Top Tuscany Motorcycle Tours

The Uffizi Gallery is home to hundreds of Renaissance-era masterworks, including pieces from Michelangelo, Botticelli, and Caravaggio. Enjoy an intimate introduction to the iconic collection in a group of a maximum of fifteen people during this small-group guided tour, which includes fast-track admission tickets and audio headsets, so you can move freely without missing a word.

Fiesole's hilltop views over Florence make it a favorite escape from the city, and this small-group Vespa tour with self-guided option handles the steep climb effortlessly. Head out on vintage-style Piaggio Vespa through olive groves and vineyards, explore the medieval town at your own pace and admire its ancient Roman theater. Then taste premium extra virgin olive oil at a local producer before riding back through hillside villages.

Get off of crowded tour buses and behind two wheels of a zippy Vespa on this “ultimate” tour of Chianti. After a short skill check test at our base, explore the Tuscan countryside and Chianti hills past vineyards, olive tree groves, and rural villas. A small group means more attention from your guide. Then, ride the scenic Chianti Road on the return journey.

See what Tuscany has to offer without breaking the bank on this budget-friendly day trip to the region's highlights from Florence. Save hours with coach transportation and enjoy free time to explore the medieval old towns of Siena and San Gimignano, plus the sights of Pisa. Upgrade to a guided tour of Siena, or add-on a 2-course lunch with wine pairing for a hassle-free, all-inclusive day.

Hi, I'm Paso — a motorcyclist and a dreamer. I invite you to join me aboard an Indian Roadmaster for a genuine journey far from the usual tourist routes, deep into the most heartfelt emotions of Tuscany. Every ride is unique. There’s no fixed itinerary — we’ll decide together where to go, based on your interests and curiosity: the rolling hills of Val d’Orcia, hidden villages, and roads I’ve known my whole life, far from the crowds. I’ll be your personal guide — like traveling with a friend who’s showing you the places he holds closest to his heart. Along the way, we’ll stop where the light is just right, where the earth smells sweet, where it’s worth taking a breath. I’ll share my story — and if you like, I’ll listen to yours. It’s a sensory, emotional, and intimate journey. It’s IndianBikeTherapy

Explore the rolling hills, sun-blushed vineyards, and winding country lanes of Tuscany from a classic Italian Vespa. Hop aboard your own 50cc Original Piaggio Vespa scooter or share one with a friend, and follow your guide on a scenic tour of the Chianti region. Enjoy the views of the skyline of the Medieval walled city of San Gimignano, jump off to admire the views, and enjoy a delicious wine-tasting lunch at a Tuscan winery.

See the highlights of Florence without worrying about getting lost on this comprehensive walking tour. Stroll around the historic monuments of Piazza della Republica and Piazza della Signoria, cross the landmark Ponte Vecchio bridge, and admire the opulent Pitti Palace and the Duomo. Make the most of your time with timed entry to the Accademia to view Michelangelo's world-famous David sculpture.

See the world-class treasures of the Uffizi Galleries in Florence without the risk of missing out at this incredibly popular attraction. After presenting your ticket, explore the historic galleries at your leisure, perhaps admiring works by Renaissance masters Botticelli, Michelangelo, Caravaggio, and Leonardo da Vinci. Your ticket also includes access to the museum’s rotating special exhibits, so you won’t miss a thing.

Avoid the challenge of navigating Tuscany’s rural roads and finding hidden countryside trails on your own with a guided horseback ride from Siena. This gentle journey carries you through rolling hills, vineyards, and olive groves, reaching quiet landscapes that cars can’t access. Ride at a relaxed pace while taking in the region’s natural beauty and rural charm without any planning or navigation stress.

Skip the hassle of renting a car and explore Tuscany on a day trip from Florence. Explore the medieval city of Siena and its cathedral before heading to the hills of Chianti for a Tuscan lunch and wine tasting (optional). Roam the streets of San Gimignano and travel to Pisa to admire the architectural drama of Cathedral Square—home to the UNESCO-listed Leaning Tower of Pisa. Upgrade to include admission to climb the tower.

Experience the true flavor of the Tuscan countryside—and enjoy wine tasting without designating a driver—on this Chianti wine tour from Florence. Visit local wineries in scenic villages to sample revered Tuscan wines and learn winemaking secrets. Alternatively, enhance your day with a morning cooking class preparing traditional Tuscan recipes paired with premium wines.

Do you want to live a unique experience riding a professional driver? We will ride my Moto Guzzi V85TT together on one of the most beautiful and richest roads in Tuscany: the Setteponti. This road, which follows the ancient Roman road Cassia Vetus, includes not only hundreds of fun curves but also numerous parish churches, ancient villages and beautiful landscapes on the Arno valley. We will visit the Parish Church of Pian di Scò whose history and curiosities I know. We will stop in Loro Ciuffenna for a walk through its streets and a wine tasting (optional tasting and excluded from the price). We will cross the Le Balze Natural Area, where I will tell you the story of their formation and their connection with Leonardo da Vinci, along a little known road until reaching a non-touristy Chianti area.

Florence's finest views are found on top of the hills that surround the city, but reaching Piazzale Michelangelo, San Miniato, and Fiesole on foot can eat up most of a day. This classic Vespa sidecar tour covers all three at an easy pace, with a driver who knows the best spots to pull over for photos.

Explore Quaint Villages and Timeless Landscapes Our journey will take you off the beaten path, winding through both lesser-known hamlets and iconic landmarks alike. Immerse yourself in the rich history and culture of each village we visit, from hidden gems tucked away in the countryside to well-known destinations steeped in tradition. Capture Every Moment, Embrace Every View As we traverse the rolling hills and winding roads, there will be ample opportunities to pause and soak in the panoramic views. Experience the Joy of Open-Air Travel Feel the sun on your face as you cruise through the Val d'Orcia on your Vespa. This isn't just a tour – it's an immersive journey into the heart of Tuscany's natural beauty. Let the open road be your guide as you embrace the freedom of outdoor exploration. Don't Miss Out on This Unforgettable Experience Join us for a Vespa adventure like no other and discover the magic of Val d'Orcia in a whole new way.