Calheta Vacations 2025/2026 from CA $1,326

Calheta flight + hotel packages

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

In Mountain

per person

Sep 18 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

Stay at this 3-star spa country house in Santa Cruz. Enjoy free WiFi, free parking, and private pools. Popular attractions CR7 Museum and Reis Magos Beach are located nearby.

Pestana Casino Park Ocean and SPA Hotel

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Funchal (FNC)

Stay at this 5-star luxury hotel in Funchal. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions CR7 Museum and Madeira Casino are located nearby.

Pestana Casino Studios

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Funchal (FNC)

Stay at this 4-star eco-certified aparthotel in Funchal. Enjoy free WiFi, room service, and a 24-hour front desk. Popular attractions CR7 Museum and Barreiros Stadium are located nearby.

The Reserve - The Leading Hotels of the World - Savoy Signature

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Funchal (FNC)

Stay at this 5-star luxury hotel in Funchal. Enjoy free breakfast, free WiFi, and free parking. Popular attractions CR7 Museum and Madeira Casino are located nearby.

Hotel Riu Madeira - All Inclusive

per person

Oct 5 - Oct 11

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Funchal (FNC)

Stay at this 4-star beach hotel in Santa Cruz. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions CR7 Museum and Reis Magos Beach are located nearby.

Top Calheta hotels deals

Saccharum Resort

Rua Serra de Água, 1, Calheta

Free cancellation

Reserve now, pay when you stay

CA $525

CA $553 total

Aug 27 - Aug 28

includes taxes & fees

Stay at this 5-star luxury hotel in Calheta. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Casa das Mudas Arts Center and 25 Fontes and Cascada da Risco are located nearby.

Calheta Beach - All Inclusive

Av. D. Manuel I - n.3, Calheta

Free cancellation

Reserve now, pay when you stay

CA $507

CA $534 total

Aug 23 - Aug 24

includes taxes & fees

Stay at this 4-star beach property in Calheta. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Casa das Mudas Arts Center and 25 Fontes and Cascada da Risco are located nearby.

Boutique Hotel Jardim do Mar

Sitio da Piedade 37, Calheta, Madeira

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Stay at this 3-star hotel in Calheta. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Casa das Mudas Arts Center and Paul do Mar Beach are located nearby.

Socalco Nature Calheta

Caminho do Lombo do Salão, 13, Calheta, Madeira

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Stay at this 4-star farm stay in Calheta. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Casa das Mudas Arts Center and 25 Fontes and Cascada da Risco are located nearby.

Quinta Pereira ... beautiful panoramic views and ocean sunsets

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Book a stay at this family-friendly villa in Calheta. Enjoy free WiFi, private pools, and a sauna. Popular attractions Eglise de Faja da Ovelha and Paul do Mar Beach are located nearby.

Casa Félix, Calheta: Villa with unique view! Private Pool!

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Stay at this vacation home in Calheta. Enjoy free WiFi, private pools, and a garden. Popular attractions Casa das Mudas Arts Center and 25 Fontes and Cascada da Risco are located nearby.

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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

25 Fontes and Cascada da Risco

Commune with nature and explore the great outdoors at 25 Fontes and Cascada da Risco during your travels in Calheta. Wander the seaside in this relaxing area.

Casa das Mudas Arts Center

You can spend time browsing the exhibits at Casa das Mudas Arts Center during your trip to Calheta. Wander the seaside in this relaxing area.

Eglise de Faja da Ovelha

You can learn about the history of Faja da Ovelha with a visit to Eglise de Faja da Ovelha. Wander the seaside in this relaxing area.

Frequently asked questions

How much are vacation packages to Calheta?

With vacation packages available from as low as CA $1,326, you won't need to max out the credit card for your trip to Calheta. Travelocity can help. Bundle up hotels, flights and tours into a package and walk away with exciting discounts. The more you book, the greater the savings.

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

For a fun and affordable Calheta package deal, nothing compares to Travelocity. Select from 400 airlines and 1,000,000 properties around the world to create the ideal trip — it couldn't be simpler.

Why should I book my Calheta vacation bundle via Travelocity?

Because you'll never wander on your own if you book your vacation with us, and we offer round-the-clock support and exceptional service to boot. Add to that our Price Match Guarantee and countless destinations and experiences to choose from. We're here to make your daydreams a reality.

Will I save money on my Calheta car rental if I bundle it with my hotel or flight?

Combining your bookings into a Calheta vacation package will leave you with some serious savings. Bundle a car and flight; a car, hotel and flight; or a car and hotel. You won't find a better way to discover the greater Calheta region than with your own ride. You can also add activities and experiences to your Travelocity package.