Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria - The Geluxe Collection

It’s never been hard to fall under the spell of Italy’s romantic atmosphere. On this 10-day adventure there’s no doubt you’ll fall deeper in love as you wine and dine through the Tuscan countryside, encounter medieval towns, sprawling vineyards, and the historic city centres and grand piazzas of some of the most charming towns in the country. Hike along scenic pilgrim routes through quaint villages like Greve, Montefioralle, and Panzano, and stop for visits to wine cellars paired with cheese, and wine tastings along the way. Finally, a perfect blend of invigorating scenic walks and complete immersion into the historic food culture of Italy, combining for the ultimate rejuvenating and inspiring experience.
Tour details
Tour Provider G Adventures
Price From
Number of Days
Start Location
Florence, Italy
End Location
Rome, Italy
Age Range
Avg. 30+
Group Size
1 to 16
Tour Style
Tour Themes
Cycling/Trekking/Walking, Virtuoso
Physical Rating
Itinerary Open all
Day 1 - Florence: A Golden Stroll
As the sun sets in Florence, the city centre becomes bathed in a golden hue as the lights come on, welcoming locals and travellers alike to head out into the city, to dine together and celebrate life's simplest pleasures. The birthplace of the renaissance, Florence remains a fashion and culture icon in the modern world. With so much art, history, and architecture to take in, there is no time to waste. Welcome to Florence, and to Italy, and we invite you to explore the old and the new, the grand and the simple, all in one of the world's most beautiful countries.
Day 2 - Florence: From the Duomo to the Ponte Vecchio
Standing before the Cattedrale di Santa Maria del Fiore, the Duomo, is one of those moments in life where you feel truly small. To take in the magnitude of what the cathedral represents is to transport yourself back in time to the 13th century. Could the people who began to build this magnificent structure have ever imagined that 800 years later people would still come to marvel at its beauty. This morning join your expert guide for a walking tour and see the Duomo, Signoria Square and then head over to the Ponte Vecchio, you will only just be scratching the surface of what there is to see.
Day 3 - Tuscany: San Gimignano and Colle Val d'Elsa
The Tuscan countryside is calling. Over the course of the next 5 days, move through Tuscany and Umbria by walking from village to village. The pace here is intentional-many stops are made along the way to ensure you see and experience the true essence of these beautiful places. Your first day sees you begin the trek in the village of Strove walking the Via Fancigena until you reach the Elsa River. Cross the river on foot, wading ankle deep in the blue water.
Day 4 - Tuscany: Walk Monteriggioni to Siena
Monteriggioni is your quintessential Tuscan medieval walled village. Follow part of the ancient Francigena way; step back in time as you walk past donkeys in green pastures and lush bushes as the Tuscan countryside unfolds before you.
Day 5 - Tuscany: Exploring the Chianti Region
Chianti, recognized for its namesake red wine, lies between Florence and Siena in the very centre of Tuscany. Begin the trek from Montefioralle- a small town forming the perimeter around an historic castle. Trek from the wavy hills of the Chianti region, along the dusty dirt road that winds through rows of vineyards and the silvery foliage of olive groves, before reaching the provincial road that leads to the hamlet of Panzano. Your reward for another beautiful walk? Lunch at a local winery with a pairing of local wines of course.
Day 6 - Tuscany: Volpaia to Lamole
From medieval village to medieval village, through the vineyards of Chianti, your walking today sees you leaving Volpaia walking up towards Monte Querciabella, the highest point of the day. Carry on to Poggio del Quercetino and then downhill to Lamole, famous for its terraced vineyards, where you take a luscious rest in the form of a picnic lunch among the vines.
Day 7 - Tuscany: Visit Montepulciano and Walk the Gladiator Trail
UNESCO World Heritage site Val d'Orcia extends from the provinces of Siena to Grosseto, offering up some of Tuscany's most picturesque vistas. The Pienza loop trail begins in historic Pienza, a Renaissance city commissioned by Pope Pius II. From Pienza, pass the Romanesque parish church of Corsignano as you make your way through the green and gold undulating hillside dotted with cypress trees. After a short time, enter the Strada dei Gladiatori, the exact setting of the panoramic countryside scene from Ridley Scott's film 'Gladiator'.
Day 8 - Umbria: Cooking with a Local Chef
Walking the Italian countryside is the ultimate gift to yourself. Taking the time to step away from the hustle of your everyday life to intentionally move at a slower pace. Italy is about living and eating well. Speaking of eating, it's time to spend the morning with a local chef learning to prepare some of Italy's most loved dishes. A tagliatelle with ragù perhaps, or a creamy tiramisú. Buon Appetito!
Day 9 - Rome: Your OMG Day
Admittedly, Rome is one of those cities that is pretty OMG worthy on its own. If you have an entire week, its a great city to get lost in, wandering from neighbourhood to neighbourhood. To make the most of your time in Rome, you get to choose between a walking tour or a fully guided Vespa tour. No matter which way you choose to explore Rome, you will experience the very best the city has to offer.
Day 10 - Rome
Your adventure has come to an end, and you can depart at any time.
  • Your Welcome Moment: Welcome Moment - Meet Your CEO and Group Your Foodie Moment: Molino di Grace Visit & Lunch, Panzano Your Foodie Moment: Wine Pairing Dinner Your Foodie Moment: Pecorino Cheese Tasting Your OMG Day: Rome Walking Tour or Fully Guided Vespa Tour, Rome
  • Complimentary Arrival Transfer
  • Welcome and Farewell dinner
  • Guided walking tour of Florence
  • Lunch at an agriturismo
  • Guided walking tour of San Gimignano
  • Guided walking tour of Montepulciano
  • Guided walking tour of Siena
  • Guided walking tour of Città della Pieve
  • Cooking class in Umbria
  • Walk Strove to Colle Val d'Elsa
  • Walk Monteriggioni to Siena
  • Walk Montefioralle to Panzano
  • Walk Volpaia to Lamole
  • Walk the Gladiator Trail
  • Pecorino Cheese Tasting
  • Visits to towns in the Italian countryside like Montefioralle, Greve in Chianti, and Montepuliciano
  • Picnic lunches in vineyards
  • Free time in Rome
  • All transport between destinations and to/from included activities
  • All tips for meals and activities, except for CEO and porterage
Departure dates
Start End Availability Price NZD
25 Aug 2024 03 Sep 2024 4 $8,339
15 Sep 2024 24 Sep 2024 1 $9,599
06 Oct 2024 15 Oct 2024 10 $9,179