Debbie O Travels
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Italy: Tuscany and Umbria Vineyard Walks

Tour, Escorted tour

The Geluxe Collection

Offer Image
Italy: Tuscany and Umbria Vineyard Walks
Spend time in the Tuscan countryside in landscapes dotted with farmhouses and castles all while experiencing Italy in perfect harmony with the land. Hike the same paths spiritual pilgrims once walked long ago, sit down for a picnic lunch in the vineyards of Lamole di Lamole and learn about the food and drink you consume in a storybook setting. Italy has long been known for its atmospheric cuisine, on this trip you’ll get a taste of Tuscany and its own unique identity and thousand-year-old history.

Highlights
Hike from the tiny village of Strove along the ancient Via Fancigena, Sip wine on a vineyard terrace in Tuscany during a lunch-time wine tasting, Walk through medieval towns like Greve in Chianti, Montefioralle and Panzano, Sample local cuisines directly from the source within the many vineyards dotting the hills of Tuscany’s Chianti Region

Accommodation
Hotels (7nts).

Group Leader
CEO (Chief Experience Officer) throughout.

Group Size Notes
Max 16.

Meals Included
7 breakfasts, 5 lunches, 3 dinners

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. Welcome lunch. 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. Visits to towns in the Italian countryside like Montefioralle, Greve in Chianti, and Panzano. Picnic lunch in vineyards. Free time in Rome. Farewell dinner. All transport between destinations and to/from included activities. All tips for meals and activities, except for CEO and porterage.

Interests
  • Culinary and Cooking
  • Walking
  • Wine
7 Nights Starting At
September 09, 2025 through September 23, 2025
Book by:
September 19, 2025 7:00 PM
2 departures, various dates
Itinerary Map
Dates & prices
Additional
Offers
Starting From Additional Details
7 Nights from $4,599.00 (USD) Per Person
2 departures, various dates
September 19, 2025 7:00 PM
7 Nights from $4,599.00 (USD) Per Person
2 departures, various dates
May 16, 2025 7:00 PM
7 Nights from $4,399.00 (USD) Per Person
2 departures, various dates
June 13, 2025 7:00 PM
7 Nights from $3,999.00 (USD) Per Person
2 departures, various dates
August 22, 2025 7:00 PM
7 Nights from $4,399.00 (USD) Per Person
2 departures, various dates
October 10, 2025 7:00 PM
7 Nights from $3,999.00 (USD) Per Person
April 17, 2026 7:00 PM
7 Nights from $4,599.00 (USD) Per Person
2 departures, various dates
May 15, 2026 7:00 PM
7 Nights from $4,399.00 (USD) Per Person
2 departures, various dates
June 19, 2026 7:00 PM
7 Nights from $3,999.00 (USD) Per Person
2 departures, various dates
August 21, 2026 7:00 PM
7 Nights from $4,599.00 (USD) Per Person
4 departures, various dates
September 25, 2026 7:00 PM
7 Nights from $4,399.00 (USD) Per Person
2 departures, various dates
October 09, 2026 7:00 PM
7 Nights from $3,999.00 (USD) Per Person
October 16, 2026 7:00 PM
Additional
Offers












Tour Tips
Local Dress
In Italy, shoulders should be covered while visiting churches and cathedrals. Ask your CEO for more specific advice.

Meals
Eating is a big part of traveling. Travelling with G Adventures you experience the vast array of wonderful food that is available out in the world. Generally meals are not included in the trip price when there is a choice of eating options, to give you the maximum flexibility in deciding where, what and with whom to eat. It also gives you more budgeting flexibility, though generally food is cheap. Our groups tend to eat together to enable you to taste a larger variety of dishes and enjoy each other's company. There is no obligation to do this though. Your CEO will be able to suggest favourite restaurants during your trip. The above information applies to G Adventures group trips. For Independent trips please check the itinerary for details of meals included. For all trips please refer to the meals included and budget information for included meals and meal budgets.

Optional Activities
No optional activities

Group Leader Description
All G Adventures group trips are accompanied by one of our Chief Experience Officers (CEO). The aim of the group leader is to take the hassle out of your travels and to help you have the best trip possible. They will provide information on the places you are traveling through, offer suggestions for things to do and see, recommend great local eating venues and introduce you to our local friends. While not being guides in the traditional sense, you can expect them to have a broad general knowledge of the countries visited on the trip, including historical, cultural, religious and social aspects.

Responsible Travel

Change the world just by having the time of your life.

We have always believed in the life-changing power of travel, but for that power to exist we need to travel the right way. Since the very beginning, G Adventures’ vision for travelling responsibly has meant giving back as much — if not more — than what you take away. Yes, travel should be incredibly fun (have you been on one of our tours?), but we also believe travel needs to be a force for good. For you, for local communities around the world, and for the world itself — we call it “community tourism.” See how we do it below.

A lot of companies use “sustainability” or “sustainable travel” to talk about exploring the world in a better way, but we’ve never been ones to follow in others’ footsteps or borrow out-dated ideas. Our commitment to making travel a force for good is different — so we call it G for Good.

It stands for all of the social, environmental, and ethical good we create as a business which helps to fuel community tourism. Which is… you ask? It means our tours are built on meaningful relationships with local communities and directly benefit the people and places we visit. Today, our definition of community tourism means that the communities we positively impact ripples far beyond these destinations, to include our employees, supplier and agent partners, small business owners, customers, social followers, and travellers like you.

G for Good is what makes us, us. With your help, we can make travel the force for good we’ve known it can be since our company was established over three decades ago.

Animal Welfare

G Adventures recognizes the importance of animal welfare. That’s why we have worked with experts from World Animal Protection, The Jane Goodall Institute and The World Cetacean Alliance to draw up a robust policy, which builds on the ABTA Global Welfare Guidelines for Animals in Tourism and puts the needs of animals first. We want to ensure that all animals featured on our tours are treated humanely.

Child Welfare

It is critical that no child is ever harmed as a result of tourism. Travellers have the power and responsibility to make a true impact in the communities they visit, and that’s why we actively work to ensure child welfare is protected in the places we operate. We were also the first global travel company to achieve Friend’s International ChildSafe certification.

Climate Action

With all the good global travel does for local communities, it’s an unfortunate truth that the industry produces environmentally harmful carbon dioxide. That’s why we signed the Glasgow Declaration on Climate Action in Tourism and got to work on halving our carbon footprint by 2030. Want to know exactly how we and our travellers are going about it? Read on to review our full Climate-Biodiversity Action Plan.

Respecting local cultures

Connecting curious travellers with Indigenous communities is an essential part of our identity at G Adventures. We are committed to respecting the rights, history, and culture of Indigenous people while ensuring that tourism supports their well-being.

Trees For Days

Go. Grow. Love.

Trees for Days, our latest initiative in partnership with Planeterra and Reforest, aims to spread love around the world — with trees! For each and every day a traveller is on an adventure with us, we grow a tree in their name. Armed with trees and a shovel, our mission is simple: to help communities around the world adapt to the growing impacts of climate change. Want to help spread the love with your very own grove of trees? All you need to do is book a trip — we’ll take care of the rest.

How do we spread love with trees? It’s easy.

With help from our partners, we work with local communities to grow and maintain our trees. Here’s how the magic unfolds:

You go on an adventure

As soon as your trip is booked and paid for, we start sourcing your tree bundle — one tree is grown for every day of your travels.

We grow your trees

Our reforesting process gets underway! We grow, maintain, and make sure your trees have all the love they need to thrive in their new environment.

Watch your love unfold

Want to see the difference you’re making? Log in to your G Adventures account to track how many trees you have grown, where they live and, if you’re in the mood, add a few more to your grove!

Why Travel with G Adventures?

Why travel with G Adventures?

We’ve been the leaders in small group adventure travel for 30+ years. How’d we get here? By listening to our travellers and giving them what they want: flexible itineraries, freedom to explore, smaller groups, safety and peace of mind, and locally based guides who show you your destination in a way you’d miss travelling any other way. What does the future of travel look like? This.

Dream big. Travel small.

The trip of your dreams doesn’t need a Hollywood-sized budget or years of planning. Simply join a small group of like-minded travellers that, like you, are eager to experience all the things that make our world worth exploring.

Join 10-to-12-ish fellow adventurers.

We keep our groups small to create a sense of camaraderie and allow for closer connections to the places and people you visit. Most of our land tours have no more than 16 travellers and usually average 10-12 people.

Solo travellers, step right up

All our trips are solo-traveller-friendly, so you can enjoy the safety, support, and camaraderie we’re known for, even if you’re travelling alone. To keep costs fair, we’ll pair you with a same-sex roommate, or you can upgrade to My Own Room. Want trips exclusively for solo travellers? Check out our Solo-ish Adventures, designed for connection and packed with extra solo perks.

You’re going to need a smaller boat.

If you’re more the sea-faring type, we’d love to welcome you aboard any of the intimate vessels in our fleet. Whether you’re venturing to the Antarctic on the G Expedition or floating down French canals on a river barge, our ships carry a smaller number of passengers so you can enjoy your journey with plenty of room while still making connections.

Our guides are all CEOs.

At G Adventures, we don’t have tour guides — we have Chief Experience Officers. Our founder, Bruce Poon Tip, gave up his title as CEO because he felt they needed a proper title to reflect how integral they are to giving you an exceptional travel experience. (But don’t worry, they won’t be using any office attire or business jargon.)

Locally based = local experts.

Our CEOs are locally based, meaning they know the area you’re exploring like the back of their well-travelled hand. They plan visits around the best times to visit (or avoid) the most popular spots, can help you choose local restaurants, and generally give you great tips on the best things to experience. And since they usually speak the local language, they are your go-to resource for anything that comes up.

Local support. All. The. Time.

All CEOs are supported by our local operations teams 24/7. If something comes up that your CEO can’t help you with (however unlikely that is), the team nearby is there to support them in keeping you safe and happy.

Your experience is their focus.

We want you to have the time of your life — that’s why we hire the smartest, friendliest, bestest CEOs around. It’s their mission to make sure you return home feeling like your life has truly been changed.

Travel like you live there.

Since our very first tour, our goal has been to connect travellers with local communities on a deeper level. These connections go beyond personal ones to help give back to the wider community of your destination and ensure the people who live there get as much as they give. Changing the world is easy — all you have to do is have the time of your life.

You stay local. So does your money.

Multi-floor, thousand-room hotel behemoths? Not on our tours.
We go for the connections, charm, and authenticity that can only be found in local accommodations, transport, and restaurants. This also allows us to stay at smaller hotels and eat at restaurants with fewer people. Plus, using local service providers helps support the local economy and the people that make the places we travel so special.

Giving back through community tourism.

We’ve been pioneers of community tourism since the day we started. But what is that? It means we have always created our tours by building meaningful relationships with local communities, directly benefiting the people and places we visit, including Indigenous peoples, women, youth — anyone who has traditionally been marginalized or undervalued. Today, our definition has grown: the communities we impact ripples far beyond our destinations. To us, it includes our employees, supplier and agent partners, small business owners, customers, social followers, and travellers just like you. There's incredible power in being part of something bigger than yourself. Want in?

Local Dress
In Italy, shoulders should be covered while visiting churches and cathedrals. Ask your CEO for more specific advice.

Meals
Eating is a big part of traveling. Travelling with G Adventures you experience the vast array of wonderful food that is available out in the world. Generally meals are not included in the trip price when there is a choice of eating options, to give you the maximum flexibility in deciding where, what and with whom to eat. It also gives you more budgeting flexibility, though generally food is cheap. Our groups tend to eat together to enable you to taste a larger variety of dishes and enjoy each other's company. There is no obligation to do this though. Your CEO will be able to suggest favourite restaurants during your trip. The above information applies to G Adventures group trips. For Independent trips please check the itinerary for details of meals included. For all trips please refer to the meals included and budget information for included meals and meal budgets.

Optional Activities
No optional activities

Group Leader Description
All G Adventures group trips are accompanied by one of our Chief Experience Officers (CEO). The aim of the group leader is to take the hassle out of your travels and to help you have the best trip possible. They will provide information on the places you are traveling through, offer suggestions for things to do and see, recommend great local eating venues and introduce you to our local friends. While not being guides in the traditional sense, you can expect them to have a broad general knowledge of the countries visited on the trip, including historical, cultural, religious and social aspects.

Change the world just by having the time of your life.

We have always believed in the life-changing power of travel, but for that power to exist we need to travel the right way. Since the very beginning, G Adventures’ vision for travelling responsibly has meant giving back as much — if not more — than what you take away. Yes, travel should be incredibly fun (have you been on one of our tours?), but we also believe travel needs to be a force for good. For you, for local communities around the world, and for the world itself — we call it “community tourism.” See how we do it below.

A lot of companies use “sustainability” or “sustainable travel” to talk about exploring the world in a better way, but we’ve never been ones to follow in others’ footsteps or borrow out-dated ideas. Our commitment to making travel a force for good is different — so we call it G for Good.

It stands for all of the social, environmental, and ethical good we create as a business which helps to fuel community tourism. Which is… you ask? It means our tours are built on meaningful relationships with local communities and directly benefit the people and places we visit. Today, our definition of community tourism means that the communities we positively impact ripples far beyond these destinations, to include our employees, supplier and agent partners, small business owners, customers, social followers, and travellers like you.

G for Good is what makes us, us. With your help, we can make travel the force for good we’ve known it can be since our company was established over three decades ago.

Animal Welfare

G Adventures recognizes the importance of animal welfare. That’s why we have worked with experts from World Animal Protection, The Jane Goodall Institute and The World Cetacean Alliance to draw up a robust policy, which builds on the ABTA Global Welfare Guidelines for Animals in Tourism and puts the needs of animals first. We want to ensure that all animals featured on our tours are treated humanely.

Child Welfare

It is critical that no child is ever harmed as a result of tourism. Travellers have the power and responsibility to make a true impact in the communities they visit, and that’s why we actively work to ensure child welfare is protected in the places we operate. We were also the first global travel company to achieve Friend’s International ChildSafe certification.

Climate Action

With all the good global travel does for local communities, it’s an unfortunate truth that the industry produces environmentally harmful carbon dioxide. That’s why we signed the Glasgow Declaration on Climate Action in Tourism and got to work on halving our carbon footprint by 2030. Want to know exactly how we and our travellers are going about it? Read on to review our full Climate-Biodiversity Action Plan.

Respecting local cultures

Connecting curious travellers with Indigenous communities is an essential part of our identity at G Adventures. We are committed to respecting the rights, history, and culture of Indigenous people while ensuring that tourism supports their well-being.

Go. Grow. Love.

Trees for Days, our latest initiative in partnership with Planeterra and Reforest, aims to spread love around the world — with trees! For each and every day a traveller is on an adventure with us, we grow a tree in their name. Armed with trees and a shovel, our mission is simple: to help communities around the world adapt to the growing impacts of climate change. Want to help spread the love with your very own grove of trees? All you need to do is book a trip — we’ll take care of the rest.

How do we spread love with trees? It’s easy.

With help from our partners, we work with local communities to grow and maintain our trees. Here’s how the magic unfolds:

You go on an adventure

As soon as your trip is booked and paid for, we start sourcing your tree bundle — one tree is grown for every day of your travels.

We grow your trees

Our reforesting process gets underway! We grow, maintain, and make sure your trees have all the love they need to thrive in their new environment.

Watch your love unfold

Want to see the difference you’re making? Log in to your G Adventures account to track how many trees you have grown, where they live and, if you’re in the mood, add a few more to your grove!

Why travel with G Adventures?

We’ve been the leaders in small group adventure travel for 30+ years. How’d we get here? By listening to our travellers and giving them what they want: flexible itineraries, freedom to explore, smaller groups, safety and peace of mind, and locally based guides who show you your destination in a way you’d miss travelling any other way. What does the future of travel look like? This.

Dream big. Travel small.

The trip of your dreams doesn’t need a Hollywood-sized budget or years of planning. Simply join a small group of like-minded travellers that, like you, are eager to experience all the things that make our world worth exploring.

Join 10-to-12-ish fellow adventurers.

We keep our groups small to create a sense of camaraderie and allow for closer connections to the places and people you visit. Most of our land tours have no more than 16 travellers and usually average 10-12 people.

Solo travellers, step right up

All our trips are solo-traveller-friendly, so you can enjoy the safety, support, and camaraderie we’re known for, even if you’re travelling alone. To keep costs fair, we’ll pair you with a same-sex roommate, or you can upgrade to My Own Room. Want trips exclusively for solo travellers? Check out our Solo-ish Adventures, designed for connection and packed with extra solo perks.

You’re going to need a smaller boat.

If you’re more the sea-faring type, we’d love to welcome you aboard any of the intimate vessels in our fleet. Whether you’re venturing to the Antarctic on the G Expedition or floating down French canals on a river barge, our ships carry a smaller number of passengers so you can enjoy your journey with plenty of room while still making connections.

Our guides are all CEOs.

At G Adventures, we don’t have tour guides — we have Chief Experience Officers. Our founder, Bruce Poon Tip, gave up his title as CEO because he felt they needed a proper title to reflect how integral they are to giving you an exceptional travel experience. (But don’t worry, they won’t be using any office attire or business jargon.)

Locally based = local experts.

Our CEOs are locally based, meaning they know the area you’re exploring like the back of their well-travelled hand. They plan visits around the best times to visit (or avoid) the most popular spots, can help you choose local restaurants, and generally give you great tips on the best things to experience. And since they usually speak the local language, they are your go-to resource for anything that comes up.

Local support. All. The. Time.

All CEOs are supported by our local operations teams 24/7. If something comes up that your CEO can’t help you with (however unlikely that is), the team nearby is there to support them in keeping you safe and happy.

Your experience is their focus.

We want you to have the time of your life — that’s why we hire the smartest, friendliest, bestest CEOs around. It’s their mission to make sure you return home feeling like your life has truly been changed.

Travel like you live there.

Since our very first tour, our goal has been to connect travellers with local communities on a deeper level. These connections go beyond personal ones to help give back to the wider community of your destination and ensure the people who live there get as much as they give. Changing the world is easy — all you have to do is have the time of your life.

You stay local. So does your money.

Multi-floor, thousand-room hotel behemoths? Not on our tours.
We go for the connections, charm, and authenticity that can only be found in local accommodations, transport, and restaurants. This also allows us to stay at smaller hotels and eat at restaurants with fewer people. Plus, using local service providers helps support the local economy and the people that make the places we travel so special.

Giving back through community tourism.

We’ve been pioneers of community tourism since the day we started. But what is that? It means we have always created our tours by building meaningful relationships with local communities, directly benefiting the people and places we visit, including Indigenous peoples, women, youth — anyone who has traditionally been marginalized or undervalued. Today, our definition has grown: the communities we impact ripples far beyond our destinations. To us, it includes our employees, supplier and agent partners, small business owners, customers, social followers, and travellers just like you. There's incredible power in being part of something bigger than yourself. Want in?

About G Adventures
G Adventures logo
Learn More About G Adventures
More trips from G Adventures

We’ve been the leaders in small group adventure travel for 30+ years. How’d we get here? By listening to our travellers and giving them what they want: flexible itineraries, freedom to explore, smaller groups, safety and peace of mind, and locally based guides who show you your destination in a way you’d miss travelling any other way. 

The trip of your dreams doesn’t need a Hollywood-sized budget or years of planning. Simply join a small group of like-minded travellers that, like you, are eager to experience all the things that make our world worth exploring.

Our guides are all CEOs.

At G Adventures, we don’t have tour guides — we have Chief Experience Officers. Our founder, Bruce Poon Tip, gave up his title as CEO because he felt they needed a proper title to reflect how integral they are to giving you an exceptional travel experience. (But don’t worry, they won’t be using any office attire or business jargon.)

Locally based = local experts.

Our CEOs are locally based, meaning they know the area you’re exploring like the back of their well-travelled hand. They plan visits around the best times to visit (or avoid) the most popular spots, can help you choose local restaurants, and generally give you great tips on the best things to experience. And since they usually speak the local language, they are your go-to resource for anything that comes up.

Local support. All. The. Time.

All CEOs are supported by our local operations teams 24/7. If something comes up that your CEO can’t help you with (however unlikely that is), the team nearby is there to support them in keeping you safe and happy.

Your experience is their focus.

We want you to have the time of your life — that’s why we hire the smartest, friendliest, bestest CEOs around. It’s their mission to make sure you return home feeling like your life has truly been changed.

Read More

About G Adventures

We’ve been the leaders in small group adventure travel for 30+ years. How’d we get here? By listening to our travellers and giving them what they want: flexible itineraries, freedom to explore, smaller groups, safety and peace of mind, and locally based guides who show you your destination in a way you’d miss travelling any other way. 

The trip of your dreams doesn’t need a Hollywood-sized budget or years of planning. Simply join a small group of like-minded travellers that, like you, are eager to experience all the things that make our world worth exploring.

Our guides are all CEOs.

At G Adventures, we don’t have tour guides — we have Chief Experience Officers. Our founder, Bruce Poon Tip, gave up his title as CEO because he felt they needed a proper title to reflect how integral they are to giving you an exceptional travel experience. (But don’t worry, they won’t be using any office attire or business jargon.)

Locally based = local experts.

Our CEOs are locally based, meaning they know the area you’re exploring like the back of their well-travelled hand. They plan visits around the best times to visit (or avoid) the most popular spots, can help you choose local restaurants, and generally give you great tips on the best things to experience. And since they usually speak the local language, they are your go-to resource for anything that comes up.

Local support. All. The. Time.

All CEOs are supported by our local operations teams 24/7. If something comes up that your CEO can’t help you with (however unlikely that is), the team nearby is there to support them in keeping you safe and happy.

Your experience is their focus.

We want you to have the time of your life — that’s why we hire the smartest, friendliest, bestest CEOs around. It’s their mission to make sure you return home feeling like your life has truly been changed.

Read More

Learn More About G Adventures
More trips from G Adventures
Prices are per-person based on double occupancy, unless otherwise noted.