Highlights

• Explore the heart of Tuscany on a curated route
• Have your own private driver-guide for the day who will be keen to share their local knowledge with you
• Witness the medieval magnificence of the historic center of Siena with a private expert in art history
• Indulge in private wine tasting and learn about the wine-making process in the verdant Chianti Wine Region
• Soak in the ambiance of San Gimignano’s authentic Italian charm
• A captivating time-traveling journey through the soul and history of Tuscany suitable for families, friends, and anyone seeking a truly Italian experience
• This luxury experience is exclusively available as part of a Nancy Aiello Tours tailor-made trip

What Awaits You

Tuscany offers a captivating blend of breathtaking landscapes, rich history, artistic heritage, delectable food and wine and a slow-paced, authentic Italian charm. Indulge in stunning scenery, UNESCO World Heritage Sites, local flavours, and lazy strolls on this meticulously planned day trip from Florence. You’ll visit the beautifully preserved medieval town of Siena, enjoy lunch and wine-tasting at an organic, family-run Chianti farmhouse and vineyard; and explore the pretty little town of San Gimignano.

Travel with your own dedicated driver-guide through charming Tuscany’s countryside boasting delightful vistas of rolling hills, cypresses, and charming villages, along with an unhurried pace of life. Nestled in the southern Chianti hills, Siena is, indubitably, one of the most gracious and alluring towns in Italy. Stroll through the atmospheric streets of the city center, a UNESCO World Heritage Site while your guide unveils the great stories behind the most notable landmarks. From the fan-shaped central piazza, Il Campo, scene of the beloved Palio horse race to the soaring Duomo, your local expert will uncover and illuminate the true character of this remarkable town.

Famous for its wine of the same name, Chianti is a beautiful area full of rolling hills and picture-perfect farmhouses. It’s at one of these postcard spots we stop next! You’ll enjoy a tour of the farm, vineyards and wine cellars, before settling in for a farm to table lunch and a guided wine tasting. Then it’s on to San Gimignano, a smaller town compared to Siena, offering a more intimate and relaxed atmosphere.  

San Gimignano it’s a perfect place to wander charming streets, soak up the Tuscan sunshine, and enjoy the laid-back pace of life. Nicknamed “Manhattan of the Middle Ages,” these towers were once a symbol of power and prestige for aristocratic families. Exploring the town allows you to travel back to a time of feuds and rivalries. You’ll enjoy some time to wander around its streets before your private driver-guide will take you back to your hotel.