Santa Cruz Vacations from $559

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    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.

The Latest Santa Cruz vacation packages

Price found within the past 48 hours. Click for updated prices.
The Views Baia - Adults Only

The Views Baia - Adults Only

4 out of 5
Sao Pedro
Save 100% on your flight
Price was $738, price is now $559 per person
$559
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.2/10 Wonderful! (303 reviews)
Service was amazing.

Reviewed on Aug 20, 2025

Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

4 out of 5
Save 100% on your flight
Price was $1,958, price is now $1,271 per person
$1,271
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Funchal (FNC)
9.2/10 Wonderful! (231 reviews)
Beautiful property! Excellent service! Wonderful vacation!

Reviewed on Jul 22, 2025

The Reserve - The Leading Hotels of the World - Savoy Signature

The Reserve - The Leading Hotels of the World - Savoy Signature

5 out of 5
Save 100% on your flight
Price was $3,779, price is now $2,786 per person
$2,786
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Funchal (FNC)
10/10 Exceptional! (15 reviews)
Wonderful hotel, beautiful and luxurious

Reviewed on Jul 4, 2025

Sé Boutique Hotel

Sé Boutique Hotel

4 out of 5
Price was $1,357, price is now $1,048 per person
$1,048
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Funchal (FNC)
8.6/10 Excellent! (200 reviews)
We stayed in the studio apartment. It was such a great location walkable to many stores and restaurants. The staff was also super friendly and helpful. They gave us some great recommendations. Also the welcome drink at the rooftop bar was a nice welcome!

Reviewed on Aug 23, 2025

Pestana Fisherman Village

Pestana Fisherman Village

4 out of 5
Price was $1,335, price is now $1,040 per person
$1,040
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Funchal (FNC)
9.2/10 Wonderful! (35 reviews)
Wonderful in an urban setting. Staff is friendly. Hotel is very clean!

Reviewed on Mar 7, 2025

Don't see what you're looking for?
See all available trips from Columbus to Santa Cruz
View all trips

Discover the most popular places to visit in Santa Cruz

Ponta da Oliveira showing landscape views and general coastal views

Ponta da Oliveira

Find a secluded dive spot in the cove protected by this dramatic rocky bluff or walk along cliff-top paths to take in Atlantic coast views.

Ponta da Oliveira

Santo da Serra Market

You can browse for the perfect souvenirs at Santo da Serra Market during your trip to Santo da Serra. While you're in the area, wander around the gardens.

Santo da Serra Market

Quinta Da Junta

Explore the great outdoors at Quinta Da Junta, a lovely green space in Santo da Serra. Amble within picturesque gardens or visit the spas in this relaxing area.

Quinta Da Junta

What to do in Santa Cruz

Madeira: Stairway To Heaven Pico Areeiro to Pico Ruivo Hike

Madeira Stairway to Heaven to Larano Hike Mountain to Sea

$87
per adult
100% of travellers recommend
Madeira Stairway to Heaven to Larano Hike Mountain to Sea
Monte Palace Tropical Garden Tour

Monte Palace Tropical Garden Tour

$71
per adult
Monte Palace Tropical Garden Tour
Gastro hike

Gastro hike (Private Tour)

$93
per adult
100% of travellers recommend
Gastro hike (Private Tour)
See all activities in Santa Cruz

Santa Cruz Hotel Deals

Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

4 out of 5
Praia dos Reis Magos, Santa Cruz
Fully refundableReserve now, pay when you stay
$361 nightly
The price is $380 total per night from Sep 2 to Sep 3
$380 total
Sep 2 - Sep 3
Total with taxes and fees
9/10 Wonderful! (229 reviews)
"Beautiful property! Excellent service! Wonderful vacation!"

Reviewed on Jul 22, 2025

Hotel Riu Madeira - All Inclusive
The Views Oasis - Family Friendly

The Views Oasis - Family Friendly

4 out of 5
Praia dos Reis Magos, Santa Cruz, Madeira
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $229 total per night from Sep 17 to Sep 18
$229 total
Sep 17 - Sep 18
Total with taxes and fees
9.2/10 Wonderful! (224 reviews)
"Very good hotel with great food comfortable beds big room with excellent sea views and the staff are very nice and friendly."

Reviewed on Aug 23, 2025

The Views Oasis - Family Friendly
Dom Pedro Garajau

Dom Pedro Garajau

3 out of 5
Estrada do Garajau, 131, Santa Cruz
$109 nightly
The price is $118 total per night from Aug 29 to Aug 30
$118 total
Aug 29 - Aug 30
Total with taxes and fees
7.2/10 Good! (453 reviews)
Nice place for a few days
"Nice place. Welcoming/check in was ok, but not exceptional. No explanation on the wifi (just available in the lobby), the pools, and other services available to us. The room was clean but dated. No AC and no Wifi in the room."

Reviewed on Jul 16, 2025

Dom Pedro Garajau
See all 604 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.

Santa Cruz Beach Vacation

Listen to the sound of waves lapping at the shore and stroll by the shimmering waters during your Santa Cruz vacation. If you need an escape from everyday life, a trip to Santa Cruz is your ticket to relaxation. We have plenty of Santa Cruz packages to pick from. Snap up one near Palmeiras Beach, just 0.1 miles from the center of town, and live out your vacation fantasies without blowing your budget.

Things You Should Know About Santa Cruz

  • Imagine the smell of salty sea breezes floating through your window and the sound of lapping waves as your lullaby each night. There's nothing like a seaside escape. Take a look at our Santa Cruz beach hotels and see what's available.
  • The apartments, such as Villa Camelia Boutique House and Cais da Oliveira, are popular with travelers here. Book either of these top options and your vacation in Santa Cruz is sure to be unforgettable.
  • The population of Santa Cruz is approximately 6,000. If you're eager for a few sightseeing tips, there are lots of locals who'll be happy to fill you in. Our Santa Cruz things to do page is also a wealth of useful information.
  • One attraction to add to your must-do list is Palmeiras Beach. However, there are plenty of other awesome things to explore in this region. Tick off more of them with our cheap Santa Cruz vacation deals.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Santa Cruz vacation package cost?
You'll find cheap prices from $559 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.