$231 Cheap flight deals from Boston (BOS) to São Miguel Island (PDL)

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This Weekend's Flight Deals from Boston to São Miguel Island

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Dec 7 - Fri, Dec 19
BOS
Logan Intl.
PDL
Joao Paulo II
$464 Roundtrip, found 17 hours ago
$464
Roundtrip
found 17 hours ago
Select TAP Portugal flight, departing Sun, Dec 7 from Logan Intl. to Joao Paulo II, returning Fri, Dec 19, priced at $464 found 17 hours ago

Airfares from $231 One Way, $464 Round Trip from Boston to São Miguel Island

Prices starting at $464 for return flights and $231 for one-way flights to São Miguel Island were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Dec 7 - Fri, Dec 19
BOS
Boston
PDL
São Miguel Island
$464 Roundtrip, found 17 hours ago
$464
Roundtrip
found 17 hours ago
Select TAP Portugal flight, departing Sun, Dec 7 from Boston to São Miguel Island, returning Fri, Dec 19, priced at $464 found 17 hours ago
Tue, Feb 17 - Wed, Feb 25
BOS
Boston
PDL
São Miguel Island
$470 Roundtrip, found 6 hours ago
$470
Roundtrip
found 6 hours ago
Select TAP Portugal flight, departing Tue, Feb 17 from Boston to São Miguel Island, returning Wed, Feb 25, priced at $470 found 6 hours ago
Mon, Aug 17 - Wed, Aug 26
BOS
Boston
PDL
São Miguel Island
$554 Roundtrip, found 5 days ago
$554
Roundtrip
found 5 days ago
Select Air Canada flight, departing Mon, Aug 17 from Boston to São Miguel Island, returning Wed, Aug 26, priced at $554 found 5 days ago
Tue, Aug 11 - Fri, Aug 21
BOS
Boston
PDL
São Miguel Island
$556 Roundtrip, found 1 day ago
$556
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 11 from Boston to São Miguel Island, returning Fri, Aug 21, priced at $556 found 1 day ago
Sun, Jan 18 - Sun, Feb 8
BOS
Boston
PDL
São Miguel Island
$597 Roundtrip, found 5 days ago
$597
Roundtrip
found 5 days ago
Select SATA International-Azores Airlines S.A. flight, departing Sun, Jan 18 from Boston to São Miguel Island, returning Sun, Feb 8, priced at $597 found 5 days ago

São Miguel Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Senhora da Rosa Tradition & Nature Hotel
4.0-star property

Senhora da Rosa Tradition & Nature Hotel

9.6/10 Exceptional! (140 reviews)

Jan 9 - Jan 16

7 night stay

Boston (BOS) to Ponta Delgada (PDL)

SATA International-Azores Airlines S.A. • Roundtrip • Coach
Price was $1,074, price is now $822 per person
$822
per person
found 1 day ago
White Exclusive Suite & Villas
5.0-star property

White Exclusive Suite & Villas

9.8/10 Exceptional! (137 reviews)

Jan 22 - Jan 28

6 night stay

Boston (BOS) to Ponta Delgada (PDL)

TAP Portugal • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,342, price is now $824 per person
$824
per person
found 1 day ago
Singular's White property is absolutely beautiful, including the views and pool, and our guest room was unique and quiet, and had a very very comfortable bed (and we also got the room with the big tub - which was special!). The staff is truly excellent; they accomodated us on any special requests and provided great recommendations. The food was tremendous, both at the White property and its sister SB resort (compliments to the chef!), as were the friendly and hard-working servers (particularly at White, where we stayed). The location of White is convenient to many attractions via short car rides, so we recommend renting your own car (which we did and loved the experience and freedom) or otherwise coming prepared to pay for all of your rides around the island (i would note that there were a couple of beaches close to White which may have been walkable, but we did not visit them ourselves since beaches were not on our agenda - however, if you prefer a beach on location, you could check out the sister SB resort). The only ding I can think of is that there were a few dead insects found in our room throughout the stay; this was not an issue for us personally - since they were dead and we understand the reality of them being from SC, USA - but it is possible that a particularly demanding guest might whine about it. Thanks to everyone at the White who made our stay so special!

Reviewed on Sep 9, 2025

Santa Barbara Eco Beach Resort
4.0-star property

Santa Barbara Eco Beach Resort

9.4/10 Exceptional! (227 reviews)

Jan 9 - Jan 16

7 night stay

Boston (BOS) to Ponta Delgada (PDL)

SATA International-Azores Airlines S.A. • Roundtrip • Coach
Price was $1,370, price is now $960 per person
$960
per person
found 1 day ago
Spectacular rooms and location. Dinner was included and it was delicious!. Breakfast was also included and there was a great variety. The ocean views were amazing! The staff was very helpful and courteous.

Reviewed on Jun 2, 2019

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More About Flying To São Miguel Island from Boston

Route Information for Flights from Boston to São Miguel Island

Origin Airport IATA Code
BOS
Destination Airport IATA Code
PDL
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston to São Miguel Island

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.