
Caribbean Casino Vacations
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Top Casino vacation packages in Caribbean
Price found within the past 48 hours. Click for updated prices.

Hotel Rumbao, a Tribute Portfolio Hotel
Old San Juan
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to San Juan (SJU)
9/10 Wonderful! (1,015 reviews)
The hotel was close to restaurant and sites. If you are going on a cruise the ships are across the street from the hotel. the only thing I personally did not like was that my room was missing a safe and a microwave. they brought my microwave two days later but no safe otherwise our stay was wonderful.
Reviewed on Jul 24, 2025

The Royal Sonesta San Juan
Isla Verde
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to San Juan (SJU)
9/10 Wonderful! (1,838 reviews)
The majority of the staff was extremely courteous and welcoming. Eimy at the front desk treated us like family, and the female supervisor over food and beverage provided exceptional service in accommodating my food allergies. Brenda and Wanda in Aleli were excellent waitresses. The staff at Oceans Pool Bar were great as well. Meals were a little pricey but the food quality was above standard. There were several dining options in walking distance that were reasonably priced. The ocean side view on the 16th floor was everything one could ask for on a vacation. The proximity of the beach was a huge plus. Comfortable bed, huge shower, and updated rooms. The renovation was done well.
Reviewed on Jul 25, 2025

The Condado Plaza Hotel
Condado
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to San Juan (SJU)
7.8/10 Good! (1,379 reviews)
The hotel was very convenient and located near restaurants, shops, and pharmacies, all within walking distance. Its central location made it easy to get around. The place was clean, and the staff was friendly and helpful.
Reviewed on Jul 25, 2025


5* Casino vacations in Caribbean
Price found within the past 48 hours. Click for updated prices.


Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort
Bávaro
per person
Sep 6 - Sep 8
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Punta Cana (PUJ)
8/10 Very Good! (1,900 reviews)
Nice property. The one complaint I have is the $200 dollars credit they advertised in the app. I went to the hair salon to use the credit and if I want to used it they will raise the price of a haircut plus the percentage you will have to pay. So is really not a credit is just false advertisement!
Reviewed on Jul 24, 2025

3 Night Casino vacations in Caribbean
Price found within the past 48 hours. Click for updated prices.

Barceló Bávaro Beach - Adults Only - All Inclusive
Bávaro
per person
Sep 6 - Sep 8
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Punta Cana (PUJ)
8.6/10 Excellent! (3,062 reviews)
The property was beautiful, nice strong drinks; however the hotel receptionist need improvement.
Reviewed on Jul 24, 2025

Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort
Bávaro
per person
Sep 6 - Sep 8
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Punta Cana (PUJ)
8/10 Very Good! (1,900 reviews)
Nice property. The one complaint I have is the $200 dollars credit they advertised in the app. I went to the hair salon to use the credit and if I want to used it they will raise the price of a haircut plus the percentage you will have to pay. So is really not a credit is just false advertisement!
Reviewed on Jul 24, 2025

Barceló Bávaro Palace - All Inclusive
Bávaro
per person
Sep 6 - Sep 8
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Punta Cana (PUJ)
8/10 Very Good! (4,757 reviews)
The Resort was beautifully well kept. I had a view of the Golfing area, and the Lake. It was nice and quiet, but a bit far for our liking to the restaurants. The food was very good, but sometimes cold. The Pools were amazing. Activities were good, and our housekeeper Ramona was amazing. Our room was always very clean, and well kept.
Reviewed on Jul 24, 2025
4 Night Casino vacations in Caribbean
Price found within the past 48 hours. Click for updated prices.

The Condado Plaza Hotel
Condado
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to San Juan (SJU)
7.8/10 Good! (1,379 reviews)
The hotel was very convenient and located near restaurants, shops, and pharmacies, all within walking distance. Its central location made it easy to get around. The place was clean, and the staff was friendly and helpful.
Reviewed on Jul 25, 2025

The Royal Sonesta San Juan
Isla Verde
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Ontario (ONT) to San Juan (SJU)
9/10 Wonderful! (1,838 reviews)
The majority of the staff was extremely courteous and welcoming. Eimy at the front desk treated us like family, and the female supervisor over food and beverage provided exceptional service in accommodating my food allergies. Brenda and Wanda in Aleli were excellent waitresses. The staff at Oceans Pool Bar were great as well. Meals were a little pricey but the food quality was above standard. There were several dining options in walking distance that were reasonably priced. The ocean side view on the 16th floor was everything one could ask for on a vacation. The proximity of the beach was a huge plus. Comfortable bed, huge shower, and updated rooms. The renovation was done well.
Reviewed on Jul 25, 2025

Top Casino Caribbean Hotels

San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue, San Juan
The price is ¥43,547 per night from Aug 18 to Aug 19
¥43,547
¥58,948 total
Aug 18 - Aug 19
includes taxes & fees
Stay at this 4.5-star 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 ...
9/10 Wonderful! (1,305 reviews)
"Beautiful property and very well kept, clean and safe. Beautiful views, great food, drinks and pools! Truly enjoyed our stay and cannot wait to plan our next returning visit! 100% recommend!"
Reviewed on Jul 24, 2025

Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street, Carolina
The price is ¥23,315 per night from Aug 11 to Aug 12
¥23,315
¥32,470 total
Aug 11 - Aug 12
includes taxes & fees
Stay at this 3.5-star family-friendly resort in Carolina. Enjoy free breakfast, free WiFi, and a casino. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (3,715 reviews)
"Amazing and just what we needed. A perfect getaway close to the beach and also a wonderful pool, breakfast, and more."
Reviewed on Jul 23, 2025

Sheraton Puerto Rico Resort & Casino
200 Convention Boulevard, San Juan
The price is ¥32,958 per night from Aug 25 to Aug 26
¥32,958
¥45,562 total
Aug 25 - Aug 26
includes taxes & fees
Stay at this 4-star spa hotel in San Juan. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,009 reviews)
"The Sheraton in San Juan is a lovely property."
Reviewed on Jul 21, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.