Madalena Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Madalena Vacation

When you choose a Madalena vacation package, it's all about letting go and enjoying your adventure to the fullest. Discover the best parts of this vibrant city knowing that all your travel arrangements have been worked out in advance. Pico Island Vineyard Culture, Mount Pico and Gruta das Torres are just some of the sights worth exploring during your trip to Madalena. No matter your travel plans or budget, putting together the ultimate tailored Madalena vacation is a cinch with Expedia.

Top Madalena Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sara Village

Sara Village

3 out of 5
Price was CA $1,111, price is now CA $1,050 per person
CA $1,050
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pico Island (PIX)
8.4/10 Very good! (66 reviews)
We did not stay and cancellation was not accepted.

Reviewed on Aug 6, 2026

Adegas do Pico

Adegas do Pico

4 out of 5
Price was CA $1,182, price is now CA $1,084 per person
CA $1,084
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pico Island (PIX)
9/10 Wonderful! (40 reviews)
Wonderful location as a home base to explore the island. Very clean, super helpful staff, and the view was amazing!

Reviewed on Aug 22, 2026

35th Atlantic View

35th Atlantic View

3 out of 5
Price was CA $1,170, price is now CA $1,114 per person
CA $1,114
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pico Island (PIX)
8.4/10 Very good! (44 reviews)

Quinta da Ribeira da Urze

Quinta da Ribeira da Urze

2 out of 5
Price was CA $1,125, price is now CA $1,087 per person
CA $1,087
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pico Island (PIX)
No reviews

Pico Dreams - Sportfish

Pico Dreams - Sportfish

3 out of 5
Price was CA $1,132, price is now CA $1,106 per person
CA $1,106
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pico Island (PIX)
9.2/10 Wonderful! (73 reviews)
Great location! Great staff. Safe and quiet

Reviewed on Oct 20, 2026

Ready to book your vacation to Madalena?

 

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Madalena Hotel Deals

Pico TERRAMAR & SPA

Pico TERRAMAR & SPA

3 out of 5
Rua Dr. Manuel de Arriaga Areia Larga Madalena Azores
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Nov 23 to Nov 24
CA $227
CA $236 total
Nov 23 - Nov 24
includes taxes & fees
Pico TERRAMAR & SPA
Vinhas do Calhau

Vinhas do Calhau

4 out of 5
Porto do Calhau 42 Madalena Madalena
The price is CA $127 per night from Nov 9 to Nov 10
CA $127
CA $132 total
Nov 9 - Nov 10
includes taxes & fees
9.6/10 Exceptional! (65 reviews)
"Lovely property! Ana was great!"

Reviewed on Sep 29, 2026

Vinhas do Calhau
AL Novavista by BPX

AL Novavista by BPX

3 out of 5
Rua Nova,Criação Velha Madalena Azores
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Nov 8 to Nov 9
CA $105
CA $109 total
Nov 8 - Nov 9
includes taxes & fees
AL Novavista by BPX
See all 367 properties in Madalena
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.
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Stay near popular Madalena attractions

Mount Pico

9.2/10 (65 reviews)
Commune with nature and explore the great outdoors at Mount Pico during your travels in São Caetano. Discover the area's mountain views and sunrises.
See properties

What to do in Madalena

Picture 10 for Activity Horta, Faial: University based Whale & Dolphin Expedition

Horta, Faial: Research Whale & Dolphin Expedition

CA $141
per adult
100% of travellers recommend
Horta, Faial: Research Whale & Dolphin Expedition
The Crater and Piquinho Peak - 2351meters

Pico Mountain Climb the Highest Point of Portugal 2351m

CA $141
per adult
Pico Mountain Climb the Highest Point of Portugal 2351m
Pico Lakes and Highlands Tour Volcanic Lagoons Experience

Pico Lakes and Highlands Tour Volcanic Lagoons Experience

CA $141
per adult
Pico Lakes and Highlands Tour Volcanic Lagoons Experience
See all activities in Madalena

Frequently asked questions

How much does a Madalena vacation package cost?
You can snap up a vacation package to this destination from CA $1,050 on Expedia. However, how much your vacation to Madalena costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Madalena?
You're likely to find reduced prices and better availability in February, November and December. Check out our cheap Madalena vacation packages and you could score some excellent off-season deals.
How many days is enough for Madalena?
Madalena vacations can be short or long, but to get a true feel for this destination, we'd suggest 3 days is a good ballpark. With this timeframe, you can visit headline attractions like Gruta das Torres and Museu do Vinho and seek out some underrated spots. Don't forget to explore cool neighbourhoods such as Candelária and Criação Velha either. If you plan wisely, you can even allow for a day trip from Madalena too.
How to find the best Madalena package deals?
Landing a cheap Madalena package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Madalena package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Madalena vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Madalena vacation by choosing your preferred type of stay, airline and car class.
How to plan a trip to Madalena?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Madalena.
  2. Plan your budget wisely: In addition to the price of your accommodations, you'll need to factor in other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that may come up during your trip to Madalena.
  3. Decide how long to go for: Now that you know more about Madalena, you can work out the right length of your vacation. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized Madalena vacation package.

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