Santa Cruz Vacation Packages 2026 from $634

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.

The Oliver Hotel

San Juan Antiguo

$634

per person

Mar 24 - Mar 31

found 2 days ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (50 reviews)

Definitely a different experience to not have a ton of amenities or staff on site at all times as they manage multiple properties. That being said, they were always a quick text or phone call away and everyone was extremely friendly and helpful. Great location and very clean room. I would definitely recommend this spot for the next traveler looking for a great (and walkable) place to stay near Old San Juan and/or Condado.

Reviewed on Jan 5, 2026

Ola Boutique Hotel

Condado

$739

per person

Mar 24 - Mar 31

found 2 days ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9.2/10 Wonderful! (589 reviews)

The room is HUGE. Great location! Breakfast was delicious. Wonderful stay

Reviewed on Jan 10, 2026

Dorado Beach 5 Bedroom Villa

Higuillar

$1,465

per person

Mar 14 - Mar 19

found 16 hours ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

10/10 Exceptional! (1 review)

Space, location, private accommodations, modern kitchen, washer dryer

Reviewed on Nov 27, 2025

El Colonial - Adults Only

Old San Juan

$926

per person

Mar 4 - Mar 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9.4/10 Exceptional! (1,399 reviews)

The bar was a great option to have. We do wish the rooftop patio had some shade instead of bathtubs? Staff was great, location would be perfect for cruise. Secured entry was admirable.

Reviewed on Jan 11, 2026

Aire de O:live

Isla Verde

$1,536

per person

Feb 24 - Mar 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (328 reviews)

Clean room. Beautiful views!

Reviewed on Jan 11, 2026

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

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.

Santa Cruz Hotel Deals

Hyatt Vacation Club at Hacienda del Mar, Dorado

301 Hwy 693 Vega Alta

Fully refundable

$218 nightly

$237 total

Jan 26 - Jan 27

Total with taxes and fees

9.2/10 Wonderful! (3,071 reviews)

Clean rooms and friendly staff

Reviewed on Jan 6, 2026

Caribe Hilton

1 San Geronimo Street San Juan

Fully refundableReserve now, pay when you stay

$365 nightly

$397 total

Jan 26 - Jan 27

Total with taxes and fees

8.4/10 Very Good! (2,509 reviews)

We booked a garden view and ended up with a hideous view of a roof, no garden in sight. The shower wa sbarely warm on a good day. The staff were great and I loved the beach and the pools, but I would not recommend the room we had to anyone.

Reviewed on Jan 6, 2026

La Concha Resort, Puerto Rico, Autograph Collection

1077 Ashford Ave Condado San Juan

Fully refundableReserve now, pay when you stay

$498 nightly

$552 total

Feb 8 - Feb 9

Total with taxes and fees

9/10 Wonderful! (2,352 reviews)

Great location

Reviewed on Jan 9, 2026

See all 3,657 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.