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.
Renaissance Wind Creek Curacao Resort
Zoetry Curaçao Resort & Spa - All Inclusive
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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 Tokyo 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 ¥39,606 per night from Sep 15 to Sep 16
¥39,606
¥54,582 total
Sep 15 - Sep 16
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! (1,329 reviews)
"Nice beach good area for walking and exploring dining areas lots of options for you to pick from."

Reviewed on Aug 29, 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 ¥24,017 per night from Sep 16 to Sep 17
¥24,017
¥33,282 total
Sep 16 - Sep 17
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 ...
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 ¥31,658 per night from Sep 15 to Sep 16
¥31,658
¥44,125 total
Sep 15 - Sep 16
includes taxes & fees
Stay at this 4-star 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! (999 reviews)
"Amazing Hotel"

Reviewed on Aug 31, 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.