Explore Tuscany from Cipressino by Vespa, Fiat 500 & Tuk Tuk
Guided and self-guided Vespa rentals, vintage Fiat 500 tours, tuk tuk drives, bike picnics, wine tastings and hands-on cooking experiences across Chianti and San Gimignano.
Featured Tours & Experiences
Choose from Vespa rentals and guided rides, vintage Fiat 500 and Ape Calessino drives, tuk tuk adventures, bike tours with picnic, wine tastings and cooking classes.
About Tuscany on Wheels
Tuscany on Wheels is a touring company based in Cipressino, Toscana, offering vehicle-based and culinary experiences across the Chianti hills and nearby towns such as San Gimignano and Siena. The business provides Vespa rentals (including helmets and maps), guided Vespa tours, vintage Fiat 500 experiences, tuk tuk drives, self-guided bike tours with picnic options, cooking classes, wine tours, and custom vehicle-based excursions. Tours listed include Chianti wine itineraries, Vernaccia tastings in San Gimignano, two-hour private tuk tuk drives combined with hands-on cooking at a local farm, and multi-stop day trips to Siena, Monteriggioni, Montepulciano, and Val d’Orcia. Many offerings combine scenic drives, winery visits, traditional Tuscan meals and guided or self-guided formats.
Tuscany on Wheels operates a fleet that appears in its trip names: 50cc Vespas, vintage Fiat 500 cars, Ape Calessino vehicles, tuk tuks, and Vespa sidecars. The company lists options for self-guided rentals, guided afternoon and full-day tours, family-friendly wine-free options, and specialty experiences such as horse riding and cooking courses. Booking details, schedules and availability are provided per tour. The business highlights local producers and stops in historic towns, offering tastings and regional meals on several itineraries.
Tuscany on Wheels is positioned for travelers seeking vehicle-based exploration of Tuscany from a base in Cipressino. Third-party reviews, booking platforms and tour listings provide additional guest feedback and practical booking information. Availability, durations and specific inclusions vary by tour; travelers should consult the tour listing for exact schedules, equipment included (helmets, maps, picnic menus) and any seasonal changes before booking.
Book a Tuscan Drive or Experience from Cipressino
Reserve Vespa rentals, vintage Fiat 500 tours, tuk tuk adventures, bike picnics or cooking and wine experiences—availability varies by tour, check listings to book.