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.

Hotel Rumbao, a Tribute Portfolio Hotel

Old San Juan

$373

per person

Nov 3 - Nov 5

found 19 hours ago

Roundtrip flight included

Philadelphia (PHL) to San Juan (SJU)

9/10 Wonderful! (1,877 reviews)

Aire de O:live

Isla Verde

Save 100% on your flight

$425

per person

Nov 3 - Nov 5

found 4 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to San Juan (SJU)

9.2/10 Wonderful! (777 reviews)

TAN Resorts Marina Cap Cana - All-Inclusive

$781

per person

Oct 3 - Oct 5

found 2 hours ago

Roundtrip flight included

Chicago (CHI) to Punta Cana (PUJ)

8/10 Very Good! (265 reviews)

Amsterdam Manor Beach Resort

Eagle Beach

$843

per person

Nov 3 - Nov 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Oranjestad (AUA)

9.6/10 Exceptional! (1,003 reviews)

Room very clean beach amazing loved it all

Reviewed on Sep 2, 2026

Condado Vanderbilt Hotel

Condado

$903

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)

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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.

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Mameyes II

$491

per person

Nov 3 - Nov 5

found 4 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to San Juan (SJU)

8.6/10 Excellent! (2,295 reviews)

Condado Vanderbilt Hotel

Condado

$903

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)

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 1 day 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

found 21 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Punta Cana (PUJ)

8/10 Very Good! (265 reviews)

Amsterdam Manor Beach Resort

Eagle Beach

Save 100% on your flight

$1,016

per person

Nov 3 - Nov 6

found 4 hours ago

Roundtrip flight included

Willemstad (CUR) to Oranjestad (AUA)

9.6/10 Exceptional! (1,003 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

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4 Night Pet-friendly vacations in Caribbean

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

Esmeralda Resort

$799

per person

Oct 5 - Oct 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

8.6/10 Excellent! (542 reviews)

TAN Resorts Marina Cap Cana - All-Inclusive

Save 100% on your flight

$1,143

per person

Oct 3 - Oct 7

found 8 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Punta Cana (PUJ)

8/10 Very Good! (265 reviews)

Amsterdam Manor Beach Resort

Eagle Beach

$1,477

per person

Oct 3 - Oct 7

found 7 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Oranjestad (AUA)

9.6/10 Exceptional! (1,003 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

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 30 - Oct 1

Total with taxes and fees

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

8/10 Very Good! (7,071 reviews)

"It was my first time it was also my first solo trip. The staff was really nice and helpful. I really enjoyed my time. Felt really safe for it just being myself."

Reviewed on Sep 3, 2026

Margaritaville Beach Resort - Nassau

2 Bay Street Nassau New Providence

$298 nightly

$327 total

Sep 28 - Sep 29

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! (2,528 reviews)

"The interior experience was excellent. Very clean,daily. Very close to everything."

Reviewed on Sep 3, 2026

Grand Hyatt Baha Mar

One Baha Mar Boulevard Nassau New Providence

$327 nightly

$357 total

Sep 24 - Sep 25

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.

See all 88,780 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.