Chupacallos Vacation Packages & Trips 2026 from CA $1,333

Your Chupacallos Vacation

Reserve a Chupacallos vacation package that includes everything you need and no unnecessary extras. Good for bars and pubs, shopping and dining, consider staying in the neighborhood of Barrio Pueblo. If your trip to Chupacallos includes some sightseeing, drop by major attractions such as Playa Blanca, Playa Los Machos and Splash Tattoo. Expedia will help you escape your daily routine. Tailor your vacation to Chupacallos to suit your style of travel, whatever that may be.

Top Chupacallos Vacation Deals

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

Lazy Parrot Inn

CA $1,333

per person

Aug 9 - Aug 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Juan (SJU)

9.2/10 Wonderful! (1,003 reviews)

This place was great the room was clean and the location is beautiful. The views were amazing. It is only a short drive down to beach. There is a lot of stairs and no elevator but it was worth it! It was quiet and well kept they have a cute little lobby shop that has anything you need or may have forgotten like me. When we were there the pool bar didn’t appear to be open but there wasn’t many people by the pool. Over all great place to stay whether you will be hanging out on property or exploring around. I would definitely stay here again.

Reviewed on Jun 21, 2026

Isla Verde Beachfront Retreat With Parking

Isla Verde

CA $1,550

per person

Sep 1 - Sep 8

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Juan (SJU)

10/10 Exceptional! (1 review)

The room was clean and spacious!

Reviewed on Mar 24, 2026

Signature Collection at Rio Mar

Mameyes II

CA $5,887

per person

Aug 9 - Aug 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Juan (SJU)

No reviews

Villas De Playa 2

Higuillar

CA $1,448

per person

Sep 6 - Sep 13

found 1 hour ago

Roundtrip non-stop flight included

Montreal (YUL) to San Juan (SJU)

9.4/10 Exceptional! (3 reviews)

It was overall a good experience.

Reviewed on Jun 18, 2026

Serena Boutique Hotel

CA $1,758

per person

Jul 24 - Jul 31

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to San Juan (SJU)

9.4/10 Exceptional! (277 reviews)

Very unique property it is beautiful and very peaceful. The owners and staff are very friendly and supportive of anything you need. We had a great experience and would visit again.

Reviewed on Jun 10, 2026

Ready to book your vacation to Chupacallos?

Choose your dates

Chupacallos Hotel Deals

Casita Bella, Tropical Homestead

Ceiba

CA $113

CA $263 total

Jun 28 - Jun 29

includes taxes & fees

8.4/10 Very Good! (6 reviews)

"Lovely getaway spot in the rainforest that was very centrally located for everything we wanted to do, close to the ferry to vieques and Culebra as well as el yunque and Fajardo and luquillo.Definitely glad we didn’t stay in San Juan and loved how immersed we felt in nature"

Reviewed on Mar 23, 2026

Hyatt Regency Grand Reserve Puerto Rico

200 Coco Beach Blvd. Highway 955-I Río Grande

Fully refundableReserve now, pay when you stay

CA $349

CA $449 total

Jul 9 - Jul 10

includes taxes & fees

9/10 Wonderful! (2,991 reviews)

"Overall beautiful hotel."

Reviewed on Jun 21, 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

6000 Rio Mar Boulevard Río Grande

Fully refundableReserve now, pay when you stay

CA $467

CA $643 total

Jul 19 - Jul 20

includes taxes & fees

8.6/10 Excellent! (2,162 reviews)

"Second time staying at this property. The resort was upgraded since the first time. The rooms are much nicer and more modern now. Beach is still there."

Reviewed on Jun 20, 2026

See all 2,132 properties in Chupacallos

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.