Title: Casino Vacations in Caribbean 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6068195/50d468d4-c434-4d10-9dfa-ce3006419950.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Caribbean Casino Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 Plan, book, and manage your trip all in one place ## Flight and Casino hotel deals in Caribbean Price found within the past 48 hours. Click for updated prices. ![Majestic Colonial Punta Cana - All Inclusive](https://images.trvl-media.com/lodging/2000000/1270000/1265400/1265372/6ed7cab1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Majestic Colonial Punta Cana - All Inclusive Bávaro CA $1,453 per person Feb 18 - Feb 21 found 12 hours ago Roundtrip non-stop flight included Detroit (DTW) to Punta Cana (PUJ) 9/10 Wonderful! (6,377 reviews) Family friendlily and beautiful beach. Reviewed on Dec 18, 2025 ![Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort](https://images.trvl-media.com/lodging/3000000/2470000/2464300/2464251/8eb42335_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort Bávaro CA $3,751 per person Feb 18 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Punta Cana (PUJ) 8/10 Very Good! (2,189 reviews) Amazing resort! The staff, amenities and food were A+. We wish we had booked a longer stay! Reviewed on Dec 18, 2025 ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key CA $1,502 per person Feb 28 - Mar 4 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,529 reviews) The room was spotless clean smelling good ,and beautiful. The staff were nice. I loke that they had room service. I will definitely come back. Reviewed on Dec 18, 2025 ![Majestic Elegance Punta Cana - All Inclusive](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/fe18cfe4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Majestic Elegance Punta Cana - All Inclusive Bávaro CA $1,666 per person Feb 18 - Feb 21 found 12 hours ago Roundtrip non-stop flight included Detroit (DTW) to Punta Cana (PUJ) 9/10 Wonderful! (4,541 reviews) I was thoroughly impressed with the level of customer service provided from the very beginning of our stay. Any issues were addressed promptly and to my satisfaction. The staff was extremely hospitable and friendly, well-educated and attentive to our needs. This was my first experience with an all-inclusive resort and Majestic exceeded my expectations. Reviewed on Dec 18, 2025 ![Hotel Riu Palace Antillas - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/1000000/30000/28700/28648/c1474878_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Palace Antillas - Adults Only - All Inclusive Palm Beach CA $3,963 per person Feb 18 - Feb 23 found 6 hours ago Roundtrip flight included Toronto (YYZ) to Oranjestad (AUA) 8.6/10 Excellent! (1,470 reviews) Everything was top notch. Great staff and wonderful experience. Can't wait to go back. Reviewed on Dec 17, 2025 Don't see what you're looking for? See all available trips from Columbus to Caribbean [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=null&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Casino holidays in Caribbean Price found within the past 48 hours. Click for updated prices. ![The Cove at Atlantis](https://images.trvl-media.com/lodging/2000000/1640000/1631800/1631751/cfe1608b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cove at Atlantis CA $2,196 per person Feb 18 - Feb 21 found 19 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Nassau (NAS) 8.6/10 Excellent! (1,005 reviews) The hotel was very nice, and I enjoyed staying in The Cove since it was the least busy tower. It was mostly occupied by couples and families, which made it feel calm and relaxed. The room itself was quite outdated, and the shower water had an unusual smell. Overall, the food and service were good, and I had a great time. Reviewed on Dec 15, 2025 ![Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort](https://images.trvl-media.com/lodging/3000000/2470000/2464300/2464251/8eb42335_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort Bávaro CA $3,751 per person Feb 18 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Punta Cana (PUJ) 8/10 Very Good! (2,189 reviews) Amazing resort! The staff, amenities and food were A+. We wish we had booked a longer stay! Reviewed on Dec 18, 2025 ![Grand Bavaro Princess - All Inclusive](https://images.trvl-media.com/lodging/3000000/2220000/2212900/2212864/819cc627_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Bavaro Princess - All Inclusive Bávaro CA $2,364 per person Jan 22 - Jan 28 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Punta Cana (PUJ) 8.2/10 Very Good! (3,836 reviews) Lovely room, the people were nice and welcoming. Reviewed on Dec 15, 2025 Don't see what you're looking for? See all available trips from Columbus to Caribbean [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=null&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Casino holidays in Caribbean Price found within the past 48 hours. Click for updated prices. ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key CA $1,432 per person Jan 20 - Jan 23 found 1 day ago Roundtrip flight included Toronto (YTO) to Philipsburg (SXM) 9/10 Wonderful! (1,529 reviews) The room was spotless clean smelling good ,and beautiful. The staff were nice. I loke that they had room service. I will definitely come back. Reviewed on Dec 18, 2025 ![Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort](https://images.trvl-media.com/lodging/3000000/2470000/2464300/2464251/8eb42335_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort Bávaro CA $2,271 per person Jan 18 - Jan 21 just found Roundtrip flight included Toronto (YYZ) to Punta Cana (PUJ) 8/10 Very Good! (2,189 reviews) Amazing resort! The staff, amenities and food were A+. We wish we had booked a longer stay! Reviewed on Dec 18, 2025 ![Majestic Elegance Punta Cana - All Inclusive](https://images.trvl-media.com/lodging/3000000/2200000/2191900/2191836/fe18cfe4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Majestic Elegance Punta Cana - All Inclusive Bávaro CA $1,666 per person Feb 18 - Feb 21 found 12 hours ago Roundtrip non-stop flight included Detroit (DTW) to Punta Cana (PUJ) 9/10 Wonderful! (4,541 reviews) I was thoroughly impressed with the level of customer service provided from the very beginning of our stay. Any issues were addressed promptly and to my satisfaction. The staff was extremely hospitable and friendly, well-educated and attentive to our needs. This was my first experience with an all-inclusive resort and Majestic exceeded my expectations. Reviewed on Dec 18, 2025 Don't see what you're looking for? See all available trips from Columbus to Caribbean [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=null&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Casino holidays in Caribbean Price found within the past 48 hours. Click for updated prices. ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key CA $1,381 per person Jan 27 - Jan 31 found 20 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,529 reviews) The room was spotless clean smelling good ,and beautiful. The staff were nice. I loke that they had room service. I will definitely come back. Reviewed on Dec 18, 2025 ![Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort](https://images.trvl-media.com/lodging/3000000/2470000/2464300/2464251/8eb42335_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort Bávaro CA $2,264 per person Jan 19 - Jan 23 found 9 hours ago Roundtrip flight included Toronto (YTO) to Punta Cana (PUJ) 8/10 Very Good! (2,189 reviews) Amazing resort! The staff, amenities and food were A+. We wish we had booked a longer stay! Reviewed on Dec 18, 2025 ![Excellence Punta Cana - Adults Only All Inclusive](https://images.trvl-media.com/lodging/1000000/990000/982800/982733/a77917de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Excellence Punta Cana - Adults Only All Inclusive Uvero Alto CA $2,254 per person Feb 18 - Feb 22 found 1 day ago Roundtrip flight included Toronto (YYZ) to Punta Cana (PUJ) 9.2/10 Wonderful! (2,456 reviews) First experience and was an excellent experience Reviewed on Dec 18, 2025 Don't see what you're looking for? See all available trips from Columbus to Caribbean [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=null&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Casino Hotels in Caribbean ![San Juan Marriott Resort and Stellaris Casino](https://images.trvl-media.com/lodging/1000000/20000/11200/11144/315c08fc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### San Juan Marriott Resort and Stellaris Casino 1309 Ashford Avenue San Juan CA $627 CA $796 total Jan 13 - Jan 14, 2026 includes taxes & 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 ... 9/10 Wonderful! (1,492 reviews) Great stay, location. Reviewed on Dec 15, 2025 [](https://expedia.ca/San-Juan-Hotels-San-Juan-Marriott-Resort-And-Stellaris-Casino.h11144.Hotel-Information) ![Embassy Suites by Hilton San Juan Hotel & Casino](https://images.trvl-media.com/lodging/1000000/60000/54400/54367/b73bfc20_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton San Juan Hotel & Casino 8000 Tartak Street Carolina CA $271 CA $369 total Dec 23 - Dec 24 includes taxes & 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. ... 9/10 Wonderful! (4,287 reviews) Yes....Excellent service... Reviewed on Dec 13, 2025 [](https://expedia.ca/San-Juan-Hotels-Embassy-Suites-By-Hilton-San-Juan-Hotel-Casino.h54367.Hotel-Information) ![Four Points by Sheraton Caguas Real Hotel & Casino](https://images.trvl-media.com/lodging/1000000/920000/915800/915702/c1ea6549_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Points by Sheraton Caguas Real Hotel & Casino 500 Alhambra En Granada Boulevard Caguas CA $346 CA $449 total Jan 4 - Jan 5, 2026 includes taxes & 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 ... 8.6/10 Excellent! (1,002 reviews) Staff was great, facilitues were grea,. The keys were an issue all the time.To open the room, to get out of parking, at.check.out. The coding canceled for no reason in different ocasions. Otherwise, it would get 5 stars Reviewed on Dec 14, 2025 [](https://expedia.ca/San-Juan-Hotels-Four-Points-By-Sheraton-Caguas-Real-Hotel-Casino.h915702.Hotel-Information) [See all 85,064 properties in Caribbean](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6022969) 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Caribbean Flights ](https://expedia.ca/Destinations-In-Caribbean.d6022969.Flight-Destinations)[ Caribbean Hotels ](https://expedia.ca/Destinations-In-Caribbean.d6022969.Hotel-Destinations)[ Caribbean Vacation Rentals ](https://expedia.ca/Destinations-In-Caribbean.d6022969.Vacation-Rental-Destinations)[ Caribbean Car Rentals ](https://expedia.ca/Destinations-In-Caribbean.d6022969.Car-Rental-Destinations)[ Caribbean Vacations ](https://expedia.ca/Caribbean.d6022969.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app