Cupey Vacation Packages 2026 from $341

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.

The Latest Cupey Vacation Packages

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

Ola Boutique Hotel

Condado

$341

per person

Feb 23 - Feb 27

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9.2/10 Wonderful! (589 reviews)

Clean roon staff friendly and professional

Reviewed on Dec 15, 2025

The Oliver Hotel

San Juan Antiguo

$443

per person

Feb 23 - Feb 27

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (50 reviews)

Nothing really close by, no front staff ever on site to help with local restaurants etc no stores nearby have to Uber everywhere. Rooms have no windows no water , ice machines etc..

Reviewed on Dec 14, 2025

Hotel Puerto Valdes

San Juan Antiguo

$390

per person

Feb 23 - Feb 27

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (500 reviews)

The hotel was really cute but our room was not thoroughly cleaned. Table had grease stain and crumbs. Mucus in sink and toilet not clean. We were too tired to go down and say something.

Reviewed on Dec 14, 2025

Romeo Gay Hotel

San Juan Antiguo

Save 100% on your flight

$593

per person

Feb 3 - Feb 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (121 reviews)

Super convenient location, bar across the street, convenience store and liquor across the street The bar “5” across the street has pool table and Jenna games, super cool. All entrances with gate security codes, common area to work and leave suitcase before and after check in/out Very close to port and old San Juan. Isla verde and condado 10 minute drive ( if that far) We had an amazing time. We travel with family

Reviewed on Dec 6, 2025

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Condado

$1,373

per person

Jan 24 - Jan 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (645 reviews)

Tatiana was a great host who helped us out tremendously.

Reviewed on Nov 30, 2025

Where to stay in Cupey

Find the best Cupey areas and neighborhoods for the activities you enjoy most. Learn more about Cupey

Old San Juan

4.5/5(354 area reviews)

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 Pier 4 might round out your trip.

Cupey Hotel Deals

Hyatt Vacation Club at Hacienda del Mar, Dorado

301 Hwy 693 Vega Alta

Fully refundable

$251 nightly

$273 total

Dec 22 - Dec 23

Total with taxes and fees

9.2/10 Wonderful! (2,979 reviews)

Great location, good staff and they were helpful with any request. Having kitchen was a big plus.

Reviewed on Dec 14, 2025

Caribe Hilton

1 San Geronimo Street San Juan

Fully refundableReserve now, pay when you stay

$330 nightly

$360 total

Dec 17 - Dec 18

Total with taxes and fees

8.4/10 Very Good! (2,448 reviews)

Place was great. Safe and clean

Reviewed on Dec 5, 2025

The Condado Plaza Hotel

999 Ashford Avenue San Juan

$291 nightly

$317 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

7.8/10 Good! (1,872 reviews)

Room was clean only bad thing was one working elevator

Reviewed on Dec 15, 2025

See all 4,228 properties in Cupey

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.