Top Tuscany Holidays and Seasonal Packages

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.

Escape the bustle of Florence and immerse yourself in Tuscany's stunning countryside during this private half-day tour. Embark on a leisurely horseback ride through the rolling hills and vineyards of Chianti. Make a stop at a historic wine estate for a guided tour and topped off with a tasting of three Chianti wines paired with local snacks.

Discover the Tuscan countryside on this all-day horseback riding tour. Designed for experienced riders, you’ll explore the wild region of Maremma Toscana, crossing wooded areas and small rivers and traveling past medieval villages. The horses are reliable and sure-footed; there are several opportunities to trot and canter. A picnic lunch is included.

Turn a visit to one of Florence’s most famous museums into a fun, kid-friendly private tour with guaranteed skip-the-line access. Avoid waiting in line and head inside with an entertaining guide who shows you Michelangelo’s iconic ‘David’ statue plus other artistic highlights. Games, treasure hunts, and contests keep kids engaged so everyone enjoys the art while learning about the Renaissance.

Visit the famous Boboli Gardens, an oasis in the heart of Florence, on an express guided tour of the Pitti Palace’s magnificent gardens. Built for Cosimo I de' Medici in the 16th century, the gardens feature exquisite landscaping with a variety of plant life, fountains, and statues by master artists including Michelangelo. Your guide shares stories about the garden’s design and architects for a comprehensive overview.

Stroll the charming Medieval streets of a Tuscan hill town with this 2-hour private tour of Siena. Learn about Siena's hidden gems from a knowledgeable guide in between visits to its most popular sights.

Plan a luxurious Florence shopping excursion, and enjoy a seamless way to travel, when you book a private transfer to one of the city’s highlight outlet malls. Meet your driver at your Florence hotel at a time that works best for you, and hop aboard your luxurious Mercedes. Then, head straight to The Mall Firenze: an outlet shopping center that features numerous high-end, designer brands. Book a one-way transfer to shop at your leisure, or choose the round-trip option to have your driver at your disposal for a predetermined amount of time.

Skip the set itineraries and rushed pace of group tours and design your own day under the Tuscan sun on this private, custom tour from Florence. Enjoy the ease of hotel pickup and ride through the rolling hills of Tuscany with a private driver, stopping to explore the medieval hill town of San Gimignano, a UNESCO World Heritage Site. Then, discover the world-famous Chianti wine region, where you can visit historic, family-run wineries for lunch and tastings (additional expense).