Caribbean Pet-friendly Vacations 2026

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Top Pet-friendly vacation packages in Caribbean

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

Aire de O:live

Isla Verde

$678

per person

Oct 3 - Oct 5

found 1 day ago

Roundtrip flight included

Chicago (CHI) to San Juan (SJU)

9.2/10 Wonderful! (777 reviews)

TAN Resorts Marina Cap Cana - All-Inclusive

$872

per person

Nov 3 - Nov 5

found 12 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Punta Cana (PUJ)

8/10 Very Good! (265 reviews)

Amsterdam Manor Beach Resort

Eagle Beach

$1,121

per person

Oct 3 - Oct 6

found 1 hour ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Oranjestad (AUA)

9.6/10 Exceptional! (1,009 reviews)

Room very clean beach amazing loved it all

Reviewed on Sep 2, 2026

Condado Vanderbilt Hotel

Condado

$898

per person

Nov 7 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9.4/10 Exceptional! (1,866 reviews)

Esmeralda Resort

$901

per person

Nov 3 - Nov 6

found 5 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

8.6/10 Excellent! (542 reviews)

Don't see what you're looking for?

See all available trips from Pretty Prairie to Caribbean

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5* Pet-friendly vacations in Caribbean

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

Condado Vanderbilt Hotel

Condado

$898

per person

Nov 7 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9.4/10 Exceptional! (1,866 reviews)

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Mameyes II

$1,004

per person

Nov 3 - Nov 6

found 22 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to San Juan (SJU)

8.6/10 Excellent! (2,295 reviews)

Don't see what you're looking for?

See all available trips from Pretty Prairie to Caribbean

View all trips

3 Night Pet-friendly vacations in Caribbean

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

Aire de O:live

Isla Verde

Save 100% on your flight

$813

per person

Nov 3 - Nov 6

found 22 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to San Juan (SJU)

9.2/10 Wonderful! (777 reviews)

TAN Resorts Marina Cap Cana - All-Inclusive

Save 100% on your flight

$1,108

per person

Nov 3 - Nov 6

just found

Roundtrip non-stop flight included

Atlanta (ATL) to Punta Cana (PUJ)

8/10 Very Good! (265 reviews)

Amsterdam Manor Beach Resort

Eagle Beach

$1,121

per person

Oct 3 - Oct 6

found 1 hour ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Oranjestad (AUA)

9.6/10 Exceptional! (1,009 reviews)

Room very clean beach amazing loved it all

Reviewed on Sep 2, 2026

Don't see what you're looking for?

See all available trips from Pretty Prairie to Caribbean

View all trips

4 Night Pet-friendly vacations in Caribbean

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

Lazy Parrot Inn

$580

per person

Nov 3 - Nov 7

found 1 day ago

Roundtrip flight included

Little Rock (LIT) to San Juan (SJU)

9.2/10 Wonderful! (1,018 reviews)

TAN Resorts Marina Cap Cana - All-Inclusive

Save 100% on your flight

$1,493

per person

Nov 3 - Nov 7

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Punta Cana (PUJ)

8/10 Very Good! (265 reviews)

Esmeralda Resort

$799

per person

Oct 5 - Oct 9

found 9 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

8.6/10 Excellent! (542 reviews)

Don't see what you're looking for?

See all available trips from Pretty Prairie to Caribbean

View all trips

Top Pet-friendly Caribbean Hotels

Serenade Punta Cana Beach & Spa Resort - All Inclusive

Carretera Cabeza de Toro Punta Cana La Altagracia

$169 nightly

$217 total

Sep 28 - Sep 29

Total with taxes and fees

Dogs are welcome to join you (fees apply) for a pet-friendly getaway at this luxury, beachfront property.

Margaritaville Beach Resort - Nassau

2 Bay Street Nassau New Providence

$303 nightly

$333 total

Sep 9 - Sep 10

Total with taxes and fees

With pet-friendly amenities like food and water bowls, this family-friendly, beachfront hotel welcomes dogs (fees apply). Don't forget to check out nearby Royal ...

8.4/10 Very Good! (2,526 reviews)

"The room furnitures sofa are hold"

Reviewed on Sep 2, 2026

Grand Hyatt Baha Mar

One Baha Mar Boulevard Nassau New Providence

$327 nightly

$357 total

Sep 23 - Sep 24

Total with taxes and fees

An oceanfront vacation awaits at this luxury resort, where pets are welcome (fees apply). Bring along your four-legged friend for a pet-friendly getaway.

8.8/10 Excellent! (5,524 reviews)

"Perfect for us and the kids!"

Reviewed on Sep 2, 2026

See all 88,628 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.