Caribbean Casino Vacations

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    Save up to ¥45,448 when you book a flight and hotel together*
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Top Casino vacation packages in Caribbean

Price found within the past 48 hours. Click for updated prices.
Barceló Santo Domingo
Zoetry Curaçao Resort & Spa - All Inclusive
Renaissance Wind Creek Curacao Resort
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See all available trips from Santiago to Caribbean
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5* Casino vacations in Caribbean

Price found within the past 48 hours. Click for updated prices.
Zoetry Curaçao Resort & Spa - All Inclusive
Don't see what you're looking for?
See all available trips from Osaka to Caribbean
View all trips

3 Night Casino vacations in Caribbean

Price found within the past 48 hours. Click for updated prices.
Barceló Santo Domingo
Zoetry Curaçao Resort & Spa - All Inclusive
Renaissance Wind Creek Curacao Resort
Don't see what you're looking for?
See all available trips from Santiago to Caribbean
View all trips

Top Casino Caribbean Hotels

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 ¥62,041 per night from Dec 14 to Dec 15
¥62,041
¥80,084 total
Dec 14 - Dec 15
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! (1,485 reviews)
Well run hotel, super courteous staff.

Reviewed on Dec 10, 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 ¥27,623 per night from Dec 15 to Dec 16
¥27,623
¥38,429 total
Dec 15 - Dec 16
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! (4,278 reviews)
Room was nice

Reviewed on Dec 10, 2025

Embassy Suites by Hilton San Juan Hotel & Casino
Sheraton Puerto Rico Resort & Casino

Sheraton Puerto Rico Resort & Casino

4 out of 5
200 Convention Boulevard San Juan
The price is ¥45,901 per night from Jan 5 to Jan 6
¥45,901
¥60,443 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this spa hotel in San Juan. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,061 reviews)
The room was clean and the staff was very nice and accommodating. We came off a cruse and arrived at the hotel at 10:00. We were expecting to to leave our bags at the front desk and come back at the regular check in time. The agent said that we could use the pool facilities and that they would expedite ...

Reviewed on Dec 9, 2025

Sheraton Puerto Rico Resort & 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.