Top Siena Private and Luxury - page 5

Siena Historic Center (Siena Centro Storico) is a UNESCO World Heritage Site for its glorious Gothic architecture and rich culture. Join an official, licensed guide who specializes in the city and understands it deeply on this in-depth tour. You'll see the signatures: Piazza del Campo, home of the annual horse race, and Siena Cathedral, with its marble stripes. But you'll also delve further into Siena's medieval neighborhoods and local lifestyles.

Head north from Sienna to fabled Chianti on this small-group tour. Explore the region known as Florentine Chianti, stopping to take in the charming small towns of Castellina in Chianti and Greve in Chianti. Stroll the streets, meeting some of the region’s charming residents and, of course, partake in some locally made wine during a visit to two wineries. Indulge in a lunch of Tuscan delights. This small-group tour of Florentine Chianti is limited to just eight participants, ensuring you’ll get molto attention from the guide.

The guided visit of the Cathedral and its floor is a journey full of excitement. Come with Tuscany Art Trek and enjoy nearly a thousand years of history, not only upturned but also downturned, for once.

On this private walking tour you will explore a city declared a UNESCO World Heritage Site. You will visit its most important places, such as the Siena Cathedral, Piazza del Campo, Torre del Mangi, Fonte Gaia, Market Square. The beautiful city of Siena is famous not only for its beautiful, historic buildings and the picturesque landscape that surrounds it, but also for its cuisine, art, museums, medieval cityscape and, of course, the Palio, the famous horse race held in the city twice a year.

Optimize your travel time with this private transfer that breaks up the trip from Siena to Rome with stops in Orvieto and Civita di Bagnoregio to sightsee, shop, and dine. Enjoy hassle-free pickup at your hotel or other accommodation in Siena and enjoy views of the Tuscan countryside as you head south. Stop for free time to explore Orvieto and Civita before drop-off at your final destination in Rome.

Get an extra boost from your electric bike on a half-day bike tour of the Chianti region. Follow your guide through a picturesque landscape of gentle hills with vineyards, olive groves, and small villages, stopping at a 12th-century castle and a winery. Your tour includes a wine tasting, bottled water, and use of all necessary equipment.

Brunello di Montalcino is one of Italy's most prestigious wines, but navigating to the rural wineries outside of Montalcino on your own can be stressful. On this private wine tour, let your driver take the wheel and focus on vineyard views as you make your way to the top wine estates and cellars for exclusive tasting experiences. Explore stunning vineyards, learn about traditional winemaking techniques, and savor the rich flavors of Tuscany with guided tastings and a traditional lunch.

Enjoy a private tour of two of Montalcino’s most exclusive wineries, taste their award winning wines and visit their winemaking facilities. Our native English speaking guide will be with you throughout your unforgettable experience and will take you to lunch at one of the regions top restaurants.

The hills south of Siena are home to some of Tuscany’s most prestigious wines, but navigating the country roads can be a challenge. This private tour includes visits to three historic wineries in Montepulciano and Montalcino for tours, tastings, and lunch. Break up your cellar visits with a stop in Pienza for a pecorino cheese experience.

Home to medieval hilltop towns and fertile vineyards, Tuscany is widely considered the jewel in Italy’s crown. On this tour, visit the beautiful Tuscan towns of Pienza and Montepulciano, and enjoy a complete immersion in authentic Italian culture and cuisine. With travel from your Chianti or Siena hotel, sample local wines in historic cellars and savor a delicious lunch in a traditional Montepulciano winery.

This customized day trip pairs the otherworldly landscapes of southern Tuscany with the region’s frozen-in-time villages and prized flavors. Relax and take in the views from a luxury vehicle while a private guide and driver handles the country roads. Taste famed Brunello wine in Montalcino and Pecorino cheese in lovely Pienza, visit a medieval monastery, and get hand-picked recommendations for an authentic Tuscan lunch.

Castiglione della Pescaia is a fortified village overlooking the sea, a balcony overlooking the Tyrrhenian Sea. From here you can enjoy a panorama of rare beauty, among the most "rich and sweet in the Maremma". The view ranges from the Uccellina mountains to the heights of Punta Ala, from the coast drawn between the intense green of the pine forest and the blue of the sea; below, in the plateau (ancient kingdom of Lago Prile), the marsh of the Diaccia Botrona stretches out, with the elegant and evocative Red House in the foreground, one of the most representative examples of civil engineering that recalls the impressive reclamation work desired and built under the Lorraine. The well-preserved village has exposed stone streets, ancient portals, niches and arcades that chase each other ... all enclosed by mighty turreted walls. Castiglione della Pescaia is one of the most efficient tourist resorts of the Tyrrhenian Sea and in its canal port cradled fishermen's boats and "habituès" boats.

That's a short but exhaustive tour that touches the most important places of the beautiful city center of Siena.

Discover the most beautiful places in Siena together with our professional photographer and our tour leader who will take you wonderful photos at Piazza San Domenico in the historic center, the Duomo and Piazza del Campo You will not be a passive spectator, but you will be the center of attention, free to enjoy the city without hindrances such as cameras and various devices. Once the tour is over the photographic material will be shared telematically already edited.

Travel between destinations and visit sights along the way. Stop to visit the medieval fortress of Monteriggioni before spending leisure time in the hill-town of San Gimignano browsing the many stores or savouring the rich cuisine in one of its many restaurants (not included). In the afternoon visit the Chianti town of Greve in Chianti and the picturesque hamlet of  Montefioralle before having your Private driver drop you off at your Florence destination.

Siena is one of Tuscany’s most picturesque medieval towns and this private walking tour is ideal for first-time visitors or those short on time. Take in the highlights of the UNESCO-listed center, stroll around lively Piazza Del Campo, and admire landmarks such as San Domenico Basilica, Palazzo Tolomei, and Cathedral of Siena.

Experience the charm and history of Siena on a private walking tour led by a passionate local guide! Wander through its winding streets, lively squares, and hidden corners as you uncover the stories, culture, and traditions that make this Tuscan city so enchanting. Whether you choose a short 2-hour stroll or a full 6-hour exploration, your guide will tailor the tour to your interests, sharing local insights, secret spots, and authentic experiences along the way. Discover Siena like a true local and enjoy an unforgettable journey at your own pace.

Spend a memorable day exploring Tuscany’s most famous landmarks and landscapes on a relaxed and well-balanced itinerary from Siena. Your journey begins with a comfortable transfer by air-conditioned coach through the rolling hills of the Tuscan countryside. Reach Pisa, where you will have free time to explore the stunning Piazza dei Miracoli, a UNESCO World Heritage Site. Admire the world-famous Leaning Tower, the Cathedral, and the Baptistery from the outside, and take your time capturing unforgettable photos. Continue your experience with a stop in the heart of Chianti, where you will enjoy a traditional Tuscan lunch paired with a guided wine tasting at a local winery. In the afternoon, arrive in San Gimignano, one of Tuscany’s best-preserved medieval towns. On the way back from Pisa, you’ll pass through Florence before returning to Siena. This allows for a smooth and well-organized route across Tuscany.

Explore the landscape of Tuscany on a private, full-day cycling tour from Siena. With the full attention of your guide, follow a route along the Via Francigena, an ancient pilgrimage route that once linked Canterbury to Rome and a popular destination for photographers. Rest and refuel after a day of activity with a three-course lunch and wine pairings at a Tuscan vineyard. Hotel pickup and drop-off is included.

Navigate through the picturesque landscapes of Tuscany with the Tootbus Tuscany Multi-Day Pass. Enjoy unlimited travel across Florence, Pisa, Siena, Lucca, and San Gimignano, allowing you to explore at your own pace. This flexible pass eliminates the stress of rigid schedules, offering scenic routes through the stunning Chianti countryside. With Tootie, your AI-powered guide, receive personalized recommendations and real-time travel tips in over 50 languages, making your journey seamless and enriching. Start your adventure from any city at any time and immerse yourself in the beauty and culture of Tuscany.

Our Polaguides will allow you to discover the most hidden, but no less fascinating places than Siena and its districts and instant photography will allow you to appreciate the beauties of each district from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be customized, to be browsed whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends. N.B. During the days of the Palio (29 June-2 July and 13-16 August) the 17 Fontanine di Contrade route is not feasible and is replaced with that of the Top 10 dedicated to the places of the Palio, of which we will provide a dedicated guide and map.

Immerse yourself in a 5-hour wine tour from Florence that promises a journey packed with adventure, luxury, and wine. Departing from your accommodation in Florence, head straight towards San Gimignano, a stunning medieval town in the country that boasts views of vineyards, olive groves, and rolling hills. Once in town, you'll have an hour of free time to shop at local artisan shops or take pictures of the intricate architecture of this ancient town.

Explore Siena at your own pace with a self-guided walking tour on your phone. You get a clear map of all 12 stops, simple directions through Google Maps, and short audio stories you can play when you reach each location. The route covers Siena's historic center, from Piazza del Campo to Monte dei Paschi di Siena, passing sites like the Palazzo Pubblico, Torre del Mangia, and Fonte Gaia. Start anytime, pause whenever you like, and explore freely. No groups, no schedules. Audio and text available in 7 languages.

Widely considered among Siena’s top attractions, Siena Cathedral dates back to the 13th century—but the cathedral’s medieval history is easy to miss. On this tour, explore Siena Cathedral with your private guide and see the best of this impressive Sienese landmark in one comprehensive visit. Hear the hidden history behind artworks by Bernini, Donatello, and Michelangelo, and admire key features such as the baroque chapels and marble façade.