Madalena Vacations from $949

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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.

The Latest Madalena vacation packages

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

Sara Village

3 out of 5
Price was $995, price is now $949 per person
$949
per person
Oct 3 - Oct 9
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
8.4/10 Very Good! (62 reviews)

Pico Dreams - Sportfish

Pico Dreams - Sportfish

3 out of 5
Price was $1,063, price is now $1,022 per person
$1,022
per person
Oct 3 - Oct 9
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
9.2/10 Wonderful! (68 reviews)
Great stay here! It was clean and quiet and they have all the amenities of home, even a washing machine and clothes line which is very helpful after hiking Pico Mountain

Reviewed on Jul 2, 2026

Adegas do Pico

Adegas do Pico

4 out of 5
Price was $1,340, price is now $1,300 per person
$1,300
per person
Sep 14 - Sep 19
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
9/10 Wonderful! (39 reviews)
Beautiful house and fantastic host! Loved my time here!

Reviewed on Jun 9, 2026

Aldeia da Fonte Hotel

Aldeia da Fonte Hotel

4 out of 5
Price was $1,246, price is now $1,225 per person
$1,225
per person
Oct 4 - Oct 10
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
8/10 Very Good! (1 review)
Les prestations et le confort de la chambre sont de bonne qualité (chambre rénovée récemment). Le PDJ est correct, les plats servis au restaurant sont de bonne qualité. Le personnel est serviable. Les allées de circulation et le domaine dans son ensemble demandent d être mieux entretenus. Notre séjour dans cet établissement a été agréable mais le prix est élevé pour les prestations fournies.

Reviewed on Jun 26, 2026

Areias da Prainha

Areias da Prainha

4 out of 5
Price was $1,816, price is now $1,789 per person
$1,789
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
10/10 Exceptional! (3 reviews)
Lovely!

Reviewed on Jun 11, 2024

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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

$98
per adult
100% of travellers recommend
Horta, Faial: Research Whale & Dolphin Expedition
Happy Cows Buggy Tour

Happy Cows Buggy Tour

$346
per traveler
Happy Cows Buggy Tour
Whale and Dolphin Watching in Pico Island - Half Day

Whale and Dolphin Watching in Pico Island - Half Day

$94
per adult
Whale and Dolphin Watching in Pico Island - Half Day
See all activities in Madalena

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
$250 nightly
The price is $260 total per night from Jul 20 to Jul 21
$260 total
Jul 20 - Jul 21
Total with taxes and fees
9.6/10 Exceptional! (56 reviews)
"We had an amzing stay. The staff were so calm and helpful. Nothing was too much problem. Wonderful location looking to Mount Pico and also across the water to Faial. Restaurant has a balcony looking out towards the sea. Seafood rice exceptional - lobster, crab, prawns, mussels etc - make sure you ..."

Reviewed on Jul 3, 2026

Pico TERRAMAR & SPA
Hotel Caravelas

Hotel Caravelas

4 out of 5
Rua Conselheiro Terra Pinheiro, 3 Madalena
$122 nightly
The price is $127 total per night from Jul 15 to Jul 16
$127 total
Jul 15 - Jul 16
Total with taxes and fees
8/10 Very Good! (235 reviews)
"Great property, very clean and a great value for what we paid. Balcony, breakfast included, pool with shade and lounges. Location is walkable to everything including many restaurants and ferry."

Reviewed on Jul 8, 2026

Hotel Caravelas
Vinhas do Calhau

Vinhas do Calhau

4 out of 5
Porto do Calhau 42 Madalena Madalena
$173 nightly
The price is $180 total per night from Jul 29 to Jul 30
$180 total
Jul 29 - Jul 30
Total with taxes and fees
9.6/10 Exceptional! (55 reviews)
"Room was spacious and tidy with a great balcony view! Great breakfast and also loved the pool!"

Reviewed on Jul 11, 2026

Vinhas do Calhau
See all 366 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.

Find the Best Madalena Vacation Packages

Madalena Essential Information

Language
Portuguese
Currency
Euros
Local Welcome
Olá
Local Goodbye
Adeus
Closest Airport
Horta Airport (HOR)
Population
6,100
Max Temp Winter
60ºF
Max Temp Summer
70ºF
Top Sights
Pico Island Vineyard Culture, Gruta das Torres and Horta Regional Museum

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Frequently asked questions

How much does a Madalena vacation package cost?
You'll find cheap prices from $949 on Expedia for your Madalena getaway. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Madalena costs.
What are the cheapest months to go to Madalena?
August, November and December are the best times to search for cheap Madalena vacation packages. Choosing to travel in quieter periods means you can generally find better prices on hotels and flights.
How many days is enough for Madalena?
Allow around 3 days for your Madalena vacation in order to discover everything that makes this destination special. Explore key neighborhoods, including Candelária and Criação Velha. Then tick off top sights like Mount Pico and Museu do Vinho. With a well-organized itinerary, you can keep busy with room for some rest time too. Want to go beyond Madalena? Consider squeezing in an excursion or two.
How to find the best Madalena package deals?
Use Expedia's filter tool to find some great Madalena 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 break for midweek, or search for Madalena package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Madalena vacation as a package?
You can enjoy significant savings on your Madalena escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Madalena?
If you have your Madalena travel dates finalized, book as soon as you can to grab some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for traveling on a whim.
How to plan a trip to Madalena?

  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred time of year and the type of activities on offer will also help you decide when to visit Madalena.
  2. Set a budget: Factor in costs such as flights, transportation and food when working out how much to set aside for your trip to Madalena. Then, pick a hotel that matches your budget, whether that's an affordable stay or a more upscale retreat.
  3. Use Expedia's trip planning tool to discover Madalena: Research every aspect of your trip to Madalena with this handy planner. Invite family or friends to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Work out your trip length: Think about how long you want to spend exploring Madalena. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  5. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the perfect Madalena vacation package for you.
  6. Book experiences or activities in advance: Whether it's a ticket to a major attraction or a day trip in nature, you won't have to worry about missing out on Madalena's highlights. Find all the fun things to do in Madalena with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Madalena vacation packages?
Your Madalena trip should be an escape from your daily routine, not a source of money-related stress. So to allow you extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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