Take sun-drenched landscapes and combine with equal parts history, rustic charm, the warmth of the Toscani, the region’s incredible cuisine and wine and you have the recipe for an unforgettable and magical cycling vacation. This week-long luxury trip accommodates any level of cyclist in Trek Travel style, with full van support, great bikes and unforgettable experiences. Pedal country roads through lush vineyards, dine on fresh local fare and enjoy the “allegria” that permeates Tuscany. Each day, you can ride, relax, and explore: taste the Brunello wines of Montalcino, perfect your “cucina italiana” at a private cooking class, and enjoy the hospitality of the Mascheroni Stianti family at their villa in Volpaia.
Fall in Tuscany is usually clear and sunny, with warm daytime temperatures (75F-90F) and evening temperatures 10-15 degrees cooler. A jacket or wrap will be useful in the evening. Rain is always a possibility, however, so be prepared with wet-weather gear in order to best enjoy your vacation.
Each Trek Travel trip has unique, made-for-you, WOW moments that make your vacation extraordinary.
Check out these trip photos and videos that show some of those magical moments other guests have experienced.
Besides our many options in travel styles, dates, prices and destinations, we also accommodate your vacation style each day of your trip. You decide how to spend your time whether it is with the group or exploring on your own, riding a little, a lot, or not at all.
Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the full-carbon, ultra smooth Trek Domane 5.9, to the comfortable Trek 7.6 FX Hybrid–both included in the trip cost, to our numerous upgrade options, you deserve the best ride on your vacation.
Our vacations are built to deliver the ultimate in flexibility, from extreme relaxers to hard-core roadies. You pick your mileage, itinerary and experiences. We take care of the rest.