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Calhetas Vacation Packages

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Calhetas Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Azores Inn - Family Suites Hostel

Azores Inn - Family Suites Hostel

2 out of 5
Price was $1,645, price is now $1,429 per person
$1,429
per person
Sep 25 - Oct 2
found 1 day 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.
Wow, merci beaucoup c’était super. La salle commune est vraiment pratique avec frigo, lave-vaisselle, vaisselle. Très propre, lit confortable, c’était 5/5!

Reviewed on Apr 27, 2026

Casa D'Avó Joana

Casa D'Avó Joana

3 out of 5
Price was $2,232, price is now $1,838 per person
$1,838
per person
Sep 27 - Oct 2
found 1 day 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 Santuario Nossa Senhora da Esperanca are located nearby.

Market Place

Market Place

4 out of 5
Price was $1,911, price is now $1,575 per person
$1,575
per person
Sep 25 - Oct 2
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.
Great stay for our last day in sao miguel! Right by the airport! Walkable to lots of restaurants and places to see!

Reviewed on Aug 15, 2026

Coast View by Azores Villas

Coast View by Azores Villas

4 out of 5
Price was $1,760, price is now $1,509 per person
$1,509
per person
Sep 25 - Oct 2
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 daily housekeeping. Popular attractions Ponta Delgada Harbour and Azorean Pineapple Plantation are located nearby.
People who run it are great. Nice restaurant right next door. Great room and facilities. Excellent service

Reviewed on Nov 26, 2025

Hotel Gaivota Azores

Hotel Gaivota Azores

4 out of 5
Price was $1,998, price is now $1,759 per person
$1,759
per person
Sep 25 - Oct 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 a marina. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ponta Delgada Harbour and Portas do Mar are located nearby.

CASA DA ILHA - Slow Living Residence & Suite

CASA DA ILHA - Slow Living Residence & Suite

3 out of 5
Price was $1,950, price is now $1,719 per person
$1,719
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this business-friendly guesthouse in Ponta Delgada. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ponta Delgada Harbour and Azorean Pineapple Plantation are located nearby.
Convenient, especially for those with a car

Reviewed on Jun 30, 2026

Alto do Forte

Alto do Forte

4 out of 5
Price was $2,086, price is now $1,856 per person
$1,856
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Stay at this apartment in Ponta Delgada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Ponta Delgada Harbour and Mercado da Graça are located nearby.
Amazing wonderful stay. Very helpful and kind staff including front desk, housekeeping and kitchen staff. Great breakfast in the morning. Clean room and quite spacious. Great amenities such as pool, jacuzzi and sauna. Overall very impressed with our stay and we will be happy to return one day. Thank you again for everything.

Reviewed on Aug 25, 2026

The Lince Azores

The Lince Azores

4 out of 5
Price was $1,755, price is now $1,584 per person
$1,584
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Book a stay at this spa hotel in Ponta Delgada. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ponta Delgada Harbour and Azorean Pineapple Plantation are located nearby.

Calhetas Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Casa do Contador - Suites & Pool

Casa do Contador - Suites & Pool

3 out of 5
Price was $1,027, price is now $925 per person
$925
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
The Homeboat Company Ponta Delgada

The Homeboat Company Ponta Delgada

4 out of 5
Price was $1,748, price is now $1,431 per person
$1,431
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Ocean Views by Azores Villas

Ocean Views by Azores Villas

4 out of 5
Price was $1,098, price is now $955 per person
$955
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Mosteiros Place

Mosteiros Place

4 out of 5
Price was $1,113, price is now $987 per person
$987
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)

Calhetas Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Azores Inn - Family Suites Hostel

Azores Inn - Family Suites Hostel

2 out of 5
Price was $1,645, price is now $1,429 per person
$1,429
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Casa D'Avó Joana

Casa D'Avó Joana

3 out of 5
Price was $2,232, price is now $1,838 per person
$1,838
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Market Place

Market Place

4 out of 5
Price was $1,911, price is now $1,575 per person
$1,575
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Coast View by Azores Villas

Coast View by Azores Villas

4 out of 5
Price was $1,760, price is now $1,509 per person
$1,509
per person
Sep 25 - Oct 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

TAP Portugal
Tue, Apr 13 - Tue, Apr 13
LIS
Humberto Delgado
PDL
Joao Paulo II
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select TAP Portugal flight, departing Tue, Apr 13 from Humberto Delgado to Joao Paulo II, returning Tue, Apr 13, priced at $155 found 3 days ago
SATA International-Azores Airlines S.A.
Mon, Nov 2 - Tue, Nov 3
LIS
Humberto Delgado
PDL
Joao Paulo II
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select SATA International-Azores Airlines S.A. flight, departing Mon, Nov 2 from Humberto Delgado to Joao Paulo II, returning Tue, Nov 3, priced at $160 found 1 day ago
SATA International-Azores Airlines S.A.
Mon, Nov 2 - Tue, Nov 3
LIS
Humberto Delgado
PDL
Joao Paulo II
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select SATA International-Azores Airlines S.A. flight, departing Mon, Nov 2 from Humberto Delgado to Joao Paulo II, returning Tue, Nov 3, priced at $179 found 1 day ago
TAP Portugal
Mon, Jan 11 - Mon, Jan 25
BOS
Logan Intl.
PDL
Joao Paulo II
$605 Roundtrip, found 5 days ago
$605
Roundtrip
found 5 days ago
Select TAP Portugal flight, departing Mon, Jan 11 from Logan Intl. to Joao Paulo II, returning Mon, Jan 25, priced at $605 found 5 days ago