Calheta Vacations from $1,397

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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!

The Latest Calheta vacation packages

Price found within the past 48 hours. Click for updated prices.
1905 Zino's Palace

1905 Zino's Palace

$1,397
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
9.6/10 Exceptional! (47 reviews)
Lovely accommodation with incredible views. This is a great place to incorporate for relaxation.

Reviewed on Sep 14, 2026

Pestana Grand Premium Ocean Resort

Pestana Grand Premium Ocean Resort

$2,714
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Funchal (FNC)
9/10 Wonderful! (594 reviews)
Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

$1,907
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Funchal (FNC)
8.6/10 Excellent! (1,002 reviews)
All good

Reviewed on Sep 19, 2026

Pestana Casino Studios

Pestana Casino Studios

$2,783
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Funchal (FNC)
9.2/10 Wonderful! (78 reviews)
Staff were amazing. Breakfast had so many good choices it was hard to decide what to eat. Great place to stay affordable price. Will book here again in the future.

Reviewed on Oct 6, 2026

Casa Velha do Palheiro, Relais & Chateaux

Casa Velha do Palheiro, Relais & Chateaux

$3,288
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Funchal (FNC)
9.6/10 Exceptional! (108 reviews)
If it’s your first time in Madeira I’d suggest staying somewhere in city center, it takes 15 mins to get to this hotel. Very nice property and amenities. The staff and service is weak , shortage of staff. The breakfast buffet for a 5 starvhotel and the price was so weak as weak.

Reviewed on Aug 9, 2026

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Stay near popular Calheta attractions

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.
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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.
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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.
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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.
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Calheta Beach

Why not spend a lazy afternoon at Calheta Beach during your trip to Lombo do Doutor?
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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.
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beach near Jardim do Mar

Why not spend a lazy afternoon at beach near Jardim do Mar during your trip to Jardim do Mar?
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What to do in Calheta

Nuns Valley Tour

Nuns Valley Tour

$29
per adult
Nuns Valley Tour
Caldeirão Verde Levadas Walk in Madeira

Caldeirão Verde Levadas Walk in Madeira

$55
per adult
Caldeirão Verde Levadas Walk in Madeira
Santana: Magical East Coast Full-Day Tour

Santana: Magical East Coast Full-Day Tour

$81
per adult
90% of travellers recommend
Santana: Magical East Coast Full-Day Tour
See all activities in Calheta

Calheta Hotel Deals

 Saccharum Resort

Saccharum Resort

Rua Serra de Água, 1 Calheta
Fully refundableReserve now, pay when you stay
$233 nightly
$247 total
Oct 30 - Oct 31
Total with taxes and fees
9.4/10 Exceptional! (1,010 reviews)
"We had an absolutely incredible stay here! we spent nine nights here and it was nothing short of perfect. It was for our honeymoon and as a lesbian couple, we felt very safe and welcomed here. The Beach Club was THE favourite spot for us. And we recommend getting the Bali bed at least once. the breakfast ..."

Reviewed on Oct 10, 2026

Saccharum Resort
Calheta Beach - All Inclusive

Calheta Beach - All Inclusive

Av. D. Manuel I - n.3 Calheta
Fully refundableReserve now, pay when you stay
$291 nightly
$307 total
Nov 10 - Nov 11
Total with taxes and fees
8.8/10 Excellent! (357 reviews)
"When we checked in the room we were given had a broken door so we were moved to another room. The room we were changed to was not the same as what we paid for. We paid for a double sea view and had a corner view instead. We made the best of it. We enjoyed our stay and the nightly entertainment. The ..."

Reviewed on Oct 8, 2026

Calheta Beach - All Inclusive
Boutique Hotel Jardim do Mar

Boutique Hotel Jardim do Mar

Sitio da Piedade 37 Calheta Madeira
9/10 Wonderful! (70 reviews)
"Clean room, no ac in the room. Dated bathroom and pool lacking of vibes. We seen lots of cockroaches ( albeit dead). They have a nice touch in the am when they leave a basket with treats and coffee."

Reviewed on Sep 18, 2026

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Boutique Hotel Jardim do Mar
See all 944 properties in Calheta
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.

Find the Best Calheta Vacation Packages

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 4 miles (7 km) 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.

Calheta Essential Information

Language
Portuguese
Currency
Euros
Local Welcome
Olá
Local Goodbye
Adeus
Closest Airport
Cristiano Ronaldo Airport (FNC)
Population
1,600
Max Temp Winter
65ºF
Max Temp Summer
70ºF
Top Sights
Ponta Do Sol Beach, Caves of Sao Vicente and Volcanism Center and 25 Fontes and Cascada da Risco

More vacations you might like

Frequently asked questions

What's included in a Calheta vacation package?
A Calheta vacation package lets you combine round-trip flights, your hotel stay, and a rental car. Most hotels in Calheta offer airport shuttle service to and from Funchal (FNC-Cristiano Ronaldo) Airport, and nearly all hotels include free breakfast, making it easy to start your day. As a beach destination, many hotels also provide convenient access to the coast.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Calheta vacation package?
When you bundle, you can save up to 30%*. To save money on a Calheta package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Calheta?
For families seeking a Calheta vacation package, the 4-star Calheta Beach - All Inclusive, rated 8.6 out of 10, is a strong choice. It offers family rooms, a kids club, an outdoor pool, and a playground, with travelers frequently praising the helpful staff and overall amazing experience.Couples looking for a more upscale Calheta vacation package might consider the 5-star Saccharum Resort, rated 8.9 out of 10. This resort features a bar/lounge and an indoor pool, and travelers often highlight its beautiful location and incredible overall experience.If you're seeking the best value, a Calheta vacation package with a stay at Boutique Hotel Jardim do Mar, rated 8.6 out of 10, costs around $200 per night. This hotel provides an outdoor pool and a restaurant, making it a comfortable and affordable option.*Package availability and prices may change depending on dates and demand.
Is Calheta better suited for a beach vacation or a cultural trip?
Calheta is primarily a beach destination, with its name meaning "small bay" in Portuguese, and over half of its package hotels offering ocean views. You'll find several beaches like Paul do Mar Beach, about 8 miles from central Calheta, and Seixal Beach, about 13 miles away, perfect for enjoying the coastal scenery.While beaches are a major draw for a Calheta vacation, the area also offers cultural and historical sites. You can explore the Casa das Mudas Arts Center, about 1 mile from central Calheta, or visit the Engenho da Calheta, a sugar cane mill and museum. The historic Casa da Misericórdia, dating back to 1535, also provides a glimpse into the region's past. A Calheta vacation package can easily combine relaxing beach days with enriching cultural excursions.
Is Calheta a good choice for a family vacation package?
Calheta is a strong choice for family vacation packages, offering a blend of family-friendly accommodations and natural attractions. Many hotels, like the 4-star Hotel Jardim Atlantico (rated 8.1 out of 10), provide amenities such as family rooms, indoor pools, and outdoor pools to keep everyone entertained.The 4-star Calheta Beach - All Inclusive, rated 8.6 out of 10 by travelers, is another excellent option for families, featuring family rooms, a kids club, an outdoor pool, and a playground. Travelers frequently praise the absolutely amazing overall experience and clean rooms here.Beyond the resorts, families can enjoy the natural beauty of Paul do Mar Beach, about 8 miles from central Calheta, or explore the waterfalls and natural pools at 25 Fontes and Cascada da Risco, about 7 miles away. The Porto Moniz Natural Pools, about 16 miles from central Calheta, also offer a unique swimming experience.
What's included in a Calheta beach vacation package?
Calheta beach vacation packages typically combine flights with a hotel stay, offering a convenient way to explore this beach destination. For example, the 4-star Calheta Beach - All Inclusive, rated 8.6 out of 10, provides an outdoor pool, kids club, and playground, making it a strong choice for families. The 5-star Saccharum Resort, rated 8.9 out of 10, offers an indoor pool and kitchenettes. Both properties are about 8 miles from Seixal Beach. Specific inclusions like meals, drinks, and activities depend on the hotel and the rate selected for your Calheta vacation package.
Which Calheta vacation packages include an ocean view?
Many Calheta vacation packages include hotels with ocean views, with over half of package hotels offering this option. The 4-star Socalco Nature Calheta, rated 9.4 out of 10 by travelers, and the 5-star Saccharum Resort, rated 8.9 out of 10, are both popular choices. Both properties are about 8 miles from Seixal Beach, providing easy access to the coast. Keep in mind that ocean views depend on the specific room and rate booked within your Calheta vacation package.
Which Calheta vacation packages include a mountain view?
Nearly a third of Calheta vacation packages include hotels with mountain views, allowing you to enjoy the island's dramatic terrain. The 5-star Saccharum Resort, rated 8.9 out of 10 by travelers, and the 4-star Calheta Beach - All Inclusive, rated 8.6 out of 10, are both options that may offer rooms with mountain vistas. The availability of a mountain view depends on the specific room category and rate you select for your Calheta vacation package.
What are the top things to do in Calheta?
A Calheta vacation can combine cultural exploration with natural beauty and beach relaxation:Browse and book things to do in Calheta on Expedia.
Do you need to rent a car in Calheta, or is public transport enough?
For a Calheta vacation package, especially if you plan to explore beyond your resort, renting a car is advisable. The municipality includes hilly and mountainous areas in its hinterland, making a personal vehicle convenient for reaching various attractions.While Calheta is a beach destination, many sights are spread out. Funchal (FNC-Cristiano Ronaldo) Airport is about 23 miles from central Calheta, and a car provides flexibility for transfers and day trips to places like the Porto Moniz Natural Pools or the Fanal Protected Area. For Calheta beach vacation packages, a car offers the freedom to discover the island at your own pace.
Are Calheta vacation package hotels conveniently located?
Calheta vacation package hotels offer a mix of central and slightly more secluded options. Many properties are conveniently located within a short walk of central Calheta, providing easy access to local amenities.For example, Socalco Nature Calheta and Calheta Beach - All Inclusive are both about a 5-minute walk from central Calheta. If you prefer a slightly more removed setting, Rabaçal Nature Spot Cottage is about 4 miles from central Calheta. This variety allows you to choose a location that best suits your travel style, whether you want to be in the heart of the activity or enjoy a quieter retreat.
Can I change or cancel my Calheta vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Calheta vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Calheta vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Calheta vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Calheta?
To find last-minute vacation packages to Calheta, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Calheta vacation packages?
Free cancellation on a Calheta vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Calheta vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Calheta getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Calheta vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.