Perfect Tuscany itineraries

Vacation blueprints for your trip to Tuscany so you can get the most out of your trip, no matter where you want to go and how much time you have

If you only have a few days to spend in Tuscany

Please take a minute to read the section on how to use these itineraries, which explains some of the shorthand and contains all sorts of tips on making these trips work for you.Well, if you've never been to Florence before, you'll spend at least a day or two there.

Then you have time to hit a few of the other major highlights of Tuscany—the Leaning Tower of Pisa, hilltown city of Siena, and/or the towers of medieval San Gimignano.

Here's how:

If you have about a week to spend in Tuscany

You could do just about anything you have your heart set upon. Here are a few sample itineraries of how you can spend a glorious week exploring Tuscany (with a few dips into neighboring Umbria):

Guided tours of Tuscany

If you prefer someone else to sweat the logistics details, take care of the driving (or train tickets), and provide a professional guide for all the sightseeing, consider an escorted tour.

Not just any tour, mind you, but one that allows you a measure of the kind of freedom independent travel offers—small groups (12 or fewer), trasnport usually on local trians and buses (rather than a giant tour bus), and the freedom to program some of your own sightseeing and meals (rather than being forced to do everything and eat everywhere as a group)—but still with all the support of a local guide.

Here are some of those kinds of independetly-spirited tours that cover Central Italy from trusted partners.

Duration: 10 days
Cost: from $2,412
Book: Reserve it

Italy Experience

Destinations: Venice, Cinque Terre, Pisa, Florence, Perugia, Spello, Rome

Travel to Italy and savour the many flavours of this gastronomic haven on a journey from the canals of Venice to the cobblestone streets of Rome. Explore historic sites and picturesque villages on this special food-lovers' adventure through some of the most incredible places in Italy. There is plenty of time to indulge in everything from fresh seafood and hearty wines to the finest balsamic vinegars and pesto in the world. This 10-day trip is sure to tantalise all the senses....

  • Included activities: Cinque Terre day pass, Enoteca wine tasting and lunch, Pesto class, San Giorgio Bell Tower, Traghetto across the Grand Canal, Welcome dinner in Venice
  • Accommodation: Guesthouse (2 nts), Hotel (6 nts)
  • Meals: 9 breakfasts, 1 lunch, 3 dinners
  • Transport: Bus, Ferry, Metro, Taxi, Train
  • Group size: Max 16
Duration: 8 days
Cost: from $1,355
Book: Reserve it

Umbrian Discovery

Destinations: Venice, Gubbio, Assisi, Spello

Travel to Italy and explore the green heart of charming Umbria - mingling with pilgrims, eating delicious foods and seeing ancient sites along the way. Visit the most sacred places in Italy as you travel from Venice to Rome, via the ancient hilltop towns of Gubbio and Assisi. Encounter the religious and historical treasures of one of the most alluring regions in Europe on this delightful Italian adventure....

  • Included activities: Enoteca wine tasting, Guided tour of Basilica di San Francesco, Hike and cable car ride, Orientation Walk Assisi
  • Accommodation: Hotel (7 nts)
  • Meals: 1 lunch; budget €280 for meals
  • Transport: Bus, Cable car, Metro, Train
  • Group size: Max 12
Duration: 8 days
Cost: from $1,790
Book: Reserve it

Active Cinque Terre

Destinations: Levanto, Punta Mesco, Monterosso, Riomaggiore, Manarola, Corniglia, Vernazza, Portovenere, Santa Margherita, San Fruttuoso, Camogli, Portofino

When entering this region of Italy, things can seem a little surreal. The houses are painted in vivid multi-coloured shades, the ocean’s brighter than the sky and the sun rains down so heavily that everything seems a little technicoloured – welcome to Cinque Terre. On this beautiful coastline tour of Italy, we hike from Levanto to Monterosso, Riomaggiore, Montenero and Portofino, finishing in Santa Margherita by foot, boat and train....

  • Included activities: Guided Walk to Portofino, Guided Walk to the Abbey of San Fruttuoso, Levanto to Monterosso Guided Walk, Riomaggiore to Portovenere Guided Walk, 'Sentiero dell’Amore' Guided Walk, The Wild West Coast Guided Walk, Welcome dinner, Farewell Dinner
  • Accommodation: Agriturismo/farmstay (7 nts)
  • Meals: 7 breakfasts, 3 dinners
  • Transport:Boat, Public bus, Train
  • Group size: Max. 16
Duration: 4 days
Cost: $577
Book: Reserve it

4-Day Tuscany and Cinque Terre Tour from Rome

Destinations: Val d'orcia, Pienza, Monatelcino, Siena, San Gimignano, Pisa, La Spezia, Cinque Terre, Carrara, Lucca

Get to know gorgeous Tuscany and the UNESCO-listed Cinque Terre on this incredible 4-day tour from Rome! With 4-star hotel accommodation in Siena and La Spezia included, plus an expert guide, your tour offers everything you need to experience the best of these stunning regions. Discover charming hilltop towns like Pienza and San Gimignano, and then gaze in wonder at monuments like the Leaning Tower of Pisa. Head to Liguria and explore the five fishing villages that make up the beautiful Cinque Terre before returning to Rome...

  • Included activities: Professional guide, transport by air-conditioned coach, 5 Terre Card
  • Accommodation: 4-star hotels (3 nts)
  • Meals: 3 breakfasts, 3 dinners
  • Transport: Coach, Boat
  • Group size: N/A
Duration: 3 days
Cost: $378
Book: Reserve it

3-Day Italy Trip: Florence and Pisa

Destinations: Florence, Pisa (or, Nov–Feb, Siena and San Gimignano)

Escape to the romance of Tuscany on a 3-day tour from Rome! The rolling hills of Tuscany continue to shape Italy's rich culture, be it through art, history or the finest Italian produce. Departing Rome, you will travel to the heart of Tuscany in Florence. The city is home to an abundance of paintings and sculptures housed in numerous galleries and public squares. Next it's onto Pisa with its biggest attraction, the Leaning Tower...

  • Included activities: Profeesional guide, entrance fees, transport by air-conditioned coach
  • Accommodation: 3-star hotels (2 nts)
  • Meals: 2 breakfasts, 1 lunch
  • Transport: Coach
  • Group size: N/A
Duration: 5 days
Cost: $1,086
Book: Reserve it

5-Day Italy Private Tour: Rome, Florence and Venice

Destinations: Florence, Rome, and Venice

Discover the three most famous and visited cities of Italy with this private 5 days tour around the “Bel Paese”. Starting from Rome, the Italian capital, this tour will stop in Florence and Venice. Enjoy the magical atmosphere of these cities, walking through their narrow alleys and visiting their top attractions.

  • Included activities: guided tours, transport by train
  • Accommodation: 3-star hotels
  • Meals: Lunch and dinners not included
  • Transport: Train
  • Group size: N/A
Duration: 3 days
Cost: from $389
Book: Reserve it

Up North from Venice

Destinations: Venice, Verona, Lake Como, Milan, Genoa, Pisa, Siena, Rome

See the most beautiful cities and towns of Northern Italy. See Verona, the town of Romeo and Juliet; see Lake of Como, famous for villas and mountain scenery; see the world famous Duomo in Milan; visit the most important ports in Italy in Genoa; see the bell tower of the Pisa'ss cathedral; and view the Piazza del Campo and the Municipal Palace in Siena...

  • Included activities: Entrance fees, tours of Verona, Lake Como, Milan, Genoa, Pisa, and Siena
  • Accommodation: 4-star hotels in Venice (1 nt), Como (1 nt), Pisa (1 nt)
  • Meals: 3 breakfasts, 3 dinners
  • Transport: Coach
  • Group size: N/A

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This article was written by Reid Bramblett and was last updated in February 2011. All information was accurate at the time.

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Copyright © 2008–2013 by Reid Bramblett. Author: Reid Bramblett