Title: Calheta Vacation Packages 2026 from $1,551 | Expedia.com

[Calheta Travel Guide](https://expedia.com/Calheta.dx6345213)[Hotels in Calheta](https://expedia.com/Calheta-Hotels.d6345213.Travel-Guide-Hotels)[Vacation Rentals in Calheta](https://expedia.com/Calheta-Vacation-Rentals.d6345213.Travel-Guide-VacationRentals)[Flights to Calheta](https://expedia.com/Cheap-Flights-To-Calheta.d6345213.Travel-Guide-Flights)[Car Rentals in Calheta](https://expedia.com/Car-Rentals-In-Calheta.d6345213.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6345213/85c4a58b-5e11-4370-a7db-88185dae6ef5.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Calheta Vacations from $1,551

## Book a Hotel + Flight or Car together to unlock savings

## 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](https://www.expedia.com/Fajas-Das-Lagoas-De-Santo-Cristo-E-Dos-Cubres-De-Sao-Jorge-Calheta.d553248635975846242.Vacation-Attraction), [Pico da Esperanca](https://www.expedia.com/Pico-Da-Esperanca-Santa-Barbara.d6118692.Vacation-Attraction) and [Santa Bárbara Church](https://www.expedia.com/Santa-Barbara-Church-Velas.d553248635975846345.Vacation-Attraction). 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.

![Apartamento Oslar in Santa Cruz da Graciosa](https://images.trvl-media.com/lodging/118000000/117150000/117146800/117146790/846c00a2_edited_a9eb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Apartamento Oslar in Santa Cruz da Graciosa

$1,551

per person

Apr 18 - Apr 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Sao Jorge Island (SJZ)

No reviews

![Quinta da Magnólia](https://images.trvl-media.com/lodging/33000000/32730000/32722200/32722172/086535c9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Quinta da Magnólia

$1,601

per person

Apr 18 - Apr 20

found 1 day 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

![Quinta do Almanac](https://images.trvl-media.com/lodging/117000000/116510000/116502400/116502374/b0a02b7a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Quinta do Almanac

$3,033

per person

Apr 23 - Apr 28

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Sao Jorge Island (SJZ)

No reviews

![Casa do Zé - AL](https://images.trvl-media.com/lodging/29000000/28620000/28612700/28612603/9338daa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa do Zé - AL

$2,666

per person

Apr 19 - Apr 25

found 2 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Sao Jorge Island (SJZ)

9.6/10 Exceptional! (7 reviews)

The Casa do Ze is very well equipped with all utensils and essentials for cooking your own meals. The coffee maker is a moka pot, (first time using one) that makes great espresso. Bathroom supplies are also provided. The Casa is located at the end of a street and is a renovated old home, so it's more authentic than some other stays. The communication with the owner was excelent. WiFi was OK but sometimes cut out. Also, hot water supply was finicky as sometimes there would be plenty and other times none.

Reviewed on Nov 1, 2025

![Azores Youth Hostels - São Jorge](https://images.trvl-media.com/lodging/11000000/11000000/10994600/10994583/248747ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Azores Youth Hostels - São Jorge

$2,646

per person

Apr 23 - Apr 28

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Sao Jorge Island (SJZ)

8/10 Very Good! (21 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

Don't see what you're looking for?

See all available trips from Columbus to Calheta

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIX&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6345213)

## Calheta Hotel Deals

![Kuanza Nature Experience](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/99a62983_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Kuanza Nature Experience

Faja do Belo Calheta Azores

$100 nightly

$109 total

Mar 27 - Mar 28

Total with taxes and fees

[](https://expedia.com/Hotel-Search?startDate=3%2F27%2F2026&endDate=3%2F28%2F2026&selected=88443976&PinnedHotelID=88443976&HadPinnedHotel=true&regionId=6345213)

![Azores Youth Hostels - São Jorge](https://images.trvl-media.com/lodging/11000000/11000000/10994600/10994583/248747ac_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Azores Youth Hostels - São Jorge

Canada da Vinha Nova Calheta 

$38 nightly

$45 total

Apr 5 - Apr 6

Total with taxes and fees

8/10 Very Good! (21 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

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=10994583&PinnedHotelID=10994583&HadPinnedHotel=true&regionId=6345213)

![Fajã da Caldeira House - AL](https://images.trvl-media.com/lodging/35000000/34060000/34051600/34051591/ae3f4149_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Fajã da Caldeira House - AL

 Ribeira Seca - São Jorge - Açores Azores

10/10 Exceptional! (1 review)

lugar tranquilo e acolhedor

A fajã da Caldeira de Santo Cristo é um dos lugares de visita obrigatório em S. Jorge. Embora não tenha acesso de carro, existem dois trilhos que permitem o acesso ao lugar. Fizemos o trilho mais pequeno e demorámos aproximadamente 1 hora (levávamos crianças connosco). Alternativamente, este trilho ...

Reviewed on Sep 1, 2016

[Get rates](https://expedia.com/Hotel-Search?startDate=3%2F19%2F2026&endDate=3%2F20%2F2026&selected=34051591&PinnedHotelID=34051591&HadPinnedHotel=true&regionId=6345213)

[](https://expedia.com/Hotel-Search?startDate=3%2F19%2F2026&endDate=3%2F20%2F2026&selected=34051591&PinnedHotelID=34051591&HadPinnedHotel=true&regionId=6345213)

[See all 211 properties in Calheta](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F6%2F2026&endDate=3%2F7%2F2026&regionId=6345213)

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.

## Find the Best Calheta Vacation Packages

## Calheta Essential Information

| Language        | Portuguese                                                                                                                                                                                                                                                                                                                                                                                              |
| --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- |
| Currency        | Euros                                                                                                                                                                                                                                                                                                                                                                                                   |
| Local Welcome   | Olá                                                                                                                                                                                                                                                                                                                                                                                                     |
| Local Goodbye   | Adeus                                                                                                                                                                                                                                                                                                                                                                                                   |
| Closest Airport | Pico Island Airport (PIX)                                                                                                                                                                                                                                                                                                                                                                               |
| Population      | 3,800                                                                                                                                                                                                                                                                                                                                                                                                   |
| Max Temp Winter | 60ºF                                                                                                                                                                                                                                                                                                                                                                                                    |
| Max Temp Summer | 70ºF                                                                                                                                                                                                                                                                                                                                                                                                    |
| Top Sights      | [Igreja de Sao Jorge](https://www.expedia.com/Igreja-De-Sao-Jorge-Sao-Jorge.d6264643.Vacation-Attraction), [Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge](https://www.expedia.com/Fajas-Das-Lagoas-De-Santo-Cristo-E-Dos-Cubres-De-Sao-Jorge-Calheta.d553248635975846242.Vacation-Attraction) and [Velas Marina](https://www.expedia.com/Velas-Marina-Velas.d6264636.Vacation-Attraction) |

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## Frequently asked questions

### How much does a Calheta vacation package cost?

### What are the cheapest months to go to Calheta?

### How many days is enough for Calheta?

### How to find the best Calheta package deals?

### Is it cheaper to book a Calheta vacation as a package?

### When to book a vacation package to Calheta?

### How to plan a trip to Calheta?

> 1. Pick your travel dates: The things you plan to do in Calheta and your favorite season can help you decide when to get away.
> 2. Plan your budget wisely: Besides the price of your accommodations, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Calheta.
> 3. Organize your Calheta escape with Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning): Search for and book hotels and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Calheta together.
> 4. Determine how many days away: Start by listing all the attractions you'd like to experience in Calheta. Then, estimate how long you'll need for each, including any travel time.
> 5. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the perfect Calheta vacation package for you.
> 6. Book experiences or activities in advance: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on the highlights of Calheta. Find all the incredible [things to do in Calheta](https://www.expedia.com/Things-To-Do-In-Calheta.d6345213.Travel-Guide-Activities) with our dedicated travel guide.

### Does Expedia offer Book Now, Pay Later Calheta vacation packages?

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- [Flights from Madrid (MAD) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/mad/sjz/madrid-to-sao-jorge-island)
- [Flights from Faro (FAO) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/fao/sjz/faro-to-sao-jorge-island)
- [Flights from London (LGW) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/lgw/sjz/london-to-sao-jorge-island)
- [Flights from Angra do Heroismo (TER) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/ter/sjz/angra-do-heroismo-to-sao-jorge-island)
- [Flights from Miami (MIA) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/mia/sjz/miami-to-sao-jorge-island)
- [Flights from Kalispell (FCA) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/fca/sjz/kalispell-to-sao-jorge-island)
- [Flights from Erie (ERI) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/eri/sjz/erie-to-sao-jorge-island)
- [Flights from San Diego (SAN) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/san/sjz/san-diego-to-sao-jorge-island)
- [Flights from Chicago (ORD) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/ord/sjz/chicago-to-sao-jorge-island)
- [Flights from Sault Ste. Marie (CIU) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/ciu/sjz/sault-ste-marie-to-sao-jorge-island)
- [Flights from Reno (RNO) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/rno/sjz/reno-to-sao-jorge-island)
- [Flights from Dublin (DUB) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/dub/sjz/dublin-to-sao-jorge-island)
- [Flights from Washington (WAS) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/was/sjz/washington-to-sao-jorge-island)
- [Flights from Denver (DEN) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/den/sjz/denver-to-sao-jorge-island)
- [Flights from Vienna (VIE) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/vie/sjz/vienna-to-sao-jorge-island)
- [Flights from Cleveland (CLE) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/cle/sjz/cleveland-to-sao-jorge-island)
- [Flights from Graciosa Island (GRW) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/grw/sjz/graciosa-island-to-sao-jorge-island)
- [Flights from Tel Aviv (TLV) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/tlv/sjz/tel-aviv-to-sao-jorge-island)
- [Flights from Horta (HOR) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/hor/sjz/horta-to-sao-jorge-island)
- [Flights from Salt Lake City (SLC) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/slc/sjz/salt-lake-city-to-sao-jorge-island)
- [Flights from Washington (IAD) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/iad/sjz/washington-to-sao-jorge-island)
- [Flights from Montreal (YUL) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/yul/sjz/montreal-to-sao-jorge-island)
- [Flights from Toronto (YTO) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/yto/sjz/toronto-to-sao-jorge-island)
- [Flights from Atlanta (ATL) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/atl/sjz/atlanta-to-sao-jorge-island)
- [Flights from Las Vegas (LAS) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/las/sjz/las-vegas-to-sao-jorge-island)
- [Flights from Budapest (BUD) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/bud/sjz/budapest-to-sao-jorge-island)
- [Flights from New York (NYC) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/nyc/sjz/new-york-to-sao-jorge-island)
- [Flights from Paris (ORY) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/ory/sjz/paris-to-sao-jorge-island)
- [Flights from Hilo (ITO) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/ito/sjz/hilo-to-sao-jorge-island)
- [Flights from Oklahoma City (OKC) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/okc/sjz/oklahoma-city-to-sao-jorge-island)
- [Flights from Freeport (FPO) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/fpo/sjz/freeport-to-sao-jorge-island)
- [Flights from Ocala (OCF) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/ocf/sjz/ocala-to-sao-jorge-island)
- [Flights from Sarasota (SRQ) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/srq/sjz/sarasota-to-sao-jorge-island)
- [Flights from Kunming (KMG) to Sao Jorge Island (SJZ) ](https://www.expedia.com/lp/flights/kmg/sjz/kunming-to-sao-jorge-island)

- [São Jorge Island Vacations ](https://www.expedia.com/Sao-Jorge-Island.d3182.Destination-Travel-Guides)
- [Visit São Jorge Island ](https://www.expedia.com/Sao-Jorge-Island.dx3182)
- [Where to stay in São Jorge Island ](https://www.expedia.com/Sao-Jorge-Island.dx3182.Where-To-Stay)
- [Visit Fajã da Caldeira de Santo Cristo ](https://www.expedia.com/Faja-Da-Caldeira-De-Santo-Cristo.dx3000021466)
- [Visit Urzelina ](https://www.expedia.com/Urzelina.dx3000020900)
- [Romantic Vacation Packages São Jorge Island ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/3182/Sao-Jorge-Island)

- [Car rentals near São Jorge Island ](https://www.expedia.com/Car-Rentals-In-Sao-Jorge-Island.d3182.Car-Rental-Guide)
- [Car rental Velas Airport (SJZ) ](https://www.expedia.com/Car-Rentals-In-Sao-Jorge-Island.d6024902.Car-Rental-Guide)
- [Sixt Ni Rental Cars in São Jorge Island ](https://www.expedia.com/Sixt-Ni-Car-Rentals-In-Sao-Jorge-Island.d3182-c1126.Car-Rental-Guide-Suppliers)
- [Van Car Rentals in São Jorge Island ](https://www.expedia.com/Van-Car-Rentals-In-Sao-Jorge-Island.d3182-tVan.Car-Rental-Guide-Class)
- [Sicily By Car Rental Cars in São Jorge Island ](https://www.expedia.com/Sicily-By-Car-Car-Rentals-In-Sao-Jorge-Island.d3182-c1048.Car-Rental-Guide-Suppliers)
- [Owners Rental Cars in São Jorge Island ](https://www.expedia.com/Owners-Car-Rentals-In-Sao-Jorge-Island.d3182-c1066.Car-Rental-Guide-Suppliers)
- [Wiber Rental Cars in São Jorge Island ](https://www.expedia.com/WIber-Car-Rentals-In-Sao-Jorge-Island.d3182-c1127.Car-Rental-Guide-Suppliers)
- [Goldcar Key’n Go Rental Cars in São Jorge Island ](https://www.expedia.com/Goldcar-Keyn-Go-Car-Rentals-In-Sao-Jorge-Island.d3182-c1044.Car-Rental-Guide-Suppliers)
- [Sportscar Car Rentals in São Jorge Island ](https://www.expedia.com/Sportscar-Car-Rentals-In-Sao-Jorge-Island.d3182-tSportscar.Car-Rental-Guide-Class)
- [Drive-A-Matic Rental Cars in São Jorge Island ](https://www.expedia.com/Drive-A-Matic-Car-Rentals-In-Sao-Jorge-Island.d3182-c1082.Car-Rental-Guide-Suppliers)
- [Leasys Rental Cars in São Jorge Island ](https://www.expedia.com/Leasys-Car-Rentals-In-Sao-Jorge-Island.d3182-c1099.Car-Rental-Guide-Suppliers)
- [Routes Rental Cars in São Jorge Island ](https://www.expedia.com/Routes-Car-Rentals-In-Sao-Jorge-Island.d3182-c1101.Car-Rental-Guide-Suppliers)
- [Payless Rental Cars in São Jorge Island ](https://www.expedia.com/Payless-Car-Rentals-In-Sao-Jorge-Island.d3182-c38.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in São Jorge Island ](https://www.expedia.com/Enterprise-Car-Rentals-In-Sao-Jorge-Island.d3182-c15.Car-Rental-Guide-Suppliers)
- [Thai Cars Rental Cars in São Jorge Island ](https://www.expedia.com/Thai-Cars-Car-Rentals-In-Sao-Jorge-Island.d3182-c1027.Car-Rental-Guide-Suppliers)
- [Firefly Portugal Rental Cars in São Jorge Island ](https://www.expedia.com/Firefly-Portugal-Car-Rentals-In-Sao-Jorge-Island.d3182-c1071.Car-Rental-Guide-Suppliers)
- [Movida Rent A Car Rental Cars in São Jorge Island ](https://www.expedia.com/Movida-Rent-A-Car-Car-Rentals-In-Sao-Jorge-Island.d3182-c1083.Car-Rental-Guide-Suppliers)
- [Aircar Car rental Rental Cars in São Jorge Island ](https://www.expedia.com/AirCar-Car-Rental-Car-Rentals-In-Sao-Jorge-Island.d3182-c1005.Car-Rental-Guide-Suppliers)

- [São Jorge Island Vacation Rentals ](https://www.expedia.com/Sao-Jorge-Island-Vacation-Rentals.d3182.Travel-Guide-VacationRentals)
- [Fajã da Caldeira de Santo Cristo Vacation Rentals ](https://www.expedia.com/Faja-Da-Caldeira-De-Santo-Cristo-Vacation-Rentals.d3000021466.Travel-Guide-VacationRentals)

- [Things to do in São Jorge Island ](https://www.expedia.com/Things-To-Do-In-Sao-Jorge-Island.d3182.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.