Calheta Vacations 2025/2026 from CA $1,538

Calheta flight + hotel packages

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

Hotel Riu Madeira - All Inclusive

CA $1,538

per person

Jan 11 - Jan 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) 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.

Pestana Quinta Perestrello

CA $1,989

per person

Dec 5 - Dec 11

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Funchal (FNC)

Stay at this 4-star hotel in Funchal. Enjoy free breakfast, free WiFi, and room service. Popular attractions CR7 Museum and Estádio do Marítimo are located nearby.

Pestana Vila Lido Madeira Ocean Hotel

CA $2,382

per person

Dec 5 - Dec 11

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Funchal (FNC)

Stay at this 5-star luxury hotel in Funchal. Enjoy free WiFi, a sauna, and parking (surcharge). Popular attractions CR7 Museum and Lido Bathing Complex are located nearby.

Pestana Casino Park Ocean and SPA Hotel

CA $2,055

per person

Dec 5 - Dec 11

found 1 day ago

Roundtrip flight included

Montreal (YUL) 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.

Dreams Madeira Resort Spa & Marina - All Inclusive

CA $2,646

per person

Jan 5 - Jan 11

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Funchal (FNC)

Stay at this 5-star luxury hotel in Machico. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions Madeira Whale Museum and Sao Lourenco Point are located nearby.

Top Calheta hotels deals

Saccharum Resort

Rua Serra de Água, 1, Calheta

Free cancellation

Reserve now, pay when you stay

CA $268

CA $285 total

Nov 20 - Nov 21

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 Cascata dos Anjos are located nearby.

Pool

Spa

Calheta Beach - All Inclusive

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

Free cancellation

Reserve now, pay when you stay

CA $352

CA $373 total

Nov 20 - Nov 21

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 Cascata dos Anjos are located nearby.

Pool

Breakfast included

Boutique Hotel Jardim do Mar

Sitio da Piedade 37, Calheta, Madeira

Get rates

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.

Pool

Breakfast included

Socalco Nature Calheta

Caminho do Lombo do Salão, 13, Calheta, Madeira

Get rates

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.

Pool

Breakfast included

Beautiful large detached property heated pool close to the village of Calheta

Get rates

Book a stay at this family-friendly vacation home in Calheta. Enjoy private pools, a garden, and laundry facilities. Popular attractions Casa das Mudas Arts Center and 25 Fontes and Cascada da Risco are located nearby.

Pool

Kitchen

Luxury villa by the sea with private pool, terrace and sea view

Get rates

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

Pool

Kitchen

Don't see what you're looking for?

See all available properties in Calheta

View all properties

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 $1,538, 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.