Chupacallos Holidays from £706

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Your Chupacallos Holiday

Reserve a Chupacallos holiday package that includes everything you need and no unnecessary extras. Good for bars and pubs, shopping and dining, consider staying in the neighbourhood 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 holiday to Chupacallos to suit your style of travel, whatever that may be.

Top Chupacallos Flight + Hotel Deals

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

Ola Boutique Hotel

4.5 out of 5
Condado
Price was £1,175, price is now £706 per person
£706
per person
21 Nov - 25 Nov
found 24 hours ago
Return direct flight included
London (LON) to San Juan (SJU)
9/10 Wonderful! (466 reviews)
Great location in Santurce, very close to everything. The staff were amazing, very accommodating, and knowledgeable. Marcos and Francisco

Reviewed on 27 Aug 2025

San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was £1,759, price is now £1,003 per person
£1,003
per person
6 Nov - 13 Nov
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
9/10 Wonderful! (382 reviews)
Excellent property and close to everything

Reviewed on 27 Aug 2025

The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was £1,452, price is now £868 per person
£868
per person
6 Nov - 13 Nov
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
9/10 Wonderful! (33 reviews)
I booked this place thinking it was in the heart of Old San Juan based on reviews about the “great location,” but it actually wasn’t close to much — about a 20-minute walk to the main attractions. The front desk is technically available 24/7, but only through a messaging system, and someone comes over if there’s an issue. They do respond quickly. One girl that came over at one point was not friendly whatsoever as if I was inconveniencing her: That setup made me feel a bit uneasy since there’s no on-site security, and the building felt empty even though other guests were staying there. Entry is by keypad into an empty lobby. The elevator didn’t work, and the next day we didn’t have hot water (though it was eventually fixed, the water pressure stayed low). The shower had a modern design with only half a wall and no door, which caused the bathroom floor to flood. On the positive side, the king bed room was spacious. However, overall, I wouldn’t recommend this place if you’re looking to really experience Old San Juan.

Reviewed on 25 Aug 2025

Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Price was £1,388, price is now £838 per person
£838
per person
6 Nov - 13 Nov
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
8.6/10 Excellent! (328 reviews)
It's really nice since the bus stop is next to it (I rented a car but when I drop it I went back to The hotel in the bus) was convenient, the staff are super friendly, easy going but the facilities seems not take care of and I request them to clean but they don't change the sheets/blankets and they didn't swip or mop, neither clean the zinc or the shower and also the shower doesn't have hot water

Reviewed on 26 Aug 2025

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4 out of 5
Condado
Save 100% on your flight
Price was £2,087, price is now £1,273 per person
£1,273
per person
6 Nov - 13 Nov
found 1 day ago
Return direct flight included
London (LON) to San Juan (SJU)
8.6/10 Excellent! (528 reviews)
was very convinient, close to a lot of restaurant.

Reviewed on 25 Aug 2025

Chupacallos Essential Information

Language
Spanish
Currency
U.S dollars
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Luis Munoz Marin Intl. Airport (SJU)
Max Temp Winter
27ºC
Max Temp Summer
27ºC
Top Sights
Playa Los Machos, Playa Blanca and Playa Medio Mundo

Top hotels in Chupacallos

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
200 Coco Beach Blvd. Highway 955-I, Río Grande
Fully refundableReserve now, pay when you stay
The price is £247 per night from 2 Sept to 3 Sept
£247
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (2,531 reviews)
"Will be back! The staff was great, food was great and the property itself was amazing."

Reviewed on 25 Aug 2025

Hyatt Regency Grand Reserve Puerto Rico
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5 out of 5
6000 Rio Mar Boulevard, Río Grande
The price is £300 per night from 29 Aug to 30 Aug
£300
29 Aug - 30 Aug
includes taxes & fees
8.4/10 Very Good! (2,144 reviews)
"The most beautiful place to stay especially if you plan on doing activities in the rainforest! 10/10 experience!"

Reviewed on 23 Aug 2025

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
El Conquistador Resort

El Conquistador Resort

4 out of 5
1000 Conquistador Avenue, Fajardo
9/10 Wonderful! (3,166 reviews)
"Needs more breakfast and lunch options in the Marina area. Love to stay at El Conquistador."

Reviewed on 24 Aug 2025

Get rates
El Conquistador Resort
See all 1,979 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Chupacallos

Vivid Day Tour in El Yunque Rain Forest with Transportation

Small-Group El Yunque Rainforest Vivid Day Tour with Transport

£48
per adult
92% of travellers recommend
Small-Group El Yunque Rainforest Vivid Day Tour with Transport
Snorkeling Tour to Vieques Island

Snorkeling Tour to Vieques Island

£99
per adult
88% of travellers recommend
Snorkeling Tour to Vieques Island
Culebra Island Kayak & Snorkel with Turtles Adventure - Ferry Tickets Included

Culebra Island Snorkel and Turtle Adventure with Ferry Transport

£107
per adult
78% of travellers recommend
Culebra Island Snorkel and Turtle Adventure with Ferry Transport
See all activities in Chupacallos

Frequently asked questions

How much does a Chupacallos travel package cost?
Our Chupacallos packages, which start at just £706, are an easy way to save money. Handpick your preferred flights, hotels and rental cars to create a personalized itinerary.
If I'm not able to travel, can I cancel my Chupacallos travel package?
Because we know life can be unpredictable, the answer is yes. To find out more, check out our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it free of charge. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Chupacallos?
Bundle your hotels and flights, throw in extras such as a rental car or activities, and save with a Chupacallos travel package. You won't just score amazing discounts on your escape — you'll have plenty of choice too. When you book through Expedia, you can select from more than 550 partner airlines and 1,000,000 properties around the globe. Your dream holiday starts right here, right now!
Does Expedia offer Book Now, Pay Later Chupacallos holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without hurting your hip pocket. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's manageable monthly instalment plans. If paying small amounts each month works for you, choose this option at checkout.
  • Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan with Klarna.

Where should I stay in Chupacallos?
Stay where the action happens. Many visitors like to book hotels within easy reach of popular attractions, such as Splash Tattoo, Playa Medio Mundo and Playa Los Machos.
What are the top hotels in Chupacallos?
Get your holiday off to a flying start by booking a room at Cbrava Apartment With Ocean View/ Pool. It's one of most popular properties in Chupacallos. Another welcoming option is Secluded Ocean View 2 Bed 2 Bath Home.
How far in advance should I book my Chupacallos holiday?
Reserving your flight early with Expedia means one less thing to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. This is often the cheapest time to book. If circumstances have left you booking late, incredible deals to Chupacallos occasionally appear just weeks before departure.
What does an Expedia Chupacallos travel package include?
That depends on what you're looking for. If you're travelling alone, you might decide to bundle hotels and flights. Taking the entire family to Chupacallos? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the flexibility and freedom to tailor-make your travel package.
What should I know before booking a Chupacallos travel package?
Whether it's adventure or relaxation you're chasing, a Chupacallos travel package lets you plan your escape your way. Plus, you'll score great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Chupacallos Expedia travel package?
With a travel package, you're the one in charge. Whether you want to fly to Chupacallos in coach or business class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines around the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.