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Fall Tuscany with Steam Train Tour – Oct. 23 – 29, 2026

August 10, 2025 by Leave a Comment

Here is our exclusive 6-night tour to Tuscany in the fall of 2026. The fall is a great time to visit Tuscany with the changing of the colors, and our tour will also take you on a steam train excursion through the countryside to a local festival near Siena. We also include wine tastings, cooking class, go on a truffle hunt, take in a local fair and much more.

Included in your price:

  • 6 Nights Hotel – FORMULA ROULETTE between the 4* hotels of the same property: HOTEL AMBASCIATORI and HOTEL PATRIA, in Chianciano Terme. The whole group will be accommodated at the same hotel. The exact hotel name will be communicated about one week before arrival www,barbettihotels.it
  • 6 Breakfast Buffets
  • 3 Dinners at the hotel, drinks extra.
  • Porterage for 1 piece of luggage at each hotel
  • Local English-speaking assistant at the group’s disposal, including meals & lodging
  • Headsets

Not included: airfare, tips, hotel city taxes*, and everything not mentioned under the services included. Tourist city tax in 4* hotel: € 2,00 per person, per night (current rates – increases are possible and beyond our control)

Our amazing tour of Tuscany is as follows:

  • Oct. 23, 2026 – Welcome to Tuscany!! – Fly into Florence for your transfer to your hotel. This evening, join the group for a 3-course welcome dinner at the hotel, Drinks extra.
  • Oct. 24, 2026 – Cooking class with lunch at a Tuscan farmhouse – During this cooking activity, we will concentrate on the main specialty of Italian and Tuscan cuisine, homemade pasta. The course will conclude with a tasting of our Tuscan wines to pair with dishes cooked previously, served along with some appetizers. This evening dinner will be served at a Tuscan farmhouse.
  • Oct. 25, 2026 – Montalcino Fair & Steam Train – Today we take a trip down memory lane as we board our vintage steam train in Siena for a journey into the unique hilly Tuscan countryside. We pass through the characteristic old villages of the picturesque UNESCO-listed Orcia Valley and steam along the flanks of Italy’s second-tallest volcano, the 1732 m high Monte Amiata. The pleasant train journey is a particular highlight as the gentle rattling motion takes us back in time, as we pass through pristine landscapes. We leave our vintage mode of transport at one of several quaint train stations, where we give ourselves over to a journey of discovery at one of the region‘s festivals. These festivals are a celebration of different local nature products. Later we return to the hotel for dinner.
  • Oct. 26, 2026 – Excursion to Chianti with Wine Tasting and light Lunch – Today’s excursion will take you into the Chianti Valley. This hilly landscape, interspersed with olive groves, cypresses, vineyards and palaces, fascinates all visitors. You will experience the harmony of the colors that only the hills in this region have to offer, with your own eyes. You will stop en route to a local winery to visit the barrel room and sample four local wines, accompanied by snacks. This evening dinner will be served at a Tuscan farmhouse.
  • Oct. 27, 2026 – Florence with market tour – Meet your 3-hour English-speaking licensed guide for an immersive tour of Florence. Your guide will take you through the city’s rich history, art, and architecture. Key highlights of the tour will include:
    Piazza del Duomo, Piazza della Signoria, Ponte Vecchio, and Santa Croce Basilica (outside view). Embark on a vibrant market tour, where you will experience the culinary delights of Florence. Your guide will take you to one of the city’s famous markets, such as Mercato Centrale. Here, you will taste local specialties, learn about the ingredients and traditions behind Tuscan cuisine, as you chat with local vendors and artisans. Afternoon free time to explore or for shopping, before dinner, that will be served at a local restaurant in Florence.
  • Oct. 28, 2026 – Truffle Hunt – We are off to the countryside, where you will go on a truffle hunt with the local hunter and his prized truffle dog. The truffle hunt experience is followed with a truffle and wine tasting.
  • Oct. 29, 2026 – Depart Florence– Breakfast at the hotel, then you will need to depart the hotel by 8am, heading home with memories of Sicily and lots of new friends.

Cost – This will vary based on the number of participants. But here is the breakdown. Rates are per person based on double occupancy.

We offer two prices on this tour, one for the public and one for interliners. Interliners for this tour are airline employees or spouses, airline retirees or spouses, parents or parents-in-law of the airline employees, and anyone traveling with them.

For the public, the price is

  • 15 to 19 guests – $2,899pp
  • 20 to 24 guests – $2,049pp
  • 25 to 29 guests – $1,949pp
  • 30 to 34 guests – $1,849pp
  • Single supplement – add $749 – Limited to 5 single rooms, first-come, first-served—Waitlist after that.

Our exclusive price for interliners is below – (you need to be a member of our website and logged in to see the pricing.)

  • 15 to 19 guests – $2,199pp
  • 20 to 24 guests – $1,929pp
  • 25 to 29 guests – $1,819pp
  • 30 to 34 guests – $1,709pp
  • Single supplement – add $599 – Limited to 5 single rooms, first-come, first-served—Waitlist after that. 

We have a 15-person minimum to run the tour. If you sign up at the higher price and we get more people, you will end up paying the final price for the tour. For example, if you sign up when we only have 15 people signed up, the cost is the higher price shown. For example, if we end up with 30 or more, the price drops, and that price, based on how many are booked, would be the final price you would pay.

Yes, you can bring friends with you, and parents and in-laws of employees can also book into this, and go at the same rate as you do as the interliner. We want to fill the group to 30 to reduce the rate. If we get an overwhelming response, we will contact our operator to discuss adding a second or third date or departure. Otherwise, once we hit 34, we will have a waitlist in case of cancellations.

Deposit is $500pp

Final Payment is due on Aug. 20, 2026.

Full Penalty if cancelled on or after Aug. 15, 2026.

We strongly suggest you take out travel insurance to cover you for cancellation or medical issues while on the trip. Ask our agent for that info or click here to purchase it.

If we are unable to operate the tour due to COVID-19 restrictions. then everyone booked will get a full refund to the credit card they paid with.

To book, contact InterlineTravel.com at 800 766 2911, and any agent can take your info and payment. We need your full legal name to book and your billing address for your credit card. The charge will come from Dynamic Travel on your credit card bill.

Hands of a chef preparing fresh homemade pasta dough from scratch during a culinary class in the Tuscany region of Italy 

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