Itinerary
- Day 1
Rome to Florence via Orvieto and Siena
You'll start at the Hilton in Rome at 08:15 AM and head north through the rolling hills of Tuscany. The drive takes you to Orvieto first, where you can walk around this striking town that sits on a volcanic cliff and check out its Gothic cathedral. From there, it's on to Siena where you'll have time to wander the medieval streets and see Piazza del Campo. You'll arrive in Florence by evening, which will be your base for the next two nights.
- Meals
- Breakfast
Included Activities
- Travel north from Rome through Lazio and Umbria regions
- Stop in Orvieto to explore the town and its Gothic cathedral
Optional Activities
- Explore narrow lanes in Orvieto with shops and cafes
- Enjoy local wine in Orvieto while taking in countryside views
- Wander the medieval streets of Siena
- Explore Piazza del Campo in Siena
- Evening exploration of Florence on foot
- Dinner at a traditional Florentine trattoria
Landmarks Orvieto Cathedral Piazza del Campo 
- Day 2
Florence
This is your free day in Florence, so you've got complete flexibility. The Duomo, the Uffizi Gallery, and Michelangelo's David are all there waiting if you want to see them, or you could check out Palazzo Pitti and wander through the Boboli Gardens instead. Throughout the day you can try local restaurants, taste some wine, and grab gelato whenever you feel like it. You'll spend your second night in Florence.
- Meals
- Breakfast
Optional Activities
- Visit Florence's Duomo Cathedral
- Explore Uffizi Gallery and The Birth of Venus
- Visit Galleria dell'Accademia to see Michelangelo's David
- Sample handmade pasta, pizza, pastries, wine, and gelato
- Explore Palazzo Pitti and Medici family treasures
- Visit Boboli Gardens with statues, fountains, and ponds
- Explore Florence's lively squares, restaurants, and bars
Landmarks Florence Duomo Uffizi Gallery Galleria dell'Accademia Palazzo Pitti Boboli Gardens - Day 3
Florence to Pisa
After breakfast, you'll travel through Tuscany down to La Spezia on the Ligurian coast. Your included train ticket lets you explore the five villages of Cinque Terre at your own pace, so you can relax at the beaches, walk through the narrow streets, try some local wine, or just take in the terraced vineyards. Later in the evening you'll head to Pisa, giving you some free time to walk along the Arno River and see Piazza dei Miracoli before your overnight stay.
- Meals
- Breakfast
Included Activities
- Train access to explore five villages of Cinque Terre (Riomaggiore, Manarola, Corniglia, Vernazza, Monterosso)
- Explore Cinque Terre villages at own pace
Optional Activities
- Relax on beach at Monterosso
- Visit small harbour in Vernazzo
- Explore terraced vineyards of Corniglia
- Sample local wine in Manarola
- Wander narrow streets of Riomaggiore
- Walk along Arno River in Pisa
- Visit Piazza dei Miracoli in Pisa
- Visit historic churches in Pisa
- Sample Tuscan cuisine in Pisa
Landmarks Riomaggiore Manarola Corniglia Vernazzo Monterosso al Mare Piazza dei Miracoli 
- Day 4
Pisa - Lucca - Volterra to Montepulciano
This morning you'll explore Pisa and can see the Leaning Tower or visit the cathedral if you prefer. Then it's off to Lucca, a walled city where you can walk along the city walls and check out the Cathedral of St Martin. After lunch, you'll head to Volterra in the afternoon to explore its Etruscan heritage and medieval character. Later, you'll arrive in Montepulciano surrounded by vineyards, where you'll stay for two nights.
- Meals
- Breakfast
Included Activities
- Explore Pisa at leisure
- Travel through winding country roads lined with olive groves and cypress trees
Optional Activities
- Visit the Leaning Tower of Pisa
- Explore Pisa Cathedral
- Walk along Lucca's city walls
- Spend time in Piazza dell'Anfiteatro, Lucca
- Visit the Cathedral of St Martin in Lucca
- Visit the Museo Etrusco in Volterra to learn about Etruscan heritage and alabaster traditions
- Admire the Palazzo Incontri-Viti in Volterra
- Relax in Piazza San Giovanni, Volterra
- Explore narrow streets of Montepulciano
- Enjoy views and dinner with local wine in Montepulciano
Landmarks Leaning Tower of Pisa Pisa Cathedral Lucca City Walls Cathedral of St Martin Palazzo Incontri-Viti Piazza San Giovanni - Day 5
Montepulciano and Val d'Orcia
You'll start your day at a relaxed pace in Montepulciano with an espresso and pastry, then go to Piazza Grande for views across Val d'Orcia. Later in the morning, you're heading to Pienza, a Renaissance town that's a UNESCO site, where you can grab lunch and visit the cathedral and museums. In the afternoon, you'll stop at a local winery for a tour and tasting. Before heading back to Montepulciano, you'll visit Bagno Vignoni to see the famous thermal springs. Your evening is free.
- Meals
- Breakfast
Included Activities
- Explore Montepulciano at your own pace in the morning
- Visit Pienza, a UNESCO World Heritage Renaissance city
- Guided winery visit and tasting at a local winery
- Explore Bagno Vignoni and its thermal springs
Optional Activities
- Espresso and pastry at a local cafe in Montepulciano
- Visit Piazza Grande in Montepulciano
- Find lunch in Pienza
- Visit Pienza Cathedral
- Visit the Diocesan Museum in Pienza
- Wander narrow streets in Pienza
- Follow the path of thermal springs through Bagno Vignoni archaeological park
- Admire ancient spa structures in Bagno Vignoni
- Watch sunset over Montepulciano with a glass of Vino Nobile di Montepulciano
Landmarks Piazza Grande Palazzo Comunale Pienza Cathedral Diocesan Museum Bagno Vignoni - Day 6
Maremma and Return to Rome
You'll leave Tuscany behind and travel south into Maremma, a region with strong Etruscan roots. In Sovana, a medieval town with ancient origins, you can explore either the Necropolis with its old tombs or walk the Via Cave sunken roads, depending on what interests you more. Next, you'll stop in Capodimonte on Lake Bolsena where you can relax or visit the Rocca Farnese fortress. Your journey ends back in Rome, arriving around 7 PM.
- Meals
- Breakfast
Included Activities
- Travel through Maremma region
- Visit Sovana, a medieval town with Etruscan origins
- Free time in Capodimonte on Lake Bolsena
Optional Activities
- Visit the Necropolis in Sovana to see tombs carved into tuff rock
- Walk the Via Cave in Sovana, a sunken road system from the Bronze Age
- Find lunch in Sovana
- Explore the atmosphere of Sovana
- Stroll by the water at Lake Bolsena in Capodimonte
- Visit the Rocca Farnese fortress in Capodimonte
- Take a boat ride on Lake Bolsena
Landmarks Sovana Necropolis Via Cave Rocca Farnese Lake Bolsena
