Top Tuscany Adventure Tours in 2026

After booking, the tour begins at the rental point with e-bike collection and activation of the virtual navigation system. This 26 km loop, with 357 m of elevation gain, is rated medium-easy and starts in Monteroni d’Arbia, crossing the heart of the Crete Senesi. The route combines roads, trails and quiet secondary roads, with steady rolling terrain and long stretches through open countryside. The landscape features clay hills, cultivated fields, cypress-lined roads and isolated farmhouses. White gravel roads follow the natural shape of the land and lead to panoramic viewpoints over the Crete Senesi and, on clear days, towards Siena. The most distinctive stop is the Site Transitoire, a stone artwork designed to blend with the surrounding landscape, light and horizon. The return to Monteroni d’Arbia follows more scenic rural roads, completing a tour through one of Tuscany’s most authentic areas. Water, a snack and a fully charged phone are recommended.

This self-guided bike tour allows travelers to explore country roads between Lucca and Pisa on their way to the Leaning Tower of Pisa. Follow a 20-mile (33 kilometers) route on dirt and asphalt backcountry roads around the Monti Pisani hills. A little over the halfway mark, stop for a break in San Giuliano Terme’s charming central square. Return to Lucca on a direct bike route or short train ride (own expense).

With this self-guided tour, get a taste of Chianti without long day trips or drives—just hop on an e-bike and follow a GPS device to a vineyard on the outskirts of Florence. Easily scale the Florentine hills with a battery-assisted boost. Then, sample Chianti-style wine and other Tuscan products at a vineyard in the ancient Etruscan town of Fiesole, and enjoy views of Florence on the ride back down.

Some of the best views of Florence can be enjoyed from the surrounding hills, but getting around the slopes circling the city on foot or by public transportation is a hassle. On this golf cart tour, check off the top scenic overlooks in just 90 minutes without getting footsore. Set off from the city center to zip past Renaissance villas and olive groves, stopping to snap photos from the Basilica of San Miniato, Bellosguardo, and the famous panoramic terrace at Piazzale Michelangelo along the way.

Open the doors of the Sienese countryside on horseback and immerse yourself in the breathtaking landscapes of the Tuscan countryside. Cross vineyards, rivers, olive groves and roads with cypress trees. See and touch the flora and fauna of the Sienese countryside with a guide who will explain the various plants and animals and the history of the places you will encounter during the tour. The walks in the Sienese countryside are suitable for everyone, from beginners to experts. The horses used for the tours are well trained and calm, suitable for everyone. Stop for a picnic in the shade of the river in the Siena area or for a tour and tasting in a winery. Spend an unforgettable day and discover Tuscany with different eyes as you ride your horse, seeing and touching the historic countryside and traditions of Siena.

Explore the picturesque Tuscan countryside on this self-guided bike tour from Lucca to Montecarlo. Pedal through scenic vineyards, olive groves, and historic villas as you traverse the renowned wine roads. Take breaks for wine tastings or enjoy a traditional Tuscan lunch at charming trattorias in Montecarlo. With an easy-to-follow app and a self-guided kit, you can set your own pace while soaking in the stunning views. Perfect for biking enthusiasts, this tour promises an authentic taste of Tuscany. - Self-guided tour with flexible itineraries and a mobile app - Choose between E-bike or Trekking bike for your adventure - Enjoy a scenic 54 km roundtrip, usually taking 5 hours in total - Wine tasting and lunch options available in Montecarlo

Ideal for travelers looking for off-the-beaten-path adventures, Italian-style, this tour pairs an all-terrain vehicle (ATV) off-road session with wine tastings and medieval village visits. After a quick lesson, explore the Chianti countryside riding your own ATV or on the back of someone else's. Then, hop on the tour minivan and head to the Tuscan hill towns of Montefioralle and Piazza Matteotti for exploring and shopping. Finish the day with a generous lunch and six wine tastings at a classic Tuscan winery.

Discover the beauty of Elba Island from the sea aboard a 2018 Bavaria Cruiser. This full-day sailing experience offers the perfect combination of relaxation, swimming, snorkeling, and breathtaking coastal views. With a minimum of 4 and maximum of 8 guests on board, you'll enjoy an intimate and comfortable atmosphere accompanied by a professional skipper and hostess. The tour departs from Marciana Marina, with boarding by tender from the public pier next to the marina starting at 9:45 AM. Departure is at 10:00 AM and return is approximately at 6:00 PM. During the day, you'll visit some of the island's most beautiful locations, including Paolina Island, Procchio Beach, Biodola Beach, and Viticcio Beach. Guests can swim, snorkel, relax on deck, and use the SUP available on board. A freshly prepared lunch, drinks throughout the day, and an aperitif before returning to port are all included in the tour price.

Explore the UNESCO-listed Cinque Terre on this full-day excursion from Florence. Travel stress-free with all bus, train, and ferry tickets included. See the colourful coastal villages your way—choose a solo trip to explore independently, opt for a guided tour, or add a street food experience featuring traditional Ligurian focaccia and ice cream.

Swap the crowds at Marina di Campo for the tranquillity of the open water on this small-group excursion on a canoe or stand-up paddle board. Follow your guide past rocky cliffs with views towards nearby Giglio and Montecristo, and enjoy a short swim stop at Ischia cove before arriving at the wild Fonza Beach.

Explore Florence in a unique and sustainable way with a vintage bike tour in the historic center. Ride beautifully restored 1980s/90s mountain bikes and experience the city from a different perspective: relaxed, fun and authentic. We will walk through iconic squares and hidden alleys, sharing interesting stories and cultural insights along the way. You will discover the essence of Florence, thanks to a pleasant ride, guided by certified cycling guides. This experience also includes insider tips, from authentic street food to traditional restaurants This experience is ideal for: • curious travellers who want a more active way to explore the city • people looking for an authentic and local perspective • anyone who appreciates sustainability and unique design • visitors who want to combine culture, fun and practical advice At the end of the tour, you will not only have seen Florence, but you will have experienced it like a true Florentine

Tick off several of Tuscany's most renowned locations during this full-day Vespa tour. Enjoy some photo stops in the vineyards and take a guided stroll through the picture-perfect village of San Gimignano, with free time to explore. The tour includes a typical Tuscan light lunch paired with a tasting of some local wines and olive oils.

Escape to the Italian Riviera without hiring a car with this excursion to Cinque Terre. Perfect for travelers staying in Florence, leave navigating unfamiliar roads to your coach driver as you travel to this region. Visit the villages of Vernazza, Monterosso, and Riomaggiore, with guided experiences and free time to explore. Customize your day with different itinerary choices; opt for transportation only, choose a hike-focused tour, or finish with a visit to Pisa.

The Chianti hills are home to some of Tuscany's most prestigious wineries and picturesque villages, but getting around by public transportation is practically impossible. On this wine tour, leave the driving to the professionals as you travel on a comfortable coach directly from Florence. Visit two traditional wineries for guided tours and tastings to learn more about local wine history and production, plus stretch your legs with a stroll through San Gimignano or Monteriggioni (depending on the departure time) to sightsee and shop at your own pace.

Leave the busy streets of Florence behind and soak up Tuscany's views on this small-group Vespa tour. Hop onto your scooter once you reach the beautiful country roads of Chianti, so you don't have to navigate inner-city traffic. Stop for a traditional Tuscan meal at a farmhouse and taste olive oils and Chianti wines for an authentic taste of Florence's culinary scene. You can also enjoy the journey in a Fiat Topolino e-car.

Get a true taste of Tuscan life on this small-group bike tour from Florence with lunch. Start in the quieter Oltrarno district and cycle along scenic country roads, avoiding busy city traffic. Take in the panoramic views and learn about the local culture from your guide. Visit a family-run farm to taste regional wine and extra virgin olive oil before sitting down to a traditional Tuscan lunch.

An ideal Tuscan wine tour includes tastings at several wineries to compare different labels, but navigating the country roads on your own can be daunting. Visit three local wineries stress-free in a single day on this small-group tour from Florence. Enjoy guided tours and taste regional varietals to learn about the terroir and winemaking process. Break up your tastings with a stroll through the charming town of Impruneta, and relax over a multicourse Tuscan lunch complete with wine pairings.

Combine Chianti countryside with a thrilling Vespa ride and a winery lunch on this small-group excursion from Florence. Hop onto a traditional Italian Vespa and zip past vineyards, olive groves, and picturesque villages, pausing to take photos of the landscape. Arrive at a working winery for a guided wine tasting and sit-down Tuscan lunch.

Explore the enchanting landscapes of Tuscany on this full-day adventure from Florence. Visit iconic sites like the Leaning Tower of Pisa and the medieval gem of San Gimignano, renowned for its impressive towers and stunning views. Discover the historic charm of Siena, with opportunities to delve into its rich heritage through an optional guided tour of the Duomo and other landmarks. Finally, unwind with a delightful wine tasting at a Chianti winery, where you can savor local wines and shop for unique souvenirs. Lunch will be a typical tuscan meal with antipasto, cheese, bruschette, pasta al ragù, dessert, wine and water. Vegetarian Menu available upon request.

Explore Florence effortlessly on a golf cart tour led by a local guide, showcasing the city's stunning viewpoints. Revel in the panoramic vistas from Piazzale Michelangelo, visit the historic hills of Arcetri and the Astrophysical Observatory, and enjoy the charm of Fiesole, a picturesque hilltop village. This eco-friendly tour is designed for those who prefer a leisurely experience without extensive walking, making it ideal for everyone from families to seniors. Don't miss out on the incredible photo opportunities and local insights this tour offers. - Enjoy a relaxing golf cart tour through Florence's scenic spots - Visit iconic viewpoints including Piazzale Michelangelo and Fiesole - Eco-friendly experience perfect for avoiding long walks - Convenient pick-up in piazza Piave for your comfort

Explore the Tuscan countryside during a full-day tour from Florence with horseback riding. Your guide provides a gentle horse and riding gear, then leads you through the vineyards, olive groves, and rolling hills of the Chianti region. Afterward, visit the medieval town of San Gimignano, and enjoy a typical Tuscan light lunch with a wine pairing. Option available to substitute a farm tour for the horseback ride if desired.

Soar above Tuscany’s rolling vineyards and ancient villages in our exclusive hot air balloon adventure—the most photogenic flight in all of Tuscany. Whether you’re seeking a magical family outing, a romantic moment for two, or a unique way to celebrate a special occasion, this is the perfect experience. Our award-winning pilots bring you closer to the magic: drift at sunrise, just above the cypress trees, as golden light floods the iconic Chianti hills. Enjoy the intimacy of small groups (never crowded), personal attention from our warm, local hosts, and a seamless, stress-free experience from start to finish. After landing, toast your journey with a gourmet breakfast picnic, featuring local Tuscan specialties and bubbly Prosecco. Every moment is crafted for unforgettable photos and authentic connection—this isn’t just a flight, it’s the highlight of your Italian escape.

Enjoy a unique vantage point few are lucky to experience as you trade the streets of Florence for the skies above Chianti on this hot air balloon flight, departing from San Casciano in Val di Pesa, roughly 20 minutes from the city. Drift at sunrise over vineyards, olive groves, hilltop villas, and medieval castles, then celebrate your landing with prosecco, pastries, cured meats, and schiacciata flatbread served alfresco.