Italy 🛵 in $600s-$750s RT

Italy 🛵 in $600s-$750s RT

Fresh spring dates have officially bloomed in Italy.

And like any good bouquet, we’ve picked a handful of cities that look perfect together — Florence, Rome, Milan, and Napoli.

Think: the Colosseum glowing in moonlight, dancing in the streets when the accordion inevitably comes out, and fields of flowers fresher than a bowl full of pasta.

From art that pulls you in to espresso strong enough to power a revolution, every stop is a love letter written in sunlight and sauce.

And if you need more time to stop and smell the roses, don’t worry — we know plenty of tucked-away villages and coastal corners where you can linger just a little bit longer :-)

Taking off ✈️

Tip Published: Nov 05, 2025

To

  • Florence (FLR) - $729 (cabin bag)
  • Milan (MXP) - $600
  • Naples (NAP) - $755 (cabin bag)
  • Rome (FCO) - $647 (cabin bag)
From

  • Toronto Pearson (YYZ)
Flight Details

Travel Dates

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Airline

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Standard Fare

From $1100

Bags & Fees

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Flight Notes

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How to Book

    This is a Takeoff-only Flight for Jack's Flight Club Takeoff members only. For step by step instructions on how to book it you'll need to login or upgrade to Takeoff membership.