Tuscany
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Tuscany - 7 days
This Tuscan hiking journey takes you through some of Italy’s most picturesque landscapes, from medieval hilltop towns to rolling vineyards and olive groves. Starting in a historic town, you’ll explore traffic-free streets, UNESCO-listed villages, and ancient abbeys while savoring local wines, cheeses, and other regional specialties. Each day features a thoughtfully planned hike, typically 7-9 miles a day, with options for shorter routes or transfers, ensuring a flexible pace for all adventurers. Along the way, you’ll pass iconic cypress-lined roads, relax in a spa village, and end your trip in a vibrant historic city. With stunning views, rich history, and the warm Tuscan sun, this trip is the perfect blend of culture, nature, and relaxation.
Montepulciano > Pienza > Bagno Vignoni > Montalcino > Buonconvento > Siena
Your journey begins in a historic hill town surrounded by stunning countryside. After arriving at the train station, enjoy a pre-arranged transfer to your accommodations. Spend the day wandering through traffic-free streets, admiring Renaissance architecture, ancient churches, and picturesque squares. Be sure to savor a glass of local wine while soaking in the views of the rolling landscape.
Set out from town through a historic gate and follow scenic trails winding past vineyards and olive groves. Along the way, pause in a charming village for a relaxed lunch or coffee before continuing to a UNESCO-listed town known for its architecture and local delicacies. For those seeking a shorter hike, optional transfers are available.
Today’s hike showcases some of the most breathtaking views, allowing you to see where you’ve been and where you’re headed. Stop at a medieval town with historic gardens and explore a picturesque spa village. Relax with an optional soak in the thermal baths after a rewarding day. Transfers to shorten the hike can be arranged for a gentler option.
Begin the day with a morning transfer to a secluded medieval abbey surrounded by pastoral landscapes. Take time to explore its intricate architecture before hiking through olive groves and vineyards to a charming hilltop village renowned for its red wine and historic walls.
Venture through a renowned wine region and into a landscape of rolling hills and quaint villages. End the hike at a tranquil agriturismo, where you can unwind or explore nearby attractions. A shorter, easier route is available for those wanting a more relaxed pace.
A short transfer brings you to a magnificent abbey nestled in the Tuscan hills. After an early visit to admire its frescoes, hike back through woodlands and open landscapes to your accommodations. Alternatively, spend the day exploring a nearby village or indulging in a relaxing massage.
Start with a transfer to an ancient fortified site before embarking on a hike toward a historic city. Pass vineyards, olive groves, and small hamlets as you approach the city’s medieval gates. A shorter route with less elevation gain is available for those wanting extra time to explore the destination.
Depart from the city by train to your next destination or extend your journey to explore more of Italy’s incredible landscapes and historic towns. This trip pairs perfectly with coastal or inland adventures to continue the magic.
Tripadvisor
"We traveled in May 2019 with Guy Glaeser (of Inquisitours) on this wonderful journey through the wine regions of Washington and the Columbia River Gorge. We were struck by the fantastic beauty of this part of the U.S. and how friendly the people were as we made our way across Washington and back through Oregon. The itinerary that Guy and Robin put together was excellent -- we really feel we saw the "best of the best" in this region -- and our time together included enough flexibility that we could request customizations that Guy willingly included. Guy knew all of the best wineries, and we learned so much about the landscape and history of these areas. He also had suggestions on what to see and where to eat when we were on our own. We were able to also enjoy time with Robin (and their children!), so that by the end of the week, we felt like we had been traveling with friends we had known for a long time. Guy and Robin have created a tour experience with just the right mix of structure and flexibility. We HIGHLY recommend this company!"
What's Included:
- 7-nights centrally located, deluxe hotels.
- All ground transportation as indicated in the itinerary.
- All adventures and related equipment as indicated in the itinerary.
- Park entrance fees and permits.
Not Included:
- Gratuities for driver/guide.
- Airfare
