Caribbean Casino Vacations 2026

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Top Casino vacation packages in Caribbean

Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa

Pelican Key

$714

per person

Dec 11 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Philipsburg (SXM)

9/10 Wonderful! (2,074 reviews)

Clean room. Staff was very fun. Even the kids love the swim- up bar.

Reviewed on Oct 10, 2026

Excellence Punta Cana - Adults Only All Inclusive

Uvero Alto

Save 100% on your flight

$1,064

per person

Dec 11 - Dec 14

found 5 hours ago

Roundtrip non-stop flight included

Austin (AUS) to Punta Cana (PUJ)

9.2/10 Wonderful! (2,887 reviews)

Barceló Bávaro Beach - Adults Only - All Inclusive

Bávaro

Save 100% on your flight

$1,337

per person

Nov 10 - Nov 13

found 1 day ago

Roundtrip flight included

Des Moines (DSM) to Punta Cana (PUJ)

8.6/10 Excellent! (3,825 reviews)

Majestic Colonial Punta Cana - All Inclusive

Bávaro

Save 100% on your flight

$969

per person

Dec 11 - Dec 14

found 20 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Punta Cana (PUJ)

9/10 Wonderful! (5,904 reviews)

Majestic Elegance Punta Cana - All Inclusive

Bávaro

Save 100% on your flight

$968

per person

Dec 11 - Dec 14

found 20 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Punta Cana (PUJ)

9/10 Wonderful! (5,163 reviews)

Excellent food, super friendly staff, cleanliness and good relaxing time.

Reviewed on Oct 10, 2026

Don't see what you're looking for?

See all available trips from Boydton to Caribbean

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5* Casino vacations in Caribbean

Price found within the past 48 hours. Click for updated prices.

Excellence Punta Cana - Adults Only All Inclusive

Uvero Alto

Save 100% on your flight

$1,064

per person

Dec 11 - Dec 14

found 5 hours ago

Roundtrip non-stop flight included

Austin (AUS) to Punta Cana (PUJ)

9.2/10 Wonderful! (2,887 reviews)

Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort

Bávaro

Save 100% on your flight

$1,064

per person

Dec 11 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Punta Cana (PUJ)

8.2/10 Very Good! (2,981 reviews)

The Cove at Atlantis

$1,242

per person

Dec 11 - Dec 13

found 22 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Nassau (NAS)

8.6/10 Excellent! (1,001 reviews)

Don't see what you're looking for?

See all available trips from Boydton to Caribbean

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3 Night Casino vacations in Caribbean

Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa

Pelican Key

$709

per person

Dec 11 - Dec 14

found 13 hours ago

Roundtrip non-stop flight included

New York (NYC) to Philipsburg (SXM)

9/10 Wonderful! (2,074 reviews)

Clean room. Staff was very fun. Even the kids love the swim- up bar.

Reviewed on Oct 10, 2026

Excellence Punta Cana - Adults Only All Inclusive

Uvero Alto

Save 100% on your flight

$1,064

per person

Dec 11 - Dec 14

found 5 hours ago

Roundtrip non-stop flight included

Austin (AUS) to Punta Cana (PUJ)

9.2/10 Wonderful! (2,887 reviews)

Barceló Bávaro Beach - Adults Only - All Inclusive

Bávaro

Save 100% on your flight

$1,337

per person

Nov 10 - Nov 13

found 1 day ago

Roundtrip flight included

Des Moines (DSM) to Punta Cana (PUJ)

8.6/10 Excellent! (3,825 reviews)

Don't see what you're looking for?

See all available trips from Boydton to Caribbean

View all trips

4 Night Casino vacations in Caribbean

Price found within the past 48 hours. Click for updated prices.

Majestic Elegance Punta Cana - All Inclusive

Bávaro

Save 100% on your flight

$1,356

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Allentown (ABE) to Punta Cana (PUJ)

9/10 Wonderful! (5,163 reviews)

Excellent food, super friendly staff, cleanliness and good relaxing time.

Reviewed on Oct 10, 2026

Hotel Riu Palace Antillas - Adults Only - All Inclusive

Palm Beach

Save 100% on your flight

$2,573

per person

Nov 17 - Nov 21

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Oranjestad (AUA)

8.6/10 Excellent! (1,797 reviews)

Barceló Bávaro Beach - Adults Only - All Inclusive

Bávaro

Save 100% on your flight

$1,629

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Allentown (ABE) to Punta Cana (PUJ)

8.6/10 Excellent! (3,825 reviews)

Don't see what you're looking for?

See all available trips from Boydton to Caribbean

View all trips

Top Casino Caribbean Hotels

San Juan Marriott Resort and Stellaris Casino

1309 Ashford Avenue San Juan

$336 nightly

$373 total

Oct 19 - Oct 20

Total with taxes and 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 ...

Embassy Suites by Hilton San Juan Hotel & Casino

8000 Tartak Street Carolina

$209 nightly

$232 total

Oct 25 - Oct 26

Total with taxes and 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! (5,016 reviews)

"Everything was perfect"

Reviewed on Oct 11, 2026

Four Points by Sheraton Caguas Real Hotel & Casino

500 Alhambra En Granada Boulevard Caguas

$213 nightly

$236 total

Oct 16 - Oct 17

Total with taxes and 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 ...

See all 88,654 properties in Caribbean

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.