Santa Cruz Vacation Packages 2025 from $389

Your Santa Cruz Vacation

Your next big journey is just around the corner with a vacation package to Santa Cruz. Entertainment, food and nothing but great times — you're sure to find it in this neighborhood. Start your trip to Santa Cruz by heading to nearby attractions such as Caparra Ruins, Ruben Rodriguez Coliseum and Puerto Rico National Cemetery. Expedia will help you turn your ideal Santa Cruz vacation into reality, whatever your travel plans or budget.

The Latest Santa Cruz Vacation Packages

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

Lazy Parrot Inn

Save 100% on your flight

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9.2/10 Wonderful! (1,001 reviews)

El hotel está bien cuidado, es hermoso, mucha vegetación, la piscina super limpia y los empleados muy amables.

Reviewed on Aug 10, 2025

Ola Boutique Hotel

Condado

per person

Sep 14 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (453 reviews)

Our stay at Ola Boutique was amazing! The staff, the area, the overall look and feel of the hotel were a whole vibe. I cannot state enough how amazing the staff was! Only two things were, even though we paid for “valet parking” one night we got back late after a concert and we did not find any parking spots open. The security guard lady (who was AMAZING) offered us her spot and she parked somewhere else as she was leaving at 5am (this was around 2am). Also, our TV was disconnected when we came in and we told the concierge, who fixed it right away, except it never turned on or worked at all. Besides those two things, we recommend this hotel 10/10 and we will definitely be back!

Reviewed on Aug 10, 2025

San Agustin Apartments

San Juan Antiguo

Save 100% on your flight

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9.2/10 Wonderful! (370 reviews)

Will most definitely stay here again very close to absolutely everything

Reviewed on Aug 11, 2025

Urbana Hotel

San Juan Antiguo

Save 100% on your flight

per person

Oct 11 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

8.6/10 Excellent! (317 reviews)

Great little property. They have hotels next door part of the same company, great little store down the street that has everything down the street.

Reviewed on Aug 10, 2025

Fortaleza Suites

Old San Juan

Save 100% on your flight

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (1,118 reviews)

If you don’t mind loud tourists partying down the street throughout the night, this is the place to stay in Old San Juan. It’s a gorgeous property that gives you a true 19th century Old San Juan living experience.

Reviewed on Aug 11, 2025

Where to stay in Santa Cruz

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

Condado

1 out of top 10 points of interest in this area

4.5/5(760 area reviews)

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.

Santa Cruz Hotel Deals

Caribe Hilton

1 San Geronimo Street, San Juan

Fully refundableReserve now, pay when you stay

$222 nightly

$242 total

Aug 26 - Aug 27

Total includes taxes and fees

8.4/10 Very Good! (2,107 reviews)

"pool and restaurant"

Reviewed on Aug 9, 2025

Embassy Suites by Hilton San Juan Hotel & Casino

8000 Tartak Street, Carolina

Fully refundableReserve now, pay when you stay

$196 nightly

$217 total

Sep 2 - Sep 3

Total includes taxes and fees

9/10 Wonderful! (3,825 reviews)

"This hotel is great. Family friendly, excellent pool and jacuzzi that is open from 7am-11pm. Room was clean and up to date. Kitchenette, living room, bedroom. Breakfast each day was mediocre but reliable. Close and walking distance to beach with chairs, towels, and umbrella included with stay. Restaurants ..."

Reviewed on Aug 8, 2025

Fairmont El San Juan Hotel

6063 Isla Verde Avenue, Carolina

Fully refundableReserve now, pay when you stay

$422 nightly

$469 total

Aug 12 - Aug 13

Total includes taxes and fees

8.4/10 Very Good! (1,896 reviews)

"Great stay! Amazing setting and location. Staff was attentive and up to every request and need!"

Reviewed on Aug 9, 2025

See all 3,374 properties in Santa Cruz

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.