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

Ocean Views by Azores Villas
Price was $1,254, price is now $984 per person
$984
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

Pestana Bahia Praia Nature & Beach Resort
Price was $1,249, price is now $998 per person
$998
per person
Oct 30 - Nov 3
found 24 hours ago
Roundtrip 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.
Old hotel and food is not god
Reviewed on Sep 4, 2026

The Homeboat Company Ponta Delgada
Price was $2,832, price is now $2,312 per person
$2,312
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip non-stop 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

Casa do Contador - Suites & Pool
Price was $1,511, price is now $1,241 per person
$1,241
per person
Oct 20 - Oct 26
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.

NINE DOTS Azorean Art Boutique Hotel
Price was $1,779, price is now $1,480 per person
$1,480
per person
Oct 20 - Oct 26
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. Popular attractions Ponta Delgada Harbour and Ponta Delgada Marina are located nearby.
It’s beautiful, serene and very comfortable
Perfect for a getaway and a weekend of deep rest and relaxation
Reviewed on Aug 31, 2026

Market Place
Price was $1,262, price is now $1,052 per person
$1,052
per person
Oct 20 - Oct 26
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

Mosteiros Place
Price was $1,333, price is now $1,113 per person
$1,113
per person
Nov 27 - Dec 2
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 $1,423, price is now $1,202 per person
$1,202
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip non-stop 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
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 18 hours ago
$156
Roundtrip
found 18 hours ago

Tue, Nov 3 - Mon, Nov 9
LIS
Humberto Delgado
PDL
Joao Paulo II
$158 Roundtrip, found 18 hours ago
$158
Roundtrip
found 18 hours ago

Sun, Jan 10 - Tue, Jan 26
BOS
Logan Intl.
PDL
Joao Paulo II
$589 Roundtrip, found 22 hours ago
$589
Roundtrip
found 22 hours ago

Tue, Oct 13 - Thu, Nov 5
YYZ
Pearson Intl.
PDL
Joao Paulo II
$646 Roundtrip, found 5 days ago
$646
Roundtrip
found 5 days ago
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