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San Gimignano, Tuscany

Tuscany tours

San Gimignano, Tuscany

These itineraries are designed to give you some suggestions for what is possible when you travel in Tuscany, and they showcase some of the routes that we’ve found work particularly well.

Tuscany tours

Tuscany tours

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Summary  |  Detail
  • St Peters Statue at the Vatican, Rome

    Italy beyond the summer

    Italy
    • Learn to cook like a Tuscan at a Florentine cooking class with a local chef.

    • Tour Naples Archaeological Museum with a private guide and see original objects from Pompeii.

    • Visit the Vatican Museums with your private guide and see the Sistine Chapel at its least crowded.

    9 days from $5,925pp

  • Duomo Santa Maria Del Fiore, Florence

    Florence & Rome explored

    Tuscany
    • Uncover the secrets of the Colosseum and Roman Forum on a private tour.

    • Marvel at the majesty of the Sistine Chapel ceiling and St Peter's Basilica.

    • Visit Siena and San Gimignano and have lunch in a local Tuscan farmhouse.

    • Visit Michelangelo's iconic 'David' and explore the opulent Pitti Palace in Florence.

    8 days from $5,995pp

  • St Mark's Square, Venice

    Italy's art cities: Venice, Florence & Rome

    Tuscany
    • Uncover Venice's hidden past by visiting secret chambers within the Doge's Palace.

    • Discover the secrets of Ancient Rome on a private tour of the Colosseum.

    • Marvel at Michelangelo's masterpiece on the ceiling of the Sistine Chapel with a private guide.

    • Experience Baroque art through Caravaggio's most famous works in the Borghese Gallery and Santa Maria del Popolo Church.

    • Travel Venice's Grand Canal in style by arriving at your hotel via a private boat.

    10 days from $6,935pp

  • Views over Assisi, Umbria

    Self-drive tour Tuscany & Umbria

    Italy
    • Cycle through the vineyards and hill towns of Chianti on a guided E-bike tour.

    • Learn how to make cheese on a visit to a local pecorino producer’s farm.

    • Sample Tuscan wines and cuisine at a Michelin starred restaurant in a 12th century abbey complex.

    • Stay in a medieval borgo located close to the Umbrian capital of Perugia.

    • Visit the city of Assisi, where St Francis and the Franciscan order were born.

    12 days from $7,280pp

  • Pasta making

    Classic Italian family adventure: Venice, Florence & Rome

    Italy
    • Learn to make pasta from scratch with a local chef in Florence.

    • Create your own Venetian mask with a master mask maker in Venice.

    • Cruise on the back of a vintage Vespa to discover the secrets of Rome.

    • Uncover the history of Ancient Rome on a private tour of the Colosseum and Roman Forum.

    • Visit the Sistine Chapel on a private tour of the Vatican.

    • See Michelangelo's 'David' in Florence.

    10 days from $8,795pp

  • Alley in old town, San Gimignano, Tuscany

    Italy outdoors

    Italy
    • Kayak the caves and secluded beaches from Sorrento.

    • Hike the famous Path of the Gods on the Amalfi Coast.

    • Tour Lake Como by private boat and visit the beautiful Villa Balbianello.

    • Stroll through the picturesque medieval towns of Siena and San Gimignano.

    10 days from $9,225pp

  • Poppies growing in Tuscany

    Luxury Italy honeymoon

    Italy
    • Explore the island of Capri on a private boat tour from your hotel on the Amalfi Coast.

    • Enjoy a private cooking class in Florence.

    • Discover the hidden secrets of Rome on a Vespa tour of the city.

    • Relax in the heart of the romantic Tuscan countryside.

    • Experience the Colosseum, Roman Forum and Vatican on privately guided tours.

    12 days from $11,305pp

  • Roman Forum ruins, Rome

    Classic Italy tour: Rome, Venice, Florence & Tuscany

    Italy
    • Uncover the secrets of the Doge's Palace on a private tour in Venice.

    • Make pasta from scratch during a private cooking class in Florence.

    • Go truffle hunting in the Tuscan countryside with a guide and his truffle dog.

    • Discover the history of Ancient Rome on a private tour of the Colosseum and Roman Forum.

    • Take a guided Vespa tour around Rome and enjoy some spectacular views of the city.

    • See Michelangelo's 'David' in Florence and visit the Sistine Chapel in Rome.

    13 days from $11,380pp

  • Fresh truffles, Italy

    Culinary highlights of Italy

    Italy
    • Sample local wines on a visit to Barolo and Barbaresco wine producers.

    • Meet a local hazelnut producer, cheesemaker and visit a family-run winery in Piedmont.

    • Taste products of local producers of Parmigiano-Reggiano (Parmesan) cheese, prosciutto and aged balsamic vinegar.

    • Take a walking food tour around Rome’s Campo de' Fiori and Jewish ghetto.

    12 days from $12,570pp

  • Gondola under old bridge, Venice

    Classic luxury Italy & Amalfi Coast tour

    Italy
    • Learn to make Italian cuisine with a professional chef during a private cooking class in Florence.

    • Cruise the waters of the Amalfi Coast on a private boat tour to the glamorous island of Capri.

    • Explore Venice on a private panoramic boat tour.

    • Watch traditional glassblowing on the historic island of Murano.

    • Visit the picturesque towns of Siena and San Gimignano in the heart of the Tuscan countryside.

    13 days from $19,670pp

  • Sea view, Capri

    Grand tour of Italy

    Italy
    • Visit the Sistine Chapel and Leonardo da Vinci’s Last Supper.

    • Take in the dramatic scenery of Lake Como by private boat.

    • Enjoy the wines of Chianti on a day of wine tasting in the Tuscan countryside.

    • Explore hidden corners of the Doge’s Palace on a private tour in Venice.

    • Relax on a private boat on a day exploring the island of Capri.

    21 days from $21,130pp

Some of our favorite travel guides

Alley in old town San Gimignano, Tuscany

Hidden highlights of Tuscany

This guide describes some of the lesser-known highlights of the Tuscany region. Our Italy specialist Kimberly has included her top things to see and do in Florence, Siena and San Gimignano as well as truffle hunting.

View this travel guide