Search Deals onCalheta Vacation Packages
Calheta Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Quinta do Caminho da Igreja
Price was $679, price is now $673 per person
$673
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
Stay at this hotel in Velas. Enjoy free WiFi, free parking, and a garden. Popular attraction Pico da Esperanca is located nearby.

Hotel da Graciosa
Price was $751, price is now $705 per person
$705
per person
Nov 14 - Nov 17
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Sao Jorge Island (SJZ)
Book a stay at this spa hotel in Santa Cruz da Graciosa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Velho do Monte d'Ajuda and Centro Cultural de Santa Cruz da Graciosa are located nearby.
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
Price was $1,895, price is now $1,858 per person
$1,858
per person
Oct 13 - Oct 19
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
Book a stay at this business-friendly guesthouse in Velas. Enjoy free WiFi, free parking, and room service. Popular attractions Pico da Esperanca and Velas Marina are located nearby.

Kuanza Nature Experience
Price was $776, price is now $762 per person
$762
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
Book a stay at this family-friendly hotel in Calheta. Enjoy free WiFi, 2 outdoor pools, and in-room massages. Popular attractions Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge and Fajã dos Cubres are located nearby.
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
Price was $1,674, price is now $1,646 per person
$1,646
per person
Oct 10 - Oct 13
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
Stay at this hotel in Velas. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pico da Esperanca and Velas Marina are located nearby.
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
Price was $857, price is now $844 per person
$844
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
Stay at this hotel in Velas. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Velas Marina and Igreja de Sao Jorge are located nearby.
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

Azores Youth Hostels - São Jorge
Price was $1,776, price is now $1,755 per person
$1,755
per person
Oct 13 - Oct 19
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
Stay at this hostel in Calheta. Enjoy free breakfast, free parking, and a garden. Popular attractions Fajã dos Cubres and Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge are located nearby.
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

Casas dos Vimes
Price was $742, price is now $738 per person
$738
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sao Jorge Island (SJZ)
Stay at this cottage in Calheta. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge and Fajã dos Cubres are located nearby.
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
Calheta Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Calheta Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.


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