5 Day Florence & Tuscany Countryside Tour Package

Visits Florence, San Gimignano, Lucca, Pisa, ChiantiStarts in FlorenceAvailable Every Monday, Wednesday, Friday, Saturday, SundayClick on 'check availability' to view the calendar
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5 day package
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€599per person
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Our 5 Day Florence & Tuscany Countryside Package Tour offers a one-of-a-kind experience across Tuscany – from urban to suburban settings. Embark on your jam-packed journey with a walking tour in the bustling city of Florence. Without stepping inside any museums, you’ll absorb all the history and culture that fills the cobbled streets, tracing the steps of the influential Medici family. Admire and learn about the external architecture of the most famous Florence landmarks before heading to Storico Mercato Centrale. Taste authentic foods like truffle, gelato, pizza, pasta, and biscotti, and finish the day with a sunset aperitivo on an exclusive rooftop. Explore the UNESCO World Heritage Site of San Gimignano, savor world-renowned wines, and have a traditional lunch in Chianti. Marvel at Monteriggioni’s medieval fortress before taking time to stroll the labyrinthine streets of Siena. Take creative photos at the famous Leaning Tower of Pisa, wander Lucca’s fantastic attractions, and taste Buccellato cake before saying farewell to beloved Tuscany.

For those seeking the best Tuscany adventure, look no further than our 5 Day Florence & Tuscany Countryside Package Tour. Savor the sights and flavors of Tuscany by journeying across the incredible cities of Florence, Chianti, Pisa, Lucca, and Siena, to name a few. This exhilarating package is conveniently available throughout the week and includes food & wine tastings, entries to famous attractions, comfortable transport, and in-depth guides throughout your trip. Book your unforgettable adventure now!

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5 Day Florence & Tuscany Countryside Tour Package Highlights

  1. Get a feel for the vibrant city of Florence by admiring the exteriors of its world-famous landmarks like the Uffizi Gallery and Duomo Cathedral
  2. Get an exclusive look into the lives of the Medici family – the richest members to have ruled over Tuscany
  3. Take an unforgettable food tour through Florence’s Storico Mercato Centrale as you learn all about the significant flavors of this city
  4. Wander the mesmerizing Tuscan countryside and check out exhilarating cities including Pisa, Lucca, Chianti, Siena, and San Gimignano
  5. Select your hotel from our curated list to experience the best luxurious accommodations possible
  6. Be led by experienced guides every step of the way who will provide valuable insight and fascinating knowledge
  7. In Chianti, taste some of the finest Tuscan wines and enjoy a three-course traditional lunch
  8. In Pisa, take creative photos at the Leaning Tower and admire the Renaissance walls surrounding Lucca
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5 Day Florence & Tuscany Countryside Tour Package Itinerary

Day 1 - Arrival
  • Arrive in Florence, the beautiful city of Tuscany, and take time acclimating to your new surroundings
  • Book an optional airport transfer
  • Overnight Florence
Day 2 - Florence
  • 10:45 - Meet your guide at Palazzo Vecchio
  • Head towards Florence City Hall, exploring the streets and discovering Florence's Renaissance legacy at Piazza della Signoria
  • Admire Loggia dei Lanzi's open-air sculpture gallery, pass by the Uffizi Gallery, and marvel at the exterior of the Cattedrale di Santa Maria del Fiore
  • Walk by the Basilica di San Lorenzo and the Riccardi Medici Palace, while delving into the Medici family's impact on Florence's history
  • Visit two local artisan stores in Florence
  • 14:00 - Start tasting tour at Storico Mercato Centrale, kicking off with a Limoncello group shot
  • Explore the market, indulging in food and wine tastings like truffle, gelato, pizza, local chocolates, and Vino Santo
  • 16:30 - Head to the city center and follow the guide to a hotel’s exclusive rooftop
  • Relax with an Italian aperitivo and cold-cut platter, enjoying sunset views while the expert guide shares insights about the Italian Aperitif
  • 17:30 - The tour concludes at the venue
  • Overnight in Florence
Day 3 - San Gimignano, Chianti, Siena and Monteriggioni
  • Meet your guide at a centralized location in Florence
  • Start your Tuscan explorations in the village of San Gimignano, a well-preserved and charming medieval town that's a designated UNESCO World Heritage Site
  • Your guide will drop you off at the historical center, where you will have 2 hours to wander through the labyrinthine streets on a self-guided tour. Take some free time to visit the sweeping squares, grand palaces, towering churches, and the towers that stand above it all. Contemporary art lovers can check out one of the many galleries like Galleria Continua. Or, visit Il Criollo or Gelateria dell’Olmo for world-class ice cream
  • Continue to Monteriggioni, a charming medieval village enclosed by walls, and spend around 30 minutes exploring its beauty
  • Head to the Chianti region, making your first stop at a traditional Tuscan winery to learn more about the varietals grown here and taste what makes this table wine so globally popular
  • Sample 3 of their finest wines and balsamic vinegar before tucking into a 3-course lunch, comprised of local products like cold cuts, olive and truffle oils, Pecorino cheeses, penne with meat ragout, and homemade tarts. Finish off with "cantucci e vin santo"
  • Proceed to Siena, starting at the magnificent Basilica of San Domenico
  • Explore the narrow medieval streets of Siena, passing through iconic landmarks such as Piazza del Campo, Palazzo Pubblico, and Siena Cathedral
  • Avoid the crowds with your included skip-the-line entry tickets and discover the Cathedral of Siena's artistic treasures. These include mosaics, Donatello's St. John the Baptist, Duccio di Buoninsegna's rose window, and Nicola Pisano's marble pulpit
  • Explore the Piccolomini Library, home to a rich collection of manuscripts
  • Conclude the tour with some free time to soak in the unique atmosphere of Siena before returning to Florence
  • Overnight in Florence
Day 4 - Pisa and Lucca Tour with Buccellato Tasting
  • Meet your tour guide in a centralized location and embark on your incredible journey
  • In Pisa, admire the Baptistery and world-renowned Leaning Tower before touring the incredible Cathedral of Pisa, completed in 1092. Buy some souvenirs or a quick cup of coffee before moving on to Lucca
  • In Lucca, admire the Renaissance walls around the city center as well as tour Anfiteatro Square, San Martino Cathedral, and Guinigi Tower
  • Enjoy a delicious food tasting of Buccellato – a cake filled with golden raisins and anise – the perfect end to a perfect day!
  • Overnight in Florence
Day 5 - Departure
  • The final day of the package is reserved for your departure. Wherever you travel next, we wish you a great journey!
  • Don't miss to book an optional airport transfer
NB - all timings on 5 Day Florence & Tuscany Countryside Tour Package are approximate
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All touring and accommodation
Florence: Food tastings, aperitivo & platter of cold cuts
Tuscany Tour: Skip-the-line tickets to Siena Cathedral & Piccolomini Library , Wine tasting & 3 course lunch
Lucca & Pisa: Buccellato cake tasting
Anything not mentioned above
Airport transfers
Entrance fees on the Medici walking tour & to Siena Cathedral
Personal travel insurance
Essential Information
Each day of this tour package will be led by a local guide who opitimizes Tourist Italy's values: to provide you with an authentic, passion-filled tour.
Choose your own hotel from our hand-picked selection during the booking process.
The order of the days is subject to change so that we can optimize your itinerary to provide the best experience.
During the booking process, it's possible to add extra nights of accommodation before or after the tour package
Customers must be able to climb and descend stairs, this package is not wheelchair accessible
Please note that the Siena Cathedral is closed on Sundays and Bank Holidays. During special event the opening times can change
Please note that the entrance to the Cathedral of Pisa is free. On the most crowded days, it could not be possible to visit its interior due to a long queue. You'll be offered a tour of Piazza Cavalieri as an alternative