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 Vacations from $331

Book a Hotel + Flight or Car together to unlock savings

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.

The Latest Santa Cruz Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 4 - Jan 8

    Inn & Art Madeira + Flight

    Santa Cruz
    4 nights
    3.0 star property
    8.6/10 - Excellent (20 reviews)
    "Beautiful views, good food and very helpful staff. On a steep hill but close elevator to a pool."
    Reviewed October 14, 2026
    Roundtrip • Lisbon (LIS) - Madeira Island (FNC)
    LIS - FNC • Nonstop FNC - LIS • Nonstop
    $467
    $331
    per traveler
    found 18 hours ago
    Inn & Art Madeira
  • Dec 27 - Jan 3

    Pestana CR7 Funchal + Flight

    Funchal
    6 nights
    4.0 star property
    8.8/10 - Excellent (296 reviews)
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $6,038
    $4,028
    per traveler
    found 1 day ago
    Pestana CR7 Funchal
  • Dec 29 - Jan 4

    Pestana Grand Premium Ocean Resort + Flight

    Funchal
    5 nights
    5.0 star property
    9.0/10 - Wonderful (596 reviews)
    Roundtrip • New York (EWR) - Madeira Island (FNC)
    EWR - FNC • 1 stop FNC - EWR • 1 stop
    $5,961
    $4,149
    per traveler
    found 1 day ago
    Pestana Grand Premium Ocean Resort
  • Jan 17 - Jan 22

    Hotel Riu Madeira - All Inclusive + Flight

    Santa Cruz
    5 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 • New York (EWR) - Madeira Island (FNC)
    EWR - FNC • 1 stop FNC - EWR • 1 stop
    $1,646
    $1,151
    per traveler
    found 1 day ago
    Hotel Riu Madeira - All Inclusive
  • Jan 17 - Jan 22

    Pestana Casino Park Ocean and SPA Hotel + Flight

    Funchal
    5 nights
    5.0 star property
    8.6/10 - Excellent (1,001 reviews)
    Roundtrip • New York (EWR) - Madeira Island (FNC)
    EWR - FNC • 1 stop FNC - EWR • 1 stop
    $1,310
    $939
    per traveler
    found 1 day ago
    Pestana Casino Park Ocean and SPA Hotel

Where to stay in and around Santa Cruz

Santa Cruz, Madeira, offers a perfect blend of outdoor adventures and beach relaxation. Explore the scenic Santa Cruz Beach, indulge in luxury holidays, and enjoy the area's proximity to Praia and the picturesque Porto Santo. Experience a family-friendly atmosphere with a touch of romance in this charming destination.

Machico

Discover Machico, a welcoming destination perfectly suited for travelers seeking a blend of culture and adventure. With its beautiful Machico Beach, the scenic São Lourenço Point, and the charming Quinta Da Junta urban park, this city offers a variety of outdoor experiences for families and beach lovers alike. Located about 3 miles by car from Santa Cruz, Machico makes for an excellent base to explore the stunning Madeira region. Choosing to stay here ensures a memorable vacation filled with diverse activities and natural beauty.

Canico

Experience the charm of Canico, an excellent hub for adventure seekers and families looking to unwind in the beautiful Madeira Region. This picturesque parish in Santa Cruz offers easy access to a variety of attractions, including the stunning Madeira Botanical Garden, the relaxing Reis Magos Beach, and the lively Town Square. With its moderate seasonal visitor flow, Canico ensures a pleasant atmosphere year-round. Plus, its convenient location makes it a smart choice for your next vacation stay.

Camacha

If you are a cultural enthusiast or a nature lover, look no further than Camacha, a charming parish in Santa Cruz, Madeira. Known for its stunning Madeira Botanical Garden and the beautiful Reis Magos Beach, Camacha offers a delightful blend of outdoor activities and family-friendly experiences. You can easily explore the nearby Funchal Town Hall for a taste of history. With its accessible location, Camacha is a smart choice for travelers seeking an enriching getaway in Madeira.

Gaula

Gaula stands out as a prime spot for cultural and adventure travelers interested in exploring the stunning landscapes of Santa Cruz, Madeira. With attractions like Palmeiras Beach, the Madeira Botanical Garden, and the scenic Ponta da Oliveira, visitors can immerse themselves in both nature and local culture. Located in Santa Cruz, Gaula offers easy access to these highlights, making it a smart choice for your stay, whether you're enjoying a family getaway or an eco-friendly retreat.

Garajau

Travelers seeking a blend of adventure and relaxation will find Garajau in Santa Cruz to be the perfect base for their vacation. This charming village offers easy access to stunning attractions like the Madeira Botanical Garden and the picturesque Reis Magos Beach, ideal for family outings or romantic strolls. With a variety of outdoor sports facilities nearby, including a golf course and a cable car, Garajau caters to those eager for active pursuits. Its convenient location makes booking a stay here a smart choice for any traveler.

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'll find cheap prices from $331 on Expedia for your Santa Cruz getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Santa Cruz costs.

What are the cheapest months to go to Santa Cruz?

May, November and December are the best times to search for cheap Santa Cruz vacation packages. Traveling in less busy periods means you can typically find lower prices on flights and accommodations.

How many days is enough for Santa Cruz?

To get the most out of your Santa Cruz vacation, we suggest staying for 5 days. Split your time between visiting Palheiro Golfe, Ponta da Oliveira and other must-see attractions, on top of experiencing neighborhoods like Palheiro Ferreiro and Sao Goncalo. If you've got some time to spare, add a day trip to your Santa Cruz vacation itinerary.

Is it worth booking a vacation package to Santa Cruz?

Santa Cruz has everything you need for a memorable trip — hiking, fishing and coastal beaches are just the start. Whether you'd like to visit sights like Palmeiras Beach and Santo da Serra Market, or take the path less traveled, 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 find some great 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're looking to save, plan your break for midweek, or search for Santa Cruz package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book 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 view some great flight and hotel 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 a spur-of-the-moment Santa Cruz vacation, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking well in advance.

How to plan a trip to Santa Cruz?

  1. Choose when to go: Check your calendar and get packing. Your favorite time of year and the type of activities on offer will also help you decide when to escape to Santa Cruz.
  2. Plan your budget wisely: In addition to the cost of your accommodations, you should consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Santa Cruz.
  3. Use our trip planning tool to explore Santa Cruz: Research every aspect of your trip to Santa Cruz with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide how long to go for: Now that you know more about Santa Cruz, you can work out the ideal length of your break. Pull together a draft plan and give yourself enough time for all the things you want to do.
  5. Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the perfect Santa Cruz vacation package for you.
  6. Book any activities or day trips: Now to the fun part — locking in everything you want to do and see. Explore some of the incredible things to do in Santa Cruz and book your tickets early to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Santa Cruz vacation packages?

Your Santa Cruz break is meant to be an escape from your busy life, not a source of money-related stress. So to give you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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