
Calheta Vacations from $768
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Your Calheta Vacation
The coastal scenery and spectacular views are just the beginning of the things Calheta has to offer. Enjoy the best parts of this interesting city your way with a customized Calheta vacation package. You'll want to do a little exploring during your trip to Calheta. Carve out some time for leading attractions such as Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge, Pico da Esperanca and Santa Bárbara Church. Your ideal Calheta vacation is just a few clicks away. Browse flights, accommodations and more on Expedia for an adventure that's tailored to suit your style.
The Latest Calheta vacation packages
Price found within the past 48 hours. Click for updated prices.

Casa d'Avó Guesthouse
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
9.8/10 Exceptional! (44 reviews)
Really excellent property, very modern and great location. I’m taking down a star because I paid extra for panoramic view and instead got an appartement with no view. It might’ve been of equal value but I wasn’t given a choice at the checkin and even when asked I was still given the apartment. Parking on the street was always full, but there is a public lot a block away that was always available and we just parked there all the time. The checkin lady was very helpful and provided a list of restaurants that turned to be very nice.
Reviewed on Sep 27, 2024


Quinta da Magnólia
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Washington (IAD) to Sao Jorge Island (SJZ)
9.8/10 Exceptional! (30 reviews)
The rooms and property are really lovely and quiet and the staff was very generous and wanted to make our stay special.
Reviewed on Jul 10, 2025

Cabanas da Viscondessa
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Washington (IAD) to Sao Jorge Island (SJZ)
10/10 Exceptional! (9 reviews)
Setting was peaceful, easy parking, restaurant was wonderful. Jorge and the staff in the restaurant were very helpful and very nice
Reviewed on Jun 13, 2025

Kuanza Nature Experience
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Washington (IAD) to Sao Jorge Island (SJZ)
10/10 Exceptional! (6 reviews)
This property is in a spectacular location overlooking the magnificent Atlantic Ocean. You have to coordinate the resorts ATV transportation but it's we'll with the effort. This is a perfect place to escape so stay at least a few days if not more. You should stop at the grocery store and be fully stocked for meals although you're greeted with homemade bread, local cheese and the owners produced wine.
Reviewed on Apr 28, 2025
Calheta Hotel Deals

Azores Youth Hostels - São Jorge
Canada da Vinha Nova, Fajã Grande, Calheta
$44 nightly
The price is $51 total per night from Aug 3 to Aug 4
$51 total
Aug 3 - Aug 4
Total includes taxes and fees
8.4/10 Very Good! (18 reviews)
"Excellent location. Staff was friendly. Air conditioner was not working in our room and it was so hot to sleep. The staff tried but could not fix it. Breakfast was simple but fine. Very clean all around and well kept. View was incredible from the front shared spaces."
Reviewed on Jul 15, 2025

Kuanza Nature Experience
Faja do Belo, Calheta, Azores
$312 nightly
The price is $329 total per night from Aug 7 to Aug 8
$329 total
Aug 7 - Aug 8
Total includes taxes and fees
10/10 Exceptional! (6 reviews)
"This property is in a spectacular location overlooking the magnificent Atlantic Ocean. You have to coordinate the resorts ATV transportation but it's we'll with the effort. This is a perfect place to escape so stay at least a few days if not more. You should stop at the grocery store and be fully ..."
Reviewed on Apr 28, 2025

Matilde's House, in the paradise Fajã de São João
Santo Antão, São Jorge
9.4/10 Exceptional! (3 reviews)
Sehr schöne 3 Tage
"Haus ist etwas dunkel, aber ansonsten sehr gut eingerichtet und sauber. Blick von der Terrasse aufs Meer und auf die Insel Pico. Wer Katzen mag, ist hier sehr gut aufgehoben."
Reviewed on May 30, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.