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

Market Place
Price was $1,107, price is now $941 per person
$941
per person
Jan 3 - Jan 8
found 16 hours 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

Ocean Views by Azores Villas
Price was $1,338, price is now $1,046 per person
$1,046
per person
Jan 3 - Jan 8
found 16 hours 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

Moinho da Areia
Price was $1,284, price is now $1,055 per person
$1,055
per person
Jan 3 - Jan 8
found 16 hours ago
Roundtrip flight included
Boston (BOS) 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

The Homeboat Company Ponta Delgada
Price was $1,131, price is now $947 per person
$947
per person
Jan 3 - Jan 8
found 16 hours 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 das Feteiras
Price was $1,217, price is now $1,033 per person
$1,033
per person
Jan 3 - Jan 8
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this family-friendly vacation home in Ponta Delgada. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Vista do Rei Viewpoint and Lagoa do Canário 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 16 hours 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 D'Avó Joana
Price was $2,528, price is now $2,188 per person
$2,188
per person
Jan 9 - Jan 15
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Stay at this vacation home in Ponta Delgada. Enjoy free WiFi, cable TV channels, and housekeeping. Popular attractions Ponta Delgada Harbour and Military Museum of the Azores are located nearby.

Sul Villas & Spa
Price was $1,242, price is now $1,080 per person
$1,080
per person
Jan 3 - Jan 8
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this family-friendly aparthotel in Lagoa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ponta Delgada Harbour and Portuguese Republic Square are located nearby.
Great location. Amazing views and amenities.
enjoyed having a private chef :)
Reviewed on Jan 13, 2025
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, found 1 day ago
$208
Roundtrip
found 1 day ago

Mon, Jun 14 - Mon, Jun 21
LIS
Humberto Delgado
PDL
Joao Paulo II
$301 Roundtrip, found 1 day ago
$301
Roundtrip
found 1 day ago

Tue, Mar 9 - Tue, Mar 16
EWR
Newark Liberty Intl. Airport
PDL
Joao Paulo II
$578 Roundtrip, found 4 hours ago
$578
Roundtrip
found 4 hours ago

Mon, Jan 11 - Thu, Jan 28
BOS
Logan Intl.
PDL
Joao Paulo II
$596 Roundtrip, found 1 day ago
$596
Roundtrip
found 1 day ago
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