A Stress-Free Chianti Escape from Florence: Vineyards, Villages & Vintage Fiat 500

Swap the city for rolling vineyards, medieval hill towns, and classic Tuscan roads. This private full-day Chianti experience is designed to feel easy from start to finish: we bring you from Florence to the countryside by comfortable van transfer, then you explore the heart of Chianti in a vintage Fiat 500 cabrio with your English-speaking driver-guide, with scenic viewpoints, relaxed village time, local tastings, and plenty of photo moments along the way.

What you’ll do

Enjoy a beautiful drive through the Chianti countryside, stopping at charming villages and panoramic overlooks. This isn’t a rushed “drive-by” itinerary, you’ll have time to actually walk, soak up the atmosphere, and enjoy each stop. Along the route, you’ll also sample delicious local products, for a truly authentic taste of Tuscany.

Villages & stops

Greve in Chianti – Often called the “gateway to Chianti,” with its lively Piazza Matteotti, porticoes, wine spots, and artisan food shops, ideal for picking up regional specialties and enjoying the town vibe.
Montefioralle – A tiny, storybook village perched above Greve, with narrow stone lanes, ancient walls, and gorgeous views over vineyards and olive groves, perfect for a scenic stroll and standout photos.
Panzano in Chianti – A charming hill town between Florence and Siena, loved for its countryside views, laid-back feel, and great food and wine, an excellent place for a wine tasting or a relaxed lunch with a view.

What’s included

Round-trip van transfer from Florence (City Center Hotel) to Chianti
Vintage Fiat 500 cabrio tour with English-speaking driver-guide
Wine tasting with local products (light food)
Water
Private experience

Not included

Entry tickets to sites or palaces

Important information

Vehicle color: The choice of vehicle color is not normally guaranteed.
Vehicle preference: You can request a preferred vehicle color for an additional €150. If we can’t accommodate the request after payment, we will refund the full €150 and also provide a 50% discount (€75) on the vehicle preference fee as compensation.
Driver preference: Drivers are assigned based on availability, but you may request a specific driver for an additional €150.
Age restriction for babies: Due to the vintage nature of the vehicles (no seat belts), baby seats cannot be installed. For legal reasons, we cannot accommodate children under 3 years old. Only children aged 3+, accompanied by a parent, are permitted.

Book your private Chianti Day Escape and let us take you from Florence to Tuscany’s most beautiful villages, effortless, authentic, and in true Dolce Vita style.