7-Day Tuscany Tour Packages

Insider tips: Recommended 7-day Tuscany itineraries

Compiled by

MelissaTuscany travel expert at TourRadar

• 7 Days in Italy, incl. Rome and Venice

  Florence's Hotel Executive serves as your home base during this 7-day Tuscan getaway, featuring day trips to medieval Siena and San Gimignano. The tour includes family vineyard wine tastings in Chianti, traditional homemade lunches, and stunning views from Florence's best viewpoints.

  

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  • Days 1-2

    Rome and Vatican City

    Begin your week in Rome. Visit the Vatican Museums on day 2, arriving by 8:15 AM. Even with skip-the-line tickets, morning crowds grow quickly. A recent visitor shared: "The early Vatican tour was perfect. By the time we finished in the Sistine Chapel, the crowds were getting intense." Spend your afternoon exploring Trastevere, which comes alive after 6 PM when locals return from work.

    
  • Day 3

    Rome to Florence

    The high-speed train from Roma Termini to Florence takes 1.5 hours. Pick a seat on the right side for the best views of the Tuscan countryside. From Florence's Santa Maria Novella station, you can walk to most hotels. If staying across the Arno River, take a taxi with your luggage. Your first afternoon is perfect for discovering the less touristy Oltrarno district.

    
  • Day 4

    Tuscany Day Trip

    Visit the Chianti region, including Siena and San Gimignano. Pack layers for changing weather. Morning fog often lifts to reveal warm afternoons. Watch your step in Siena. The sloping Piazza del Campo requires good walking shoes on the medieval stones. You'll have lunch at a family vineyard, so keep breakfast light.

    
  • Days 5-6

    Venice

    The train ride to Venice takes 2 hours. Buy a vaporetto pass right at the station. Single tickets can get expensive. When visiting St. Mark's Basilica, leave bags at the nearby Ateneo San Basso. Get to the Bridge of Sighs early for photos before tour groups arrive.

    
  • Day 7

    Venice Departure

    Book your water taxi to Marco Polo Airport through your hotel the night before. Public boats take 1.5 hours while private water taxis take 30 minutes. For flights before 10 AM, plan extra time. Morning fog often delays water transport.

    

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• Venice to Rome by Rail

  A rail adventure linking 5 major cities: Venice, Bologna, Florence, Pisa, and Rome. The package includes 6 nights' accommodation, pasta-making in Bologna's Quadrilatero, and guided tours of Florence's Duomo and Rome's Colosseum. Morning food markets and afternoon cultural visits round out each day at approx. $360 per day.

  

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  • Venice Italy

    80 mi

  • Bologna Italy

    49 mi

  • Florence Italy

    42 mi

  • Pisa Italy

    42 mi

  • Florence Italy

    143 mi

  • Rome Italy

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• 7 Days in Tuscany, incl. Cortona and Siena

  A culinary exploration through 4 Tuscan cities: Cortona, Montepulciano, Montalcino, and Siena. A restored 17th-century farmhouse villa hosts guests for 3 cooking classes with professional chefs, medieval town tours, historic wine cellar visits, and truffle hunting adventures. Costs approx. $460 per day.

  

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  • Day 1

    Arrival in Cortona

    Take the train to Terontola station from Rome or Florence and check into your villa in the Cortona countryside. "The setting was true Tuscan, with comfortable, private accommodations that made us feel right at home." Book an afternoon train between 2-4 PM to avoid crowds and relax before welcome dinner.

    
  • Day 2

    Cortona & Truffle Hunting

    Start at a local torrefazione to learn Italian coffee preparation. Follow local custom by only ordering cappuccino before noon. Go truffle hunting on Mount Sant'Egidio but wear sturdy shoes for muddy forest paths. Enjoy a forest picnic with your truffle finds before exploring Cortona's Etruscan walls and medieval center. End your day with a traditional Tuscan cooking class.

    
  • Day 3

    Montepulciano Wine Country

    Visit the renaissance town of Montepulciano and its famous Vino Nobile. Tour a historic wine cellar for tastings and lunch. Bring a light jacket since the underground tunnels stay cool year-round. Next stop is Pienza to try their renowned pecorino cheese. A previous guest noted: "The wine tastings and cheese experiences were exceptional - we learned so much about local production methods."

    
  • Day 4

    Montalcino & Brunello Wines

    Visit a family vineyard in Montalcino for Brunello wine tasting. Take in views of Val d'Orcia and Monte Amiata. Remember sun protection and water for vineyard walks. Spend the afternoon photographing the famous cypress-lined roads before dinner at a local trattoria.

    
  • Day 5

    Siena & Chianti Region

    Explore Siena's historic center and Piazza del Campo in the morning. Be careful on the steep cathedral steps by staying to the sides for better grip. Have lunch in medieval Monteriggioni. Previous visitors suggest: "Take time to walk the complete circuit of walls - the views of the Chianti countryside are incredible."

    
  • Day 6

    Cortona Markets & Free Time

    Visit Cortona's farmers market before 9 AM for the best selection. Spend the afternoon shopping or visiting museums and churches. Note that shops close for riposo from 1-4 PM. End your trip with a special farewell dinner at a local restaurant.

    
  • Day 7

    Departure

    Have breakfast before catching your train from Terontola-Cortona station between 9-10 AM. Choose the right side of the train to Florence for views of Lake Trasimeno.

    

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