Tuscan Bolgheri
Tuscany's most celebrated wine coast: cypress-lined roads, vineyards running towards the sea, and the estates behind the Super Tuscans.
You choose three stops among Ornellaia, Guado al Tasso, Tenuta Fratini and Chiappini, with lunch at Enoteca San Guido if you wish.
✓ Reserve with a 30% deposit · ✓ Free cancellation up to 48 hours before · ✓ Balance on the day
The Experience
- 🍾 Icon estates and boutique producers, side by side
- 🍇 The great blends that made Bolgheri famous
- 🌲 Cypress-lined roads between the vineyards and the sea
- 🍽️ Lunch at Enoteca San Guido, if you wish
Your Day
First estate
A guided tour and tasting at your first chosen estate.
Second estate: lunch option
A second tasting, or lunch at Enoteca San Guido if chosen.
Third estate
A final tasting at your third chosen estate.
Good to Know
⏱️Duration & group size
Duration: Full day. Group: Private only. Guide: a local guide, fluent in English.
🚐Pick-up & drop-off
Pickup at your hotel or apartment in Florence when possible. Some central streets fall within Florence's ZTL limited traffic zone, where cars can't enter. In that case we'll agree on a nearby meeting point with you in advance.
✅What's included
- Private transport from Florence
- Tastings at 3 chosen estates
- A resident guide, fluent in English
- Lunch unless Enoteca San Guido is chosen as a stop
- Tips and gratuities
💶Prices
Private: €600 per person.
Pickups more than 30 minutes outside Florence may incur a supplement.
↩️Booking & cancellation
To book: a 30% deposit, paid online by card through a secure SumUp payment link we send you by email or WhatsApp. The balance is paid on the day of the tour, by card or contactless (every van carries a card reader) or in cash.
Can we visit Sassicaia's winery?
Tenuta San Guido, home of Sassicaia, is not normally open to visitors. You will, however, taste Bolgheri's great reds at the estates you choose, with lunch at Enoteca San Guido as an option.
Where does the day start?
From your hotel or apartment in Florence: this tour is private, so the vehicle is yours for the whole day.
Dietary requirements?
Vegetarian, vegan, gluten-free: tell us when you book and we will arrange it with our hosts.
Can we ship wine home?
Most estates ship abroad, including to the US. Purchases are paid directly to the producer.
Check availability
Bookings open in January 2027. Send us your date and group size now: we reply personally with availability, usually within 24 hours.
Meet Andrea & Lorenzo
Your guides: Andrea, a WSET-trained sommelier who spent years working the land as an agricultural technician, and Lorenzo, who brings years of experience leading tours, a love for experiences that are real rather than staged, and the warm, accommodating way of reshaping the day around his guests that they mention in their reviews. Every route on this site is one we've driven, walked, or eaten our way through ourselves.
Your guide, in his guests' words
Written by guests of Andrea's earlier tours, before Tuscan Detour opened, and published on Google and TripAdvisor. Quoted as written, with surnames shortened and omissions marked […].
“A beautiful tour through some of the most enchanting wineries we have ever visited. Andrea made the entire day truly special […] it was an experience we will always treasure.”
“Andrea truly is an exceptional guide: knowledgeable, welcoming, attentive, and genuinely passionate about sharing the best of the region. His enthusiasm made the whole experience feel special, memorable, and far more than just a tour.”
“A special thank you to our guide, Andrea, who made everyone feel comfortable from the very beginning. He was extremely knowledgeable about wine and the local area, and a real pleasure to listen to throughout the day.”
Related Tours
Full Day
Castles & Villas, Chianti Rufina
Three wineries in historic villas and castles, hosted by the noble families who make the wine.
View Tour