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Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
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.
Is this tour for me?
Travel Style: The Geluxe Collection
With perfectly paced itineraries, one-of-a-kind accommodations, and comfort at their very core, these premium active trips are adventure at its finest.
Service Level: Upgraded
Quality accommodations and more inclusions than on other G Adventures tours, like meals, private transport, and activities.
Physical Grading: 3 - Average
Some tours may include light hiking, biking, rafting, or kayaking in addition to walking.
Merchandising: New Trips
Trip Type: Small Group
Group trips average 12 travellers per departure, depending on the adventure. The maximum is usually no more than 16, but some can be smaller or bigger, depending on the trip. Check individual trips for details.
Age requirements: 18+
Check Your Visa Requirements
Before booking, use our handy entry requirements tool so you know which documents you need to enter and travel through the countries on your trip.
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria - Itinerary
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.
Arrival Transfer:
You will be met at the airport and transferred to the hotel to start your adventure.
Welcome Moment - Meet Your CEO and Group:
Your opportunity to meet your CEO and fellow travellers, and learn more about your tour. Join the group afterwards for a welcome dinner at local restaurant. Don't forget to see the notice in the lobby (or ask reception) for the official time and place to meet up with the group.
CEO-led Orientation Walk of Florence:
Head out for a walk through the heart of Florence with your CEO as the sunshine fades and the monument lights come on. On the return trip stop to eat gelato.
Hotel Club Florence:
Hotel Club Florence
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria - Itinerary
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.
Arrival Transfer:
You will be met at the airport and transferred to the hotel to start your adventure.
Welcome Moment - Meet Your CEO and Group:
Your opportunity to meet your CEO and fellow travellers, and learn more about your tour. Join the group afterwards for a welcome dinner at local restaurant. Don't forget to see the notice in the lobby (or ask reception) for the official time and place to meet up with the group.
CEO-led Orientation Walk of Florence:
Head out for a walk through the heart of Florence with your CEO as the sunshine fades and the monument lights come on. On the return trip stop to eat gelato.
Hotel Club Florence:
Hotel Club Florence
What’s Included
- 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.
- Hotels (7nts). Agriturismos (2nts).
- 9 breakfasts, 5 lunches, 4 dinners
- Private vehicle, walking.
- CEO (Chief Experience Officer) and local guides throughout.
Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria Departure Dates
All Years
| Start | Ending | Availability | Prices from | |
|---|---|---|---|---|
| Sun, Sep 27 2026 | Tue, Oct 06 2026 | Open (13) | $5,749 USD (price includes taxes and fees) |
More from Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
USEFUL INFO
What's Included
What's Included
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.
What are the main highlights of this trip?
What are the main highlights of this trip?
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.
Is there a disclaimer I should read before booking this trip?
Is there a disclaimer I should read before booking this trip?
The information in this trip details document has been compiled with care and is provided in good faith. However it is subject to change, and does not form part of the contract between the client and the operator. The itinerary featured is correct at time of printing. It may differ slightly to the one in the brochure. Occasionally our itineraries change as we make improvements that stem from past travellers, comments and our own research. Sometimes it can be a small change like adding an extra meal along the itinerary. Sometimes the change may result in us altering the tour for the coming year. Ultimately, our goal is to provide you with the most rewarding experience. Please note that our brochure is usually released in November each year. If you have booked from the previous brochure you may find there have been some changes to the itinerary.
VERY IMPORTANT: Please ensure that you view a final copy of your Trip Details a couple of days prior to travel, in case there have been changes that affect your plans.
Is there an itinerary Disclaimer?
Is there an itinerary Disclaimer?
While it is our intention to adhere to the route described below, there is a certain amount of flexibility built into the itinerary and on occasion it may be necessary, or desirable to make alterations. The itinerary is brief, as we never know exactly where our journey will take us. Due to our style of travel and the regions we visit, travel can be unpredictable. The Trip Details document is a general guide to the tour and region and any mention of specific destinations or wildlife is by no means a guarantee that they will be visited or encountered. Aboard expedition trips visits to research stations depend on final permission.
Additionally, any travel times listed are approximations only and subject to vary due to local circumstances.
What important notes should I be aware of before the trip?
What important notes should I be aware of before the trip?
ACCOMMODATION NOTE:
Please be aware that properties we stay in with only two stories may not have elevators installed and climbing the stairs with your luggage will be necessary.
OPTIONAL ACTIVITIES NOTE:
During high season in Europe (May-October) we highly recommend booking reservations for any popular optional activities/museum tickets etc. in advance to avoid encountering sold-out activities on the ground while on tour.
