Chupacallos Vacation Packages
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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.
Ola Boutique Hotel
Condado
Price was CA $3,123, price is now CA $1,776 per person
CA $1,776
per person
May 8 - May 15
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9/10 Wonderful! (731 reviews)
The staff was very friendly. Hotel was trendy and clean. The coffee location in front is EXCELLENT! They had basic amenities needed. Rooms are very small if you don’t book the double beds. Very comfy stay!
Reviewed on Mar 2, 2026
OLV Fifty Five - Adults Only
Condado
Price was CA $2,758, price is now CA $1,743 per person
CA $1,743
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (611 reviews)
I had a high expectation for this hotel, as it is extremely beautiful online. The lobby and staff were exceptional. I gave this review 3 stars because of the lack of attention to the room. Our exterior door in the bathroom (only source of fresh air) was broken and unable to open. We called about it but nothing was done. Also, the room felt a little dirty - some shelves and walls looked dirty. Additionally, on 2 days, our room was not serviced and we needed to make a call to remedy.
The hotel roof turns into a nightclub at night. We were there on opening night for dinner and the bar and ambiance were amazing. However, don't try to fall asleep any time before 2am on Friday or Saturday - the club music is so loud. And the hotel and bar are not owned by the same people so the hotel doesn't have any control over the volume.
The hottub was out of commission for 2 days - kind of a bummer.
Overall - this hotel has promise - but needs more attention to detail.
Reviewed on Feb 23, 2026
Aire de O:live
Isla Verde
Price was CA $2,107, price is now CA $1,405 per person
CA $1,405
per person
May 15 - May 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (328 reviews)
Daily maid service, entire resort was near and tidy, restaurant and beach-side staff were super attentive. Entire resort is ****
Reviewed on Mar 2, 2026
Chupacallos Hotel Deals
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
The price is CA $454 per night from Mar 12 to Mar 13
CA $454
CA $592 total
Mar 12 - Mar 13
includes taxes & fees
9/10 Wonderful! (3,251 reviews)
Ocean pool is ok, P island sucked, waterpark was amazing and great but room was so dirty, hair in showers, no water in room, bed was wet when I git into the room. Staff was slightly nice. Like nice we need your money but we hate you. Very rude! And manager was an ABSOLUTELY TERRIBLE! I saw the warnings ...
Reviewed on Mar 4, 2026
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
The price is CA $591 per night from Mar 17 to Mar 18
CA $591
CA $760 total
Mar 17 - Mar 18
includes taxes & fees
9/10 Wonderful! (2,943 reviews)
Gorgeous!
Reviewed on Feb 28, 2026
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
The price is CA $738 per night from Mar 28 to Mar 29
CA $738
CA $1,016 total
Mar 28 - Mar 29
includes taxes & fees
8.6/10 Excellent! (2,226 reviews)
Nice room facing the rain forest. Ocean was rough, but a good selection of pools. Tried most of the restaurants - food and drinks were all good. Only snag was outside at Caicos - waited so long that we cancelled our order.
Reviewed on Mar 3, 2026
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.
What to do in Chupacallos
All Inclusive Beach and Snorkel Boat Tour to Icacos Island
CA $192
per adult
94% of travellers recommend
El Yunque Rainforest: Waterslides, Waterfalls and Rope Swing
CA $34
per adult
84% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
CA $121
per traveller
96% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
