Santa Cruz 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 Santa Cruz Vacation
Book a customized Santa Cruz vacation package that includes everything you need and nothing you don't. Good for nature, watersports and hiking, consider staying in the neighborhood of Jaguas. Want to explore your new surroundings? Luis Munoz Marin Foundation, The Outlet Ruta 66 and Hipodromo Camarero are just three of the best places to visit during a trip to Santa Cruz. Whoever you're escaping with and whatever the size of your budget, your ultimate Santa Cruz vacation is just a few clicks away with Expedia.
Top Santa Cruz Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel
Condado
CA $1,310
per person
Dec 1 - Dec 8
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
9/10 Wonderful! (957 reviews)
The staff is amazing. I enjoyed myself here and will definitely book this hotel again.
Reviewed on Sep 20, 2026
WALD HAUS by DW
CA $3,839
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (11 reviews)
The home itself is absolutely stunning but the road to the villa is not just narrow, it's washed out in many places, we struggled to navigate the potholes even with a jeep and an SUV, I would not drive it at night. There are great amenities like the fridge and bathroom downstairs, the coffee / cocktail bar is fabulous.The kitchen was well-stocked with basic spices and supplies but it was crawling with roaches. Wifi is spotty so be sure to have the guidebook downloaded and screenshots of the phone number to call because the phone number posted throughout the villa is not functioning. Even in August the combination of ACs, fans, and breezes kept the temprature very comfortable. Excellent pool, though very little shallow area, if you're traveling with kids or weaker swimmers.
Reviewed on Aug 13, 2026
Hotel Milano
Old San Juan
CA $1,973
per person
Dec 1 - Dec 8
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to San Juan (SJU)
9.2/10 Wonderful! (566 reviews)
We loved our time here! Everyone was so kind and so helpful. They tended to all we needed. The room was perfect for what we wanted!
Reviewed on Sep 21, 2026
Ready to book your vacation to Santa Cruz?
Santa Cruz Hotel Deals
Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street Carolina
Fully refundableReserve now, pay when you stay
CA $223
CA $325 total
Sep 27 - Sep 28
includes taxes & fees
9/10 Wonderful! (4,957 reviews)
"Food was amazing!!"
Reviewed on Sep 21, 2026
The Royal Sonesta San Juan
5961 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
CA $345
CA $459 total
Oct 4 - Oct 5
includes taxes & fees
Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
CA $432
CA $576 total
Sep 22 - Sep 23
includes taxes & fees
9.4/10 Exceptional! (1,838 reviews)
"Clean property with good amenities. Access to beach is convenient."
Reviewed on Sep 21, 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 Santa Cruz
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
San Juan: Casa Bacardi Distillery Tour
CA $123
per adult
94% of travellers recommend
Frequently asked questions
How much does a Santa Cruz vacation package cost?
You can grab a vacation package to this top destination from CA $957 on Expedia. However, how much your vacation to Santa Cruz costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Santa Cruz?
Plan your getaway for the off-peak season and you're likely to get cheap Santa Cruz vacation packages. Remember that public holidays and major local events can impact prices, so do your research before booking.
How many days is enough for Santa Cruz?
The ideal length for your Santa Cruz vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to visit all the top attractions and discover some hidden spots along the way.
How to find the best Santa Cruz package deals?
Use Expedia's filter tool to find some tempting Santa Cruz package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Santa Cruz package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Santa Cruz vacation as a package?
You can enjoy significant savings on your Santa Cruz retreat by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Santa Cruz?
If you're considering an impromptu Santa Cruz adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Santa Cruz?
- Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Santa Cruz.
- Set your budget: Factor in costs like transportation, flights and meals when calculating how much to put aside for your trip to Santa Cruz. Then, choose a property that matches your budget, whether that's an economical stay or a more luxurious getaway.
- Work out your trip length: Think about how much time you'd like to spend discovering Santa Cruz. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Santa Cruz vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
