Calheta Vacation Packages 2026 from $2,200

Calheta flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Azores Youth Hostels - São Jorge

$2,200

per person

Jun 20 - Jun 26

found 1 day ago

Roundtrip flight included

Washington (WAS) to Sao Jorge Island (SJZ)

A bar/lounge and a terrace are featured at this hostel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a snack bar/deli, and luggage storage are also on offer.

Quinta da Magnólia

$2,910

per person

Jun 20 - Jun 26

found 1 day ago

Roundtrip flight included

Washington (WAS) to Sao Jorge Island (SJZ)

This hotel features an outdoor pool and a poolside bar. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and luggage storage are also on offer.

Make It Happen Farm

$2,427

per person

Jun 20 - Jun 26

found 1 day ago

Roundtrip flight included

Washington (WAS) to Sao Jorge Island (SJZ)

This farm stay features free WiFi in public areas, laundry facilities, and free self parking. A free airport shuttle is offered as well. A terrace, a garden, and a grocery/convenience store are also on offer.

Casa d'Avó Guesthouse

$2,447

per person

Jun 20 - Jun 26

found 1 day ago

Roundtrip flight included

Washington (WAS) to Sao Jorge Island (SJZ)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the laundry service and airport shuttle. A terrace, a garden, and a picnic area are also on offer.

Top Calheta hotels deals

Kuanza Nature Experience

Faja do Belo Calheta Azores

$202 nightly

$215 total

Apr 11 - Apr 12

Total with taxes and fees

This hotel features 2 outdoor pools, a terrace, and a garden. A picnic area, luggage storage, and barbecue grills are also on offer.

Pool

Free WiFi

Azores Youth Hostels - São Jorge

Canada da Vinha Nova Calheta

$38 nightly

$45 total

Apr 14 - Apr 15

Total with taxes and fees

A bar/lounge and a terrace are featured at this hostel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a snack bar/deli, and luggage storage are also on offer.

Breakfast included

Parking included

Fajã da Caldeira House - AL

Ribeira Seca - São Jorge - Açores Azores

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This cottage includes a garden and barbecue grills.

Kitchen

Outdoor Space

Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

Topo Calheta São Jorge Açores

$134 nightly

$134 total

Apr 11 - Apr 12

Total with taxes and fees

This apartment features laundry facilities.

Kitchen

Washer

Matilde's House, in the paradise Fajã de São João

Santo Antão, São Jorge Azores

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This vacation home featured laundry facilities and barbecue grills.

Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

São Jorge Azores

$308 nightly

$308 total

Apr 10 - Apr 11

Total with taxes and fees

An outdoor pool is featured at this vacation home, along with a garden.

Pool

Kitchen

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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.

Popular places to visit

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

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

Cascata do Cruzal

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

Fajã dos Cubres

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

Frequently asked questions

How much are vacation packages to Calheta?

Travelocity has package deals to Calheta, as well as flights and hotels, starting from as low as $2,200. With all that extra cash, you could book some popular tours or maybe even add a few extra days to your exciting adventure.

Where can I get the best vacation package deals for Calheta?

There are sensational Calheta package deals to snap up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties in all corners of the globe? Remember this when you're ready to check another place off your travel bucket list.

Why should I purchase my Calheta vacation bundle with Travelocity?

Nothing tops the feeling of knowing you've just picked up the best deal available — that's our Price Match Guarantee. Add to that our inspiring range of magical destinations and 24/7 team of customer service professionals and you've got the blueprint for a stress-free vacation.

Can I save on my Calheta car rental if I book it with a hotel or flight?

You sure can with our Calheta vacation packages. With one of these, there are loads of ways to make your travel budget go further. Bundle any two or more car, hotel, flight and tour bookings and watch your savings grow. With your own set of wheels, all the attractions in and around Calheta are an unforgettable road trip away.