Caribbean Casino Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to S$134 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Renaissance Wind Creek Aruba Resort
Price was S$2,263, price is now S$1,885 per person
S$1,885
per person
19 Jun - 23 Jun
found 1 day ago
Return direct flight included
Port of Spain (POS) to Oranjestad (AUA)
9.2/10 Wonderful! (1,457 reviews)
Spacious rooms. Very nice pool area with swim up bar. Loved visiting Renaissance Island and the flamingos every day!
Reviewed on 17 Apr, 2026
Don't see what you're looking for?
See all available trips from Port of Spain to Caribbean
View all tripsPrice found within the past 48 hours. Click for updated prices.
Renaissance Wind Creek Aruba Resort
Price was S$2,263, price is now S$1,885 per person
S$1,885
per person
19 Jun - 23 Jun
found 1 day ago
Return direct flight included
Port of Spain (POS) to Oranjestad (AUA)
9.2/10 Wonderful! (1,457 reviews)
Spacious rooms. Very nice pool area with swim up bar. Loved visiting Renaissance Island and the flamingos every day!
Reviewed on 17 Apr, 2026
Don't see what you're looking for?
See all available trips from Port of Spain to Caribbean
View all trips
San Juan Marriott Resort and Stellaris Casino
1309 Ashford Avenue San Juan
The price is S$598 per night from 10 May to 11 May
S$598
10 May - 11 May
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! (1,562 reviews)
Everyone on staff is polite and friendly- whoever does the hiring for these people is spot on! Last year I stayed in a nice hotel in Isla Verde but I missed the Marriott Stelaris (where I had stayed around 8 or 9 times). So I came back this year and was very happy to be there. Superior service.
Reviewed on 17 Apr, 2026
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street Carolina
The price is S$398 per night from 29 Apr to 30 Apr
S$398
29 Apr - 30 Apr
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! (4,511 reviews)
Yes the room was clean. The staff at the desk had poor attidues and had us wait a very long gome for the 3 rooms that we had. She didn't tell the truth aboug trying to contact me the the room was ready even though I NEVER left the lobby seated right in front of the counters. Once we finally hotbin ...
Reviewed on 17 Apr, 2026
Four Points by Sheraton Caguas Real Hotel & Casino
500 Alhambra En Granada Boulevard Caguas
The price is S$353 per night from 21 Apr to 22 Apr
S$353
21 Apr - 22 Apr
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! (1,000 reviews)
Very friendly staff from the house keepers to the bar tenders. I highly recommend this hotel.
Reviewed on 13 Apr, 2026
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
