São Jorge Island Vacation Packages 2026 from $1,060

Photo by Olli Peauty

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.

Hotel da Graciosa

$1,060

per person

Oct 25 - Oct 30

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Sao Jorge Island (SJZ)

9/10 Wonderful! (51 reviews)

Hotel is nice, check-in was quick and easy. All was clean and stafg was extremely helpful. Location is close to the little marina with a beach, pretty much across the local road from the hotel. Unfortunately, we did not have time to check the sauna.

Reviewed on Jul 26, 2026

Cabanas da Viscondessa

$1,652

per person

Sep 26 - Oct 1

found 17 hours ago

Roundtrip non-stop flight included

Washington (WAS) to Sao Jorge Island (SJZ)

10/10 Exceptional! (10 reviews)

It was a perfect place to explore the island. Staff was super friendly and very helpful. A very peaceful place, would highly recommend. Would definitely come back and stay there again.

Reviewed on Jul 15, 2026

Casas dos Vimes

$1,297

per person

Sep 26 - Oct 1

found 17 hours ago

Roundtrip non-stop flight included

Washington (WAS) to Sao Jorge Island (SJZ)

10/10 Exceptional! (4 reviews)

Wonderful cozy house with a fully equipped kitchen. The food supplied on our arrival was unexpected and appreciated as we arrived later than expected. Quiet, friendly community right near the ocean with trails within walking distance of the home.

Reviewed on Apr 14, 2024

Casa d'Avó Guesthouse

$1,522

per person

Sep 27 - Oct 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sao Jorge Island (SJZ)

9.8/10 Exceptional! (58 reviews)

Our room had a patio with sliding doors overlooking the ocean! Gorgeous!!! There is a central kitchen that guests can use to make meals and lots of great places to sit. The staff are amazing. They help to call taxis, provide laundry service and any other help you may need. The owner came by regularly to check on how things were going and was easy to access.

Reviewed on Jul 11, 2026

Quinta da Magnólia

$1,271

per person

Oct 11 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Sao Jorge Island (SJZ)

10/10 Exceptional! (31 reviews)

The property is situated in a beautiful location and very close to the airport. The staff was super helpful and kind. Breakfast was delicious. Room was big with great view. I would advise to bring your own toiletries. It only has shower cap and soap. I was prepared so it wasn't a big deal.

Reviewed on Aug 4, 2026

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Stay near popular São Jorge Island attractions

Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge

9.6/10 (8 reviews)

Explore the great outdoors at Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge, a lovely green space in Calheta.

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Pico da Esperanca

8.8/10 (8 reviews)

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.

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Velas Marina

8.4/10 (20 reviews)

Explore the waterfront in São Jorge with a trip to Velas Marina. Amble around the area's seaside or visit its monuments.

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Igreja de Sao Jorge

8.6/10 (14 reviews)

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.

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Fajã dos Cubres

You can take time to visit Fajã dos Cubres during your travels to Calheta.

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Ponta dos Rosais Lighthouse

8.4/10 (16 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.

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Santa Bárbara Church

9.0/10 (6 reviews)

After visiting Santa Bárbara Church, make a plan to see the other sights and activities in Manadas.

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Sete Fontes Forest Park

Commune with nature and explore the great outdoors at Sete Fontes Forest Park during your travels in Rosais.

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São Jorge Island Hotel Deals

Azores Youth Hostels - São Jorge

Canada da Vinha Nova Calheta

$45 nightly

$51 total

Sep 19 - Sep 20

Total with taxes and fees

7.6/10 Good! (24 reviews)

"Cannot get a hold of anyone. I do not know if I can get in this room tonight and want a refund. Not notified how check-in works and they did not reach out to us."

Reviewed on Jul 17, 2026

São Jorge Garden

Rua Machado Pires Velas

$122 nightly

$127 total

Sep 17 - Sep 18

Total with taxes and fees

9/10 Wonderful! (108 reviews)

"WE LOVED THE HOTEL POOL. AC WORKED WELL IN THE ROOMS"

Reviewed on Aug 9, 2026

Casa d'Avó Guesthouse

Caminho do Porto Velas Azores

9.8/10 Exceptional! (58 reviews)

"Our room had a patio with sliding doors overlooking the ocean! Gorgeous!!! There is a central kitchen that guests can use to make meals and lots of great places to sit. The staff are amazing. They help to call taxis, provide laundry service and any other help you may need. The owner came by regularly ..."

Reviewed on Jul 11, 2026

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See all 232 properties in São Jorge Island

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.