São Jorge Island Vacations from $712
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Your São Jorge Island Vacation
When the thrill of adventure comes knocking, let it in with a vacation package to São Jorge Island. Get ready to discover a destination renowned for its history and a lot more. Get your trip to São Jorge Island off to an unforgettable start by making Urzelina the first stop on your itinerary. This is a popular city with visitors from near and far. From the instant you book your São Jorge Island vacation to the second you come back home, Expedia will take care of you each step of the way.
The Latest São Jorge Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Quinta da Magnólia
Price was $1,081, price is now $1,036 per person
$1,036
per person
Oct 21 - Oct 25
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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
Price was $1,157, price is now $1,128 per person
$1,128
per person
Oct 21 - Oct 25
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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
Azores Youth Hostels - São Jorge
Price was $837, price is now $828 per person
$828
per person
Oct 21 - Oct 25
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
8.4/10 Very Good! (19 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
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See all available trips from Columbus to São Jorge Island
View all tripsDiscover the most popular places to visit in São Jorge Island
Pico da Esperanca
5/5(1 review)
Explore the great outdoors at Pico da Esperanca, a lovely green space in Santa Bárbara. Stroll along the seaside or discover the area's volcano viewpoints.
Igreja de Sao Jorge
5/5(1 review)
Learn about the local history of São Jorge when you take a trip to Igreja de Sao Jorge. Amble around the area's seaside or visit its monuments.
Ponta dos Rosais Lighthouse
4.5/5(3 reviews)
You can find out about the history of Rosais with a stop at Ponta dos Rosais Lighthouse. Amble around the area's seaside or visit its monuments.
São Jorge Island Hotel Deals
Azores Youth Hostels - São Jorge
Canada da Vinha Nova, Fajã Grande, Calheta
8.2/10 Very Good! (20 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
Casa d'Avó Guesthouse
Caminho do Porto, 5, Velas, Azores
9.6/10 Exceptional! (47 reviews)
"Ben arredata; pulitissima e personale gentilissimo"
Reviewed on Aug 7, 2025
São Jorge Garden
Rua Machado Pires, Sao Jorge, Velas
$135 nightly
The price is $140 total per night from Sep 16 to Sep 17
$140 total
Sep 16 - Sep 17
Total includes taxes and fees
8.8/10 Excellent! (97 reviews)
"Amazing and helpful staff! Loved the stunning garden grounds which are well groomed and maintained regularly. Overall a beautiful hotel!"
Reviewed on Jul 16, 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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- Flights to Calheta
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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.