Caribbean Casino Vacations
Book a Casino Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Casino vacation packages in Caribbean
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ￥364,046, price is now ￥364,046 per person
￥364,046
per person
Jun 10 - Jun 15
found 6 hours ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
8.6/10 Excellent! (2,233 reviews)
The ocean view was wonderful, staff were courteous and friendly. The grounds keeping was immaculate, housekeeping was detailed and impressive. A wonderful experience !
Reviewed on Mar 17, 2026
5* Casino vacations in Caribbean
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ￥364,046, price is now ￥364,046 per person
￥364,046
per person
Jun 10 - Jun 15
found 6 hours ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
8.6/10 Excellent! (2,233 reviews)
The ocean view was wonderful, staff were courteous and friendly. The grounds keeping was immaculate, housekeeping was detailed and impressive. A wonderful experience !
Reviewed on Mar 17, 2026
Top Casino Caribbean Hotels
San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue San Juan
The price is ￥76,147 per night from Apr 13 to Apr 14
￥76,147
￥95,993 total
Apr 13 - Apr 14
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! (1,538 reviews)
Our preferred Marriott Bonvoy status with early checkin turned out to be a nightmare. Tired and hungry from travel all we wanted was to check in and they were behind by hours. We were not able to check in until 4:30. Not very happy to start our trip.
Reviewed on Mar 17, 2026
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street Carolina
The price is ￥44,456 per night from Mar 24 to Mar 25
￥44,456
￥57,287 total
Mar 24 - Mar 25
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! (4,463 reviews)
Didn't stop in
Reviewed on Mar 18, 2026
Sheraton Puerto Rico Resort & Casino
200 Convention Boulevard San Juan
The price is ￥48,510 per night from Apr 14 to Apr 15
￥48,510
￥63,551 total
Apr 14 - Apr 15
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 ...
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.
