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

Panorama Residences at Monte Vista
Point Blanche
Price was CA $2,667, price is now CA $1,439 per person
CA $1,439
per person
Dec 12 - Dec 19
found 10 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
Stay at this 4-star aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,192, price is now CA $1,595 per person
CA $1,595
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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.

The Villas at Simpson Bay Resort
Price was CA $5,569, price is now CA $3,003 per person
CA $3,003
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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 Orient Bay Beach and Maho Beach are located nearby.

Holland House Beach Hotel
Downtown Philipsburg
Price was CA $2,993, price is now CA $1,731 per person
CA $1,731
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
Stay at this 4-star 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 Orient Bay Beach and Maho Beach are located nearby.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $2,491, price is now CA $1,443 per person
CA $1,443
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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.
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 $440 per night
CA $440
CA $677 total
Oct 29 - Oct 30
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 Junkanoo Beach are located nearby.
Pool
Spa

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Playas de Bavaro, Higuey, Punta Cana, La Altagracia
Free cancellation
Reserve now, pay when you stay
The price is CA $470 per night
CA $470
CA $602 total
Oct 29 - Oct 30
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.
Pool
Breakfast included

Hyatt Vacation Club at Hacienda del Mar, Dorado
301 Hwy 693, Dorado, Vega Alta
Free cancellation
The price is CA $249 per night
CA $249
CA $332 total
Nov 18 - Nov 19
includes taxes & fees
Stay at this 3.5-star 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

Serenade Punta Cana Beach & Spa Resort - All Inclusive
Carretera Cabeza de Toro, Punta Cana, La Altagracia
The price is CA $276 per night
CA $276
CA $353 total
Oct 29 - Oct 30
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

Holiday Inn Resort Aruba - Beach Resort & Casino by IHG
J E Irausquin Boulevard 230, Noord
Free cancellation
The price is CA $393 per night
CA $393
CA $515 total
Nov 4 - Nov 5
includes taxes & fees
Stay at this 4-star beach resort in Noord. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Eagle Beach and Hyatt Regency Casino are located nearby.
Pool
Spa

Hotel Riu Montego Bay - Adults Only - All Inclusive
Mahoe Bay, Ironshore, Montego Bay, Saint James
Stay at this 4-star beach property in Montego Bay. 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
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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
4.5/5(161 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.

Eagle Beach
4.5/5(85 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.

Grace Bay Beach
5/5(107 reviews)
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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