Private Tuscany Day Trip from Florence with Vineyard Lunch

Discover the best of Tuscany on a private journey through its beautiful towns and landscapes. Travel from Florence with a professional English-speaking driver who takes the stress out of navigating. In Siena, meet a licensed local guide for a walking tour through medieval streets. Along the way you'll learn about the majestic cathedral and famous Palio horse race. Then, savor a leisurely Tuscan lunch with wine pairings at a family-run Chianti farmhouse, surrounded by vineyards and olive groves. End your day in the hilltop gem of San Gimignano, a UNESCO-listed village, where you’ll enjoy free time to explore artisan shops, climb the towers, or simply soak in the views. With private transport and a relaxed pace, this day offers an intimate and authentic way to experience Tuscany.

1. 1

   Florence

   1.3 hours

   Your private Tuscan adventure begins in Florence, where a professional English-speaking driver welcomes you for a scenic drive through the rolling countryside.

2. 2

   Piazzale Michelangelo

   10 min

   As you exit Florence, make a brief stop for photos at the city's best panoramic viewpoint.

3. 3

   Siena

   1.8 hours

   Meet your local guide for a private walking tour through Siena’s historic center. Explore Piazza del Campo and learn about the Palio horse race, the most dangerous horse race in the world.

4. 4

   Stop 4

   15 min

   Admire the ornate façade of Siena Cathedral, the Gothic gem of the village.

5. 5

   Tuscany

   3 hours

   Visit a family-owned vineyard and cellar before enjoying a traditional Tuscan lunch made with fresh, local ingredients, paired with regional wines.

6. 6

   San Gimignano

   1.5 hours

   Enjoy free time to explore the UNESCO-listed hilltop town, famed for its medieval towers, artisan shops, and breathtaking countryside views.

7. 7

   Piazza Della Repubblica

   1 hour

   At the end of the day, your professional driver will bring you back to Florence. With private transportation throughout the day, this tour offers the ideal blend of history, food, and unhurried exploration.

• Public transportation options are available nearby
• Specialized infant seats are available
• Travelers should have at least a moderate level of physical fitness
• Unfortunately due to the nature of this tour it is not suitable for guests with mobility impairments or with wheelchairs, or strollers.
• This is a walking tour. Guests should be able to walk at a moderate pace without difficulty.
• Those with dietary restrictions need to contact us after booking the tour so we can arrange your lunch. Unfortunately, we cannot accommodate vegans or those with celiacs.

All sales are final. No refund is available for cancellations.