
Book Exclusive Caribbean Islands Vacation Packages
Caribbean Islands flight + hotel packages
Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa
Pelican Key
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Stay at this 4-star 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.

Oyster Bay Beach Resort
Oyster Pond
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Stay at this 4-star 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 Beach and Grand Case Beach are located nearby.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Stay at this 3.5-star 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 Orient Bay Beach and Grand Case Beach are located nearby.

Hilton Vacation Club Royal Palm St. Maarten
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Stay at this 4-star beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

La Playa Orient Bay
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
Stay at this 4-star 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 Orient Bay Beach 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
The price is CA $336 per night
CA $336
CA $547 total
Aug 24 - Aug 25
includes taxes & fees
Stay at this 4.5-star luxury resort in Nassau. Enjoy free WiFi, free parking, and 8 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular attractions Cable Beach and The Current Baha Mar Gallery and Art Center are located nearby.
Pool
Spa

Fairmont El San Juan Hotel
6063 Isla Verde Avenue, Carolina
Free cancellation
Reserve now, pay when you stay
The price is CA $475 per night
CA $475
CA $638 total
Jul 29 - Jul 30
includes taxes & fees
Book a stay at this beach resort in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.
Pool
Spa

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Playas de Bavaro, Higuey, Punta Cana, La Altagracia
The price is CA $548 per night
CA $548
CA $646 total
Aug 19 - Aug 20
includes taxes & fees
Stay at this 5-star 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 Los Corales Beach are located nearby.

Barceló Bávaro Beach - Adults Only - All Inclusive
Carretera Bávaro Km. 1, Playa Bávaro, Punta Cana, La Altagracia
The price is CA $315 per night
CA $315
CA $403 total
Aug 18 - Aug 19
includes taxes & fees
Stay at this 4-star beach 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 Los Corales Beach are located nearby.
Pool
Breakfast included

Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I, Río Grande
Free cancellation
Reserve now, pay when you stay
The price is CA $282 per night
CA $282
CA $363 total
Aug 4 - Aug 5
includes taxes & fees
Stay at this 4-star 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 Golf Course are located nearby.
Pool
Hot tub

Serenade Punta Cana Beach & Spa Resort - All Inclusive
Carretera Cabeza de Toro, Punta Cana, La Altagracia
Free cancellation
Reserve now, pay when you stay
The price is CA $334 per night
CA $334
CA $394 total
Aug 24 - Aug 25
includes taxes & fees
Stay at this 4.5-star 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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View all propertiesLowest 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

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
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.

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