Calheta Vacations 2026/2026 from CA $1,356

Calheta flight + hotel packages

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

Pestana Casino Park Ocean and SPA Hotel

CA $1,356

per person

Feb 24 - Feb 27

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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 Madeira Casino and Santa Catarina Park are located nearby.

Pestana Royal All Inclusive Ocean & Spa Resort

CA $4,820

per person

Feb 20 - Feb 26

found 15 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 Ponta Gorda Bathing Complex and Lido Bathing Complex are located nearby.

Pestana Grand Premium Ocean Resort

CA $1,421

per person

Feb 24 - Feb 27

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Funchal (FNC)

Book a stay at this luxury hotel in Funchal. Enjoy free WiFi, 3 restaurants, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Centro Comercial Forum Madeira and Doca do Cavacas Natural Pools are located nearby.

Pestana Quinta Perestrello

CA $1,482

per person

Feb 24 - Feb 27

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Funchal (FNC)

Stay at this hotel in Funchal. Enjoy free breakfast, free WiFi, and room service. Popular attractions Estádio do Marítimo and Madeira Casino are located nearby.

Hotel Riu Madeira - All Inclusive

CA $1,561

per person

Feb 27 - Mar 3

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 Reis Magos Beach and Ponta da Oliveira are located nearby.

Top Calheta hotels deals

Saccharum Resort

Rua Serra de Água, 1 Calheta

CA $280

CA $297 total

Jan 17 - Jan 18, 2026

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.

Pool

Spa

Calheta Beach - All Inclusive

Av. D. Manuel I - n.3 Calheta

CA $308

CA $326 total

Jan 18 - Jan 19, 2026

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.

Pool

Breakfast included

Hotel Jardim Atlantico

Caminho Lombo da Rocha, 1 Prazeres Calheta

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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.

Pool

Hot tub

Boutique Hotel Jardim do Mar

Sitio da Piedade 37 Calheta Madeira

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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.

Pool

Breakfast included

Socalco Nature Calheta

Caminho do Lombo do Salão Calheta Madeira

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Stay at this 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.

Casas da Levada

Caminho da Corujeira, nº 20 Calheta Madeira

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Book a stay at this family-friendly vacation home in Calheta. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Porto Moniz Natural Pools and Levada Pedregal are located nearby.

Pool

Breakfast included

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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 $1,356, 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.