Top 5 Private Day Trips in Florence

1.Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

★★★★★★★★★★5.0 · 405 reviews · 8 hours (approx.) Our pick

Travel from Florence in a private car or minivan with an English-speaking driver such as Marco, Simone, or Massimo. Visit Siena and San Gimignano, stop for Tuscan views, and add a family-run winery lunch with wine tasting. You get hotel pickup, flexible pacing, and time to explore on your own.

“Amazing day touring beautiful Tuscan region with Simon. He was always helpful with ideas for options. Highly recommended.”

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2.Livorno Shore Excursion: Pisa and Florence Private Day Trip

★★★★★★★★★★4.5 · 198 reviews · 9 hours (approx.) · from $546

Travel by private Mercedes from Livorno to Pisa and Florence in about nine hours. See the Leaning Tower, Piazzale Michelangelo, Ponte Vecchio, the Duomo, and Santa Croce. Add a private Florence guide with timed entry to the Accademia or Uffizi. Drivers such as Alessio, Donatello, and Alex are praised for flexible sightseeing and safe returns to the ship.

“Great day in beautiful Tuscany! Our driver was Donatello & our guide in Florence was Silvia. Donatello was there when we exited the ship, so we went right away to Pisa. Since we got there at 8:30am, nothing was open yet & we had the plaza with the leaning tower & church all to ourselves. We got some nice pics without the crowds! Next was the hour drive to Florence to meet our guide. Even though we had skip the line tickets, we still had to wait about 30 minutes to get in to see David. But he is magnificent & worth the wait! Then we did a 2-hour walk…”

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3.Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence

★★★★★★★★★★5.0 · 104 reviews · 10 hours (approx.) · from $462

Spend about 10 hours touring Tuscany with a private English-speaking driver, stopping in Siena, San Gimignano, Chianti, and Pisa. You set the pace, choose lunch and wine stops, and ride door to door in an air-conditioned Mercedes with Wi-Fi. Drivers such as Mario, Paolo, Donatello, and Giuseppe are praised for local insight and flexibility.

“Fantastic experience ! Highly recommend this tour and our guide was amazing! Guiseppe went above and beyond to make our Tuscan experience memorable. Don’t hesitate to book this tour .”

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4.Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip

★★★★★★★★★★5.0 · 64 reviews · 8 hours (approx.) · from $422Best value

Travel from Florence in a private, air-conditioned minivan with a driver-guide such as Marco, Simone, Tommaso, or Martino. Visit Siena and San Gimignano, pause at Piazzale Michelangelo, and add a winery lunch with tastings if you want a longer Tuscan meal. Hotel pickup and drop-off are included.

“Best tour ever!! Marco was amazing and totally treated us like royalty! We had the best lunch at Marronaia!! Thank you!!”

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5.Cinque Terre Private Day Trip from Florence

★★★★★★★★★★5.0 · 27 reviews · 10 hours

Spend 10 hours exploring Riomaggiore, Manarola, Vernazza, and Corniglia with a private English, Spanish, or Italian-speaking guide. Your driver handles the difficult roads and village transfers while you walk colorful lanes, take a seasonal boat from Manarola to Vernazza, and find lunch with a sea view. Guides have included Nunzio, Lucca, Marco, and Adriano.

“We learned things we never would have learned on our own.”

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