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

Mosteiros Place
Price was $944, price is now $806 per person
$806
per person
Dec 10 - Dec 12
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.
Stayed here again and loved it!! Came back on my last day on the island because I loved it so much on my first night there! Highly recommend! I would love to come back again one day!
Reviewed on Sep 26, 2026

Pestana Bahia Praia Nature & Beach Resort
Price was $1,416, price is now $1,089 per person
$1,089
per person
Nov 8 - Nov 14
found 1 day 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.
The hotel is outdated, There was no kettle and complimentary water, terrible towels.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 $1,143, price is now $940 per person
$940
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip 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.
Staff very friendly and helpful,
Room very clean and comfortable
parking was- challenge ,
Reviewed on Sep 22, 2026

Apartamentos Turísticos Nossa Senhora da Estrela
Price was $1,045, price is now $863 per person
$863
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this family-friendly hotel in Lagoa. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Ponta Delgada Harbour and Portuguese Republic Square are located nearby.

Octant Furnas
Price was $1,426, price is now $1,189 per person
$1,189
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this luxury hotel in Povoacao. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Caldeiras das Furnas and OMIC - Azores Microbial Observatory are located nearby.
Great place to explore Furnas from. The thermal pools were a bonus and the restaurant was lovely. Highly recommend.
Reviewed on Sep 29, 2026

The Homeboat Company Ponta Delgada
Price was $1,411, price is now $1,185 per person
$1,185
per person
Dec 10 - Dec 12
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.
We absolutely loved our stay! The location is amazing and the houseboat itself was spotless, comfortable and really well equipped. We especially loved the rooftop deck — such a lovely place to relax and enjoy the surroundings.
The staff genuinely couldn’t have been more helpful. Communication was excellent throughout and everyone we dealt with was so friendly and welcoming. Breakfast was delivered fresh every morning and could be tailored to exactly what you wanted, which was such a lovely touch.
Everything about the stay felt really well thought out, from the amenities on board to the fantastic service. Such a unique way to stay in São Miguel and one of the highlights of our trip. We would absolutely recommend it and would happily stay again!
Reviewed on Sep 18, 2026

Octant Ponta Delgada
Price was $1,332, price is now $1,126 per person
$1,126
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this luxury hotel in Ponta Delgada. Enjoy free breakfast, free WiFi, and a casino. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ponta Delgada Harbour and Portas do Mar are located nearby.
This hotel was such a surprise! We had an unexpected layover in the Azores, and booked this hotel at the last minute. As soon as we arrived, we were welcomed with cold towels (it was summer) and were amazed by the beautiful property. We were also also mindblown by the handwritten welcome card and the fruit basket. The staff was very courteous and helpful. We could not believe that such a first class breakfast was included in our stay. Chefs that are ready to take your order, buffets of protein, fruits, cheeses, pastries and so much more. This stay was absolutely incredible!
Reviewed on Sep 26, 2026

Azores Inn - Family Suites Hostel
Price was $1,226, price is now $1,037 per person
$1,037
per person
Nov 4 - Nov 10
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this family-friendly guesthouse in Ponta Delgada. Enjoy free WiFi, in-room massages, and an airport shuttle (surcharge). Popular attractions Ponta Delgada Harbour and Carlos Machado Museum are located nearby.
We had a great stay at Azores Inn and Family Suites! We were travelling with our five-month-old and were really impressed with how easy and convenient everything was. The staff were very responsive, check-in/check-out was super simple with coded access, and they provided a crib and baby bath, which was a huge help.
The room was clean, fresh and comfortable, with great AC and a good shower with plenty of hot water and water pressure. The shared kitchen was also one of the best we’ve seen — really well equipped with lots of stovetops, microwaves and dishwashers, so multiple families could cook at once.
The location was excellent — very central and easy to walk everywhere. Overall, we had a really positive experience and would absolutely stay here again. 10/10 recommend!
Reviewed on Sep 5, 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
Price found within the past 48 hours. Click for updated prices.



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
$137 Roundtrip, found 1 hour ago
$137
Roundtrip
found 1 hour ago

Fri, Oct 30 - Mon, Nov 9
LIS
Humberto Delgado
PDL
Joao Paulo II
$174 Roundtrip, found 4 hours ago
$174
Roundtrip
found 4 hours ago

Sun, Jan 10 - Tue, Jan 26
BOS
Logan Intl.
PDL
Joao Paulo II
$597 Roundtrip, found 4 hours ago
$597
Roundtrip
found 4 hours ago

Tue, Mar 9 - Tue, Mar 16
EWR
Newark Liberty Intl. Airport
PDL
Joao Paulo II
$655 Roundtrip, found 6 hours ago
$655
Roundtrip
found 6 hours ago
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