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

Pico Dreams - Sportfish
Price was $887, price is now $887 per person
$887
per person
Sep 19 - Sep 21
found 8 hours ago
Roundtrip flight included
New York (JFK) 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

Aldeia da Fonte Hotel
Price was $1,623, price is now $1,612 per person
$1,612
per person
Sep 11 - Sep 18
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
Book a stay at this beach hotel in Lajes do Pico. Enjoy free WiFi, free parking, and room service. Popular attractions Whaler’s Museum and Caiado Lagoon are located nearby.
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

Adegas do Pico
Price was $1,476, price is now $1,442 per person
$1,442
per person
Sep 18 - Sep 21
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

Casa do Comendador
Price was $1,187, price is now $1,170 per person
$1,170
per person
Sep 10 - Sep 14
found 11 hours 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

A Casa do Ouvidor
Price was $1,410, price is now $1,396 per person
$1,396
per person
Sep 10 - Sep 14
found 11 hours 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

Liiiving in A Ores - Ocean View House
Price was $1,741, price is now $1,609 per person
$1,609
per person
Sep 8 - Sep 12
found 20 hours ago
Roundtrip flight included
New York (NYC) to Pico Island (PIX)
Stay at this vacation home in Sao Roque do Pico. Enjoy free parking. Popular attractions Caiado Lagoon and Whaler’s Museum are located nearby.

Porto Velho Boutique Lodge
Price was $1,096, price is now $1,030 per person
$1,030
per person
Sep 8 - Sep 12
found 20 hours ago
Roundtrip flight included
New York (NYC) to Pico Island (PIX)
Stay at this hostel in Madalena. Enjoy free WiFi, free parking, and a garden. Popular attractions Museu do Vinho and Adega do Vulcão are located nearby.
The room was clean and very pleasant. We really enjoyed our stay.
Very quiet as well for people searching for a relaxing vibe.
Hardly recommend it.
Reviewed on Jul 7, 2026

Hotel Caravelas
Price was $1,110, price is now $1,045 per person
$1,045
per person
Sep 8 - Sep 12
found 20 hours ago
Roundtrip flight included
New York (NYC) to Pico Island (PIX)
Book a stay at this beach hotel in Madalena. Enjoy free WiFi, free parking, and room service. Popular attractions Museu do Vinho and Adega do Vulcão are located nearby.
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
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
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