Itinerary
- Day 1
Florence
You'll be picked up from Florence train station or airport and head to your hotel to get settled. After checking in, grab a coffee and take a short walk around Piazza della Repubblica to get your bearings. In the afternoon, a guide takes you through the major sights: the Duomo, Signoria, and Ponte Vecchio. As the sun starts setting, you'll walk along the Arno River and then head to dinner at a typical Florentine trattoria where you can try local dishes.
- Start point
- Firenze, Firenze, Italy (At your hotel)
- Meals
- Dinner (Dinner at Typical Trattoria Fiorentina)
- Accommodation
- Hotel
Included Activities
- Guided walking tour of Florence (Duomo, Signoria, Ponte Vecchio)
- Coffee and walk in Piazza della Repubblica
- Sunset stroll along the Arno River
Landmarks Florence Duomo (Cathedral of Santa Maria del Fiore) Piazza della Signoria Ponte Vecchio Piazza della Repubblica Arno River - Day 2
Greve in Chianti
Following breakfast, you'll drive to Greve in Chianti for a wine-focused day. Three different wineries are on the schedule. At the first stop, take a private tour of the wine cellars and taste DOCG Chianti Classico and Super Tuscan wines. The second winery includes a cellar tour with lunch included. At the third location, you'll do more wine tastings and try local specialties. By evening, you'll head back to your hotel.
- Meals
- Breakfast, Lunch (Wine tasting paired with lunch at prestigious Chianti Classico estate), Dinner
- Accommodation
Included Activities
- Private winery tour and wine tasting (Chianti Classico and Super Tuscan wines)
- Second winery tour with wine tasting paired with lunch
- Third winery tour with wine tasting and local specialties
Landmarks Greve in Chianti 
- Day 3
Siena
After breakfast at your agriturismo, you'll drive to San Gimignano and walk through the historic center to see Torre Grossa and Piazza della Cisterna, plus check out artisan shops. In the morning, stop at a Chianti winery for a cellar tour and wine tasting with Tuscan specialties. Later, drive to Siena where a guide shows you the Duomo, Piazza del Campo, and Palazzo Pubblico. You'll return to your agriturismo after the walking tour.
- Meals
- Breakfast, Lunch (Wine tasting paired with lunch at winery), Dinner
- Accommodation
- Hotel
Included Activities
- Exploration of San Gimignano (Torre Grossa, Piazza della Cisterna, artisan shops)
- Morning winery visit with cellar tour and wine tasting paired with Tuscan products
- Guided walking tour of Siena (Duomo, Piazza del Campo, Palazzo Pubblico)
Landmarks Torre Grossa Piazza della Cisterna San Gimignano Siena Cathedral (Cattedrale di Santa Maria Assunta) Piazza del Campo Palazzo Pubblico 
- Day 4
Bagno Vignoni
You'll travel to the Brunello di Montalcino region after breakfast. Two wineries make up most of your day: the first has a private cellar tour with Brunello tasting and local food, while the second offers premium wine tasting paired with gourmet lunch. In the afternoon, you can either relax at the thermal baths in Bagno Vignoni or visit the historic San Quirico d'Orcia. You'll return to your agriturismo for dinner.
- Meals
- Breakfast, Lunch (Premium wine tasting paired with gourmet lunch at renowned winery), Dinner
- Accommodation
- Hotel
Included Activities
- Private winery tour with Brunello wine tasting and local specialties
- Second winery tour with premium wine tasting paired with gourmet lunch
Optional Activities
- Relax in Bagno Vignoni thermal baths
- Visit San Quirico d'Orcia
Landmarks Bagno Vignoni San Quirico d'Orcia 
- Day 5
Montepulciano
Starting after breakfast, you'll head to Pienza to walk through the historic center and taste local pecorino cheese, then have lunch. From there, drive to Montepulciano for a guided walking tour covering Piazza Grande, the cathedral, and the underground cellars. You'll finish with a visit and wine tasting at one of the underground wineries before heading back to your hotel for dinner.
- Meals
- Breakfast, Lunch (Lunch at farm), Dinner
- Accommodation
Included Activities
- Explore Pienza historic center and taste local pecorino cheese
- Farm visit
- Guided walking tour of Montepulciano (Piazza Grande, cathedral, underground cellars)
- Underground winery visit and wine tasting
Landmarks Pienza Montepulciano Piazza Grande 
- Day 6
Florence
On this final day, you'll visit a winery in the Cortona area with a cellar tour, wine tasting, and gourmet lunch. After that, explore Cortona with a local guide who'll share the city's character and history. You'll depart Cortona in the evening and arrive back in Florence around 6 PM, ending your Tuscan trip.
- End point
- Firenze, Firenze, Italy (At your hotel or Airport)
- Meals
- Breakfast, Lunch (Gourmet lunch at Cortona winery)
Included Activities
- Cortona winery tour with wine tasting and gourmet lunch
- Guided visit of Cortona with local guide
Landmarks Cortona
