São Jorge Island Vacation Packages 2026 from $705

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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.

Hotel da Graciosa

$705

per person

Nov 14 - Nov 17

found 20 hours ago

Roundtrip flight included

Boston (BOS) to Sao Jorge Island (SJZ)

9/10 Wonderful! (54 reviews)

Simple, clean room, great air conditioning, great shower. Pool was a plus. Breakfast had a lot of selection including local pastries.

Reviewed on Sep 4, 2026

Casa d'Avó Guesthouse

$1,858

per person

Oct 13 - Oct 19

found 4 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Sao Jorge Island (SJZ)

9.8/10 Exceptional! (59 reviews)

Kuanza Nature Experience

$762

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Sao Jorge Island (SJZ)

9.6/10 Exceptional! (11 reviews)

Kuanza is absolutely gorgeous. My only regret is that we didn't get their famous baked bread in the morning. I was looking forward to it!

Reviewed on Aug 8, 2026

Quinta da Magnólia

$1,646

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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

Cabanas da Viscondessa

$844

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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

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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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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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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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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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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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Cascata do Cruzal

Commune with nature and explore the great outdoors at Cascata do Cruzal during your travels in Santo Antão.

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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

$39 nightly

$45 total

Oct 2 - Oct 3

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

Casa d'Avó Guesthouse

Caminho do Porto Velas Azores

$74 nightly

$77 total

Oct 6 - Oct 7

Total with taxes and fees

São Jorge Garden

Rua Machado Pires Velas

$119 nightly

$124 total

Oct 4 - Oct 5

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

See all 231 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.