Calheta Vacations 2026 from CA $2,144

Calheta flight + hotel packages

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

Pestana Quinta Perestrello

CA $2,144

per person

Aug 6 - Aug 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

Stay at this hotel in Funchal. Enjoy free breakfast, free WiFi, and room service. Popular attractions CR7 Museum and Funchal Marina are located nearby.

Pestana Royal All Inclusive Ocean & Spa Resort

CA $2,434

per person

Sep 12 - Sep 18

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

Book a stay at this luxury hotel in Funchal. Enjoy 2 outdoor pools, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Lido Bathing Complex and CR7 Museum are located nearby.

Pestana Casino Park Ocean and SPA Hotel

CA $2,323

per person

Aug 6 - Aug 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

Book a stay at this 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 Funchal Marina are located nearby.

Hotel Riu Madeira - All Inclusive

CA $2,472

per person

Aug 31 - Sep 5

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

Book a stay at this 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 Funchal Farmers Market and Town Square are located nearby.

Pestana Vila Lido Madeira Ocean Hotel

CA $2,351

per person

Aug 6 - Aug 11

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

Book a stay at this luxury hotel in Funchal. Enjoy free WiFi, a sauna, and parking (surcharge). Popular attractions Lido Bathing Complex and CR7 Museum are located nearby.

Top Calheta hotels deals

Saccharum Resort

Rua Serra de Água, 1 Calheta

Free cancellation

Reserve now, pay when you stay

CA $403

CA $426 total

Jun 27 - Jun 28

includes taxes & fees

Book a stay at this 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 Cascata dos Anjos are located nearby.

Calheta Beach - All Inclusive

Av. D. Manuel I - n.3 Calheta

Free cancellation

Reserve now, pay when you stay

CA $503

CA $529 total

Jul 1 - Jul 2

includes taxes & fees

Book a stay at this 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 Cascata dos Anjos are located nearby.

Boutique Hotel Jardim do Mar

Sitio da Piedade 37 Calheta Madeira

Get rates

Stay at this 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 Calheta Madeira

CA $350

CA $371 total

Jun 28 - Jun 29

includes taxes & fees

Stay at this hotel 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.

Hotel Jardim Atlantico

Caminho Lombo da Rocha, 1 Prazeres Calheta

CA $238

CA $254 total

Jul 14 - Jul 15

includes taxes & fees

Book a stay at this spa hotel in Calheta. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Paul do Mar Beach and Eglise de Faja da Ovelha are located nearby.

Villa Tomito, Arco da Calheta

Arco da Calheta Autonome Region Madeira

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Stay at this vacation home in Calheta. Enjoy free WiFi, laundry facilities, and patios. 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

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.

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.

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 $2,144, 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.