Search Deals onCaloura Vacation Packages
Caloura Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Market Place
Price was $1,128, price is now $954 per person
$954
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this business-friendly apartment in Ponta Delgada. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Ponta Delgada Harbour and Mercado da Graça are located nearby.
Very helpful hosts. Would provide brief instructions on how to operate some of the appliances as North American appliances are completely different
Reviewed on Sep 5, 2026

The Homeboat Company Ponta Delgada
Price was $2,486, price is now $1,853 per person
$1,853
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Stay at this houseboat in Ponta Delgada. Enjoy free breakfast, free WiFi, and 4 beach bars. Popular attractions Ponta Delgada Harbour and Ponta Delgada Marina are located nearby.
The location was perfect! The accommodations were very nice; it was perfect for four adults. The communication was consistent and clear on how to check in / check out. It included a full mini kitchen so you have the luxury of bringing in your own snacks, but if you don´t, they have snacks and a refrigerated minibar available. Breakfast was included and delivered at a time
Reviewed on Aug 5, 2026

Ocean Views by Azores Villas
Price was $1,366, price is now $1,094 per person
$1,094
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this family-friendly villa in Ponta Delgada. Enjoy free WiFi, in-room massages, and bicycle rentals on site. Popular attractions Ponta Delgada Harbour and Praia do Populo are located nearby.
Overall place was very nice beautiful views . Parking lot was very dirty garbage all over the place .
Reviewed on Aug 24, 2026

Senhora da Rosa Tradition & Nature Hotel
Price was $1,301, price is now $1,081 per person
$1,081
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this spa hotel in Ponta Delgada. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Ponta Delgada Harbour and Praia do Populo are located nearby.

Mosteiros Place
Price was $1,313, price is now $1,091 per person
$1,091
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this business-friendly aparthotel in Ponta Delgada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Caneiros Natural Pools and Caldeira Seca are located nearby.
Clean and calm but not very big. Only 6 rooms. In it's heyday it was likely epic but it's looking a little more tired these days. Pool is nice to relax by and breakfast is tasty. Staff is kind. Note that the rooms can sleep 3, with a cot in the living room. It's a drive to the beach/town.
Reviewed on Sep 4, 2026

Beach House by Azores Villas
Price was $1,582, price is now $1,318 per person
$1,318
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this beach villa in Ponta Delgada. Enjoy free WiFi, a beach locale, and in-room massages. Popular attractions Ponta Delgada Harbour and Praia do Populo are located nearby.
We loved our stay here. All questions were answered promptly and all the amenities we needed were there. We had the unfortunate timing to be staying during the town's week long Sr. Peter's celebration and boy do they celebrate. Loud club music vibrated through our bodies until 1 or 2 am while we tried to sleep. We made sure to lock the door and windows, that helped a bit. And being exhausted from our activities helped. If you're young go enjoy the festivities! But our kids were too young to enjoy it and luckily slept through it with the help of a white noise machine. But overall that spot was magical. The kids swam until it was practically black out. And waking up to that gorgeous view was worth it. Would stay there again.
Reviewed on Jul 7, 2026

Pestana Bahia Praia Nature & Beach Resort
Price was $2,168, price is now $1,811 per person
$1,811
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
Stay at this hotel in Vila Franca do Campo. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Praia Lagoa do Fogo Trail and Miradouro do Pisão are located nearby.
The hotel is outdated, There was no kettle and complimentary water, terrible towels. About food - breakfast was good but the dinner awful, drinks owerpriced. But the location is nice and the garden beautiful
Reviewed on Sep 7, 2026

Casa do Contador - Suites & Pool
Price was $1,230, price is now $1,039 per person
$1,039
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this family-friendly apartment in Ponta Delgada. Enjoy free breakfast, free WiFi, and a beach shuttle (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ponta Delgada Harbour and Carlos Machado Museum are located nearby.
Caloura Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Caloura Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Nov 3 - Mon, Nov 9
LIS
Humberto Delgado
PDL
Joao Paulo II
$156 Roundtrip, found 1 day ago
$156
Roundtrip
found 1 day ago

Tue, Nov 3 - Mon, Nov 9
LIS
Humberto Delgado
PDL
Joao Paulo II
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago

Sun, Jan 10 - Tue, Jan 26
BOS
Logan Intl.
PDL
Joao Paulo II
$589 Roundtrip, found 1 day ago
$589
Roundtrip
found 1 day ago

Mon, Sep 28 - Tue, Oct 6
YYZ
Pearson Intl.
PDL
Joao Paulo II
$823 Roundtrip, found 2 days ago
$823
Roundtrip
found 2 days ago
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