3-Day Tuscany Tour Packages
Read to capture Tuscany's essence? Head to Florence for Renaissance art and Duomo, Siena's medieval center and Piazza del Campo, maybe San Gimignano's towers or Pisa's leaning tower. You could include one winery visit in Chianti. Tuscany is stunning, with amazing countryside, small towns, food and wine culture.
Insider tips: Recommended 3-day Tuscany tour itineraries
Compiled by

MelissaTuscany travel expert at TourRadar
3 Days in Florence, incl. City Center and Chianti Region
The compact 3-day Tuscan tour connects Florence, Castellina in Chianti, and San Gimignano, highlighting wine tastings at local Chianti vineyards. Guests sample 4 distinct wine varieties including Brunello and Chianti Classico, plus visit a world-champion gelateria in San Gimignano's medieval center. Hostel accommodation included at approx. $120 per day.

- Day 1
Florence City Center
Start your Florence adventure early to make the most of your first day. From Santa Maria Novella train station, it's a quick 10-minute walk to most central hotels. You can't check in until 3 PM, but most places will store your luggage. Head to Piazza del Duomo first - the cathedral opens at 8:15 AM and you'll avoid the big crowds if you arrive before 9:30. Stop by the tour office between 9:30 AM and 5 PM (closed Sundays) to pick up a city map and get local recommendations for authentic restaurants away from the tourist spots.

- Day 2
Chianti Wine Region
Your Tuscan wine adventure starts at 9:40 AM. You'll drive for about an hour through Chianti's beautiful hills to reach your first winery. Here you'll try four local wines, including the famous Chianti Classico. According to a recent visitor: "Both wineries were unique in their own way, and the tasting sessions and tours were tastefully done. Our guide was very knowledgeable about the areas we went." In the afternoon, you'll visit San Gimignano, known for its medieval towers. Make sure to stop at the world-champion gelateria while walking through the old stone streets. A helpful tip: Pack a light jacket because the hill towns can get cool in the late afternoon, even in summer.

- Day 3
Final Florence Morning
Hotels require checkout by 10 AM but usually offer luggage storage. Use your last morning to see any museums still on your list. Remember most Florence museums close on Mondays. The Uffizi Gallery opens at 8:15 AM - book your tickets ahead of time to skip the lines. If you want to see more art without rushing, think about staying an extra night.

Taste of Tuscany: A 3-Day Escape of Wine, Relax, and Fun
Tuscan countryside comes alive in this three-day retreat near San Gimignano, featuring visits to two premium Chianti wineries. Visitors taste Brunello and Super Tuscan wines, with optional €115 cooking classes or €120 horseback rides through vineyards.

3-Day Tuscany Highlights Tour: Explore Pisa, San Gimignano, Siena, and Florence
This 3-day tour takes you through Pisa, San Gimignano, Siena, and Florence with guided visits and free time to wander. You'll see the Leaning Tower at Piazza dei Miracoli, have a traditional Tuscan lunch with wine in San Gimignano, and walk through Siena's Piazza del Campo with a guide. Nights are at 4-star hotels like NH Siena and Hotel Mediterraneo in Florence.



















