Caribbean Casino Holidays

Book a Casino Hotel + Flight or Car together to unlock savings

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    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Top flight + Casino hotel deals in Caribbean

Price found within the past 48 hours. Click for updated prices.
Zoetry Curaçao Resort & Spa - All Inclusive
Simpson Bay Resort, Marina & Spa
Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort
Barceló Bávaro Palace - All Inclusive
Majestic Elegance Punta Cana - All Inclusive
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See all available trips from Port of Spain to Caribbean
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5* Casino holidays in Caribbean

Price found within the past 48 hours. Click for updated prices.
Zoetry Curaçao Resort & Spa - All Inclusive
Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort
Sonesta Ocean Point All Inclusive, Adults Only Resort
Don't see what you're looking for?
See all available trips from Port of Spain to Caribbean
View all trips

3 Night Casino holidays in Caribbean

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Barceló Bávaro Palace - All Inclusive
Majestic Elegance Punta Cana - All Inclusive
Don't see what you're looking for?
See all available trips from Port of Spain to Caribbean
View all trips

4 Night Casino holidays in Caribbean

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Zoetry Curaçao Resort & Spa - All Inclusive
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Don't see what you're looking for?
See all available trips from Port of Spain 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 £350 per night from 30 Jun to 1 Jul
£350
30 Jun - 1 Jul
includes taxes & fees
Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
9/10 Wonderful! (1,592 reviews)
"Amazing staff, clean resort, and conveniently located near all fun things to do in San Juan!"

Reviewed on 3 Jun 2026

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 £234 per night from 28 Jun to 29 Jun
£234
28 Jun - 29 Jun
includes taxes & fees
Stay at this family-friendly resort in Carolina. Enjoy free breakfast, free Wi-Fi and a casino. Our guests praise the breakfast and the pool in their reviews. ...
9/10 Wonderful! (4,627 reviews)
"We had a great time! Perfect location and great amenities!"

Reviewed on 2 Jun 2026

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
The price is £205 per night from 15 Jun to 16 Jun
£205
15 Jun - 16 Jun
includes taxes & fees
Stay at this golf hotel in Caguas. Enjoy free Wi-Fi, a casino and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (1,002 reviews)
"La barra de la piscina, el servicio es fatal. No hay personal disponible, hay que esperar 20 minutos por un trago y cuando llega, horrible."

Reviewed on 31 May 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. Flight-inclusive packages are ATOL protected.