Search Deals onMadalena Vacation Packages
Madalena Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Casa do Comendador
Price was $1,062, price is now $1,062 per person
$1,062
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
Stay at this guesthouse in Sao Roque do Pico. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.
The air was very damp and smelled like mold. There was indeed some black mold on the shower curtain and on the window curtain. Everything felt slightly damp in the room including our pillows. It was therefore extremely uncomfortable and hard to sleep. We woke up in the morning feeling nausea presumably because of the disgusting air. There was also a door to the outside that rattled loudly every time a gust of wind blew which also made it hard to sleep. Overall I would recommend finding different accommodations if you can. It may have just been a problem with this one room though
Reviewed on May 3, 2024


Sara Village
Price was $1,217, price is now $1,165 per person
$1,165
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
Book a stay at this beach country house in Sao Roque do Pico. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.

Areias da Prainha
Price was $1,307, price is now $1,252 per person
$1,252
per person
Sep 15 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Pico Island (PIX)
Stay at this guesthouse in Sao Roque do Pico. Enjoy free parking, a garden, and laundry facilities. Popular attractions Caiado Lagoon and Convent of Sao Roque do Pico are located nearby.
Lovely!
Reviewed on Jun 11, 2024

Adegas do Pico
Price was $1,608, price is now $1,545 per person
$1,545
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
Stay at this cottage in Sao Roque do Pico. Enjoy free WiFi, free parking, and a garden. Popular attractions Caiado Lagoon and Whaler’s Museum are located nearby.
Beautiful house and fantastic host! Loved my time here!
Reviewed on Jun 9, 2026

A Casa do Ouvidor
Price was $1,256, price is now $1,233 per person
$1,233
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
Book a stay at this business-friendly villa in Sao Roque do Pico. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.
There is no hottub at this property! We were really disappointed to see this when we arrived as it was one of the main reasons we booked here. The property need to update their expedia profile but please note there hasnt been a hottub there in a while. Otherwise, beautiful view and a nice stay at the property. A bit rough around the edges in places but perfectly adequate for our 4 night stay
Reviewed on Jun 9, 2026

Azores Youth Hostels - Pico
Price was $1,500, price is now $1,485 per person
$1,485
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Pico Island (PIX)
Stay at this hostel in Sao Roque do Pico. Enjoy free breakfast, free parking, and an airport shuttle (surcharge). Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.
L’emplacement, la vue sur la mer, le charme d’un vieil édifice patrimonial rénové, très propre, personnel vraiment accueillant, stationnement facile, un bon pdj assez simple mais convenable.
Seul bémol au niveau de la plomberie de la salle de bain ch101 qui aurait besoin de rénovation car de petites odeurs.
Reviewed on Jun 14, 2026

Pico Dreams - Sportfish
Price was $1,877, price is now $1,862 per person
$1,862
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Pico Island (PIX)
Stay at this guesthouse in Sao Roque do Pico. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located nearby.
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
Madalena Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Madalena Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Discover Other Travel Deals
- Pico Island Vineyard Culture Vacations
- Mount Pico Vacations
- Gruta das Torres Vacations
- Museu do Vinho Vacations
- Horta Harbour Vacations
- São João Forest Reserve Vacations
- Horta Historic Center Vacations
- Porto Pim Beach Vacations
- Porto Pim Whale Factory Museum Vacations
- Convent of Sao Roque do Pico Vacations
- Peter's Scrimshaw Museum Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations



