Chupacallos Vacations from ¥384,540

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The Latest Chupacallos Vacation Packages

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

Ola Boutique Hotel

Condado
¥384,540
per person
Dec 7 - Dec 11
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to San Juan (SJU)
9/10 Wonderful! (957 reviews)
Hotel Puerto Valdes

Hotel Puerto Valdes

San Juan Antiguo
¥389,534
per person
Dec 7 - Dec 11
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to San Juan (SJU)
8.8/10 Excellent! (733 reviews)
We loved this hotel- the staff were lovely, and so accommodating. We needed to leave our bags and it was no problem. The room was so clean, and very modern. Such a nice vibe! The location was ideal- everywhere was walkable and close to all the sights in Old San Juan.

Reviewed on Sep 23, 2026

Margaritaville Vacation Club by Wyndham - Rio Mar

Margaritaville Vacation Club by Wyndham - Rio Mar

Mameyes II
¥466,656
per person
Dec 7 - Dec 11
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to San Juan (SJU)
9/10 Wonderful! (304 reviews)
Me encantó todo desde la atención en la recepción que tienen el mejor trato y servicio hacia el público 10/10 las instalaciones están súper exelente…En fin lo recomiendo me encantó todo. Muchas gracias vuelvo pronto!

Reviewed on Sep 21, 2026

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

Zarzal
¥410,554
per person
Dec 7 - Dec 11
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to San Juan (SJU)
9.2/10 Wonderful! (3,336 reviews)
Don Rafa Boutique Hotel & Residences

Don Rafa Boutique Hotel & Residences

Santurce
¥386,512
per person
Dec 7 - Dec 11
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) 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 Sep 23, 2026

Find the Best Chupacallos Vacation Packages

Chupacallos Hotel Deals

El Conquistador Resort

El Conquistador Resort

1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
¥43,716
¥58,897 total
Oct 26 - Oct 27
includes taxes & fees
9/10 Wonderful! (3,622 reviews)
"Had a beautiful time there with my family. Property was beautiful. Staff were friendly. Room was awesome with a beautiful view."

Reviewed on Sep 25, 2026

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
¥41,751
¥53,701 total
Oct 5 - Oct 6
includes taxes & fees
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
¥47,481
¥65,353 total
Oct 4 - Oct 5
includes taxes & fees
8.6/10 Excellent! (2,259 reviews)
"For the amount that guests pay, there should be something all inclusive other than water."

Reviewed on Sep 25, 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
See all 2,166 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

El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

¥14,088
per traveler
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

¥26,655
per adult
92% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
All inclusive Culebra snorkeling tour

All-Inclusive Culebra Beach & Snorkel Adventure

¥24,486
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 vacation package cost?
Offering great value package deals from ¥384,540 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 usually find lower prices and better availability in August, September and October. Check out our cheap Chupacallos vacation packages and you could land some great off-season discounts.
How many days is enough for Chupacallos?
Usually, a handful of days is enough to go to the main sights during your Chupacallos vacation. However, if you'd like to have more time to kick back or go on day tours, think about extending your itinerary.
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?
  1. Choose when to go: Check your calendar and pack your bags. Your favorite time of year and the type of activities on offer will also help you decide when to escape to Chupacallos.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to activities and flights. Your accommodations will probably be the biggest expense during your trip to Chupacallos.
  3. Decide how long to go away for: Now that you know more about Chupacallos, you can figure out the perfect length of your vacation. Create a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, lock in the perfect Chupacallos vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.