Chupacallos Vacation Packages
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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.
Top Chupacallos Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Puerto Valdes
Puerta de Tierra
CA $1,211
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
8.8/10 Excellent! (727 reviews)
It's ok to stay for short term I didn't see a pool and furniture in the room I had needed updating. Other than that its a cool place.
Reviewed on Sep 6, 2026
Casa Ciana
Santurce
CA $1,058
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9.6/10 Exceptional! (517 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
Ready to book your vacation to Chupacallos?
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
CA $363
CA $467 total
Sep 10 - Sep 11
includes taxes & fees
9.2/10 Wonderful! (3,386 reviews)
"The hotel vibe was exceptional and the staff treated my family like royalty. Thank you all!!"
Reviewed on Sep 7, 2026
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
CA $372
CA $503 total
Sep 9 - Sep 10
includes taxes & fees
9/10 Wonderful! (3,585 reviews)
"Marina room was awesome, waterpark incredible & Palomino Island is the best."
Reviewed on Sep 7, 2026
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Fully refundableReserve now, pay when you stay
CA $408
CA $562 total
Oct 6 - Oct 7
includes taxes & fees
8.6/10 Excellent! (2,295 reviews)
"My husband and I enjoy the entire stay there. Everyone was so helpful , you never have to leave the resort . You feel very special at this resort."
Reviewed on Sep 8, 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.
What to do in Chupacallos
Culebra Day Trip from Fajardo by Catamaran
CA $230
per adult
92% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
CA $122
per traveller
96% of travellers recommend
Bio Bay Kayak Tour in Fajardo
CA $93
per adult
100% of travellers recommend
Frequently asked questions
How much does a Chupacallos vacation package cost?
You can pick up a vacation package to this popular destination from CA $763 on Expedia. However, how much your vacation to Chupacallos costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Chupacallos?
August, September and October are the best times to look for cheap Chupacallos vacation packages. Opting to travel in quieter periods means you can typically find better prices on flights and hotels.
How many days is enough for Chupacallos?
With around 2 days, you'll have enough time to enjoy popular neighbourhoods such as Machos and Barrio Pueblo during your Chupacallos vacation. Remember to also add Splash Tattoo and Playa Medio Mundo to your must-see list. Searching for more adventures? Consider exploring outside of Chupacallos on day trips and tours.
How to find the best Chupacallos package deals?
Use Expedia's handy filters to find some terrific Chupacallos package deals. When you begin your search, just 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 low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically 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 score you significant savings when compared to arranging hotels and flights individually. Better still, you can tailor your Chupacallos escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Chupacallos?
If you're planning an impromptu Chupacallos vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Chupacallos?
- Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Chupacallos.
- Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Chupacallos.
- Determine how many days away: Start by listing all the activities and attractions you'd like to experience in Chupacallos. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the right 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.
