Caribbean Casino Vacations
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Flight and Casino hotel deals in Caribbean
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,069, price is now CA $1,032 per person
CA $1,032
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Room was spacious and spotless. Staff was friendly and helpful. The pools were perfect!
Reviewed on Feb 6, 2026
Excellence Punta Cana - Adults Only All Inclusive
Uvero Alto
Price was CA $2,850, price is now CA $1,716 per person
CA $1,716
per person
Mar 9 - Mar 12
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Punta Cana (PUJ)
9.2/10 Wonderful! (2,456 reviews)
Room was clean, the staff amazing… the layout was nice and relaxed, perfect for those needing wheelchair accessibility. The food and spa are about a 6/10 each. The beach is wildly dangerous with strong waves even on a nice day. Lots of pros and cons. It’s a very relaxed atmosphere.
Reviewed on Feb 4, 2026
Majestic Elegance Punta Cana - All Inclusive
Bávaro
Price was CA $2,285, price is now CA $1,450 per person
CA $1,450
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Punta Cana (PUJ)
9/10 Wonderful! (4,541 reviews)
Kept up well. Our butler Angelo was Awesome. Clean bathrooms. Free room upgrade. We also enjoyed all the brands of canned beer and bottled water available. We thought the food was quite good also. Kind people working at the resort.
Reviewed on Feb 6, 2026
Majestic Colonial Punta Cana - All Inclusive
Bávaro
Price was CA $2,272, price is now CA $1,544 per person
CA $1,544
per person
Mar 9 - Mar 12
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Punta Cana (PUJ)
9/10 Wonderful! (6,377 reviews)
Room was clean and the staff were very friendly.
Reviewed on Feb 7, 2026
Zoetry Curaçao Resort & Spa - All Inclusive
Piscadera
Price was CA $4,055, price is now CA $2,908 per person
CA $2,908
per person
Apr 9 - Apr 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Willemstad (CUR)
8.4/10 Very Good! (255 reviews)
Staff was amazing. They made you feel as if you were family. We were certainly sad to leave everyone
Having access to the other hotel properties was great giving you lots of options and the beach is fantastic
Reviewed on Jan 25, 2026
5* Casino holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.
Grand Bavaro Princess - All Inclusive
Bávaro
Price was CA $1,662, price is now CA $1,321 per person
CA $1,321
per person
Mar 9 - Mar 12
found 8 hours ago
Roundtrip flight included
Montreal (YUL) to Punta Cana (PUJ)
8.2/10 Very Good! (3,836 reviews)
The room was very clean and the staff nice.
Reviewed on Feb 6, 2026
Excellence Punta Cana - Adults Only All Inclusive
Uvero Alto
Price was CA $2,850, price is now CA $1,716 per person
CA $1,716
per person
Mar 9 - Mar 12
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Punta Cana (PUJ)
9.2/10 Wonderful! (2,456 reviews)
Room was clean, the staff amazing… the layout was nice and relaxed, perfect for those needing wheelchair accessibility. The food and spa are about a 6/10 each. The beach is wildly dangerous with strong waves even on a nice day. Lots of pros and cons. It’s a very relaxed atmosphere.
Reviewed on Feb 4, 2026
Zoetry Curaçao Resort & Spa - All Inclusive
Piscadera
Price was CA $4,055, price is now CA $2,908 per person
CA $2,908
per person
Apr 9 - Apr 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Willemstad (CUR)
8.4/10 Very Good! (255 reviews)
Staff was amazing. They made you feel as if you were family. We were certainly sad to leave everyone
Having access to the other hotel properties was great giving you lots of options and the beach is fantastic
Reviewed on Jan 25, 2026
3 Night Casino holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $1,646, price is now CA $891 per person
CA $891
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Room was spacious and spotless. Staff was friendly and helpful. The pools were perfect!
Reviewed on Feb 6, 2026
Excellence Punta Cana - Adults Only All Inclusive
Uvero Alto
Price was CA $2,850, price is now CA $1,716 per person
CA $1,716
per person
Mar 9 - Mar 12
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Punta Cana (PUJ)
9.2/10 Wonderful! (2,456 reviews)
Room was clean, the staff amazing… the layout was nice and relaxed, perfect for those needing wheelchair accessibility. The food and spa are about a 6/10 each. The beach is wildly dangerous with strong waves even on a nice day. Lots of pros and cons. It’s a very relaxed atmosphere.
Reviewed on Feb 4, 2026
Majestic Elegance Punta Cana - All Inclusive
Bávaro
Price was CA $2,285, price is now CA $1,450 per person
CA $1,450
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Punta Cana (PUJ)
9/10 Wonderful! (4,541 reviews)
Kept up well. Our butler Angelo was Awesome. Clean bathrooms. Free room upgrade. We also enjoyed all the brands of canned beer and bottled water available. We thought the food was quite good also. Kind people working at the resort.
Reviewed on Feb 6, 2026
4 Night Casino holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,069, price is now CA $1,032 per person
CA $1,032
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Room was spacious and spotless. Staff was friendly and helpful. The pools were perfect!
Reviewed on Feb 6, 2026
Excellence Punta Cana - Adults Only All Inclusive
Uvero Alto
Price was CA $3,706, price is now CA $2,220 per person
CA $2,220
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Punta Cana (PUJ)
9.2/10 Wonderful! (2,456 reviews)
Room was clean, the staff amazing… the layout was nice and relaxed, perfect for those needing wheelchair accessibility. The food and spa are about a 6/10 each. The beach is wildly dangerous with strong waves even on a nice day. Lots of pros and cons. It’s a very relaxed atmosphere.
Reviewed on Feb 4, 2026
Hotel Riu Palace Antillas - Adults Only - All Inclusive
Palm Beach
Price was CA $4,946, price is now CA $3,055 per person
CA $3,055
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Oranjestad (AUA)
8.6/10 Excellent! (1,420 reviews)
Food was excellent with different varieties to choose from. My room 1406 was clean and decorated for my wife's 50th bday which made it perfect! Thank you for always making our stay a perfect one!
Reviewed on Feb 6, 2026
Casino Hotels in Caribbean
San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue San Juan
The price is CA $737 per night from Mar 9 to Mar 10
CA $737
CA $917 total
Mar 9 - Mar 10
includes taxes & fees
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,520 reviews)
All staff was lovely. The room was very comfortable. We enjoyed our stay.
Reviewed on Feb 7, 2026
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street Carolina
The price is CA $385 per night from Feb 11 to Feb 12
CA $385
CA $495 total
Feb 11 - Feb 12
includes taxes & fees
Book a stay at this family-friendly resort in Carolina. Enjoy free breakfast, free WiFi, and a casino. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (4,394 reviews)
Clean friendly staff
Reviewed on Feb 3, 2026
Four Points by Sheraton Caguas Real Hotel & Casino
500 Alhambra En Granada Boulevard Caguas
The price is CA $364 per night from Feb 22 to Feb 23
CA $364
CA $472 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this golf hotel in Caguas. Enjoy free WiFi, a casino, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (1,000 reviews)
N/A
Reviewed on Dec 27, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
