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.
Ocean Views by Azores Villas

Ocean Views by Azores Villas

4 out of 5
Price was $1,516, price is now $1,293 per person
$1,293
per person
Aug 28 - Aug 31
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Vintage Place - Azorean Guest House

Vintage Place - Azorean Guest House

3 out of 5
Price was $1,718, price is now $1,513 per person
$1,513
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Comercial Boutique Azores

Comercial Boutique Azores

3 out of 5
Price was $1,803, price is now $1,613 per person
$1,613
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Pestana Bahia Praia Nature & Beach Resort

Pestana Bahia Praia Nature & Beach Resort

4 out of 5
Price was $2,645, price is now $1,966 per person
$1,966
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Casa da Praia

Casa da Praia

3 out of 5
Price was $2,828, price is now $2,381 per person
$2,381
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Moinho da Areia

Moinho da Areia

3 out of 5
Price was $1,658, price is now $1,436 per person
$1,436
per person
Aug 28 - Aug 31
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Alto do Forte

Alto do Forte

4 out of 5
Price was $2,195, price is now $1,918 per person
$1,918
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Solar de Lalem

Solar de Lalem

3 out of 5
Price was $2,133, price is now $1,876 per person
$1,876
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Sky PDL

Sky PDL

3 out of 5
Price was $1,468, price is now $1,300 per person
$1,300
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
The Homeboat Company Ponta Delgada

The Homeboat Company Ponta Delgada

4 out of 5
Price was $3,247, price is now $2,903 per person
$2,903
per person
Aug 24 - Aug 29
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.
Apartamentos Turísticos Nossa Senhora da Estrela

Apartamentos Turísticos Nossa Senhora da Estrela

3 out of 5
Price was $1,916, price is now $1,863 per person
$1,863
per person
Sep 5 - Sep 7
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Pestana Bahia Praia Nature & Beach Resort

Pestana Bahia Praia Nature & Beach Resort

4 out of 5
Price was $2,231, price is now $2,015 per person
$2,015
per person
Sep 5 - Sep 7
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Solar dos Cantos

Solar dos Cantos

4 out of 5
Price was $2,196, price is now $2,082 per person
$2,082
per person
Sep 5 - Sep 7
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Hostel Matriz 55

Hostel Matriz 55

2 out of 5
Price was $1,992, price is now $1,910 per person
$1,910
per person
Sep 5 - Sep 7
found 21 hours 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 $2,117, price is now $2,038 per person
$2,038
per person
Sep 5 - Sep 7
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Octant Ponta Delgada

Octant Ponta Delgada

5 out of 5
Price was $2,373, price is now $2,298 per person
$2,298
per person
Sep 5 - Sep 7
found 21 hours 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 $2,138, price is now $2,073 per person
$2,073
per person
Sep 5 - Sep 7
found 21 hours 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 $2,024, price is now $1,965 per person
$1,965
per person
Sep 5 - Sep 7
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Hotel Gaivota Azores

Hotel Gaivota Azores

4 out of 5
Price was $2,056, price is now $2,001 per person
$2,001
per person
Sep 5 - Sep 7
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
The Rock Hostel

The Rock Hostel

1 out of 5
Price was $1,912, price is now $1,872 per person
$1,872
per person
Sep 5 - Sep 7
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
NINE DOTS Azorean Art Boutique Hotel

NINE DOTS Azorean Art Boutique Hotel

4 out of 5
Price was $2,126, price is now $2,082 per person
$2,082
per person
Sep 5 - Sep 7
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
CFS Guest House

CFS Guest House

3 out of 5
Price was $1,939, price is now $1,899 per person
$1,899
per person
Sep 5 - Sep 7
found 21 hours 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.
CASA DA ILHA - Slow Living Residence & Suite

CASA DA ILHA - Slow Living Residence & Suite

3 out of 5
Price was $1,307, price is now $1,185 per person
$1,185
per person
Sep 1 - Sep 4
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
Pestana Bahia Praia Nature & Beach Resort

Pestana Bahia Praia Nature & Beach Resort

4 out of 5
Price was $1,719, price is now $1,350 per person
$1,350
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
Ocean Views by Azores Villas

Ocean Views by Azores Villas

4 out of 5
Price was $1,516, price is now $1,293 per person
$1,293
per person
Aug 28 - Aug 31
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Moinho da Areia

Moinho da Areia

3 out of 5
Price was $1,658, price is now $1,436 per person
$1,436
per person
Aug 28 - Aug 31
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Solar de Lalem

Solar de Lalem

3 out of 5
Price was $1,485, price is now $1,301 per person
$1,301
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
Sky PDL

Sky PDL

3 out of 5
Price was $1,468, price is now $1,300 per person
$1,300
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
Solar dos Cantos

Solar dos Cantos

4 out of 5
Price was $1,354, price is now $1,204 per person
$1,204
per person
Sep 1 - Sep 4
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
Coast View by Azores Villas

Coast View by Azores Villas

4 out of 5
Price was $1,481, price is now $1,325 per person
$1,325
per person
Aug 28 - Aug 31
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Alto do Forte

Alto do Forte

4 out of 5
Price was $1,523, price is now $1,363 per person
$1,363
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
Casa da Praia

Casa da Praia

3 out of 5
Price was $1,908, price is now $1,730 per person
$1,730
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Ponta Delgada (PDL)
Mosteiros Place

Mosteiros Place

4 out of 5
Price was $1,524, price is now $1,388 per person
$1,388
per person
Sep 1 - Sep 4
found 3 hours ago
Roundtrip non-stop 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 $1,532, price is now $1,397 per person
$1,397
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop 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 $1,390, price is now $1,258 per person
$1,258
per person
Aug 27 - Aug 31
just found
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Pestana Bahia Praia Nature & Beach Resort

Pestana Bahia Praia Nature & Beach Resort

4 out of 5
Price was $3,089, price is now $2,284 per person
$2,284
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Washington (IAD) to Ponta Delgada (PDL)
Ocean Views by Azores Villas

Ocean Views by Azores Villas

4 out of 5
Price was $1,785, price is now $1,479 per person
$1,479
per person
Aug 27 - Aug 31
just found
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Sky PDL

Sky PDL

3 out of 5
Price was $1,763, price is now $1,516 per person
$1,516
per person
Aug 27 - Aug 31
just found
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Alto do Forte

Alto do Forte

4 out of 5
Price was $1,836, price is now $1,594 per person
$1,594
per person
Aug 27 - Aug 31
just found
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Casa da Praia

Casa da Praia

3 out of 5
Price was $2,347, price is now $2,111 per person
$2,111
per person
Aug 27 - Aug 31
just found
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Octant Furnas

Octant Furnas

5 out of 5
Price was $2,596, price is now $2,340 per person
$2,340
per person
Aug 27 - Aug 31
just found
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 $1,932, price is now $1,745 per person
$1,745
per person
Aug 27 - Aug 31
just found
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Market Place

Market Place

4 out of 5
Price was $1,591, price is now $1,455 per person
$1,455
per person
Aug 27 - Aug 31
just found
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Hotel Gaivota Azores

Hotel Gaivota Azores

4 out of 5
Price was $1,608, price is now $1,480 per person
$1,480
per person
Aug 27 - Aug 31
just found
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Octant Ponta Delgada

Octant Ponta Delgada

5 out of 5
Price was $1,958, price is now $1,802 per person
$1,802
per person
Aug 27 - Aug 31
just found
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 $2,254, price is now $2,078 per person
$2,078
per person
Aug 27 - Aug 31
just found
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.
Casa Pé na Areia

Casa Pé na Areia

2 out of 5
Price was $1,556, price is now $1,451 per person
$1,451
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Vintage Place - Azorean Guest House

Vintage Place - Azorean Guest House

3 out of 5
Price was $1,718, price is now $1,513 per person
$1,513
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Comercial Boutique Azores

Comercial Boutique Azores

3 out of 5
Price was $1,803, price is now $1,613 per person
$1,613
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Vilas do Olival

Vilas do Olival

3 out of 5
Price was $2,400, price is now $2,236 per person
$2,236
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Cordeiro's House

Cordeiro's House

3 out of 5
Price was $1,722, price is now $1,611 per person
$1,611
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Pestana Bahia Praia Nature & Beach Resort

Pestana Bahia Praia Nature & Beach Resort

4 out of 5
Price was $2,645, price is now $1,966 per person
$1,966
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Casa da Praia

Casa da Praia

3 out of 5
Price was $2,828, price is now $2,381 per person
$2,381
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Alto do Forte

Alto do Forte

4 out of 5
Price was $2,195, price is now $1,918 per person
$1,918
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
Solar de Lalem

Solar de Lalem

3 out of 5
Price was $2,133, price is now $1,876 per person
$1,876
per person
Aug 24 - Aug 29
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 $3,247, price is now $2,903 per person
$2,903
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Ponta Delgada (PDL)
The Farm - Azores Boutique House

The Farm - Azores Boutique House

4 out of 5
Price was $2,607, price is now $2,331 per person
$2,331
per person
Aug 30 - Sep 5
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 $2,199, price is now $1,969 per person
$1,969
per person
Aug 24 - Aug 29
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, Sep 27 - Mon, Sep 28
LIS
Lisbon
PDL
São Miguel Island
$262 Roundtrip, found 12 hours ago
$262
Roundtrip
found 12 hours ago
Select TAP Portugal flight, departing Sun, Sep 27 from Lisbon to São Miguel Island, returning Mon, Sep 28, priced at $262 found 12 hours ago
Sun, Sep 27 - Mon, Sep 28
LIS
Lisbon
PDL
São Miguel Island
$271 Roundtrip, found 12 hours ago
$271
Roundtrip
found 12 hours ago
Select SATA International-Azores Airlines S.A. flight, departing Sun, Sep 27 from Lisbon to São Miguel Island, returning Mon, Sep 28, priced at $271 found 12 hours ago
Sat, Nov 21 - Sat, Nov 28
BOS
Boston
PDL
São Miguel Island
$613 Roundtrip, found 7 hours ago
$613
Roundtrip
found 7 hours ago
Select TAP Portugal flight, departing Sat, Nov 21 from Boston to São Miguel Island, returning Sat, Nov 28, priced at $613 found 7 hours ago

Top rated hotels for your São Miguel Island vacation

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
$472 nightly
The price is $495 total per night
$495 total
Jul 25 - Jul 26
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 8 minutes by foot from University of the Azores.
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
$304 nightly
The price is $320 total per night
$320 total
Jul 19 - Jul 20
Total with taxes and fees
A stay at Grand Hotel Açores Atlântico places you in the heart of Ponta Delgada, within a 10-minute walk of University of the Azores and Ponta Delgada City Gates.
Pedras do Mar Resort & SPA

Pedras do Mar Resort & SPA

5 out of 5
Rua das Terças, 3 Ponta Delgada
6.22 mi from city center
$335 nightly
The price is $353 total per night
$353 total
Aug 14 - Aug 15
Total with taxes and fees
When you stay at Pedras do Mar Resort & SPA in Ponta Delgada, you'll be on the waterfront, within a 15-minute drive of University of the Azores and Ponta Delgada City Gates.
Don't see what you're looking for?
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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.