Cheap Vacations in São Miguel Island

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São Miguel Island vacations

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 $1,080, price is now $970 per person
$970
per person
Oct 24 - Oct 27
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 $1,134, price is now $989 per person
$989
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Market Place

Market Place

4 out of 5
Price was $1,140, price is now $999 per person
$999
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Casa do Páteo - Charming House

Casa do Páteo - Charming House

4 out of 5
Price was $1,192, price is now $1,049 per person
$1,049
per person
Oct 17 - Oct 21
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 $1,185, price is now $1,047 per person
$1,047
per person
Oct 17 - Oct 21
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 $2,471, price is now $2,203 per person
$2,203
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Beach House by Azores Villas

Beach House by Azores Villas

3 out of 5
Price was $1,226, price is now $1,096 per person
$1,096
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Table Top by Azorean Living

Table Top by Azorean Living

2.5 out of 5
Price was $2,038, price is now $1,833 per person
$1,833
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Whales Bay Hotel

Whales Bay Hotel

4 out of 5
Price was $1,165, price is now $1,049 per person
$1,049
per person
Oct 17 - Oct 21
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 $2,161, price is now $1,963 per person
$1,963
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)

3-night São Miguel Island vacations

Price found within the past 48 hours. Click for updated prices.
Ocean Views by Azores Villas

Ocean Views by Azores Villas

4 out of 5
Price was $1,132, price is now $1,036 per person
$1,036
per person
Oct 7 - Oct 9
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 $1,218, price is now $1,151 per person
$1,151
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Octant Ponta Delgada

Octant Ponta Delgada

5 out of 5
Price was $1,193, price is now $1,154 per person
$1,154
per person
Oct 7 - Oct 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)

4-night São Miguel Island vacations

Price found within the past 48 hours. Click for updated prices.
Mónaco Suites & Garden

Mónaco Suites & Garden

3.5 out of 5
Price was $914, price is now $856 per person
$856
per person
Oct 24 - Oct 27
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 $1,134, price is now $989 per person
$989
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Casa do Contador - Suites & Pool

Casa do Contador - Suites & Pool

3 out of 5
Price was $1,080, price is now $970 per person
$970
per person
Oct 24 - Oct 27
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 $1,924, price is now $1,775 per person
$1,775
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Whales Bay Hotel

Whales Bay Hotel

4 out of 5
Price was $1,131, price is now $1,047 per person
$1,047
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Residence - Signature Villas

Residence - Signature Villas

2.5 out of 5
Price was $3,648, price is now $3,398 per person
$3,398
per person
Oct 9 - Oct 12
found 18 hours 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 $1,118, price is now $1,045 per person
$1,045
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Mosteiros Place

Mosteiros Place

4 out of 5
Price was $1,370, price is now $1,282 per person
$1,282
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Senhora da Rosa Tradition & Nature Hotel

Senhora da Rosa Tradition & Nature Hotel

4 out of 5
Price was $1,188, price is now $1,112 per person
$1,112
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
MS Vila Nova

MS Vila Nova

3 out of 5
Price was $1,147, price is now $1,074 per person
$1,074
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
CASA DA ILHA - Slow Living Residence & Suite

CASA DA ILHA - Slow Living Residence & Suite

3 out of 5
Price was $1,193, price is now $1,120 per person
$1,120
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Hotel Gaivota Azores

Hotel Gaivota Azores

4 out of 5
Price was $1,216, price is now $1,144 per person
$1,144
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)

5-night São Miguel Island vacations

Price found within the past 48 hours. Click for updated prices.
MS Vila Nova

MS Vila Nova

3 out of 5
Price was $1,033, price is now $958 per person
$958
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Market Place

Market Place

4 out of 5
Price was $1,140, price is now $999 per person
$999
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Casa do Páteo - Charming House

Casa do Páteo - Charming House

4 out of 5
Price was $1,192, price is now $1,049 per person
$1,049
per person
Oct 17 - Oct 21
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 $1,185, price is now $1,047 per person
$1,047
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Beach House by Azores Villas

Beach House by Azores Villas

3 out of 5
Price was $1,226, price is now $1,096 per person
$1,096
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Whales Bay Hotel

Whales Bay Hotel

4 out of 5
Price was $1,165, price is now $1,049 per person
$1,049
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Landescape Furnas

Landescape Furnas

4 out of 5
Price was $1,533, price is now $1,390 per person
$1,390
per person
Oct 20 - Oct 24
found 1 hour ago
Roundtrip flight included
New York (JFK) to Ponta Delgada (PDL)
The Homeboat Company Ponta Delgada

The Homeboat Company Ponta Delgada

4 out of 5
Price was $2,161, price is now $1,963 per person
$1,963
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Azores Inn - Family Suites Hostel

Azores Inn - Family Suites Hostel

2 out of 5
Price was $1,069, price is now $978 per person
$978
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
CASA DA ILHA - Slow Living Residence & Suite

CASA DA ILHA - Slow Living Residence & Suite

3 out of 5
Price was $1,159, price is now $1,062 per person
$1,062
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Sky PDL

Sky PDL

3 out of 5
Price was $1,054, price is now $970 per person
$970
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Mosteiros Place

Mosteiros Place

4 out of 5
Price was $1,462, price is now $1,347 per person
$1,347
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)

6-7 night São Miguel Island vacations

Price found within the past 48 hours. Click for updated prices.
Apartamentos Turísticos Nossa Senhora da Estrela

Apartamentos Turísticos Nossa Senhora da Estrela

3 out of 5
Price was $1,214, price is now $1,082 per person
$1,082
per person
Oct 18 - Oct 24
found 20 hours 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 $3,156, price is now $2,568 per person
$2,568
per person
Oct 4 - Oct 10
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 $1,657, price is now $1,361 per person
$1,361
per person
Oct 18 - Oct 24
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Casa do Contador - Suites & Pool

Casa do Contador - Suites & Pool

3 out of 5
Price was $1,672, price is now $1,401 per person
$1,401
per person
Oct 18 - Oct 24
found 20 hours 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 $1,592, price is now $1,371 per person
$1,371
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Solar dos Cantos Botanic House & Garden

Solar dos Cantos Botanic House & Garden

4 out of 5
Price was $1,624, price is now $1,399 per person
$1,399
per person
Oct 14 - Oct 19
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Mosteiros Place

Mosteiros Place

4 out of 5
Price was $2,049, price is now $1,781 per person
$1,781
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Market Place

Market Place

4 out of 5
Price was $1,424, price is now $1,241 per person
$1,241
per person
Oct 18 - Oct 24
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Hotel Ponta Delgada

Hotel Ponta Delgada

3 out of 5
Price was $1,577, price is now $1,379 per person
$1,379
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Azoris Royal Garden

Azoris Royal Garden

4 out of 5
Price was $2,025, price is now $1,779 per person
$1,779
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Octant Ponta Delgada

Octant Ponta Delgada

5 out of 5
Price was $1,998, price is now $1,762 per person
$1,762
per person
Oct 4 - Oct 10
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 $2,471, price is now $2,203 per person
$2,203
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)

Flight deals to São Miguel Island

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

Sun, Oct 11 - Sun, Oct 18
LIS
Lisbon
PDL
São Miguel Island
$210 Roundtrip, found 2 hours ago
$210
Roundtrip
found 2 hours ago
Select SATA International-Azores Airlines S.A. flight, departing Sun, Oct 11 from Lisbon to São Miguel Island, returning Sun, Oct 18, priced at $210 found 2 hours ago
Sun, Oct 11 - Sun, Oct 18
LIS
Lisbon
PDL
São Miguel Island
$219 Roundtrip, found 2 hours ago
$219
Roundtrip
found 2 hours ago
Select SATA International-Azores Airlines S.A. flight, departing Sun, Oct 11 from Lisbon to São Miguel Island, returning Sun, Oct 18, priced at $219 found 2 hours ago
Sun, Oct 11 - Sun, Oct 18
LIS
Lisbon
PDL
São Miguel Island
$232 Roundtrip, found 2 hours ago
$232
Roundtrip
found 2 hours ago
Select TAP Portugal flight, departing Sun, Oct 11 from Lisbon to São Miguel Island, returning Sun, Oct 18, priced at $232 found 2 hours ago

Top rated hotels for your São Miguel Island vacation

Hotel Gaivota Azores

Hotel Gaivota Azores

4 out of 5
Avenida Infante Dom Henrique, 103 Ponta Delgada
0.61 mi from city center
$159 nightly
The price is $170 total per night
$170 total
Oct 2 - Oct 3
Total with taxes and fees
With a stay at Hotel Gaivota Azores, you'll be centrally located in Ponta Delgada, within a 10-minute walk of Ponta Delgada City Gates and Bell Tower.
Pool
Breakfast included
Grand Hotel Açores Atlântico

Grand Hotel Açores Atlântico

5 out of 5
Avenida Infante D. Henrique 113 Ponta Delgada
0.72 mi from city center
$178 nightly
The price is $189 total per night
$189 total
Oct 1 - Oct 2
Total with taxes and fees
Grand Hotel Açores Atlântico is in the heart of Ponta Delgada, within a 10-minute walk of Portas do Mar and Ponta Delgada Harbour.
Pool
Breakfast included
Octant Ponta Delgada

Octant Ponta Delgada

5 out of 5
Av. João Bosco Mota Amaral nº 4 Ponta Delgada São Miguel, Açores
Free Cancellation
Reserve now, pay when you stay
0.94 mi from city center
$303 nightly
The price is $319 total per night
$319 total
Oct 1 - Oct 2
Total with taxes and fees
With a stay at Octant Ponta Delgada, you'll be centrally located in Ponta Delgada, steps from Ponta Delgada Harbour and 7 minutes by foot from Portas do Mar.
Pool
Breakfast included
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See all available properties in São Miguel Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.