
Calheta de Sao Miguel 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 Calheta de Sao Miguel Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Hotel Vulcão
Price was CA $2,014, price is now CA $1,893 per person
CA $1,893
per person
Feb 4 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santiago Island (RAI)
7.6/10 Good! (64 reviews)
The room was very nice, but the TV never really worked the safe and the door going to the terrace also broken, but fixed the next day.
The receptionists Bia and Zany were outstanding and the rest of the help were very nice, but could only do so much.
Not mentionied is
that the dining room is a very long flight of stairs with no grips down the outside and although I asked, on one occasion it didn't open although I had inquired beforehand.
This important because the hotel is very far away from the town, one must call a cab and on the return sometimes they are not available. The swimming pools are very nice, filled with sea water that is constantly changed but it is two flights down. If It wasn't for the employees, my stay would have been unpleasant.
The hotel lacks services that international travelers take for granted.
Reviewed on Oct 31, 2026


Hotel Pérola
Plateau
Price was CA $2,354, price is now CA $2,203 per person
CA $2,203
per person
Feb 4 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santiago Island (RAI)
8.8/10 Excellent! (186 reviews)
I was a little disappointed when I thought the room I booked had an ocean view and it did not. The building is nice, clean and staffs were friendly and courteous. Tiles on floor need to be replaced since some had cracks in them and some parts of the building can use some fresh paints. The Buffett breakfast was good.
Reviewed on May 9, 2026

Pestana Trópico
Prainha
Price was CA $2,407, price is now CA $2,254 per person
CA $2,254
per person
Feb 4 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Santiago Island (RAI)
8.6/10 Excellent! (292 reviews)
This is a great hotel at which to spend a few days discovering Praia. Very walkable to transportation, the beach, some decent restaurants, and the sights. Though the breakfast buffet was consistently good, for any other meal lack of attention to service at the restaurant and bar meant an almost do-it-yourself experience. A late check out option (subject to room availability) was awesome for my 1 am flight! Very helpful front desk staff.
Reviewed on Nov 5, 2026

Hotel Principal
Price was CA $2,829, price is now CA $2,655 per person
CA $2,655
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Santiago Island (RAI)
7.8/10 Good! (13 reviews)
Small, clean, efficient rooms. Noise was a major issue as rooms have no noise insulation to stop sounds from hallways. We could hear conversations in the hallway crystal clearly and we lost sleep over this until all guests were asleep. Breakfast was nice. They are trying their best. Nice location close to bakery and mini market.
Reviewed on Aug 20, 2025
Calheta de Sao Miguel Hotel Deals

Boutique Hotel Praia Maria
Rua Miguel Bombarda Praia
The price is CA $75 per night from Dec 4 to Dec 5
CA $75
CA $102 total
Dec 4 - Dec 5
includes taxes & fees
8.6/10 Excellent! (109 reviews)
"We just stayed one night between island hopping . This delightful hotel in an older but beautifully maintained building is central on pedestrian only street . Dinner choices, shopping and groceries are all nearby . Live music entertained us on the lovely patio that looks over the street . You are ..."
Reviewed on Aug 24, 2026

Praia Confort
Avenida Amilcar Cabral 11 Praia
The price is CA $88 per night from Dec 14 to Dec 15
CA $88
CA $110 total
Dec 14 - Dec 15
includes taxes & fees
8.2/10 Very good! (86 reviews)
"Praia Confort is conveniently located right in the heart of the city, within a 5min walk of the beach and several restaurants. The room was on the small side, but the beautiful mountain views from the balcony made up for it. The bed and pillows were comfortable, and breakfast was decent. Unfortunately, ..."
Reviewed on Oct 12, 2026

Hotel Vulcão
Ribeira Grande de Santiago Cidade Velha Ilha de Santiago
The price is CA $89 per night from Dec 14 to Dec 15
CA $89
CA $110 total
Dec 14 - Dec 15
includes taxes & fees
7.6/10 Good! (65 reviews)
"The room was very nice, but the TV never really worked the safe and the door going to the terrace also broken, but fixed the next day. The receptionists Bia and Zany were outstanding and the rest of the help were very nice, but could only do so much. Not mentionied is that the dining room is a very ..."
Reviewed on Oct 31, 2026
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.
What to do in Calheta de Sao Miguel

Tarrafal Adventure – Beach, History & Local Culture
CA $122
per adult
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.









