Calheta Vacations from $279

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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.
Pestana Ocean Bay Resort

Pestana Ocean Bay Resort

Save 100% on your flight
$279
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
8.4/10 Very Good! (260 reviews)
Carla and the management team was excellent.

Reviewed on Aug 14, 2026

Pestana Carlton Madeira Ocean Resort Hotel

Pestana Carlton Madeira Ocean Resort Hotel

Save 100% on your flight
$291
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9/10 Wonderful! (1,005 reviews)
Highly recommend! Would stay again!

Reviewed on Aug 24, 2026

Hotel Quinta Do Furao

Hotel Quinta Do Furao

Santana
Save 100% on your flight
$330
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.6/10 Exceptional! (201 reviews)
Parfait

Reviewed on Aug 7, 2026

Studios by Aqua Natura Hotels

Studios by Aqua Natura Hotels

Save 100% on your flight
$329
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.6/10 Exceptional! (65 reviews)
We had a wonderful stay and would absolutely recommend this hotel to anyone visiting Madeira. It had everything our family needed for a comfortable and relaxing trip—from the well-equipped kitchenette and espresso machine to the thoughtful touch of a collapsible drying rack for swimsuits and towels. The staff were exceptionally kind, welcoming, and always eager to help. The hotel itself was spotless, and it was clear that cleanliness and guest comfort are top priorities. Breakfast was outstanding, with a great selection of fresh, delicious options. We truly enjoyed our stay and will definitely be booking here again on our next visit!

Reviewed on Jul 4, 2026

Madeira Turim Santa Maria Hotel

Madeira Turim Santa Maria Hotel

Save 100% on your flight
$299
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.4/10 Exceptional! (473 reviews)
Great hotel. I'd start there again!

Reviewed on Jul 22, 2026

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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.
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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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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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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 Serra de Água

Why not spend a lazy afternoon at beach near Serra de Água during your trip to Lombo do Doutor?
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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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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

Caldeirão Verde Levadas Walk in Madeira

Caldeirão Verde Levadas Walk in Madeira

$56
per adult
Caldeirão Verde Levadas Walk in Madeira
Nuns Valley Tour

Nuns Valley Tour

$29
per adult
Nuns Valley Tour
Aerial view of Cabo Girão Island

Funchal Hop-On Hop-Off Câmara de Lobos & Cabo Girão 5 Days

$33
per adult
100% of travellers recommend
Funchal Hop-On Hop-Off Câmara de Lobos & Cabo Girão 5 Days
See all activities in Calheta

Calheta Hotel Deals

 Saccharum Resort

Saccharum Resort

Rua Serra de Água, 1 Calheta
Fully refundable
9.4/10 Exceptional! (1,004 reviews)
"The hotel offers a shuttle bus to Funchal but they only offer it twice a day 9.45am and 4.30pm most days and then charge 35 euros per person. Need to offer more times."

Reviewed on Aug 30, 2026

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Saccharum Resort
Calheta Beach - All Inclusive

Calheta Beach - All Inclusive

Av. D. Manuel I - n.3 Calheta
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (346 reviews)
"Excelente"

Reviewed on Aug 27, 2026

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Calheta Beach - All Inclusive
Boutique Hotel Jardim do Mar

Boutique Hotel Jardim do Mar

Sitio da Piedade 37 Calheta Madeira
9.2/10 Wonderful! (64 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

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Boutique Hotel Jardim do Mar
See all 934 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

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Frequently asked questions

How much does a Calheta vacation package cost?
You can pick up a vacation package to this destination from $279 on Expedia. However, how much your vacation to Calheta costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Calheta?
If you'd like to snag a cheap Calheta vacation package, consider planning a trip in July, November and December. You're likely to find better prices on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Calheta?
When planning your Calheta vacation, a few days will be enough to tour all the highlights. Make sure to visit Eglise de Faja da Ovelha — it's one of the major sights in this destination. If you want more activities, think about basing yourself here and heading off on some tours from Calheta.
How to find the best Calheta package deals?
Use Expedia's filter tool to help you find some of the best Calheta package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Calheta package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Calheta vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can tailor your Calheta escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Calheta?
If you're considering a spur-of-the-moment Calheta trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Calheta?
  1. Choose when to travel: Check your calendar and pack your bags. Your favorite season and the type of activities available will also help you decide when to visit Calheta.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and food to flights and experiences. Your accommodations will probably be the largest expense during your trip to Calheta.
  3. Explore Calheta using Expedia's trip planning tool: Gain insights into the top attractions and best hotels for your trip to Calheta. You can also save your favorite places, collaborate with your group and organize all your plans in one place.
  4. Decide how many days away: Start by listing all the attractions and activities you want to get to in Calheta. Then, estimate how long you'll need for each, as well as any travel time.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Calheta vacation package that brings all your bookings together.
  6. Book any activities or excursions: Now to the fun part — organizing everything you want to see and do. Browse some of the exciting things to do in Calheta in Calheta and reserve your tickets in advance to save time (and maybe some cash too!).
Does Expedia offer Book Now, Pay Later Calheta vacation packages?
If you're like us, you love going away but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Calheta break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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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.