A rainbow over a rural landscape with fields and a distant town.
Photo by ‎‎Miguel Nóbrega
Open Photo by ‎‎Miguel Nóbrega

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.
  • A hotel room with a bed, a window with curtains, and a view of the sea and buildings.
    Jan 9 - Jan 16

    Market Place + Flight

    Ponta Delgada
    6 nights
    4.0 star property
    9.2/10 - Wonderful (33 reviews)
    "Outstanding!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!"
    Reviewed October 21, 2026
    Roundtrip • Montreal (YMQ) - São Miguel Island (PDL)
    YUL - PDL • Nonstop PDL - YUL • Nonstop
    CA $1,394
    CA $981
    per traveller
    found 1 day ago
    Market Place
  • A compact, modern interior with a kitchenette, a dining area, and a view of the marina.
    Dec 11 - Dec 18

    The Homeboat Company Ponta Delgada + Flight

    Ponta Delgada
    6 nights
    4.0 star property
    9.4/10 - Exceptional (13 reviews)
    "Everything was as expected, perfect. We appreciated the experience of lodging on the docks and the water. Thanks to the nice staff."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YTO) - São Miguel Island (PDL)
    YYZ - PDL • Nonstop PDL - YYZ • Nonstop
    CA $1,601
    CA $1,189
    per traveller
    found 1 day ago
    The Homeboat Company Ponta Delgada
  • A hallway leading to a door labeled "TERRAÇO" with a view of the sea.
    Jan 9 - Jan 16

    Moinho da Areia + Flight

    Ribeira Grande
    6 nights
    3.0 star property
    10/10 - Exceptional (6 reviews)
    "We had a stellar host, Cristina. She was very attentive, helpful and always there to go the extra mile. Lots of great suggestions regarding potential itineraries. We loved the sound of the ocean and view from the rooftop in the evening while enjoying a glass of wine. Her buffet and a la carte breakfast was delicious! We would return without hesitation."
    Reviewed September 14, 2026
    Roundtrip • Montreal (YMQ) - São Miguel Island (PDL)
    YUL - PDL • Nonstop PDL - YUL • Nonstop
    CA $1,672
    CA $1,294
    per traveller
    found 1 day ago
    Moinho da Areia
  • A wooden deck with a table and chairs overlooking the sea.
    Jan 10 - Jan 16

    Ocean Views by Azores Villas + Flight

    Ponta Delgada
    5 nights
    4.0 star property
    9.4/10 - Exceptional (50 reviews)
    "Overall place was very nice beautiful views . Parking lot was very dirty garbage all over the place ."
    Reviewed August 24, 2026
    Roundtrip • Montreal (YMQ) - São Miguel Island (PDL)
    YUL - PDL • 1 stop PDL - YUL • Nonstop
    CA $1,855
    CA $1,448
    per traveller
    found 9 hours ago
    Ocean Views by Azores Villas
  • A hotel room with a large window overlooking a beach, a bed, a bedside table with a lamp, and a view of the sea.
    Jan 7 - Jan 14

    Beach House by Azores Villas + Flight

    Ponta Delgada
    6 nights
    3.0 star property
    9.6/10 - Exceptional (15 reviews)
    Roundtrip • Toronto (YTO) - São Miguel Island (PDL)
    YYZ - PDL • Nonstop PDL - YYZ • Nonstop
    CA $1,448
    CA $1,172
    per traveller
    found 1 day ago
    Beach House by Azores Villas

Discover the most popular places to visit in Santa Cruz

Portuguese Republic Square

8.8/10 (163 reviews)
You can find out about the history of Santa Cruz when you stop by Portuguese Republic Square. Wander the area's seaside or simply enjoy one of its top-notch restaurants.
See properties

What to do in Santa Cruz

Santana: Magical East Coast Full-Day Tour

Santana: Magical East Coast Full-Day Tour

CA $111
per adult
90% of travellers recommend
Santana: Magical East Coast Full-Day Tour
See all activities in Santa Cruz

Santa Cruz Hotel Deals

A spa room with a wooden floor, a massage table, and a view of the sea.

White Exclusive Suite & Villas

White Exclusive Suite & Villas
5.0 star property
2.8 km from Santa Cruz
9.8 out of 10, Exceptional, (162 reviews)
"Great view Great service Great for families"
The price is CA $221
CA $236 total
includes taxes & fees
Nov 22 - Nov 23
White Exclusive Suite & Villas
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.
See all properties in Santa Cruz

Frequently Asked Questions

How much does a Santa Cruz vacation package cost?

You can pick up a vacation package to this top destination from CA $981 on Expedia. However, how much your vacation to Santa Cruz costs will depend on your hotel choice, season and length of stay.

What are the cheapest months to go to Santa Cruz?

You're likely to find reduced prices and greater availability in November, December and January. Explore our cheap Santa Cruz vacation packages and you could land some great off-season deals.

How many days is enough for Santa Cruz?

Generally, a handful of days is enough for a Santa Cruz vacation. With a carefully crafted itinerary, you can see all the leading attractions such as Nossa Senhora do Rosario Church, as well as discover some hidden gems along the way.

How to find the best Santa Cruz package deals?

Use Expedia's handy filters to find some of the best Santa Cruz package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Santa Cruz package deals in the low season. Switch up your travel dates and you may land 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?

An Expedia vacation package could land you great savings when compared to arranging stays and flights separately. Better still, you can customize your Santa Cruz trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.

When to book a vacation package to Santa Cruz?

If you're planning a spur-of-the-moment Santa Cruz getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.

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 influence your decision on when to go to Santa Cruz.
  2. Budget wisely: As well as the price of your hotel, you'll need to factor in other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may come up during your trip to Santa Cruz.
  3. Decide your trip length: Consider how long you'd like to spend exploring Santa Cruz. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your airfare and accommodations: After you've settled on your dates and duration, lock in the perfect 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.