Calheta Vacations from $428

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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.
Hotel Monte Carlo

Hotel Monte Carlo

3 out of 5
Sao Pedro
Price was $537, price is now $428 per person
$428
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
7.8/10 Good! (368 reviews)
This hotel is an historical building with quite beautiful architecture. However it lacks many amenities of newer hotels such as AC, hair dryers and a fridge. The rooms and furnishings are very dated but fit into the character of the building. The area is quiet and not touristy which is nice for those who prefer this. We only ate in the restaurant for breakfast and it was pretty good. We did find ants in our room but the employees were very accommodating and made sure we were comfortable in another room.

Reviewed on Jul 27, 2025

Pestana Promenade Ocean Resort Hotel

Pestana Promenade Ocean Resort Hotel

4 out of 5
Price was $2,331, price is now $1,613 per person
$1,613
per person
Sep 21 - Sep 26
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
9.2/10 Wonderful! (690 reviews)
Good

Reviewed on May 15, 2026

Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

5 out of 5
Price was $1,772, price is now $1,268 per person
$1,268
per person
Sep 20 - Sep 25
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
8.6/10 Excellent! (1,001 reviews)
This location was beautiful. Staff amazing! Breakfast buffet the best, I’ve ever had. The lobby and surrounding grounds amazing. Great room! Highly recommend.

Reviewed on Jun 30, 2026

Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

4 out of 5
Price was $2,157, price is now $1,544 per person
$1,544
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
9.2/10 Wonderful! (283 reviews)
The resort is amazing, super clean. The buffets are excellent, tons of selections, staffs are very friendly. The room was spacious and perfect. We really enjoy are stay, and we will be back.

Reviewed on Jun 6, 2026

Pestana Royal All Inclusive Ocean & Spa Resort

Pestana Royal All Inclusive Ocean & Spa Resort

5 out of 5
Price was $1,725, price is now $1,265 per person
$1,265
per person
Oct 12 - Oct 16
found 20 hours ago
Roundtrip non-stop flight included
New York (NYC) to Funchal (FNC)
8.2/10 Very Good! (140 reviews)
Pestana Royal is a very outdated hotel. If you are looking for clean modern look that is not the place for you. If you are looking for a place with high quality food that is not the right place. Food quality is very poor. It is a very mediocre place with clean rooms and very mediocre food.

Reviewed on Jun 19, 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.
See properties

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
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

5 out of 5
Rua Serra de Água, 1 Calheta
Fully refundableReserve now, pay when you stay
$341 nightly
The price is $359 total per night from Jul 21 to Jul 22
$359 total
Jul 21 - Jul 22
Total with taxes and fees
9.4/10 Exceptional! (1,003 reviews)
"The hotel was beautiful, our ocean view room was great and the staff were very kind and helpful. The only downsides are that the hotel is far from Funchal and most other tourist landmarks/hiking trails, which is inconvenient. Also, there are a lot of hidden costs, like the poolside beds, laundry ..."

Reviewed on Jul 17, 2026

Saccharum Resort
Calheta Beach - All Inclusive

Calheta Beach - All Inclusive

4 out of 5
Av. D. Manuel I - n.3 Calheta
Fully refundableReserve now, pay when you stay
$376 nightly
The price is $396 total per night from Jul 26 to Jul 27
$396 total
Jul 26 - Jul 27
Total with taxes and fees
8.8/10 Excellent! (336 reviews)
"Friendly stuff and quite clean and relaxing, the hotel located in sunniest area in Madeira Parking space is provided as well"

Reviewed on Jun 12, 2026

Calheta Beach - All Inclusive
Boutique Hotel Jardim do Mar

Boutique Hotel Jardim do Mar

3 out of 5
Sitio da Piedade 37 Calheta Madeira
9.2/10 Wonderful! (59 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 905 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 $428 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.