Calheta Vacations 2026 from CA $1,283

Calheta flight + hotel packages

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

Pestana Promenade Ocean Resort Hotel

Save 100% on your flight

CA $1,283

per person

Dec 2 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

Book a stay at this business-friendly hotel in Funchal. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Funchal Marina and Ponta Gorda Bathing Complex are located nearby.

Pestana Royal All Inclusive Ocean & Spa Resort

Save 100% on your flight

CA $1,481

per person

Dec 2 - Dec 8

found 1 day 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 Funchal Marina and Ponta Gorda Bathing Complex are located nearby.

Madeira Regency Cliff

CA $1,504

per person

Dec 12 - Dec 19

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

Book a stay at this business-friendly hotel in Funchal. Enjoy free WiFi, room service, and a health club. Our guests praise the property condition in our reviews. Popular attractions Funchal Marina and Ponta Gorda Bathing Complex are located nearby.

Casa Velha do Palheiro, Relais & Chateaux

CA $2,028

per person

Dec 2 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

Book a stay at this luxury country house in Funchal. Enjoy free breakfast, free WiFi, and a full-service spa. Popular attractions Funchal Marina and Palheiro Gardens are located nearby.

Trendy Apartments

CA $1,423

per person

Dec 5 - Dec 12

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

Book a stay at this family-friendly apartment in Funchal. Enjoy free WiFi, an airport shuttle (surcharge), and dry cleaning or laundry services. Popular attractions Funchal Marina and Pregetter's Orchid Garden are located nearby.

Top Calheta hotels deals

Saccharum Resort

Rua Serra de Água, 1 Calheta

Free cancellation

CA $334

CA $354 total

Oct 30 - Oct 31

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 Calheta Beach and Casa das Mudas Arts Center 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 $401

CA $423 total

Oct 26 - Oct 27

includes taxes & fees

Book a stay at this spa property in Calheta. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Calheta Beach and Casa das Mudas Arts Center are located nearby.

Pool

Breakfast included

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.

Pool

Breakfast included

Socalco Nature Calheta

Caminho do Lombo do Salão Calheta Madeira

CA $284

CA $302 total

Oct 26 - Oct 27

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 Calheta Beach are located nearby.

Pool

Breakfast included

Hotel Jardim Atlantico

Caminho Lombo da Rocha, 1 Prazeres Calheta

CA $251

CA $267 total

Oct 27 - Oct 28

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.

Pool

Spa

Quinta Pereira ... beautiful panoramic views and ocean sunsets

Faja Da Ovelha Madeira

Get rates

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.

Pool

Hot tub

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.

Stay near popular Calheta attractions

25 Fontes and Cascada da Risco

9.4/10 (16 reviews)

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.

See properties

Frequently asked questions

How much are vacation packages to Calheta?

With vacation packages available from as low as CA $1,283, 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.