Calheta Vacation Packages
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Your Calheta Vacation
Say farewell to the hassle of planning and hello to a Calheta vacation package. With everything organized before you take off, you can focus on discovering this city, starting with Achadas da Cruz, which is good for views, hiking and nature. You'll want to do some exploring during your trip to Calheta. Carve out some time for major attractions such as Ponta Do Sol Beach, Paul do Mar Beach and 25 Fontes and Cascada da Risco. Stop daydreaming and start adventuring. Browse the broad range of options on Expedia today and put your Calheta vacation plans in motion!
Top Calheta Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Pestana Casino Park Ocean and SPA Hotel
CA $1,030
per person
Oct 28 - Nov 3
found 18 hours ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
8.6/10 Excellent! (1,001 reviews)
Good basic 4 star hotel, as a base with a pool and breakfast it was fine for us. As long as a little tired decor doesn’t trigger you you’ll be great. Location is fantastic with a small park next door, shopping centre 5mins walk away and dozens of bars and restaurants nearby.
Reviewed on Aug 6, 2026
Moon & Sun Funchal
CA $808
per person
Oct 28 - Nov 3
found 18 hours ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.8/10 Exceptional! (10 reviews)
Amazing hotel and staff! Very clean and lovely rooftop bar and pool - front desk gave many great recommendations, from hikes to restaurants. Would absolutely stay again! Recommended a parking lot 5 minute walk away that’s only €4.50 per day, so was easy to have a rental car.
Reviewed on Jul 20, 2026
Calheta Beach Vacation
Listen to the sound of waves hitting the shore and stroll by the shimmering waters during your Calheta vacation. If you need an escape from everyday life, a trip to Calheta is just what the doctor ordered. We have plenty of Calheta vacation packages to pick from. Snap one up near Paul do Mar Beach, just 6 kilometres from the center of town, and live out your vacation fantasies without hurting your budget.
Things You Should Know About Calheta
- If you think a perfect escape is fresh sea air and walks along the shore, check out our Calheta beach hotels. You're sure to forget the headaches of daily life at these perfectly located retreats.
- Our private vacation homes, including Villa São Lourenço by MHM and Atlantic Pearl Villa - ETC Madeira, are a hit with travelers of all sorts. Check out the amenities and get ready for your vacation in Calheta!
- There are lots of activities that keep the 1,600 or so residents of Calheta occupied. A quick browse of our Calheta things to do page will show you what this place has to offer.
- Paul do Mar Beach, 25 Fontes and Cascada da Risco and Eglise de Faja da Ovelha are some great sights that should be on your must-do list. With our Calheta vacation deals, you'll have more money in your back pocket to explore.
Ready to book your vacation to Calheta?
Calheta Hotel Deals
Saccharum Resort
Rua Serra de Água, 1 Calheta
Fully refundableReserve now, pay when you stay
CA $529
CA $557 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Nice hotel, good location…I booked for 2 adults and 1 child, but there was no bed / towels etc for the child. The first bed they brought was tiny and had a rather sharp spike sticking out, the second attempt at the child’s bed was better, and eventually we were given towels for the child. We weren’t ..."
Reviewed on Aug 8, 2026
Calheta Beach - All Inclusive
Av. D. Manuel I - n.3 Calheta
Fully refundableReserve now, pay when you stay
CA $529
CA $557 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (341 reviews)
"Clean room and very friendly"
Reviewed on Aug 4, 2026
Boutique Hotel Jardim do Mar
Sitio da Piedade 37 Calheta Madeira
9.2/10 Wonderful! (61 reviews)
"We stayed here for two nights in Jardim do Mar and overall had a pleasant experience. The hotel is in a very pretty location, set in a quaint little square and not far from the beach, which was lovely. The hotel itself is fairly modern and comfortable. The only downside was on the second night when ..."
Reviewed on Jul 1, 2026
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.
Eglise de Faja da Ovelha
8.4/10 (15 reviews)
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.
Casa das Mudas Arts Center
7.6/10 (5 reviews)
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.
Levada Pedregal
8.0/10 (2 reviews)
Commune with nature and explore the great outdoors at Levada Pedregal during your travels in Ponta do Pargo.
Ponta do Pargo Lighthouse
9.0/10 (4 reviews)
You can find out about the history of Ponta do Pargo with a visit to Ponta do Pargo Lighthouse.
beach near Jardim do Mar
Why not spend a lazy afternoon at beach near Jardim do Mar during your trip to Jardim do Mar?
beach near Serra de Água
Why not spend a lazy afternoon at beach near Serra de Água during your trip to Lombo do Doutor?
What to do in Calheta
Funchal Hop-On Hop-Off Câmara de Lobos & Cabo Girão 5 Days
CA $46
per adult
100% of travellers recommend
Frequently asked questions
How much does a Calheta vacation package cost?
You'll find cheap prices from CA $377 on Expedia for your Calheta escape. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Calheta costs.
What are the cheapest months to go to Calheta?
You can typically find lower rates and greater availability in January, February and November. Take a look at our cheap Calheta vacation packages and you could get some excellent off-season deals.
How many days is enough for Calheta?
Allow around 6 days for your Calheta vacation to enjoy everything that makes this place unique. Stroll around popular areas, including Lombo do Doutor and Canhas. Then check out top sights like 25 Fontes and Cascada da Risco and Casa das Mudas Arts Centre. With a well-planned itinerary, you'll be kept busy with room for some rest and relaxation too. Want to venture beyond Calheta? Consider fitting in an excursion or two.
How to find the best Calheta package deals?
Use Expedia's filter tool to help you find some fabulous Calheta package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Calheta package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Calheta vacation as a package?
You can enjoy significant savings on your next Calheta break by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Calheta?
If you have your Calheta vacation dates confirmed, book early to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Calheta?
- Pick your travel dates: The things you want to do in Calheta and your preferred season will help you decide when to travel.
- Figure out your budget: Make sure you have enough money to pay for everything from transportation and meals to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Calheta.
- Decide how long to go for: Now that you're up to speed on Calheta, you can work out the ideal length of your vacation. Pull together a draft itinerary and allocate enough time to cover everything you want to see.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Calheta vacation package.
Explore a world of travel with Expedia
- Paul do Mar Hotels
- Guesthouse The View
- Casa Del Sol by Lovelystay
- Arco da Calheta Hotels
- Casa das Flores by Lovelystay
- Seixal Hotels
- Prazeres Hotels
- Solar dos Reis by An Island Apart
- Casas da Luz
- Eco Fajã Villas
- Ribeira Brava Hotels
- Gardens Guest House
- Villa Alto Boutique Hotel
- Madalena Sunset by Madeira Sun Travel
- Apartment 'The Wave House
- Ponta do Sol Hotels
- Estrela da Calheta Hotels
- Casa Bianca
- Calheta Beach
- Blue Ocean Cottage. Private Heated Pool
- Serra de Agua Hotels
- Oceanfront Villa with Private Pool & Sea Views
- Calheta Hotels
- Saccharum Resort
- Villa Blue Sea Tower plus Guest Villa. Large Private Heated Pool. Table Tennis
- Casa Torbit
- 5 Star Hotels in Calheta
- Ocean Panorama Apartment 2 by Madeira Sun Travel
- São Vicente Hotels
- Rainbow Cottage by Madeira Sun Travel
- Calamar Hotel
- Central apartment with free parking, supermarket and beach just a few steps away.
- Apartment / flat Azul Mar
- Lgbt Friendly Hotels in Ribeira Brava
- Refúgio Guest House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
