Book Exclusive Caribbean Islands Vacation Packages
Caribbean Islands flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,561, price is now CA $1,077 per person
CA $1,077
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop 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 Villas at Simpson Bay Resort
Pelican Key
Price was CA $3,238, price is now CA $1,367 per person
CA $1,367
per person
Oct 10 - Oct 15
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 Simpson Bay Beach are located nearby.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,603, price is now CA $1,179 per person
CA $1,179
per person
Oct 10 - Oct 15
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 Simpson Bay Beach are located nearby.
The Morgan Resort Spa Village
Price was CA $2,765, price is now CA $1,658 per person
CA $1,658
per person
Oct 10 - Oct 15
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 Simpson Bay Beach are located nearby.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $1,778, price is now CA $1,211 per person
CA $1,211
per person
Oct 10 - Oct 15
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.
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 $293 per night
CA $293
CA $503 total
Aug 23 - Aug 24
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
200 Coco Beach Blvd. Highway 955-I Río Grande
Free cancellation
Reserve now, pay when you stay
The price is CA $463 per night
CA $463
CA $596 total
Aug 23 - Aug 24
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
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Playas de Bavaro Punta Cana La Altagracia
Free cancellation
Reserve now, pay when you stay
The price is CA $421 per night
CA $421
CA $539 total
Aug 23 - Aug 24
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
Serenade All Suites - Adults Only Resort - All inclusive
Cabeza De Toro Punta Cana La Altagracia
Free cancellation
Reserve now, pay when you stay
The price is CA $339 per night
CA $339
CA $433 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this luxury property in Punta Cana. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Bavaro Beach and Downtown Punta Cana are located nearby.
Pool
All-inclusive
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 $316 per night
CA $316
CA $404 total
Aug 24 - Aug 25
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.
On private beach
Pool
Fairmont El San Juan Hotel
6063 Isla Verde Avenue Carolina
Free cancellation
Reserve now, pay when you stay
The price is CA $472 per night
CA $472
CA $680 total
Aug 11 - Aug 12
includes taxes & fees
Book a stay at this luxury 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 Isla Verde Beach and Casino del Mar at La Concha Resort are located nearby.
Pool
Spa
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