Search Deals onSão Miguel Island Vacation Packages
São Miguel Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Benilde Village House
Price was $863, price is now $725 per person
$725
per person
Jan 15 - Jan 20
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ponta Delgada (PDL)
Stay at this apartment in Povoacao. Enjoy free WiFi, free parking, and a garden. Popular attractions Povoacao Beach and OMIC - Azores Microbial Observatory are located nearby.
Well furnished apartment with all the necessary for the stay ! We had a great time in this peaceful area. Thanks
Reviewed on May 19, 2026

The Homeboat Company Ponta Delgada
Price was $1,107, price is now $897 per person
$897
per person
Jan 9 - Jan 15
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

Moinho da Areia
Price was $1,157, price is now $947 per person
$947
per person
Jan 15 - Jan 20
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ponta Delgada (PDL)
Stay at this B&B in Ribeira Grande. Enjoy free breakfast, free WiFi, and a rooftop terrace. Popular attractions Monte Verde Beach and Caldeira Velha are located nearby.
We had a stellar host, Cristina. She was very attentive, helpful and always there to go the extra mile. Lots of great suggestions regarding potential itineraries. We loved the sound of the ocean and view from the rooftop in the evening while enjoying a glass of wine. Her buffet and a la carte breakfast was delicious! We would return without hesitation.
Reviewed on Sep 14, 2026

Market Place
Price was $1,074, price is now $886 per person
$886
per person
Jan 9 - Jan 15
found 1 day ago
Roundtrip 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.
Outstanding!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!
Reviewed on Oct 21, 2026

Residence - Signature Villas
Price was $2,328, price is now $1,969 per person
$1,969
per person
Jan 15 - Jan 20
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ponta Delgada (PDL)
Stay at this hotel in Lagoa. Enjoy free WiFi, free parking, and private pools. Popular attractions Ponta Delgada Harbour and Observatório Vulcanológico e Geotérmico dos Açores are located nearby.

Azores Inn - Family Suites Hostel
Price was $1,164, price is now $991 per person
$991
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
Beautiful place to stay!
Reviewed on Oct 8, 2026

Casa do Contador - Suites & Pool
Price was $961, price is now $818 per person
$818
per person
Jan 9 - Jan 15
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.
Great Spot, walkable to all the restaurants and shops in Ponta Delgada. Very helpful staff and super clean property.
Reviewed on Oct 22, 2026

Whales Bay Hotel
Price was $901, price is now $768 per person
$768
per person
Jan 15 - Jan 20
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Ponta Delgada (PDL)
Book a stay at this spa aparthotel in Ponta Delgada. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions São Vicente Ferreira Natural Pools and Batalha Golf Course are located nearby.
Beautiful property, amazing staff and great location!
Reviewed on Oct 13, 2026
São Miguel Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



São Miguel Island 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.

Mon, Jun 14 - Mon, Jun 21
LIS
Humberto Delgado
PDL
Joao Paulo II
$208 Roundtrip, just found
$208
Roundtrip
just found

Sun, Apr 18 - Mon, May 3
YYZ
Pearson Intl.
PDL
Joao Paulo II
$493 Roundtrip, found 5 hours ago
$493
Roundtrip
found 5 hours ago

Mon, Mar 8 - Tue, Mar 16
EWR
Newark Liberty Intl. Airport
PDL
Joao Paulo II
$578 Roundtrip, found 5 hours ago
$578
Roundtrip
found 5 hours ago

Mon, Jan 11 - Thu, Jan 28
BOS
Logan Intl.
PDL
Joao Paulo II
$596 Roundtrip, just found
$596
Roundtrip
just found
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