Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria

G Adventures · 10 days
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
10 Days
From AUD $7749
Trip Type
Small Group
Activity Level
Average

Rating


(3 reviews)

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria

G Adventures · 10 days
Duration

10 days

Tour Type

Small Group

Accommodations

Moderate

Physical Rating

Average

Guide Language

English

Experience Overview

It’s never been hard to fall under the spell of Italy’s romantic atmosphere.

Highlights

  • Visit the historic centre of Pienza a Renaissance city commissioned by Pope Pius II
  • Explore San Gimignano and Montepulciano
  • Savour Gelato in Florence on an orientation walk through the city
  • Tour the cellar and vineyard with a farmhouse lunch overlooking the rows of grapes
  • Hike from the tiny village of Strove along the ancient Via Fancigena
  • Walk through medieval towns like Greve Montefioralle and Panzano
  • Sample local cuisines directly from its sources in the many vineyards dotting the hills of Tuscany’s Chianti Region
  • Enjoy the sites and sounds of Rome and Umbria.

Trip Details

Duration

10 days

Transportation

Private vehicle, walking.

Tour Type

Small Group

Guide Language

English

Starts

Florence, Italy

Finishes

Rome, Italy

Accommodations

Moderate

Travel Style

Luxury

Physical Rating

Average

Itinerary

1

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.
After an informative welcome briefing with your CEO and a delicious dinner in the heart of Florence, stretch your legs on an evening walk to get some photos of that beautiful golden Florence glow. Speaking of simple pleasures- your evening stroll includes a stop for a gelato at a famous gelateria. Try the pistachio flavour or the fiordilatte. Or both. It's your first day in Italy, after all. Time to celebrate.
2

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.
The only way to truly appreciate Florence is by walking the streets and plazas. After your walking tour, end the morning at a local market where you can enjoy Italian specialties. During the afternoon, choose to join you CEO at the Piazzale Michelangelo for a delicious view of the city and a well earned refreshing drink. There is plenty to do in Florence, so ask your CEO and make sure you make the most of your afternoon.
3

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.
Leave Florence and travel southeast, but before you begin to trek, get your body moving by a morning visit to San Gimignano. With the insights of a local guide, discover one of the most well preserved Italian medieval sites by marvelling at both the Gothic and Romanesque architecture of the historical centre, and by sampling some of the regional delights at lunch in town. Your trek begins after lunch, heading to the final destination of Colle Val d'Elsa.
4

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.
After the hike, explore Monteriggioni's charming streets and well-preserved medieval walls. Then, relax and enjoy a well-earned lunch with local flavors before heading back to Colle di Val d'Elsa, where you will have some free time to explore this historic town at your own pace.
5

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. Start the day with a scenic walk through the rolling Chianti countryside, soaking in the breathtaking views of vineyards and olive groves. After working up an appetite, enjoy a delicious, rustic lunch at a traditional farmhouse, where you'll savour local Tuscan flavours in a relaxed setting.
After a decadent and leisurely lunch, continue on to Greve in Chianti, considered the "gateway" to the Chianti region. Greve in Chianti is formed around a beautiful triangular piazza, at the centre of which is a statue of the explorer Giovanni da Verrazzano, one of the town's most illustrious sons, who went down in history for discovering the bay of New York. End the day relaxing with a cold drink at your Tuscan Villa perched above the vineyards.
6

Day 6: Tuscany: Volpaia to Lamole

Start the day with a scenic transfer to Siena, one of Tuscany's most beautiful medieval cities. Upon arrival, join a local guide for a walking tour through its historic streets, exploring highlights like Piazza del Campo and the stunning Duomo. After the tour, sit down for a delicious lunch at a local restaurant, enjoying authentic Tuscan flavors. Take some free time to soak in the atmosphere or browse local shops before heading back to your hotel. Tonight enjoy a special wine pairing dinner.
After lunch, sample four varieties from the local Tuscan estates, continuing to learn not only about the process of wine making in Tuscany, but about the people who make their life here in Chianti. Tonight enjoy a special wine pairing dinner.
7

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'.
Your morning walk concludes just in time to sample another Tuscan favourite, pecorino cheese. A tasting of locally produced pecorino and ricotta cheeses is served with a glass of Montepulciano wine. After indulging in a glass of Montepulciano wine, it's only fitting to visit the town itself. A local guide welcomes you to this ancient hilltop town and provides an in depth walking tour of the old centre. Here we leave Tuscany and head into Umbria to Città della Pieve.
8

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!
After you devour the fruits of your cooking labor, alongside a few glasses of delicious wine, the afternoon is yours to spend at leisure. A local guide will lead a walking tour of Città della Pieve, our home while in Umbria, known as the birthplace of renaissance painter Pietro Vannucci.
9

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.
If you are up for more walking, join your local Roman guide and walk the historical centre, visiting Piazza Barberini and Piazza di Spagna. Drop a coin into the Trevi Fountain and sip a cappuccino in Piazza Navona. If you are ready for less walking, more adrenaline, hop on back of a Vespa with a professional driver and whiz through Rome from Trastevere to the Colosseum and lots more.
10

Day 10: Rome

Your adventure has come to an end, and you can depart at any time.
Exclusions
  • Flights to and from origin and destinations
  • Airport transfers (arrival and departure)
  • Anything else not explicitly listed in tour inclusions
  • Recommended gratuities/tipping
  • Optional activities/tours
  • Personal expenses
  • Travel insurance
  • Visas, meals and beverages not stated in the list of inclusions.
Important Information
Meals

When meals are not included, your tour leader (where available) will be happy to help with restaurant recommendations, bookings, and directions. Please let us know if you have any dietary needs or preferences. We will do our best to accommodate these, though we cannot guarantee that every request can be met.

Luggage

You are responsible for your personal belongings throughout the tour. You will need to carry your own bags between the vehicle and your hotel room. Drivers will assist with loading and unloading luggage from the vehicle.

Mobility

Travellers requiring wheelchair access should contact our sales and service team, who can make enquiries on your behalf.

Fitness Level

This tour requires an average level of fitness. Activities are paced gently and include leisure time. You may be expected to join guided walks of up to one hour, navigate short stairways and mild inclines, and manage your own luggage. You should also be able to board and exit all transport without assistance.

Travellers are expected to be self-sufficient and capable of handling all aspects of their journey. Please discuss your circumstances and support needs with your booking agent to confirm this trip is suitable.

If you are unsure, we recommend consulting your doctor before booking or travelling.

Sightseeing

If a planned site visit is unavailable due to changes in operating hours or holiday closures, the itinerary may be altered, or a comparable activity will be substituted where possible and subject to availability.

Visas

Visa conditions can change. Once you receive your travel documents, check with the relevant embassy, consulate, or immigration office of your destination for the latest information.

  • It is your responsibility to ensure you have the correct and valid travel documents and to comply with all entry requirements.
  • Non-Australian citizens must also confirm visa and identification requirements with the appropriate consulate or visa agency.
  • Certain occupations (for example, journalists, government officials, or those working in charities) may face additional restrictions when applying for visas, which could affect the type of application required.
Departure Dates & Surcharges: See checkout for live dates and availability.
AUD $7,749
(Tour only)
Per Person Twin Share

Duration: 10 days

Trip Type: Small Group

Activity Level: Average

It’s never been hard to fall under the spell of Italy’s romantic atmosphere.

Price based on per person in Double Room for departure 18 Apr 2026

Customer Reviews

Overall Rating
Excellent
4.5
Guide
Excellent
4.5
Itinerary
Excellent
4.5
Accommodations
Excellent
4.5
Transportation
Excellent
4.5
Tour Operator
Excellent
4.5
Food
Excellent
4.5
3.5
Linda
Traveled, August 2024

08/25/2024

Luca our tour guide was a wonderful fun guy who made sure we saw everything on our itinerary and more.

4.0
Donna
Traveled, August 2024

08/23/2024

Amazing quaint family owned accommodation, delicious meals, tranquil views. Comfortable unique rooms, areas to snuggle in and read a book. Phenomenal access to Capri and Sorrento. My only suggestion include transportation Island of Capri and other activities following the end of the path of Gods hike; it was annoying that we were constantly asked to contribute another 10 euro for transportation I otherwise would have brought more cash rather than seeking out ATM's. The initial tour in Naples was in my opinion not well curated, the market was terrible, would have preferred the charming street we discovered on route back to the hotel. Our Pompeii guide Amazing and well worth the stop.

Tour Operator

G Adventures, founded in 1990 by Bruce Poon Tip, is a global adventure travel company specializing in small-group tours that emphasize authentic, sustainable, and culturally immersive experiences. Originally launched as GAP Adventures (“Great Adventure People”), the company pioneered the concept of community-driven travel by offering affordable trips that connect travelers with local communities while minimizing environmental impact. Today, G Adventures operates in more than 100 countries, offering a wide range of itineraries across themes such as active adventures, wildlife, wellness, family, and National Geographic–partnered tours, while maintaining a strong commitment to responsible tourism and social enterprise through its Planeterra Foundation.

In Business Since 1990