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Tuscany

Sunset tours

Our most recommended Tuscany Sunset Tours

From Siena: Dinner in the Chianti Vineyards

1. From Siena: Dinner in the Chianti Vineyards

Discover the history, landscapes, wines, and culinary traditions of Chianti on this day trip from Siena. Travel in a comfortable and climate-controlled vehicle to a quaint farm in the hills. Engage your senses as you try a range of wines and savor a gourmet dinner.  Enjoy the convenience of being picked up from a centrally-located meeting point in Siena. Admire the Tuscan countryside as you travel to a farm tucked away in between rows of vineyards where grapes ripen in the Italian sun.  Pick up a wine glass to carry with you on your visit to the farm's winery. Sample a variety of delicious wines as you walk along a charming wine route. Visit the estate’s historic chapel before finally heading to your candle-lit dinner under the stars.  Listen to harmonious background music and lookout at the vineyards as you indulge in a farm-fresh gastronomic experience made from traditional recipes. Taste pappa al pomodoro or ribollita ( both are variations of Tuscan bread soup) and barbecued meat served with seasonal vegetables.  Let yourself get carried away by the warmth and fragrances of the barbecue and the perfumes of the grapevines, which enhance the dining experience. After dinner be escorted back to Siena where the tour will finish.

From Florence: Chianti Wine Tasting at Sunset Day Trip

2. From Florence: Chianti Wine Tasting at Sunset Day Trip

Experience for yourself what makes Tuscany so beautiful as you explore the stunning landscapes of the Chianti Hills, a mountainous area of Tuscany in the provinces of Florence, Siena and Arezzo. Travel from Florence aboard a comfortable and climate-controlled vehicle.  Choose Enjoy an afternoon tour in a comfortable car or minivan, traveling through the region's. Be captivated by views of vineyards, cypress trees and hilltop villages, with a glorious view around every bend.  Explore a wine estate and visit the cantine (cellars). Indulge in a tasting experience of delicious local wines and enjoy a typical Italian appetizer (cheese with jam and bruschetta).  Enhance your experience by selecting the option that includes dinner at an open-air restaurant in the countryside to taste some Tuscan specialties and drink good Chianti wine. Return to your meeting point in Florence at the end of your tour. 

Tuscany by Vespa Full-Day Tour to Chianti Wine Region

3. Tuscany by Vespa Full-Day Tour to Chianti Wine Region

Take a ride on the iconic Vespa, through the lush countryside of Tuscany. We will pick you up with one of our comfortable, air-conditioned mini-vans and we'll take you to the countryside, away from the busy city. In just 15 minutes you'll be at the doors of Chianti countryside. Then you will receive an orientation on how to use the Vespa safely, before we head out for our engaging and enjoyable ride. Driving at a relaxed pace along quiet and scenic country roads, you will be offered beautiful views of the rolling hillsides. We will visit different medieval villages in the heart of Tuscany and enjoy the most incredible landscapes. Next, we will stop at a 17th-century villa for a typical Tuscan meal and a guided tour of the vineyards and cellars, with wine tasting and olive oil tasting.

Chianti and San Gimignano Sunset Tour from Siena

4. Chianti and San Gimignano Sunset Tour from Siena

Explore the notable wine region of Chianti on a full-day sightseeing and wine tasting tour from Siena. Travel in a small group of no more than 8 people, and enjoy comfortable transfers by air-conditioned vehicle. Depart Siena in the early afternoon, and drive past the vineyards of the Chianti wine lands. See dense forests of oak wood and cypress trees, neat rows of vineyards, and landscapes shaped into works of art by the combined forces of nature and mankind. Go to a Chianti wine estate to tour the grounds and wine cellars. Learn the winemaking process before sitting down to a tasting of Chianti Classico wines and olive oil. Next, descend to the medieval fortress of Monteriggioni, and marvel at its intact ring of walls and turrets. Built in the 13th century, Monteriggioni was mentioned in Dante’s “Divine Comedy.” As the sun begins to set, travel to the legendary village of San Gimignano to enjoy the romantic town after the daytime crowds have departed. Admire the medieval towers at a leisurely pace, and enjoy some free time to visit the cathedral or Civic Museum. Shop for souvenirs in the many leather and hand painted pottery stores. Sample the local produce at food shops and wine bars. Depart San Gimignano for a Tuscan dinner at an organic farm in the countryside. Taste the wines of San Gimignano, such as the notable Chianti red, Vernaccia. Weather permitting, dinner will be served on a terrace overlooking the cultivated fields and skyline of San Gimignano. Watch the sunset as you dine, before your return transfer to Siena.

Sunset in Siena & Dinner in Chianti Tour from Florence

5. Sunset in Siena & Dinner in Chianti Tour from Florence

On this afternoon and evening tour, you will depart Florence in the early afternoon for the 1-hour drive to Siena. Enjoy the scenic Chianti countryside of delightful hills and vineyards en route. You will have free time in Siena to take in the medieval atmosphere as you wander through its narrow streets. Admire the artistic heritage of this city, exemplified by the Gothic cathedral and the impressive Torre del Mangia in the stunning, world-famous Piazza del Campo. Before leaving Siena, you will have a chance to experience the sunset from a panoramic viewpoint. Then you will continue on to a typical wine estate in the heart of the Chianti region. Nestled between the Tuscan hills and amid vineyards you will be served a delicious dinner that includes typical Tuscan products such as salami, bruschetta, and other unique delicacies. Dinner is accompanied by top-quality local wines personally selected by the owners of the winery. Enjoy this perfect way to end your afternoon in Chianti!

Segway E-Scooter: Panoramic Sunset Tour of Florence

6. Segway E-Scooter: Panoramic Sunset Tour of Florence

Watch the sunset over the beautiful city of Florence on this 2.5-hour Segway electric scooter tour. Led by a local professional guide, you’ll coast past the architectural gems of the Renaissance as daylight dims and the city lights up. Cruise along the river, see the iconic Ponte Vecchio, the magnificent Santa Croce and some of the hidden gems of the Oltrarno. - A local guide will bring the history of the city to life - A cup of wine looking over the most incredible view of Florence from Piazzale Michelangelo - Cruise past the crowds without breaking a sweat - Magical photo opportunities in the golden hour of sunset

Florence: Sunset Sightseeing Tour and Wine Tasting

7. Florence: Sunset Sightseeing Tour and Wine Tasting

Visit the Oltrarno district of Florence on a 2-hour guided sunset walk. Admire the traditional architecture of the city that was the birthplace of the Renaissance. Soak up the atmosphere of the Oltrarno district, see centuries-old worshops, and enjoy the taste of fine Chianti wines, accompanied by crostoni prepared especially for you.  Cross the Arno River and visit Florence's most iconic landmarks, including the Piazza Signoria and Piazza Duomo.

From Florence: Sunset Wine Tasting Tour in Vintage Car

8. From Florence: Sunset Wine Tasting Tour in Vintage Car

You have dreamed of a romantic Italian getaway, get ready to make that dream a reality with our vintage Fiat 500 Sunset Drive and unique Wine Tasting experience. Your adventure is shaped from the start with the fantastic and compelling narrative of the Fiat 500 history, its relevance in Italian history. After you have become familiarized with your car and understand its personality, our guide will lead the convoy on the adventure of a lifetime. The gentle hum of the engine, the feel of the meandering roads opens us to the breathtaking view of the tuscan hills and as we drive into the past, we are exposed to the historicTuscan Villas, cypress lined roads endless vineyards and captivating olive groves. At our stop you will enjoy a Spritz cocktail followed by a wine tasting and sampling of the best local Tuscan cheeses and meats. This adventure will warm your heart with memories that will last a lifetime.

Florence Sunset Food Tour

9. Florence Sunset Food Tour

Set off as the sun dips over the horizon and be introduced to the very best restaurants and wine bars Florence has to offer. See the perfect cocktail being constructed then sip it down at aperitivo o’clock as you watch the world go by on the cobblestone Santo Spirito streets. Savor artisanal truffle cheese and cured local meats paired with the perfect local vino. After your interactive Negroni-making demo with some of the best views of Florence, move on to a wine tasting paired with a Tuscan Panzanella Salad and Melanzane alla Parmigiana. During the evening, your local guide will entertain you with stories, fascinating history, and a unique glimpse into the best part of Florentine life, the food.

Florence: Food Tour with Local Wine & Florentine Steak

10. Florence: Food Tour with Local Wine & Florentine Steak

Experience the Florentine food scene on an evening tour through the city's eateries. Begin your adventure at the famous Piazza Della Signoria. Marvel at the surrounding Renaissance sculptures, artworks, and outdoor galleries. Then it's time to follow your guide and dive into the Florentine food scene. First, visit a traditional food and wine bar, Via dei Neri, where you'll see plenty of panini shops lined up along with cheese and cured meats. Pick up a few bites of ribollita and bruschetta before dinner. Then head over to the colorful bridge by the Arno River. Formerly a market to sell local fish and meat, it is mainly occupied with jewelers nowadays. Stroll past the area until you reach the popular Oltrarno area. Stop by an old winery and sip some of their delicious wines paired with truffles, olive oil, and cheese. This is a great opportunity to buy a bottle to share with friends and family. Move to the next spot where you'll enjoy a mouth-watering dinner with a plate of spaghetti alla carrettiera as a first course. Save some space for the second course, the famous Bistecca all Fiorentina, which is considered the best steak in the world. Finish your evening with a delicious biscotti dipped in dessert wine and receive recommendations from your tour guide to discover more delicious eateries.

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Frequently asked questions about Tuscany Sunset Tours

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Other Sightseeing Options in Tuscany

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What people are saying about Tuscany

Overall rating

4.6 / 5

based on 115 reviews

I got lost because I didn't know the meeting place, and even though I was late for the meeting time by about 20 minutes, Stefano, the guide, welcomed me with a smile. We couldn't speak English or Italian, but we managed to communicate using a translation app and had a great time. I will definitely nominate the next time I use it.

Tommy was a great tour guide. The tour of the town was very informative. He knew the city very well. He took us to non touristy spot and gave us a different perspective of Florence. He took us to his favorite lunch spot. I would highly recommend his tour company. I would go to his company again when I go to Florence.

Best day ever! The guides were so helpful, nice, and made us feel safe. The Vespa tour was beautiful. The wine tasting exceeded expectations!! We can’t recommend this tour highly enough. Cheers to the tour guides!

Sylvia was very personable and knowledgeable and we enjoyed all aspects of the tour. The food and wine selections were wonderful. We enjoyed the walk from place to place, not too long... just right!

Lots of fun and getting oriented to the city and delicious food.