Caribbean Casino Holidays

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

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  • Better together

    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.
Grand Hyatt Baha Mar
Simpson Bay Resort, Marina & Spa
Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort
Majestic Elegance Punta Cana - All Inclusive
The Cove at Atlantis
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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
The Cove at Atlantis
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See all available trips from Port of Spain to Caribbean
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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
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4 Night Casino holidays in Caribbean

Price found within the past 48 hours. Click for updated prices.
Grand Hyatt Baha Mar
Simpson Bay Resort, Marina & Spa
The Royal Sonesta San Juan
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See all available trips from Orlando to Caribbean
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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 £351 per night from 30 Jun to 1 Jul
£351
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! (1,594 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 £235 per night from 28 Jun to 29 Jun
£235
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! (4,629 reviews)
"Room’s smell alot like humidity…"

Reviewed on 4 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 £207 per night from 7 Jun to 8 Jun
£207
7 Jun - 8 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.