-Inclusive Resort

Wyndham Alltra Punta Cana All-Inclusive Resort

4 out of 5
Playas Uvero Alto Punta Cana La Altagracia
Free cancellation
Reserve now, pay when you stay
The price is CA $380 per night
CA $380
CA $380 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this beach resort in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. Popular attractions Macao Beach and Sirenis Aquagames Water Park are located nearby.
Pool
Breakfast included
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
Get rates
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
Pool
Hot tub
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
301 Hwy 693 Vega Alta
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
CA $238 total
Nov 9 - Nov 10
includes taxes & fees
Book a stay at this beach resort in Vega Alta. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Dorado Beach and Playa de los Tocones are located nearby.
Pool
Hot tub
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 $465 per night
CA $465
CA $595 total
Oct 25 - Oct 26
includes taxes & fees
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
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 $1,799 per night
CA $1,799
CA $1,799 total
Nov 1 - Nov 2
includes taxes & fees
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
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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 coastal city with a long sandy beach, clear turquoise waters, and a mix of urban and resort buildings.

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.
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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 $1,416. 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.