A mountain range above a sea of clouds at sunrise or sunset.

Calheta Vacations from $939

Book a Hotel + Flight or Car together to unlock savings

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.
  • Jan 17 - Jan 22

    Pestana Casino Park Ocean and SPA Hotel + Flight

    Funchal
    5 nights
    5.0 star property
    8.6/10 - Excellent (1,001 reviews)
    Roundtrip • New York (EWR) - Madeira Island (FNC)
    EWR - FNC • 1 stop FNC - EWR • 1 stop
    $1,310
    $939
    per traveler
    found 1 day ago
    Pestana Casino Park Ocean and SPA Hotel
  • Dec 27 - Jan 3

    Pestana CR7 Funchal + Flight

    Funchal
    6 nights
    4.0 star property
    8.8/10 - Excellent (296 reviews)
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $6,038
    $4,028
    per traveler
    found 1 day ago
    Pestana CR7 Funchal
  • Jan 17 - Jan 22

    Hotel Riu Madeira - All Inclusive + Flight

    Santa Cruz
    5 nights
    4.0 star property
    9.2/10 - Wonderful (308 reviews)
    "This resort is in an excellent location for tourists. Half way between the airport and the major city of Funchal. The views are stunning. The staff friendly and very pleasant. The food choices were vast and delicious. We signed up for the all inclusive and it was well worth it. Lots of great excursions, hikes, adventures, dining and shopping."
    Reviewed October 30, 2026
    Roundtrip • New York (EWR) - Madeira Island (FNC)
    EWR - FNC • 1 stop FNC - EWR • 1 stop
    $1,646
    $1,151
    per traveler
    found 1 day ago
    Hotel Riu Madeira - All Inclusive
  • Dec 27 - Jan 3

    Pestana Churchill Bay + Flight

    Camara de Lobos
    6 nights
    4.0 star property
    9.6/10 - Exceptional (167 reviews)
    "Loved this stay. Quaint little village."
    Reviewed November 3, 2026
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $4,613
    $3,409
    per traveler
    found 1 day ago
    Pestana Churchill Bay
  • Dec 27 - Jan 3

    Moon & Sun Funchal + Flight

    Funchal
    6 nights
    4.0 star property
    9.8/10 - Exceptional (36 reviews)
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $5,285
    $3,987
    per traveler
    found 1 day ago
    Moon & Sun Funchal

Where to stay in and around Calheta

Calheta offers a perfect blend of relaxation and adventure. Explore the charming estreito da calheta for its friendly atmosphere or unwind at beachfront properties with superb locations. Whether visiting during high season or not, you’ll enjoy outdoor activities and family-friendly experiences in this scenic coastal gem.

Ponta do Sol

Discover Ponta do Sol, a welcoming destination perfectly suited for adventure seekers and families looking for a blend of relaxation and outdoor fun. This charming city offers beautiful spots like Ponta Do Sol Beach and the scenic views from Cabo Girao, alongside the vibrant atmosphere of Beachside Square. Located about 6 miles by car from Calheta, Ponta do Sol makes for an accessible and enticing choice for travelers seeking a memorable vacation in Madeira.

Arco da Calheta

Experience the charm of Arco da Calheta, an excellent hub for adventure seekers, couples, and families who want to explore the stunning beaches and natural beauty of Madeira. This picturesque parish offers easy access to the breathtaking Ponta Do Sol Beach, the artistic Casa das Mudas Arts Center, and the enchanting 25 Fontes and Cascada da Risco waterfall. Nestled in Calheta, Arco da Calheta is an ideal choice for travelers looking to immerse themselves in outdoor experiences and local culture.

Estreito da Calheta

If you are an adventure seeker or a family traveler, look no further than Estreito da Calheta, a charming parish in Calheta that offers a perfect blend of outdoor activities and relaxation. Enjoy the nearby Ponta Do Sol Beach for sun-soaked days, explore the artistic displays at Casa das Mudas Arts Center, or hike to the stunning 25 Fontes and Cascada da Risco waterfall. Estreito da Calheta provides easy access to these attractions, making it a smart choice for your stay in Madeira.

Lombo do Doutor

Lombo do Doutor stands out as a prime spot for adventurous travelers interested in nature and wellness. Nestled in the charming Calheta area, it offers easy access to stunning attractions like Ponta Do Sol Beach, the Casa das Mudas Arts Center, and the breathtaking 25 Fontes and Cascada da Risco. With an inviting atmosphere year-round, Lombo do Doutor is a smart choice for those seeking a mix of outdoor activities and relaxation.

Faja da Ovelha

Travelers visiting the area often choose Faja da Ovelha, especially those with a passion for adventure, nature, and wellness. This picturesque parish in Calheta offers easy access to stunning spots like Paul do Mar Beach, the charming Eglise de Faja da Ovelha, and the Casa das Mudas Arts Center, making it perfect for outdoor and beach-related experiences. With its year-round appeal and vibrant atmosphere, Faja da Ovelha is a smart choice for your stay in Madeira.

Discover the most popular places to visit in Calheta

What to do in Calheta

Calheta Hotel Deals

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.

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.

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