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Amble through ancient towns in the heart of Tuscany.
It doesn’t get much better than a Tuscan to-do list: Bike along cypress-lined city walls, take leisurely strolls through hilltop towns, and cap each meal off with a glass of Chianti. On this small group Adventure Tour in the heart of Italy, you’ll find yourself eager to say “check, check, and check” as you discover hidden corners of Tuscany (like Maremma!) where time seems to stand still.
Your tour package includes
- 10 nights in handpicked hotels
- 10 breakfasts
- 2 lunches
- 3 dinners with beer or wine
- 1 wine tasting
- Bike ride on Lucca’s ramparts
- Chianti wine tasting
- Siena’s Campo
- Piccolomini Library
- San Gimignano walk
An expert specializing in tours of this region is here to help.
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4.7 out of 5 stars
Overall rating 4.7 out of 5
5 out of 5 stars
This was our fourth Go Ahead tour, and it was the best we have taken, though all have been great. We met the tour in Lucca, as we had flown in a few days early to spend time in Umbria before beginning the tour. We traveled by train, and made the short walk from the rail station to the hotel, which...
5 out of 5 stars
This was a magical trip through the Tuscan region that explored some beautiful locations and gave me great opportunities to experience the food and culture of the region. Our guide, Barbara, was amazing and added such wonderful personality to the sites and locations we visited. I would recommend any...
4 out of 5 stars
All aspects of the tour were not equal as would be expected The tour director Barbara, the driver Rafael and the Tuscany preserved villa with dinner were exceptional The opt tour to prep the food and eat your food prep was also exceptional Walking the individual villages and observing life was ver...
Hi Frank! Thank you so much for taking the time to...
Hotels, flights & FAQHere's the nitty-gritty—where you’ll stay, how you’ll get there, and what to know about your destination before you go.
HotelsWe handpick every hotel to strike the balance of comfort, location, and local charm. Specific accommodations will vary based on your departure date, but these are frequently used hotels for this tour and we're confident you'll be satisfied.
Located near Lucca's historic city wall, the Celide Hotel & Spa is only a few steps away from the major historical monuments. Guests enjoy access to a...
This charming hotel is located near the city center of Siena. Guests enjoy a pool, restaurant, and bar and lounge. Nearby, you’ll find 18th-century ga...
This Tuscan style hotel is located on a wine estate in Montemarano of the Maremma region. Guests enjoy the outdoor pool, beautiful grounds, and restau...
This comfortable hotel is located in the heart of Pienza. Guests enjoy a bar, relaxation room, and free Wi-Fi. Nearby, you’ll find the Pienza Duomo, P...
This modern hotel is located in the Santa Maria Novella neighborhood. Guests enjoy free WiFi, a fitness room, and a wine bar. Nearby, you’ll find the ...
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