Caribbean Casino Vacations
Book a Casino Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 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
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5* Casino vacations in Caribbean
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3 Night Casino vacations in Caribbean
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4 Night Casino vacations in Caribbean
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See all available trips from Washington to Caribbean
View all tripsTop Casino Caribbean Hotels
San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue San Juan
₩377,521
₩516,993 total
Oct 20 - Oct 21
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 ...
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street Carolina
₩215,951
₩315,046 total
Oct 8 - Oct 9
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! (4,970 reviews)
"The staff at this hotel was very accommodating, very welcoming and attentive. I have never experienced such excellent customer service very friendly staff. The room was very clean. The bathroom was clean. The food was immaculate. Will be staying again"
Reviewed on Oct 2, 2026
Four Points by Sheraton Caguas Real Hotel & Casino
500 Alhambra En Granada Boulevard Caguas
₩275,980
₩358,412 total
Oct 11 - Oct 12
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 ...
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.
