TNN’s Italy Tour

October 16 - October 24, 2023

Italy is one of the most beloved destinations in the world, renowned for its ancient ruins, world-class art museums, picturesque landscapes, and miles of beaches. The tour will help you dive deeper into one of Italy’s popular regions of Tuscany as we meet the folks who call this area home while exploring the region’s history, wine production, countryside, and food.

Italy is almost synonymous with incredible food and wine, from the wines of Chianti to the fresh seafood on the many miles of coastline, and of course the countless varieties of fresh pasta and aged cheese. The country is a foodie’s paradise.

That’s why this tour in particular has a heavy focus on food, wine, and culture, with many included meals, cooking classes, and wine tastings. While this tour includes many of Italy’s iconic highlights, it will also take you to off-the-beaten-path destinations and introduce you to amazing people along the way.

Our local connections and deep experience in the region will help you get beyond the crowds to have a memorable Italian experience that goes beyond the surface. You’ll feast on the best food, tour famous museums, explore local neighborhoods, and share meals with our local friends as they talk about the history and life of the region.

If you’re the kind of traveler who wants a deeper, more authentic travel experience, then this tour is for you.

Nomadic Matt will be joining you for the first couple of days of this tour!


Twin Share Room, Single Room

Book Your Spot Now

7 spots left

Tour Itinerary

Today, you’ll arrive in the beautiful city of Rome. You’ll have the day to explore on your own. In the late afternoon, we’ll have an orientation meeting followed by a welcome dinner where you can get to know your fellow travelers.

Today, we’ll start the day with a historical walking tour of Rome where you’ll learn about the city’s long and fascinating history. After that, we’ll take a guided tour of Vatican City, the smallest independent city-state in the world and home to the Pope, St. Peter’s Basilica, the Sistine Chapel, and many other fantastic museums. Afterward, you’ll have the rest of the day and evening to explore on your own. Our guide will arrange an optional group dinner for those interested.

Today we’ll head up to Florence, taking a short high-speed train through the beautiful Italian countryside. After we check in to our hotel, we’ll do a walking tour focused on the history of this important city. You’ll then have the rest of the afternoon to yourself. Our guide will arrange an optional group dinner for those interested.

Today, you’ll have free time to explore the many museums and attractions of Florence. Our guide will also be around to take you places, point you in any direction, or help you book any museums or attractions. In the evening, we’ll come back together for a cooking class where you’ll learn how to cook (and eat) Italian food like a pro (results not guaranteed)! We’ll also take a special nighttime visit to the David.

There’s so much to do in the city and region that today, you’ll have a free day to relax. Our guide will be around to help you book anything as well as give you suggestions on what to do. Later in the evening, we’ll come back together for a group dinner where we’ll share what we did!

Today, it’s time to get out of the city. We’ll wake up in the morning for a tour through the Italian countryside, exploring little villages and beautiful vineyards. We’ll do an olive oil tasting and have lunch with some locals before coming back to the city in the late afternoon. Our guide will arrange an optional group dinner for those interested.

Today, we leave Florence and head back to the Tuscan countryside, specifically the beautiful towns of Chianti, Siena, and San Gimignano. We’ll wander historic piazzas, learn about the history of each city, and do a wine tasting and lunch in Chianti. We’ll return to Florence in time for dinner.

Today, we’ll take a mid-morning train back to Rome, where we’ll spend our final day exploring the Eternal City. You’ll have time to explore on your own and visit anything that you didn’t get to see at the start of the tour. In the evening, we’ll have our final dinner together as a group.

Today, we say goodbye. Our guide will be around in the morning if you need any information or help with onward travel.

Tour Essentials


Accommodation is 2 star hotels. If you book a twin share room and are traveling solo, you’ll be paired with someone of the same gender.


During the trip, we’ll travel via public bus, train, and a private van through the countryside.


Daily breakfast, three lunches, and three dinners are included. All dietary restrictions can be accommodated with prior notice. Alcohol is not included.


We aim to offer as sustainable an experience as we can. The tap water is safe to drink so we encourage you to bring a water bottle. Trash is recycled whenever possible and we avoid mass tourism activities that cause harm to the environment and/or do not benefit local communities.

Small Groups

This tour requires a minimum of 10 participants and has a maximum of 15 participants in order to ensure the best small group tour experience. With such a small group, you’ll be able to enjoy unique, rewarding activities that would not be accessible with more people.

Expert guides

Your tour will be led by a licensed and local expert guide. Our guides are always on hand, every day of the trip, to provide additional information, create spontaneous activities, join the group for non-included activities and meals, and to ensure that the trip is as memorable, fun, and informative as possible.

What's Included

What’s Included

  • Accommodation
  • Transportation, including a private driver
  • Any meals listed above
  • All activities and entrance fees listed above
  • Local guides during activities
  • Expert Tour Leader throughout the trip

What’s Not Included

  • Flights to/from Italy
  • Passport/visa fees
  • Meals and activities not mentioned
  • Travel insurance (which is required)
  • Optional activities not listed


testimonial Dave

“Love The Nomadic Network tours because they are off the beaten path, tend to attract all ages of free spirited, fun, and adventurous people. Met a lot of solo travelers which was inspiring.”

testimonial Scott & Dana

“Taking a Nomadic Network tour is like having a friend show you around one of their favorite cities. You don't feel like a tourist as you dig into the local culture.”

testimonial Lourdes

“I loved my experience on this trip, especially the food tour we did. The guides were really knowledgeable and I thought our tour leader was really great! I felt the schedule was really well placed. I also liked the flexibility of being able to join or not join any of the included activities too. Overall, I enjoyed the tour and made some new friends from it.”

testimonial Brandon

“The Nomadic Network's “Group Tours” provide the perfect balance of personalization and flexibility. The Group Tour itinerary lays the foundation for a trip in a way that captures the highlights you crave, yet allows you to stray if your heart desires. ”

testimonial Janet

“I liked the tour because it was new experiences every day. It was also physically challenging for me. I had to listen to my body and good advice from my tour guide about the value of wearing my compression socks daily while my feet were swollen. I embraced the new and the unexpected, and enjoyed getting to know 11 new people! Awe inspiring places, warm and welcoming people, appreciation and flexibility. ”

testimonial Vanessa

“As a solo traveler I’d never been interested in taking a group trip but when I saw The Nomadic Network was doing a tour in Oaxaca I knew it would be different from the typical tour. Every activity is curated to really connect with locals, the culture, food, mezcal, and adventure. I felt like I was traveling with a bunch of friends and one of the most memorable trips I’ve ever been on!”


What are your COVID policies?
This tour is currently open to all travelers. We will closely monitor any new policies and comply with any new restrictions or requirements needed. If the rules change, we’ll let you know.

What about COVID testing?
Should COVID testing be required as a condition of entry or exit, we will help you find testing locations, though you are responsible for the cost of the COVID test and for booking your own tests.

What is the age range of people on this tour?
Our tours see people from 22 to 75. They really run the gambit. In the past, the average age on this tour is about 40. As we’ve found age is only a number, the variety in ages has never been detrimental to the group dynamics!

Is there a lot of walking?
All our tours have lots of walking tours involved that last between 2-3 hours each. While there is no strenuous hiking involved on this tour, you should be prepared to be on your feet a lot.

Tell me about your guides.
Our expert tour leaders are fully licensed guides. They’ll be responsible for ensuring the smooth operation of the trip, handling all of the local logistics, and dealing with any unforeseen situations that may arise. Our tour leaders are always on hand, every day of the trip, to provide additional information, create spontaneous activities, join the group for non-included activities and meals, and ensure that the trip is as memorable, fun, and informative as possible. During the course of the trip, we’ll also use other guides for some of our day tours.

Will I have any time to myself?
Of course! We hate tours that book every minute of your day. While we will be busy, there will also be plenty of time for you to explore on your own. Travel is about adventure and discovery, so we emphasize that on our tours. We want you to see stuff that interests you specifically.

What am I going to do during the listed “free time”?
Our guides will be on hand to give you suggestions, help you decide what to do, and be around. If you want to go off on your own, we get that. We want you to explore and break out of your comfort zone! Our guides are here to help and, after you join the tour, you’ll be sent a list of potential activities you can do on your own.

How many spots can I purchase at once?
Reservations on the tour are limited to a maximum of two per person to ensure that everyone who wants to gets a chance to go.

What kind of rooms are we staying in?
We will be staying in 2 star hotels the entire trip.

Is airfare provided?
No, you’ll be responsible for your own airfare to and from the tour.

Will I need travel insurance?
Yes, all guests will be required to have travel insurance for the duration of the trip. We’ll be asking for proof before departure. If you don’t have it, you won’t be able to continue on the tour.

Is there an age requirement?
You must be at least 18 years old.

Will I need to fill out any release forms?
Yes, you’ll be required to fill out and sign a liability waiver releasing us from any and all liability related to the tour.

What about visas?
If you require a visa to enter any of these destinations, you’ll need to get that in advance at your own expense. We do not offer any help in this area.

What if I change my mind? What is your refund policy?
We understand plans change. Deposits are refundable up to 30 days after purchase. They can be transferred once in a calendar year to another tour. (You have to do so within 90 days.) Balance payments are due 31 days after purchase. Cancelations made between 90 – 60 days before the tour start date: 50% refund of the balance amount (the deposit is not included in the refund). Cancelations made between 59 – 0 days before the tour start date: 0% refund of the balance amount.

Is there a waiting list?
People sometimes rush to secure a spot but don’t always get the time off work and might need to cancel. If you’d like to be added to a waiting list, please email us at [email protected]

I still have questions. Can I contact you?
Of course! Our email is [email protected]

Book Your Spot Now