A pebble beach with people sunbathing and swimming, a white building with a red roof, and a rocky coastline with houses on a hillside in the background.

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*
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    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

Your Santa Cruz Vacation

The lively atmosphere, beaches and cultural experiences are three of the many reasons why travelers adore this beachfront city. Discover this exciting destination in whatever way you choose with a Santa Cruz vacation package. Ready to explore your new surroundings? Palheiro Gardens, Madeira Stadium and Palmeiras Beach are three of the most popular places to visit during a trip to Santa Cruz. Whoever you're escaping with and whatever your budget, your dream Santa Cruz vacation is only clicks away with Expedia.

Top Santa Cruz vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 16 - Jan 23

    Pestana Promenade Ocean Resort Hotel + Flight

    Funchal
    6 nights
    4.0 star property
    9.2/10 - Wonderful (699 reviews)
    Roundtrip • Montreal (YUL) - Madeira Island (FNC)
    YUL - FNC • 1 stop FNC - YUL • 1 stop
    CA $2,277
    CA $1,554
    per traveller
    found 2 hours ago
    Pestana Promenade Ocean Resort Hotel
  • Jan 14 - Jan 20

    Pestana Grand Premium Ocean Resort + Flight

    Funchal
    5 nights
    5.0 star property
    9.0/10 - Wonderful (596 reviews)
    Roundtrip • Montreal (YUL) - Madeira Island (FNC)
    YUL - FNC • 2 stops FNC - YUL • 2 stops
    CA $2,561
    CA $1,711
    per traveller
    found 1 hour ago
    Pestana Grand Premium Ocean Resort
  • Jan 13 - Jan 20

    Hotel Riu Madeira - All Inclusive + Flight

    Santa Cruz
    6 nights
    4.0 star property
    9.2/10 - Wonderful (308 reviews)
    "This resort is in an excellent location for tourists. Half way between the airport and the major city of Funchal. The views are stunning. The staff friendly and very pleasant. The food choices were vast and delicious. We signed up for the all inclusive and it was well worth it. Lots of great excursions, hikes, adventures, dining and shopping."
    Reviewed October 30, 2026
    Roundtrip • Montreal (YUL) - Madeira Island (FNC)
    YUL - FNC • 1 stop FNC - YUL • 1 stop
    CA $2,468
    CA $1,654
    per traveller
    found 1 day ago
    Hotel Riu Madeira - All Inclusive
  • Jan 16 - Jan 23

    Pestana Carlton Madeira Ocean Resort Hotel + Flight

    Funchal
    6 nights
    5.0 star property
    9.0/10 - Wonderful (1,007 reviews)
    Roundtrip • Montreal (YUL) - Madeira Island (FNC)
    YUL - FNC • 1 stop FNC - YUL • 1 stop
    CA $2,350
    CA $1,588
    per traveller
    found 4 hours ago
    Pestana Carlton Madeira Ocean Resort Hotel
  • Dec 11 - Dec 18

    Pestana Casino Park Ocean and SPA Hotel + Flight

    Funchal
    6 nights
    5.0 star property
    8.6/10 - Excellent (1,001 reviews)
    Roundtrip • Montreal (YUL) - Madeira Island (FNC)
    YUL - FNC • 2 stops FNC - YUL • 2 stops
    CA $2,591
    CA $1,887
    per traveller
    found 1 day ago
    Pestana Casino Park Ocean and SPA Hotel

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?

Offering excellent value package deals from CA $1,554 on Expedia, you'll be surprised at how little a vacation to Santa Cruz costs! Expedia's packages mean less travel planning for you and greater savings.

What are the cheapest months to go to Santa Cruz?

If you're looking to book a cheap Santa Cruz vacation package, consider visiting in January, May and September. You'll generally find lower prices on hotels and flights during these quieter months — ideal for travellers wishing to save money.

How many days is enough for Santa Cruz?

Santa Cruz vacations come in various shapes and sizes, but to get a real feel for this destination, we'd suggest 5 days is about right. With this timeframe, you can fit in headline attractions like Palheiro Gardens and Pinnacle Viewpoint and seek out some lesser-known spots. Don't forget to explore cool neighbourhoods such as Santa Maria Maior and Sao Goncalo either. If you're clever with your time, you can even schedule a day trip from Santa Cruz too.

Is it worth booking a vacation package to Santa Cruz?

Santa Cruz has all the ingredients you need for the perfect trip — coastal beaches, hiking and fishing are just the start. Whether you'd like to check out attractions such as Palmeiras Beach and Santo da Serra Market, or venture off the beaten track, there's plenty to experience on your Santa Cruz vacation.

How to find the best Santa Cruz package deals?

Use Expedia's handy filters to help you find some terrific Santa Cruz package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look 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 usually best to book your vacation package well in advance.

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

Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Santa Cruz vacation by choosing your preferred airline, accommodation type and car class.

When to book a vacation package to Santa Cruz?

If you have your Santa Cruz travel dates locked in, book as early as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.

How to plan a trip to Santa Cruz?

  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred season and the activities available will also help you decide when to vacation in Santa Cruz.
  2. Set your budget: Consider costs like flights, food and transportation when calculating how much to save for your trip to Santa Cruz. Then, pick a hotel that matches your budget, whether that's a low-cost stay or a more upscale getaway.
  3. Decide how many days away: Start by making a list of all the activities and sights you want to get to in Santa Cruz. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Santa Cruz vacation package.

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