Caribbean Casino Vacations

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Top Casino vacation packages in Caribbean

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Hotel Riu Palace Antillas - Adults Only - All Inclusive
Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort
Excellence Punta Cana - Adults Only All Inclusive
Majestic Elegance Punta Cana - All Inclusive
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5* Casino vacations in Caribbean

Price found within the past 48 hours. Click for updated prices.
Grand Bavaro Princess - All Inclusive
Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort
Excellence Punta Cana - Adults Only All Inclusive
Don't see what you're looking for?
See all available trips from Columbus to Caribbean
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3 Night Casino vacations in Caribbean

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Hotel Riu Palace Antillas - Adults Only - All Inclusive
Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort
Don't see what you're looking for?
See all available trips from Columbus to Caribbean
View all trips

4 Night Casino vacations in Caribbean

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Hotel Riu Palace Antillas - Adults Only - All Inclusive
Excellence Punta Cana - Adults Only All Inclusive
Don't see what you're looking for?
See all available trips from Columbus 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
$388 nightly
The price is $431 total per night from Nov 30 to Dec 1
$431 total
Nov 30 - Dec 1
Total with taxes and 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 ...
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
$217 nightly
The price is $241 total per night from Nov 17 to Nov 18
$241 total
Nov 17 - Nov 18
Total with taxes and 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. ...
Embassy Suites by Hilton San Juan Hotel & Casino
Four Points by Sheraton Caguas Real Hotel & Casino

Four Points by Sheraton Caguas Real Hotel & Casino

3.5 out of 5
500 Alhambra En Granada Boulevard Caguas
$238 nightly
The price is $264 total per night from Nov 29 to Nov 30
$264 total
Nov 29 - Nov 30
Total with taxes and 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 ...
9/10 Wonderful! (1,000 reviews)
"Love it"

Reviewed on Nov 6, 2026

Four Points by Sheraton Caguas Real Hotel & 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.

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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.