Caribbean Casino Holidays

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Price found within the past 48 hours. Click for updated prices.
Barceló Bávaro Beach - Adults Only - All Inclusive
Majestic Elegance Punta Cana - All Inclusive
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Price found within the past 48 hours. Click for updated prices.
Barceló Bávaro Beach - Adults Only - All Inclusive
Majestic Elegance Punta Cana - All Inclusive
Don't see what you're looking for?
See all available trips from Toronto to Caribbean
View all trips
San Juan Marriott Resort and Stellaris Casino

San Juan Marriott Resort and Stellaris Casino

4.5 out of 5
1309 Ashford Avenue, San Juan
The price is S$475 per night from 8 Sept to 9 Sept
S$475
8 Sept - 9 Sept
includes taxes & fees
Stay at this 4.5-star 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 ...
9/10 Wonderful! (1,347 reviews)
"We had an amazing time at the hotel, beautiful view and installation, great atmosphere, the staff were phenomenal!"

Reviewed on 21 Aug, 2025

San Juan Marriott Resort and Stellaris Casino
Embassy Suites by Hilton San Juan Hotel & Casino

Embassy Suites by Hilton San Juan Hotel & Casino

3.5 out of 5
8000 Tartak Street, Carolina
The price is S$278 per night from 2 Sept to 3 Sept
S$278
2 Sept - 3 Sept
includes taxes & fees
Stay at this 3.5-star family-friendly resort in Carolina. Enjoy free breakfast, free WiFi, and a casino. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (3,893 reviews)
"Great area and staff"

Reviewed on 23 Aug, 2025

Embassy Suites by Hilton San Juan Hotel & Casino
Four Points by Sheraton Caguas Real Hotel & Casino

Four Points by Sheraton Caguas Real Hotel & Casino

3.5 out of 5
500 Alhambra En Granada Boulevard, Caguas
The price is S$328 per night from 3 Sept to 4 Sept
S$328
3 Sept - 4 Sept
includes taxes & fees
Stay at this 3.5-star golf hotel in Caguas. Enjoy free WiFi, a casino, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,000 reviews)
"Great bar and food. Room was clean and modern."

Reviewed on 11 Aug, 2025

Four Points by Sheraton Caguas Real Hotel & Casino
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.