Azores & Madeira 
in $300s-$460s RT
The good news: These are some of the lowest fares we've ever seen for flights to the Portuguese islands. Seriously, so cheap.
The bad news: Now you have to decide which one to visit.
The Azores have that stunning volcanic beauty going for them, plus you can hop from island to island pretty easily with the ferry. Also, the cheese there is absolutely divine.
On the other hand, Madeira has some hikes that will truly take your breath away—and not just because of the high elevation. The capital of Funchal is also beyond charming, making it the perfect place to relax and sip on the island's signature wine.
Maybe you can flip a coin? :-)
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Taking off ✈️
Tip Published: Sep 23, 2024
Round trips from Boston (BOS):
- Flores Island (FLW) - $314
- Graciosa (GRW) - $308
- Horta (HOR) - $307
- Madeira (FNC) - $460
- Pico Island (PIX) - $308
- Ponta Delgada (PDL) - $331 (non-stop)
- São Jorge (SJZ) - $342
- Terceira Island (TER) - $323 (non-stop)
Round trips from New York (JFK):
- Horta (HOR) - $335
- Pico Island (PIX) - $329
- Ponta Delgada (PDL) - $329 (non-stop)
- São Jorge (SJZ) - $363
How to Book
This is a Premium deal for Jack's Flight Club members only. For step by step instructions on how to book it you'll need to login or upgrade to Premium membership.
