Chupacallos Vacations from $710
Book a Hotel + Flight or Car together to unlock savings
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.
Hotel Puerto Valdes
Puerta de Tierra
$918
per person
Nov 14 - Nov 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.8/10 Excellent! (727 reviews)
El personal excelente y la habitación me encantó . Todo muy limpio. El personal muy atento , me sorprendió. Suelo viajar bastante y conocer todo tipo de hotel y la verdad que salí sorprendida. Y dentro de todo lo que me gustó fue que incluía el parking y eso es muy raro en San Juan. Gracias a el personal del Hotel por su pasión por servir. Agradecida.
Reviewed on Sep 3, 2026
Casa Ciana
Santurce
$873
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.6/10 Exceptional! (514 reviews)
The stay was literally in the heart of San Juan! Everything is close by! You can literally walk to any restaurants and bar! They have their own parking lot as well! Definitely recommend the stay
Reviewed on Aug 31, 2026
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View all tripsWhat to do in Chupacallos
El Yunque Rainforest Guided Hiking Tour
$88
per traveler
96% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
$167
per adult
92% 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
$330 nightly
$360 total
Sep 10 - Sep 11
Total with taxes and fees
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
$329 nightly
$358 total
Oct 6 - Oct 7
Total with taxes and fees
9/10 Wonderful! (3,573 reviews)
"Beautiful property with wonderful views."
Reviewed on Sep 5, 2026
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
Sep 10 - Sep 11
Total with taxes and fees
8.6/10 Excellent! (2,286 reviews)
"The hotel is well situated in a lovely area, beachfront property. The front staff Juan and Victoria working in Roots was absolutely amazing and very helpful. Rooms could be bigger, many of the restaurants were closed for the season and the gym undergoing renovation. Given it’s a 5* property, there ..."
Reviewed on Sep 6, 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 $710 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.