A vineyard with rows of grapevines.

Santa Cruz Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Santa Cruz vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Sept 6 - Sept 12

    Apart Hotel Viva Providencia + Flight

    Providencia
    5 nights
    3.0 star property
    9.0/10 - Wonderful (99 reviews)
    "A estrutura do local é muito boa, porém deixa a desejar em alguns aspectos. A limpeza é insuficiente e poderia ser realizada com mais frequência. Além disso, fomos surpreendidos com a informação de que a água quente do chuveiro só pode ser utilizada por 15 minutos. Após esse período, é necessário aguardar cerca de duas horas para que volte a aquecer. Essa limitação não foi informada previamente e compromete bastante o conforto da hospedagem."
    Reviewed July 25, 2026
    Roundtrip Montreal (YUL) - Santiago (SCL)
    YUL - SCL1 stop SCL - YUL2 stops
    CA $1,429
    CA $1,194
    per traveller
    found 1 day ago
    Apart Hotel Viva Providencia
  • Oct 9 - Oct 15

    Aubrey Hotel Boutique + Flight

    Bellavista
    5 nights
    4.0 star property
    9.4/10 - Exceptional (151 reviews)
    "Room was excellent. Had a problem at checkout. Major language barrier"
    Reviewed February 18, 2026
    Roundtrip Toronto (YTO) - Santiago (SCL)
    YYZ - SCL2 stops SCL - YYZ1 stop
    CA $2,089
    CA $1,493
    per traveller
    found 1 day ago
    Aubrey Hotel Boutique
  • Oct 9 - Oct 15

    ICON Hotel + Flight

    Las Condes
    5 nights
    4.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "My room was not done for 3 days even requesting it at the front desk personally. They receive packages but didn’t call you or message to let you know that they arrived, I still have one missing. Infrastructure is good but service is poor. Non functional for businesses purposes."
    Reviewed June 29, 2026
    Roundtrip Toronto (YTO) - Santiago (SCL)
    YYZ - SCL2 stops SCL - YYZ1 stop
    CA $1,932
    CA $1,442
    per traveller
    found 1 day ago
    ICON Hotel
  • Oct 9 - Oct 15

    Hotel Capital Bellet + Flight

    Providencia
    5 nights
    3.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    "Clean room, all the amenities, convenient parking. Helpful staff. We could not get an early check in, but the hotel was very busy."
    Reviewed July 27, 2026
    Roundtrip Toronto (YTO) - Santiago (SCL)
    YYZ - SCL2 stops SCL - YYZ1 stop
    CA $1,779
    CA $1,379
    per traveller
    found 1 day ago
    Hotel Capital Bellet
  • Sept 6 - Sept 12

    LUUM by Norus + Flight

    Las Condes
    5 nights
    5.0 star property
    9.8/10 - Exceptional (6 reviews)
    "Newly renovated, modern super clean and all the amenities "
    Reviewed April 26, 2026
    Roundtrip Montreal (YUL) - Santiago (SCL)
    YUL - SCL1 stop SCL - YUL2 stops
    CA $2,095
    CA $1,727
    per traveller
    found 1 day ago
    LUUM by Norus

Discover the most popular places to visit in Santa Cruz

What to do in Santa Cruz

Santa Cruz Hotel Deals

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 Santa Cruz vacation package cost?

You can pick up a vacation package to this popular destination from CA $1,194 on Expedia. However, how much your vacation to Santa Cruz costs will depend on the length of stay, season and hotel choice.

What are the cheapest months to go to Santa Cruz?

You can usually find lower rates and better availability in May, July and September. Check out our cheap Santa Cruz vacation packages and you could land some excellent off-season deals.

How many days is enough for Santa Cruz?

Usually, a handful of days is enough for a Santa Cruz vacation. With a carefully crafted itinerary, you can visit all the leading attractions such as Laura Hartwig Winery, as well as explore some hidden treasures along the way.

Is it worth booking a vacation package to Santa Cruz?

Santa Cruz has everything you need for the perfect break — history, culture and festivals are just the start. Whether you want to visit sights like Plaza de Armas and Museo de Colchagua, or take the path less travelled, you'll have plenty to explore on your Santa Cruz vacation.

How to find the best Santa Cruz package deals?

Use Expedia's filters to help you find some of the best Santa Cruz package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Santa Cruz package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.

Is it cheaper to book a Santa Cruz vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still get the flexibility to create a customized Santa Cruz vacation by choosing your preferred accommodation type, airline and car class.

When to book a vacation package to Santa Cruz?

If you've got your Santa Cruz travel dates locked in, book as early as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for setting off on a whim.

How to plan a trip to Santa Cruz?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Santa Cruz.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and food to airfares and activities. Your hotel will likely be the biggest expense during your trip to Santa Cruz.
  3. Work out your trip length: Think about how long you'd like to spend exploring Santa Cruz. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: Once you've nailed down your dates and duration, lock in the right Santa Cruz vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.