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Prainha Vacation Packages

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Prainha Flight + Hotel Packages

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Sara Village

Sara Village

3 out of 5
Price was $774, price is now $769 per person
$769
per person
Dec 16 - Dec 18
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.
We did not stay and cancellation was not accepted.

Reviewed on Aug 6, 2026

Pico Vineyards

Pico Vineyards

4 out of 5
Price was $910, price is now $884 per person
$884
per person
Dec 16 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
Book a stay at this business-friendly hotel in Madalena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Azores Wine Company and Museu do Vinho are located nearby.
Enjoyed a short stay on Pico. Excellent views, clean, updated facility

Reviewed on Aug 7, 2026

Azorica Pico

Azorica Pico

3 out of 5
Price was $924, price is now $906 per person
$906
per person
Dec 16 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
Stay at this apartment in Madalena. Enjoy free WiFi and free parking. Popular attractions Museu do Vinho and Adega Cooperativa Vitivinícola da Ilha do Pico are located nearby.

Adegas do Pico

Adegas do Pico

4 out of 5
Price was $803, price is now $796 per person
$796
per person
Dec 16 - Dec 18
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 Pontinha are located nearby.
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

Casa do Porto Santa Cruz B&B

Casa do Porto Santa Cruz B&B

3 out of 5
Price was $796, price is now $790 per person
$790
per person
Dec 16 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
Stay at this B&B in Lajes do Pico. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cabeço Verde and Whaler’s Museum are located nearby.

35th Atlantic View

35th Atlantic View

3 out of 5
Price was $780, price is now $774 per person
$774
per person
Dec 16 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
Stay at this B&B in Lajes do Pico. Enjoy free breakfast, free WiFi, and a rooftop terrace. Popular attractions Whaler’s Museum and Cabeço do Ferrobo are located nearby.