Montefioralle in 1 Day for Couples - Guided cellar tour and tasting of 4 wines (Chianti Classico, Riserva, Monteficalle IGT, Vin Santo)
In Collaboration with Montefioralle Winery. Updated on February 3, 2026.
An intimate winery visit at Montefioralle with a guided cellar tour, tasting of four classic Chianti wines and local bites, followed by a short stroll to the hilltop village for a sunset viewpoint and a relaxed dinner in Greve in Chianti. Perfect for couples seeking a slow, scenic evening among vineyards.
This itinerary was created in collaboration with Montefioralle Winery, inspired by the tour Tour and Wine Tasting. Please check the tour information during your booking process.
Highlights
- Guided cellar tour and tasting of 4 wines (Chianti Classico, Riserva, Monteficalle IGT, Vin Santo)
- Gazebo seating with vineyard views toward Montefioralle village
- Sunset stroll in the medieval hill-village of Montefioralle and intimate dinner in Greve
Itinerary
Day 1
Late-afternoon winery visit timed to include golden-hour in the vineyards and a sunset stroll in Montefioralle, then dinner in Greve in Chianti.
Arrive & park — meet at Montefioralle Winery
Arrive at the winery parking area and walk the short vineyard path to the tasting gazebo. Allow time for parking on the gravel lot and a 3–7 minute walk to the tasting area.
Tips from local experts:
- Tell your driver to follow 'Montefioralle Winery' on Google Maps (their directions are recommended; other GPS apps may misroute in the countryside).
- Wear comfortable shoes for the short gravel walk; bring a light layer for breezy evenings among the vines.
- If you want a sunset seat under the gazebo, arrive 20–30 minutes before the tasting start to request the best table.
Guided cellar tour & wine tasting — Montefioralle Winery
Private-ish family-run tour of the cellar followed by a tasting of four wines (Chianti Classico, Chianti Classico Riserva, Monteficalle IGT, Vin Santo) paired with local appetizers. The host will explain production steps and tasting notes.
Tips from local experts:
- Ask the host to seat you under the gazebo overlooking the vineyards — it's the most romantic spot for a toast.
- Request tasting pacing: ask for smaller pours if you prefer to savour each wine slowly and stay clear-headed for the sunset stroll.
- If you'd like a keepsake photo, ask a staff member to take one from the gazebo toward Montefioralle village; late-afternoon light is very flattering.
Stroll to Montefioralle village & hilltop viewpoint
A short 5–15 minute walk from the winery across the vineyards up to the medieval lanes of Montefioralle. Enjoy the quiet cobbled streets and a pair photo at the hilltop viewpoint as the sun sets over the Chianti hills.
Tips from local experts:
- The lane includes a short uphill segment; take it slowly and pause at the panoramic spots for photos and quiet moments.
- Watch for narrow stone steps and uneven paving — hand-in-hand is romantic but wear stable shoes.
- If you want a private moment, continue a few metres past the main viewpoint toward the olive trees where noise is minimal and views open up.
Transfer (drive) from Montefioralle to Greve in Chianti centre
Short scenic drive (approximately 8–20 minutes depending on parking and traffic) down to Greve’s Piazza Matteotti for dinner. Use this time to freshen up and enjoy countryside views.
Tips from local experts:
- Request a parking spot close to Piazza Matteotti — it's the most convenient place to start your evening in Greve.
- If you booked a taxi or transfer, confirm the exact pickup point (the winery parking lot) and allow a few extra minutes for gravel-road navigation.
- If you prefer to linger, ask the winery staff for a suggested quieter route to Greve to avoid busy main roads.
Dinner — charcuterie or light dinner at Antica Macelleria Falorni (or table nearby in Piazza Matteotti)
Enjoy a leisurely dinner focused on local Tuscan flavours — Falorni’s cured meats, cheeses and simple pasta make a romantic, flavourful meal. Ask for a table near the window or on the square if available.
Tips from local experts:
- Reserve a table in advance and request a window or square-facing seat for people-watching and atmosphere.
- Order a shared platter (salumi and pecorino) plus a pasta to keep the meal relaxed and ideal for sharing.
- If you bought a bottle at the winery, ask the restaurant if they can open it for you (many local restaurants will do this for a small corkage fee).
After‑dinner walk and nightcap in Piazza Matteotti (optional)
A gentle post-dinner stroll around the main square — grab a gelato or a small Italian coffee/liqueur and enjoy the relaxed evening ambience.
Tips from local experts:
- The square is charming at night but can be cooler; bring a light wrap for cosy outdoor seating.
- Choose a small liqueur (limoncello or vin santo) for a sweet finish and sip together while seated on a bench or café terrace.
- If you want privacy, walk to the quieter side streets off the square — they often have the best ambient lighting and little benches.
Itinerary Attributes
| Days | 1 |
| Highlights | 3 |
| Season | - |
| Month | - |
| Persona | Couples |
| Transfers | 1 |
| Restaurants | 2 |
| Total Activities | 5 |
| Total Places | 5 |
| Activities Types | Meal, Experience, Outdoor, Transfer, Restaurant, Neighborhood |