Caribbean Casino Vacations 2026

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Top Casino vacation packages in Caribbean

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Resort Aruba - Beach Resort & Casino by IHG

Palm Beach

￥316,169

per person

Sep 18 - Sep 19

found 8 hours ago

Roundtrip flight included

Tokyo (TYO) to Oranjestad (AUA)

8.4/10 Very Good! (1,863 reviews)

Our trip was absolutely amazing!

Reviewed on Aug 9, 2026

The Cove at Atlantis

￥610,824

per person

Sep 18 - Sep 23

found 19 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Nassau (NAS)

8.6/10 Excellent! (1,000 reviews)

Grand Hyatt Baha Mar

￥483,194

per person

Sep 18 - Sep 23

found 19 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Nassau (NAS)

8.8/10 Excellent! (5,363 reviews)

Amazing hotel

Reviewed on Aug 9, 2026

Hyatt Regency Aruba Resort and Casino

Palm Beach

￥332,509

per person

Sep 18 - Sep 19

found 8 hours ago

Roundtrip flight included

Tokyo (TYO) to Oranjestad (AUA)

9.4/10 Exceptional! (1,009 reviews)

Hilton Aruba Caribbean Resort and Casino

Palm Beach

￥324,047

per person

Sep 18 - Sep 19

found 8 hours ago

Roundtrip flight included

Tokyo (TYO) to Oranjestad (AUA)

9/10 Wonderful! (1,006 reviews)

Don't see what you're looking for?

See all available trips from Tokyo to Caribbean

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5* Casino vacations in Caribbean

Price found within the past 48 hours. Click for updated prices.

The Cove at Atlantis

￥610,824

per person

Sep 18 - Sep 23

found 19 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Nassau (NAS)

8.6/10 Excellent! (1,000 reviews)

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

1309 Ashford Avenue San Juan

￥41,436

￥57,376 total

Sep 7 - Sep 8

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! (1,670 reviews)

"We love everything about this place. From the location to the walking distance to a variety of restaurants and cool spots. We’d love to come back!"

Reviewed on Aug 9, 2026

Embassy Suites by Hilton San Juan Hotel & Casino

8000 Tartak Street Carolina

￥22,591

￥33,832 total

Aug 30 - Aug 31

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. ...

Four Points by Sheraton Caguas Real Hotel & Casino

500 Alhambra En Granada Boulevard Caguas

￥32,073

￥41,653 total

Aug 22 - Aug 23

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 ...

8.8/10 Excellent! (1,006 reviews)

"Todo exelente!"

Reviewed on Aug 9, 2026

See all 88,662 properties in Caribbean

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.