Chupacallos Vacations from $497
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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.
The Latest Chupacallos vacation packages
Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel
Condado
$497
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (989 reviews)
The staff was amazing! Friendly and welcoming! Answers all your questions, decent location! Street parking is available but hard to find. Shower was fun, but the water leaks into the room. Other than that, there’s a pool table in the lobby, and cute little restaurant at the front.
Reviewed on Oct 22, 2026
Ocean Breeze Villa
Puerta de Tierra
$1,330
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.4/10 Exceptional! (37 reviews)
The host that help us with the check in was the only positive point of our stay. To start, the real name of the location is not Ocean Breeze. The actual name is Condado Villas and the entrance is a the end of a street with no exist. It is actually a very outdated condo. Our room had a great view, however, we were not able to enjoy it because the AC outside unit blows the hot air into the balcony.
The Kitchen was outdated and utensils dirty. I had to wash all the glasses before using them.
The bathroom was dirty and the shower broken. There was no pressure on the water and it would change from cold to very hot in a second.
The bed was an IKEA bed, the cheapest you could find and the chair for the mini table in the room were broken. We were not able to use them.
The pool was outdated and the pool chairs broken. I don’t recommend this place to stay. I picked this facility because we were added to a family trip after the booking was done. But I would have rather stayed at the facility next to this one, hotel Caribe.
Reviewed on Oct 18, 2026
63 Bay View by Otium
Palmas
$1,331
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
5/10 (4 reviews)
The sealant under the shower door was coming off, causing water to leak out. pull out couch was broken and due to it being broken I did not lift it to look for the remote that was stuck underneath. Came back one day and the door was wide open. Horrible communication. Uber and door dash could never find us. Not happy with my stay at ALL
Reviewed on Jun 15, 2026
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See all available trips from Columbus to Chupacallos
View all tripsWhat to do in Chupacallos
Culebra Day Trip from Fajardo by Catamaran
$167
per adult
92% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
$88
per traveler
96% of travellers recommend
All-Inclusive Culebra Beach & Snorkel Adventure
$153
per adult
88% of travellers recommend
Chupacallos Hotel Deals
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
$310 nightly
$338 total
Nov 1 - Nov 2
Total with taxes and fees
9.2/10 Wonderful! (3,509 reviews)
"Third time staying here, twice in a room and this time in a villa. Phenomenal experience as always!"
Reviewed on Oct 24, 2026
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
$394 nightly
$429 total
Oct 25 - Oct 26
Total with taxes and fees
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Fully refundableReserve now, pay when you stay
$372 nightly
$413 total
Oct 25 - Oct 26
Total with taxes and fees
8.8/10 Excellent! (2,251 reviews)
"Would not stay again"
Reviewed on Oct 24, 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.
Find the Best Chupacallos Vacation Packages
Chupacallos Essential Information
Language | Spanish |
|---|---|
Currency | U.S dollars |
Local Welcome | ¡Hola! |
Local Goodbye | Adiós |
Closest Airport | Luis Munoz Marin Intl. Airport (SJU) |
Top Sights | Playa Blanca, Playa Los Machos and Playa Medio Mundo |
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Frequently asked questions
How much does a Chupacallos vacation package cost?
Offering great value package deals from $497 on Expedia, you'll be surprised at how little a vacation to Chupacallos costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Chupacallos?
You can generally find lower rates and greater availability in September, October and December. Explore our cheap Chupacallos vacation packages and you could score some excellent off-season deals.
How many days is enough for Chupacallos?
The ideal duration for your Chupacallos vacation depends on what you'd like to see. Generally, a few days to a week will give you time to hit all the top attractions and discover some hidden treasures along the way.
How to find the best Chupacallos package deals?
Use Expedia's handy filters to find some great Chupacallos package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Chupacallos package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Chupacallos vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights separately. Better still, you can personalize your Chupacallos getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Chupacallos?
If you're planning a spur-of-the-moment Chupacallos getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Chupacallos?
- Choose when to travel: Check your diary and get packing. Your preferred season and the activities on offer will also help you decide when to escape to Chupacallos.
- Calculate your budget: Ensure you have enough money to pay for everything from transportation and meals to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Chupacallos.
- Organize your Chupacallos escape with our trip planning tool: Search for and book stays and activities all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Chupacallos together.
- Work out your trip length: Consider how long you want to spend discovering Chupacallos. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Combine your accommodations and airfare: After you've nailed down your travel dates and duration, book the right Chupacallos vacation package for you.
- Book any excursions or activities: Here's the fun part — locking in everything you want to see and do. Explore some of the incredible things to do in Chupacallos and reserve your tickets in advance to save time (and maybe some dollars too!).
Does Expedia offer Book Now, Pay Later Chupacallos vacation packages?
Set off on your ideal getaway to Chupacallos with Expedia's Book Now, Pay Later vacations. No need to save up or wait until your next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.