Private Tuscany Day Trip from Florence with Vineyard Lunch

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9 hours (approximately)
Offered in: English

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.

What's Included

English-speaking local guide in Siena
Free time in San Gimignano
English-speaking professional driver
Gourmet lunch and wine tasting in Chianti
Air-conditioned transport
Hotel Pick-Up/Drop-Off
Gratuities
Entrance tickets to the Siena Cathedral (optional)

Meeting and pickup

Meeting point
Piazza della Repubblica

Please arrive 15 minutes prior to the start of your tour. This tour meets by the Carousel in Piazza della Repubblica.

End point
This activity ends back at the meeting point.

Itinerary

Duration: 9 hours (approximately)
  • 1
    Florence

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

    1 hour 20 minutes • Admission ticket free
  • 2
    Piazzale Michelangelo

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

    10 minutes • Admission ticket free
  • 3
    Siena

    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.

    1 hour 45 minutes • Admission ticket free
  • 4
    Siena Cathedral

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

    15 minutes • Admission ticket not included
  • 5
    Tuscany

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

    3 hours • Admission ticket free
  • 6
    San Gimignano

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

    1 hour 30 minutes • Admission ticket free
  • 7
    Piazza della Repubblica

    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.

    1 hour • Admission ticket free

Additional info

  • 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.
Supplied by Walks - Italy & Spain

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Tags

Day Trips
Wine Tastings
Full-day Tours
Bus Tours
Private Sightseeing Tours
Historical Tours
Walking Tours
Wine Tours
Food & Drink
Additional fees

Cancellation Policy

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

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