Italy, Spain, Portugal & more 
in $320s-$540s RT
Hear that sound? That little voice in the back of your head? That's your inner college student, shouting "Let's go backpacking across Europe!"
You don't have to listen, of course. But we did happen to find these terrific fares to Europe recently, and Lisbon is pretty fabulous in the fall... Same goes for Madrid, Venice, the Amalfi Coast, and all the other places included in this bundle.
You can also skip the backpacking part if you really want to :-)
Taking off ✈️
Tip Published: Aug 20, 2025
Round trips from Boston (BOS):
- Bologna (BLQ) - $373
- Brussels (BRU) - $371
- Donostia-San Sebastian (EAS) - $445
- Dusseldorf (DUS) - $474
- Florence (FLR) - $381
- Granada (GRX) - $446
- Helsinki (HEL) - $332
- Lyon (LYS) - $434
- Madrid (MAD) - $323 (non-stop)
- Naples (NAP) - $378
- Nice (NCE) - $432
- Porto (OPO) - $342
- Strasbourg (SXB) - $489
- Toulouse (TLS) - $434
- Venice (VCE) - $381
Round trips from Orlando (MCO):
- Bologna (BLQ) - $545
- Madrid (MAD) - $483 (non-stop)
- Naples (NAP) - $548
Round trips from New York (JFK):
- Lisbon (LIS) - $391
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.
