Chupacallos Holidays from £998

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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

Condado
£998
per person
8 Dec - 15 Dec
found 1 day ago
Return direct flight included
London (LHR) to San Juan (SJU)
9/10 Wonderful! (957 reviews)
The place doesn’t look like it the picture is on a internet,very looks big but it is very small

Reviewed on 24 Sept 2026

Don Rafa Boutique Hotel & Residences

Don Rafa Boutique Hotel & Residences

Santurce
£1,210
per person
10 Dec - 17 Dec
found 10 hours ago
Return direct flight included
London (LHR) to San Juan (SJU)
9.4/10 Exceptional! (516 reviews)
We’ve been to Puerto Rico two times before and this was our first time staying in San Juan. We loved the overall vibe of the Don Rafa. It felt very upscale, but not pretentious. The views at breakfast and from the pool were phenomenal. The pool is definitely more of a lounging pool rather than for swimming, but it was exactly what we were looking for. Our room was very nice, big, and clean. The bathroom was very small, but clean and modern. We enjoyed having the refrigerator and walked around the corner to the grocery store to stock up on snacks and drinks. There are several restaurants just across the street, two of which are open 24/7. We enjoyed Pizza Birria, Los Pinos, and Puebla. I also highly recommend walking about 10 minutes to the rooftop restaurant, Eter. We took a Lyft to Escambron Beach and it was nice. However, we really preferred to purchase day passes for some of the local resorts if we wanted to spend a day at a pool that was right on the beach (highly recommend Fairmont El San Juan and Condado Ocean Club). We would definitely stay at Don Rafa again!

Reviewed on 23 Sept 2026

Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

Isla Verde
£1,548
per person
10 Dec - 17 Dec
found 8 hours ago
Return direct flight included
London (LHR) to San Juan (SJU)
8.6/10 Excellent! (2,238 reviews)
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

Sabana
£1,008
per person
8 Dec - 15 Dec
found 1 day ago
Return direct flight included
London (LHR) to San Juan (SJU)
9.4/10 Exceptional! (4,004 reviews)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

Zarzal
£1,590
per person
8 Dec - 15 Dec
found 1 day ago
Return direct flight included
London (LHR) to San Juan (SJU)
9.2/10 Wonderful! (3,336 reviews)
A piece of paradise! Friendly, clean, beautiful!!!

Reviewed on 24 Sept 2026

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

El Conquistador Resort

El Conquistador Resort

1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
£285
25 Oct - 26 Oct
includes taxes & fees
El Conquistador Resort
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
£255
5 Oct - 6 Oct
includes taxes & fees
9.2/10 Wonderful! (3,431 reviews)
"A piece of paradise! Friendly, clean, beautiful!!!"

Reviewed on 24 Sept 2026

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

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

6000 Rio Mar Boulevard Río Grande
Fully refundableReserve now, pay when you stay
£312
27 Sept - 28 Sept
includes taxes & fees
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
See all 2,168 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.

What to do in Chupacallos

Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

£125
per adult
92% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

£66
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
All inclusive Culebra snorkeling tour

All-Inclusive Culebra Beach & Snorkel Adventure

£114
per adult
88% of travellers recommend
All-Inclusive Culebra Beach & Snorkel Adventure
See all activities in Chupacallos

Frequently asked questions

How much does a Chupacallos travel package cost?
Our Chupacallos packages, which start at just £998, 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.