Top Experiences in San Gimignano

Unique things to do, curated by kimkim specialists
Consider some of kimkim's activity recommendations on your next trip to San Gimignano. Try the Val D' Orcia Wine Tasting in Montalcino, a picturesque hilltop city, starting with a tour of Brunello winery, followed by a visit to local shops to taste the honey or Brunello wines and then heading to a local farm near Pienza for lunch. You could also go for the Val D' Elsa wine-tasting, where you'll explore the fortress of Monteriggioni and continue your stroll past famous landmarks before having lunch at a family-run farm and then tasting wines. Enjoy a San Gimignano walking tour, learn about its 13th-century walls that encircle its medieval center, and enjoy local delicacies like saffron, Vernaccia wine, and gelato. 
Old homes in Montepulciano
Val D’ Orcia Wine Tasting in Tuscany
5.0
(2)
9 hours
·
Private
Enjoy a wine-tasting tour in the Tuscan countryside, vising the picturesque hilltop town of Montalcino. You’ll also taste local Nobile wines in historical cellars in Montepulciano and savor a full farm-to-table lunch near Pienza.You’ll start by touring the cellars and tasting the wines at a...
A typical Tuscan vineyard in the Chianti region.
Val D’ Elsa Wine Tasting in Tuscany
5.0
(1)
8 hours
·
Private
Enjoy a wine-tasting tour in the Tuscan countryside, vising the picturesque hilltop town of San Gimignano and the Fortress of Monteriggioni. At the end of the day, you’ll tour vineyards and cellars, taste Chianti Classico varietals, and savor a fresh farm-to-table lunch with local Vernaccia...
The medieval plazas of San Gimignano
San Gimignano Walking Tour
2 hours
·
Private
Visit San Gimignano, one of the best-preserved medieval towns in Italy. The historic village sits atop one of Tuscany’s iconic hills that dot the countryside in the Elsa Valley, an area rich in cypresses, vineyards, and olive groves. The region produces the popular Vernaccia di San Gimignano...
The perfect glass of Chianti
Chianti Wine Tasting & Farm Lunch
8 hours
·
Private
Absorb Chianti’s scenic countryside with a driving and winetasting tour. You’ll twist and turn along panoramic roads, tour wine cellars, learn about the history of growing Chianti grapes, and savor a traditional lunch of local products on a family farm. As you set off for Chianti, enjoy the...
Piena
Day Trip to the Villages of Tuscany
5 hours
·
Private
Enjoy a guided exploration of Italy’s famed Tuscan villages. You’ll choose two towns to visit amongst the following: San Gimignano, Montalcino, Pienza, and Montepulciano. San Gimignano: One of the best-preserved medieval towns in Italy, San Gimignano sits perched atop an iconic hill. Located in...
Day Trip to San Gimignano & Monteriggioni in Tuscany
Self guided
Enjoy a day exploring the scenic countryside and picturesque villages north of Siena. Start with a leisurely walk around San Gimignano, a quintessentially Tuscan town comprised of medieval buildings perched atop one of the region’s iconic hills. Located in the Elsa Valley, San Gimignano is most...
Day Trip to the Villages of Chianti
Self guided
Chianti Valley is known for its food, wine, and historic architecture, and you’ll have plenty of opportunities to experience all three as you meander along the Chiantigiana road. Visit the charming villages of Castellina in Chianti and Greve in Chianti and a local family-run winery. The route...
Day Trip to Volterra in Tuscany
6 hours
·
Self guided
Explore the Tuscan countryside by venturing into the town of Volterra. Weave through scenic countryside and reach the hilltop town and its incredible views. This walled town has deep roots in Etruscan history, and to this day, visitors can still see parts of its protective walls and ancient...

Experiences in San Gimignano, Italy

The Idyllic Landscape of Tuscany
Top Experiences in Tuscany

A trip to Tuscany is truly unforgettable, with its landscape of endless vineyards and hills dotted with medieval villages and castles. Explore the historical centers of Florence, Siena, and San Gimignano and taste the region's famed wine at picturesque vineyards, estates, and bars. Savor the views with unique experiences, like ballooning over Chianti or walking along an ancient pilgrim path. Enjoy sunset-filled dinners, delicious cuisines, and some of Italy's most important history, architecture, and art.

Swimming and Snorkeling in Italy
Top Active Experiences in Italy

Being active in Italy is easy, and it's a great way to dive a bit deeper into the cultural essence of the country. You can hike and explore lakes in the north, walk the cliffs of Cinque Terre, the Italian Riviera, and the Amalfi Coast, and take full advantage of the warm, crystalline waters with swimming, snorkeling, and kayaking excursions. With so much diversity, you can quickly build an adventurous dream trip for any interest or ability!

Learn more about San Gimignano : Best of San Gimignano
Top experiences in popular travel destinations in Italy: Rome · Venice · Amalfi Coast · Cinque Terre · Florence · Sorrento · Chianti · Lake Como · Milan · Montepulciano · Verona · Italian Riviera · Siena · Naples · Bologna · Lake Garda
Top experiences in Italy