-Rent a car! It is very easy to drive around Tuscany and park outside the walls of each town. -Book a private driver for a winery tour. I used Chianti Taxi Di Mogni Daniele and highly recommend. -The Tuscany towns listed are all small and are great options for day trips. -Book a Tuscan cooking class! This was my favorite thing we did on our trip in San Gimignano.
Dinner: -Acqua Al 2 -La Giostra -Osteria Pastella -Trattoria Zaza -Osteria del Cinghiale Bianco -Cantinetta Antinori -Trattoria Cammillo -Trattoria Garga Lunch: -Panetteria e Stuzzicheria De Neri -Gustapizza -I' Girone De' Ghiotti Gelato: -Sbrino - Gelatificio Contadino -Vivoli gelato -Gelateria Perche No -Gelateria dei Neri
This was my favorite province in Tuscany! A few recommendations if you go: -Cooking class at Podere La Marronia -Pietraserena di Arrigoni for wine and light bites -Dinner at La Vecchie Mura -Gelato at Gelateria Dondola -Punto Paneramico -Wine at DiVineria -La Vecchia Nicchia
A few recommendations if you visit: -Lalma Cafe for breakfast -Cafe Poliziano for coffee -Osterio del Borgo for dinner -Podere il Casale for dinner -Azienda Agricola Canneto for wine -Caseifico Cugusi for a picnic -La Schiaccia Dell'opio for sandwiches
-Borgo Savignola - Azienda Savignola Paolina for a lunch and wine tasting -il Molino di Grace
Recommendations if you visit Siena: -Osteria da Divo -La Taverna di San Giuseppe -Vivace Ristorante for drinks -Osteria degli Svitati -Du' Cose da Berna for sandwiches -Gelato at La Vecchia Latteria -Restorante Mugulone -Grom gelato