Trieste, Italy
at $383 RT
3 countries for (a fraction of) the price of one? Allow me to explainâŠ
See, you could land yourself in Venice, wade your way through its wave of tourists, and maybe, just maybe you might make it as far as Padua - on a day trip.Â
Or
You could fly into one of Italy's most underrated coastal cities: Trieste.Â
Tucked in the far northeastern corner of Italy, it's heavy on charm but not crowds. Itâs got a literary soul (James Joyce lived here), a complex history, and an aura that feels more Vienna-meets-the-adriatic than the classic Italian cliche. Not to mention a strong coffee culture (thank you, Illy HQ).Â
But hereâs the kicker: from Trieste, youâre less than an hourâs bus ride from Slovenia. Ljubljana, the capital, is under two hours away and one of my favorite cities in Europe. Lake Bled? Day trip.
Alternatively, hop a ferry, and youâre in Croatia! The seaside towns of Rovinj or Pula are just a couple of hours down the coast. All in a long weekend!
And at this price, you'll still have euros left over for a bottle of local Teran :-)Â
Taking off âïž
Tip Published: Jul 31, 2025
To:
- Trieste (TRS) - $383
From:
- New York (JFK)
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.