Itinerary
- Day 1
Florence
You'll arrive in Florence and get settled into Italy's most iconic Renaissance city. After a welcome briefing with your CEO, dinner happens in the heart of Florence, followed by an evening stroll through the golden-lit streets where you'll stop for gelato at a famous gelateria.
- Meals
- Dinner
Included Activities
- Welcome Moment - Meet Your CEO and Group
- CEO-led Orientation Walk of Florence
Landmarks/POIs Florence - Day 2
Florence
This morning you'll take a guided walking tour hitting Florence's most famous landmarks like the Duomo, Signoria Square, and Ponte Vecchio. After browsing a local market for Italian specialties, the afternoon is yours to wander around the city. If you're interested, Piazzale Michelangelo offers views and a refreshing drink.
- Meals
- Breakfast
Included Activities
- Florence Guided Walking Tour With Local Guide
Optional Activities
- Piazzale Michelangelo Walk with CEO
- Medici Chapels Visit (9-32 EUR per person)
- Leonardo Da Vinci Museum Visit
Landmarks/POIs Cattedrale di Santa Maria del Fiore (Duomo) Signoria Square Ponte Vecchio Piazzale Michelangelo - Day 3
Florence to Colle Val d'Elsa
You'll head to San Gimignano for a guided tour of its Gothic and Romanesque architecture in this beautifully preserved medieval village. Lunch happens in town, then you start walking through the Tuscan countryside from Strove along the Via Fancigena, crossing the Elsa River on foot before reaching Colle Val d'Elsa by evening.
- Meals
- Breakfast, Lunch
Included Activities
- San Gimignano Guided Tour
- Walk Strove to Colle Val d'Elsa
Landmarks/POIs San Gimignano Via Fancigena Elsa River Colle Val d'Elsa - Day 4
Colle Val d'Elsa to Monteriggioni
Today's hike follows part of the ancient Francigena way through Tuscan countryside to Monteriggioni, a medieval walled village with charming streets and well-preserved walls. You'll have lunch with local flavors, then return to Colle Val d'Elsa for free time to explore on your own.
- Meals
- Breakfast, Lunch
Included Activities
- Hike to Monteriggioni
Landmarks/POIs Monteriggioni - Day 5
Montefioralle to Greve in Chianti
Starting in Montefioralle, you'll walk through rolling Chianti countryside with views of vineyards and olive groves. A rustic lunch at a traditional farmhouse includes local Tuscan flavors, then you continue to Greve in Chianti and its iconic triangular piazza. End the day relaxing with a cold drink at your Tuscan villa overlooking the vineyards.
- Meals
- Breakfast, Lunch (Rustic lunch at traditional farmhouse with local Tuscan flavors), Dinner
Included Activities
- Stroll around Montefioralle
- Walk from Montefioralle to Panzano
- Molino di Grace Visit & Lunch
- Greve In Chianti Visit
Landmarks/POIs Montefioralle Molino di Grace Greve in Chianti - Day 6
Greve in Chianti to Siena
You'll travel to Siena for a walking tour of its medieval streets, including Piazza del Campo and the Duomo. Lunch at a local restaurant features authentic Tuscan flavors, then you'll sample four varieties of wine from local Tuscan estates while learning about winemaking in Chianti. A special wine pairing dinner wraps up the day.
- Meals
- Breakfast, Lunch, Dinner (Special wine pairing dinner)
Included Activities
- Siena Walking Tour
- Wine Pairing Dinner
Landmarks/POIs Piazza del Campo Siena Duomo - Day 7
Siena to Città della Pieve
Walking the Pienza loop trail takes you through UNESCO World Heritage Val d'Orcia, a Renaissance city commissioned by Pope Pius II. You'll pass the Romanesque Corsignano church through undulating hillsides dotted with cypress trees and panoramic countryside. Taste locally produced pecorino and ricotta cheeses with Montepulciano wine, then take a guided walking tour of Montepulciano before heading into Città della Pieve.
- Meals
- Breakfast
Included Activities
- Walk The Pienza loop
- Pecorino Cheese Tasting
- Montepuliciano Visit
Landmarks/POIs Val d'Orcia Pienza Corsignano Montepulciano Città della Pieve - Day 8
Città della Pieve
Your morning involves learning to prepare classic Italian dishes with a local chef, maybe tagliatelle with ragù or creamy tiramisu, then you'll eat your culinary creations with wine. In the afternoon, a guided walking tour of Città della Pieve shows you the birthplace of Renaissance painter Pietro Vannucci with free time to explore at leisure.
- Meals
- Breakfast, Lunch
Included Activities
- Guided Walking Tour of Città della Pieve
- Cooking Class - Città della Pieve
Landmarks/POIs Città della Pieve - Day 9
Città della Pieve to Rome
You'll travel to Rome and pick your adventure: either a walking tour of the historical centre visiting Piazza Barberini, Piazza di Spagna, Trevi Fountain, and Piazza Navona, or a thrilling Vespa tour with a professional driver zipping through Rome from Trastevere to the Colosseum and beyond.
- Meals
- Breakfast, Dinner
Included Activities
- Rome Walking Tour or Fully Guided Vespa Tour
Optional Activities
- Rome Orientation Walk With CEO
Landmarks/POIs Piazza Barberini Piazza di Spagna Trevi Fountain Piazza Navona Colosseum Trastevere - Day 10
Rome
Your adventure comes to an end. You can depart Rome at any time.
- Meals
- Breakfast
