Cupey Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Cupey Vacation
With plenty of highlights as well as some hidden gems, this city is best experienced with a Cupey vacation package. Check out places to stay in Jaguas, which is good for nature, watersports and hiking. You'll want to go sightseeing during your trip to Cupey. Make time for major attractions such as Jose Miguel Agrelot Coliseum, Hiram Bithorn Stadium and Plaza las Americas. No matter your travel plans or budget, putting together the ultimate tailored Cupey vacation is simple with Expedia.
Top Holiday Package Deals in Cupey
Price found within the past 48 hours. Click for updated prices.
Isla Verde Beachfront Retreat With Parking
Isla Verde
CA $1,238
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
10/10 Exceptional! (2 reviews)
Good location, nice place, clean, looks the sana as pictured. Walking distance to the beach, restaurants and casino. Doesn’t have pool.
Reviewed on Jul 21, 2026
OLV Fifty Five - Adults Only
Condado
CA $1,756
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (727 reviews)
Our stay at OLV Fifty Five was overall enjoyable!
Upon arrival, we were warmly greeted by the valet team, who assisted us with our luggage. Check-in was welcoming, and the front desk offered us a glass of Prosecco, which was a nice touch. Our room was comfortable, but we noticed three maintenance issues: a dirty pillowcase, a crack in the sink, and the bathroom door was not properly aligned with the frame. We reported these to the team, and the pillowcase was replaced immediately. I assume the remaining maintenance items will be addressed.
We spent a day enjoying the pool and Jacuzzi. One suggestion would be to add a few more small tables around the pool area for guests to place their towels and personal belongings. There were only two available for everyone using the space, so we ended up placing our towels on the floor.
We tried a few cocktails and small bites at the bar, which were enjoyable. We didn’t dine at the hotel’s restaurants because friends had recommended local restaurants, and we rented a car to explore the area. For our anniversary dinner, we were looking for something more upscale and chose Marmalade, which was a wonderful experience.
One thing we noticed was that there wasn’t much on their packages at the hotel for our anniversary, and no offerings or recommendations were made.
Housekeeping did an excellent job keeping our room refreshed each day with clean towels and complimentary water. Overall, we spent most of our vacation exploring PR on our own🇵🇷
Reviewed on Aug 6, 2026
Where to stay in Cupey
Find the best Cupey areas and neighborhoods for the activities you enjoy most. Learn more about Cupey
Isla Verde
1 out of top 10 points of interest in this area
White-sands, beautifully clear water and excellent water sports make this beach one of the most popular in Puerto Rico.
Old San Juan
The fascinating museums and captivating waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Castillo de San Cristobal might round out your trip.
Condado
1 out of top 10 points of interest in this area
Oceanfront and upscale, Condado boasts picturesque beaches alongside hotels, nightclubs, casinos, and shops. Stroll through La Ventana al Mar park, and enjoy easy access to public transport via T21 and D53 bus routes.
Santurce
3 out of top 10 points of interest in this area
Bask in the sun on Atlantic Ocean beaches and experience vibrant nightlife at La Placita de Santurce, while exploring museums like the Museum of Art of Puerto Rico. Enjoy easy access to public transportation via bus lines and the Tren Urbano.
Ocean Park
Upscale beachfront community with trendy beachgoers, Ocean Park offers kitesurfing and windsurfing opportunities. Stroll along Calle Loíza for bars, restaurants, and boutiques or unwind at nearby Parque Barbosa.
Cupey 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 $431
CA $554 total
Aug 30 - Aug 31
includes taxes & fees
9/10 Wonderful! (3,208 reviews)
"The restaurants weren’t the greatest but definitely not bad!"
Reviewed on Aug 8, 2026
Fairmont El San Juan Hotel
6063 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
CA $461
CA $667 total
Sep 1 - Sep 2
includes taxes & fees
The Condado Plaza Hotel
999 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
CA $227
CA $301 total
Sep 2 - Sep 3
includes taxes & fees
8/10 Very good! (2,696 reviews)
"The problems were twofold. The parking gate did not work properly and the elevator would not stop at our floor when we rang to go down. Another elevator was being refitted. So only one to lobby. We had to use the pool elevator to get downstairs. The carpet in the halls was old and filthy. I assume ..."
Reviewed on Aug 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.
Frequently asked questions
How much does a Cupey vacation package cost?
Our Cupey packages, which start at just CA $886, are an awesome way to save big. All you have to do is choose your favorite hotels, flights and more to create your dream getaway.
How do I get a cheap travel package to Cupey?
Browse and book everything all in one place with our Cupey vacation packages. We have deals on flights, hotels, tours and more that'll keep your hip pocket happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1,000,000 properties around the world to select from, you'll have endless opportunities to mix and match all you want.
Where should I stay in Cupey?
Most travelers who visit Cupey include both Luquillo Beach and Puerto Rico Convention Center on their must-see lists. Why not reserve a hotel right near these fantastic attractions?
How far in advance should I book my Cupey vacation?
Travelers are normally able to compare international fares on Expedia up to 12 months prior to departure. Booking last minute? With a bit of luck, it's still possible to purchase a cheap ticket just weeks before your journey.
What does an Expedia Cupey travel package include?
Flights, hotels and a shiny set of wheels for your road trip adventures. Simply select your favorite bundle and gain access to great discounts. Once you've made your booking, add on a few experiences and tours and watch your savings pile up. When it comes to planning your Cupey break, the choice is all yours!
What should I know before booking a Cupey travel package?
When you book your flights, hotels and car rentals together, you'll nab great discounts. Whether you're planning a wilderness getaway in a cabin or would rather stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with a Cupey Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You're the boss! We have more than 550 partner airlines around the world, so you have options galore when putting together your Cupey escape.
If I'm not able to travel, can I cancel my Cupey vacation package?
Because we know life can be unpredictable, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your Cupey vacation package in the last 24 hours, you may be able to change or cancel it with no penalties. Your airline, hotel or car rental company may impose a fee if your booking is older than that.
Things to do
El Yunque Rainforest Guided Hiking Tour
CA $124
per traveller
96% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
CA $63
per adult
94% of travellers recommend
Bioluminescent Bay Night Kayak Experience in Fajardo (transport optional)
CA $97
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.