Private Tuscany tour in English โ€” day trips from Florence or any accommodation in Tuscany (villa, agriturismo, hotel). With Anastasia, a Jewish Israeli-Italian local who has lived in Tuscany for over 20 years.

Tuscany tour in English with Anastasia โ€” Jewish local in Florence and Tuscany

Tuscany tour in English โ€” let me take you through Tuscany like family ๐Ÿ’›

Private day trips in English from Florence or anywhere in Tuscany

โ€” Through Jewish local eyes โ€”

A private Tuscany tour in English with me means you’re not tourists โ€” you’re our guests. I take you through Chianti, Val d’Orcia, San Gimignano, Pitigliano, the sea, the hot springs, the wineries (including kosher wineries), and the small corners of Tuscany that only locals know. 20+ years living here, with my Italian husband โ€” and I want to share all of it with you.

Same Shabbat candles, same humor, same heart.

โ†’ More about me โ€” who I am

Some things money can’t buy โ€”

the feeling of being at home, with your Italian family in Tuscany,

memories and photos that stay with you for a lifetime.

This is what money can’t buy โ€” and this is who we are. ๐Ÿ’›

๐Ÿ’› Not a large group tour

WOW TOSCANA is not a large group tour. Private, fully customized Tuscany tours โ€” available in English, Hebrew, Italian or Russian โ€” with direct personal guidance from Anastasia, based on availability.

Not Jewish? You’re absolutely welcome too โ€” every tour is private and shaped around your interests ๐Ÿ’›

Private Tuscany tour in English โ€” what’s included?

A Tuscany tour in English with WOW TOSCANA is a private experience at your pace, tailored to your interests, age and family needs. There are no standard itineraries โ€” every day is built around you.

Each route is designed around where you’re staying โ€” Florence, a villa, agriturismo, hotel or private home. We combine medieval villages, family-run wineries (including kosher options), open landscapes, authentic local food and stories you won’t find in guidebooks.

And we don’t just stick to the main roads. I take you along the little back-roads in the middle of nature โ€” hidden lanes that people who didn’t grow up right here never find, and honestly, many times not even the locals know them. At every turn, a postcard.

Tuscany destinations for day trips in English

๐Ÿท Chianti

Family-run wineries, rolling vineyards, medieval villages and wine tastings โ€” kosher wineries in Tuscany also available on request.

๐Ÿฐ San Gimignano

“Medieval Manhattan” โ€” towers, alleys and world-champion gelato.

๐ŸŒ„ Val d’Orcia

The cypress landscapes from “Gladiator”, Pienza, Montalcino, hot springs.

๐Ÿ›๏ธ Siena

Piazza del Campo, the Duomo, medieval alleys and historic neighborhoods.

๐Ÿ—ผ Pisa

The Leaning Tower, Piazza dei Miracoli, and lesser-known corners.

๐Ÿฐ Lucca

The round walls, Guinigi Tower with trees on top, medieval city center.

๐Ÿ• Pitigliano

“Little Jerusalem of Tuscany” โ€” 16th-century Synagogue, Jewish Ghetto, kosher bakery, village on a tuff cliff.

๐Ÿ—ฟ Volterra

Ancient Etruscan city, alabaster craftsmanship, wild landscapes.

๐Ÿ–๏ธ Forte dei Marmi

Luxury beach on the Tuscan Riviera โ€” shopping, restaurants, sea (Chabad presence in summer).

โ™จ๏ธ Hot springs & spa

Natural thermal springs โ€” Saturnia, Bagni San Filippo and the Monte Amiata area.

๐ŸŒฒ Lunigiana & northern Tuscany

Wild green region in northern Tuscany โ€” isolated villages, castles, mountain views.

๐Ÿฐ Monteriggioni

Round fortified village with 14 towers โ€” medieval Tuscan fortress near Siena.

โœก๏ธ Kosher & observant travelers in Tuscany

I’m a member of the Florence Jewish community and a friend of Chabad in Tuscany. I help in advance with:

  • ๐Ÿท Kosher wineries in Tuscany โ€” including Cantina Giuliani (Pisa area) and Terra di Seta โ€” for kosher wine tastings on request
  • ๐Ÿ Kosher food recommendations and coordination
  • ๐Ÿ•ฏ๏ธ Shabbat planning โ€” itineraries, accommodations, candle lighting times
  • ๐Ÿ• Synagogue & mikveh coordination in Florence and Tuscany
  • ๐Ÿค Connection with the local Jewish community and a local rabbi as needed
  • ๐Ÿฅ– Pitigliano โ€” visit the historic Synagogue and kosher bakery in the “Little Jerusalem of Tuscany”

Exploring Jewish Florence itself? Discover my dedicated Jewish & Kosher Florence tour โ†’

Special Tuscany experiences

๐Ÿ„ Truffle hunting

A unique countryside experience โ€” going out with a hunter and dog to find truffles, followed by a tasting meal.

๐Ÿ‘จโ€๐Ÿณ Tuscan cooking class

Private cooking lesson in a Tuscan village โ€” pasta, tiramisรน and a shared meal. Kosher options available.

๐Ÿ•ฏ๏ธ Bar/Bat Mitzvah in Tuscany

Special family celebration in Florence or Tuscany โ€” coordination, accompaniment, venues, kosher catering.

๐Ÿ›๏ธ Shopping tours & outlets

Luxury Italian brand outlets โ€” The Mall (Gucci, Saint Laurent), Barberino (Prada, Dolce&Gabbana), shopping in Florence and Forte dei Marmi.

๐Ÿท Wine tour Tuscany

Multi-region wine tour โ€” Chianti, Brunello di Montalcino, Vino Nobile di Montepulciano, family-run wineries (kosher on request).

๐Ÿ“ธ Photo tour

I take photos for you during the day โ€” landscapes, family moments, memories โ€” sent after the tour as your keepsake.

From Tuscany to neighboring regions

Tuscany is located in the heart of Italy. You can combine a day in Tuscany with a trip to neighboring regions:

๐Ÿ–๏ธ Cinque Terre โ€” Liguria

The five colorful villages on the Ligurian cliffs โ€” landscapes, beaches and authentic villages.

โ›ต Portofino

The famous Ligurian harbor โ€” yachts, luxury villas, restaurants and beautiful coastal spots.

๐Ÿ Modena & Ferrara

Emilia-Romagna โ€” traditional balsamic, Parmigiano Reggiano, local food and UNESCO historic centers.

๐Ÿž๏ธ Lake Garda

Italy’s largest lake โ€” mountain views, charming lakeside villages, boats.

๐Ÿ‚ Orvieto

Etruscan city on a tuff cliff in Umbria โ€” magnificent Duomo, underground caves.

๐Ÿ›๏ธ Rome in one day

Colosseum, Pantheon, Piazza Navona โ€” a long but full day trip from Florence.

๐Ÿšค Venice in one day

Piazza San Marco, Rialto Bridge, gondolas โ€” a long but full day trip from Florence.

Who is a Tuscany tour in English for?

My Tuscany tours are perfect for families with children and teens, couples, friends, multigenerational families, solo women travelers, senior travelers (gentle pace), travelers with physical disabilities, Jewish travelers and observant guests, and anyone who wants to discover Tuscany through real local eyes. Every day is built around the pace and interests of the participants.

How to book?

Send a WhatsApp message with the details โ€” dates, number of participants, where you’re staying, what interests you โ€” and I’ll get back to you personally with a customized proposal based on availability.

Want to talk about your Tuscany trip? I’m here ๐Ÿ’›

๐Ÿ’ฌ Message me on WhatsApp
With me, you’re not tourists โ€” you’re our guests. I and a small, dedicated team welcome you with warmth, sensitivity and an open heart.

โ€” Anastasia Vendrov-De Santi ๐Ÿ’›

FAQ โ€” Tuscany tour in English

A private day trip with Anastasia from Florence (or your villa/agriturismo/hotel in Tuscany), fully customized โ€” destinations of your choice, pace adapted to your group, authentic local food stops, family-run wineries (including kosher), and stories you won’t find in guidebooks.

Yes. We work with kosher wineries in Tuscany โ€” including Cantina Giuliani (Pisa area) and Terra di Seta. I also coordinate kosher food, Shabbat-friendly itineraries, Synagogue and mikveh visits, and can put you in contact with the local Jewish community and a local rabbi as needed.

From wherever you’re staying โ€” Florence, a villa, an agriturismo, a hotel or a private home anywhere in Tuscany. The route is designed around your accommodation.

Absolutely. With me kids don’t get bored โ€” I build the day with stories, riddles, sweet stops and surprises adapted to your family (including kosher options if needed). Parents enjoy too, and kids remember this trip long after they go home.

Yes. Luxury Italian brand outlets (The Mall โ€” Gucci, Saint Laurent, Bottega Veneta; Barberino Designer Outlet โ€” Prada, Dolce&Gabbana), shopping in Florence (Via de’ Tornabuoni, Ponte Vecchio jewelry), and luxury shopping in Forte dei Marmi in summer.

Typically 6โ€“9 hours, depending on destinations and pace. We can also do half-day tours, full-day, or multi-day Tuscany itineraries โ€” fully personalized.

Think good and it will be good ๐Ÿ’›

And I’m here so it will be excellent on your Tuscany trip.
Whether you want Chianti wineries, Val d’Orcia landscapes, San Gimignano, Pitigliano,
the sea or a kosher wine tour โ€” I’m here so you’ll have a personal, local and meaningful experience.

๐Ÿ’› Let’s plan your Tuscany trip together ๐Ÿ’›

A short WhatsApp message, and we’ll start building a private day in Tuscany that fits you exactly โ€” at your pace, around your interests, with all the customizations you need.

๐Ÿ’ฌ Message me on WhatsApp And we’ll build the perfect day for you