from

$1,340

Florence

From Florence: Private Chianti Wine Tour with Siena and San Gimignano Stops

Private TourTransportation Included

Visit 2 wineries for 12 wine tastings and a 3-course lunch, plus enjoy hotel pick-up

Private TourTransportation Included

9 h


Max 7 Guests

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This tour is for you if you want Tuscany without compromises, with your own guide and a pace that fits your day. After hotel pick-up in Florence, spend time in San Gimignano, a hilltop town of towers and sweeping countryside views. Next, visit two wineries for six tastings at each, with a three-course Tuscan lunch and olive oil and balsamic tasting breaking up the day. End with Siena’s Gothic streets and landmark piazza, then return to Florence with drop-off anywhere in the city.

What's included

Follow hilltop views to wine by the glass

Florence hotel pick-up and drop-off

San Gimignano and Siena free time

Entry to two wineries

Twelve wine tastings

Three-course Tuscan lunch

Olive oil and balsamic tasting

Private tour with your own guide

Guide tips

Siena Cathedral entry ticket

Itinerary

Your tour begins at your Florence hotel

Meet your tour leader in your hotel lobby and settle into comfortable transport reserved just for your party.

Wander the lanes of San Gimignano

Step into the medieval hill town known for its skyline of stone towers and honey-colored streets. Use your free time to browse artisan shops, climb for big-valley views, and pause for an espresso or gelato before you head back into the countryside.

Tour a winery in the San Gimignano countryside

Arrive at a delightful villa surrounded by rolling Tuscan hills for a guided tasting tour of 6 wines. Surrounded by vineyards, you’ll sample bold reds and fruity whites.

Drive through vineyard country toward lunch

With a private tour, the pace stays easy as you roll past patchwork fields, olive groves, and hilltop hamlets. Your tour leader points out the landscape and sets up the flavors you’re about to taste at the table.

Settle in for a three-course Tuscan lunch

Sit down to a traditional feast that starts with Tuscan cheeses, cured meats, and bruschetta. Next comes lasagne al tartufo and ribollita, the hearty bread-and-vegetable soup that's fed families here for centuries. Finish with cantucci dipped in sweet Vin Santo.

For Reference Only. Itineraries are subject to change

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Start times are in the product’s local time

Free cancellation up to 7 hours in advance!

Sat, 02 May 2026

Meeting and drop-off point

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