Tuscany, Italy
Rolling vineyards, hilltop villages, and the kind of long, slow lunches that change how you think about food.
Best time
Tuscany is the Italy of the daydream — Florence for art and architecture, the Chianti hills for wine, San Gimignano and Siena for medieval streets, the Val d’Orcia for the cypress-lined drives that put Tuscany on the postcard.
How we usually plan it
- 2 nights Florence (museums, Duomo, food walks)
- 3-4 nights at an agriturismo in Chianti or Val d’Orcia
- Optional: Cinque Terre or Rome add-on
Best Time to Visit
Average highs, lows and seasonal guidance — based on typical climate for this destination.
Jan 53° / 38°
Feb 54° / 39°
Mar 60° / 43°
Apr 65° / 47°
May 72° / 54°
Jun 80° / 60°
Jul 85° / 65°
Aug 86° / 65°
Sep 78° / 58°
Oct 67° / 50°
Nov 58° / 43°
Dec 53° / 38°
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IdealBest weather of the year — peak season. -
GoodSolid choice — mostly great weather, manageable crowds. -
FairFewer crowds and lower prices, with some weather trade-offs. -
AvoidHeavy rain, hurricane risk, or extreme heat — skip if you can.
Highlights
Florence Duomo
Climb to the top for a 360° view of the city — book the timed entry.
Chianti wine roads
Half-day drive through Greve, Castellina, and Radda. Stop wherever a sign appeals.
Val d'Orcia
The cypress-lined hills you see in every Tuscany ad. Photo magic at golden hour.
San Gimignano
Medieval skyscrapers, the world's best gelato, and a lunch you'll remember.
