
Estrela da Calheta Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Estrela da Calheta
Price found within the past 48 hours. Click for updated prices.

Pestana Churchill Bay
Price was CA $1,414, price is now CA $985 per person
CA $985
per person
May 30 - Jun 3
found 5 hours ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.6/10 Exceptional! (145 reviews)
The location was ideal. We stayed in three places in Madeira and this was our favourite. The hotel rooms and bathrooms are quite small. Bed was very comfortable and air conditioning worked well. We had a deluxe room with balcony overlooking the bay which was nice. Breakfast was good and is served on the roof so you can enjoy the view. Parking is nearby at a busy public lot. Guys hang out there to assist you in finding a spot. Just have to be patient and give them a tip!
Reviewed on Apr 15, 2026

Pestana Grand Premium Ocean Resort
Price was CA $1,769, price is now CA $1,041 per person
CA $1,041
per person
May 30 - Jun 3
found 5 hours ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9/10 Wonderful! (585 reviews)
We had a good stay, the reception staff are very welcoming and friendly. Room was clean and there was plenty of spare towels, pillows etc.
We went on half board basis. Although there was plenty of food, it lacked taste. Buffet menu needs to improve, especially the hot food for vegetarians. Very insipid.
Also we felt cheated because we asked for tap water at dinner and got charged for it! The head waiter takes the order for drinks and we felt it was his duty to inform customers that they charge even for tap water! It is ironical that they give free prosecco and at breakfast, but charge for water at dinner!!
Customers can make an informed decision about ordering water if the hotel can make them aware of their charges.
Overall, the staff are hard working and try very hard to do their best. Not a bad place to stay but be prepared to pay for your water at dinner!
Reviewed on Sep 30, 2025

Pestana Casino Park Ocean and SPA Hotel
Price was CA $1,538, price is now CA $988 per person
CA $988
per person
May 30 - Jun 3
found 5 hours ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
8.6/10 Excellent! (1,004 reviews)
Very nice rooms and incredible breakfast buffet. We really appreciated the special touches they added for our honeymoon. It's easy walking distance from old town and has wonderful restaurants nearby. We loved catching sunset by their beautiful pool with ocean views. It feels very peaceful.
Reviewed on Apr 22, 2026

Pestana Fisherman Village
Price was CA $1,706, price is now CA $1,146 per person
CA $1,146
per person
May 30 - Jun 3
found 5 hours ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.2/10 Wonderful! (51 reviews)
We had a fantastic stay at this hotel. The staff were friendly and welcoming, the room was clean and very comfortable, and the facilities were excellent. Everything exceeded my expectations, and I would definitely stay here again.
Reviewed on Apr 27, 2026
Estrela da Calheta Hotel Deals

The Vine
Rua Dos Aranhas Funchal
The price is CA $248 per night from May 13 to May 14
CA $248
CA $264 total
May 13 - May 14
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Clean room. Extremely friendly and helpful staff. Great gym that is never busy. Perfect location.
Reviewed on Apr 8, 2026

Reid's Palace, A Belmond Hotel, Madeira
Estrada Monumental 139 Funchal
Fully refundableReserve now, pay when you stay
The price is CA $1,044 per night from May 10 to May 11
CA $1,044
CA $1,092 total
May 10 - May 11
includes taxes & fees
9.8/10 Exceptional! (620 reviews)
We had a wonderful stay at Reid's Palace. The staff went above and beyond, the hotel is stunning and we couldn't have asked for a better experience.
Reviewed on Mar 18, 2026

Savoy Palace - The Leading Hotels of the World - Savoy Signature
Avenida do Infante, 25 Funchal
Fully refundableReserve now, pay when you stay
The price is CA $614 per night from May 28 to May 29
CA $614
CA $645 total
May 28 - May 29
includes taxes & fees
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
Discover the most popular places to visit in Estrela da Calheta
Casa das Mudas Arts Center
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.
25 Fontes and Cascada da Risco
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.
Things to do

From Calheta: Whale and Dolphin Watching RIB Boat Tour
CA $97
per adult

Madeira: Late Southwest Tour with Beach Time
CA $73
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.








