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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.

Tuscany by Vespa Full-Day Tour to Chianti Wine Region

2. 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.

Florence: Sunset Gondola Tour

3. Florence: Sunset Gondola Tour

The Arno river is the history of Florence. It was its first supply source, and initially divided the city before uniting it through its marvelous Middle Ages and Renaissance bridges. Its riverbanks house some of the most beautiful ancient noble palaces, and nowadays it perfectly reflects the romantic, elegant, and slow flowing soul of Florence. This tour will let you discover this soul at the most picture-perfect moment of the day: aperitivo time. This important time of the day is right before dinner, right before sunset, when Florence is flooded by the most magical light, and even the cold stones seem soft and warm. Follow your guide from the bank, all the way through to the embarcadero (pier). Here you will climb aboard a barchetto, a Florentine gondola, one of the very few traditional wooden boats left in Florence. Your gondola will be conducted by an authentic barcaiolo, a Florentine boatman that will guide your boat with his long-reaching pole. There will be no noisy engines, only the charm of tradition and the voice of your expert guide to unveil the secrets of the Arno River. As you push through its calm waters, you will pass under the magnificent Florentine bridges and discover its history and the beautiful Palazzos that frame its ancient riverbed. Following your Gondola ride, you will enjoy a refreshing “aperitivo” with a glass of cool wine to celebrate your romantic stay in Florence.

Florence: Sunset Sightseeing Tour and Wine Tasting

4. 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.

Chianti and San Gimignano Sunset Tour from Siena

5. 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.

Chianti at Sunset: Small Group Excursion

6. Chianti at Sunset: Small Group Excursion

Experience for yourself what makes Tuscany so beautiful as you explore the stunning landscapes. Enjoy an afternoon tour in a comfortable car or minivan, traveling through the region's vineyards, cypress trees and hilltop villages, with a glorious view around every bend.  Explore a wine estate and visit the cantine (cellars); taste some of the delicious local wine and enjoy a typical Italian appetizer (cheese with jam and selection of bruschetta). 

Sunset in Siena & Dinner in Chianti Tour from Florence

7. 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!

Florence: Vintage Sidecar Tour at Morning or Sunset

8. Florence: Vintage Sidecar Tour at Morning or Sunset

What's the best way to start a day in Florence? Try a two-hour ride through Florence's highlights in a vintage sidecar. Start with a breakfast in one of our selected Motocarrozzetta-styled bars where you'll have the chance to taste different kinds of coffee selected directly by the owner and bought from the producer. Take your smartphone or camera and simply sit in our sidecar, and you'll be driven around the heart of the city for a really impressive ride. You'll go along the river Arno, up to the Piazzale Michelangelo, down inside the historical city center, and through lesser known districts such as Oltrarno (one of the coolest districts in the world according to Lonely Planet), before heading up again to the Florentine hills to catch the best panoramic views of Florence. If the winery option is chosen, you'll then be taken for a 45 minute ride to a special winery for a delightful visit and tasting. You can stop at any moment if you want to take pictures, and you'll be introduced to the history (and secrets) of this wonderful city.

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: Vegan Cooking Experience

10. Florence: Vegan Cooking Experience

Cook your very own vegan pasta and cantucci in this unique cooking class in Florence. Arrive at a beautiful location just a few kilometers from the Duomo. There, inspired by the Tuscan surroundings you will start to learn the secrets of making delicious vegan food from a vegan Italian chef. Italians are known for making the best food in the world, but this is also true for vegan Italian food. You will get to work with a traditional pasta machine and fresh local vegetables, as the chef chooses a different pasta, ravioli, or gnocchi recipe for each day. Meanwhile, you will also prepare the mixture for delicious 'Cantucci' Italian cookies made with pine nuts and almonds. Your expert chef has managed 2 vegan restaurants in Florence and led countless classes. After your time spent cooking in the kitchen, you can relax outside, under a canopy, looking out past the olive groves and over the rooftops of Florence as you enjoy your meal with organic vegan wine.

Frequently asked questions about Tuscany Sunset Tours

What are other things to do than Sunset Tours that are worth visiting in Tuscany?

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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

The boat trip along the river on sunset has got to be one of the most beautiful things I’ve seen in Italy. Our guide took us on a journey on the history of the city and granted us the nice surprise of a glass of wine while rowing under Ponte Vecchio. Highly recommend

Such a nice wine tour with gorgeous views and such a relaxed atmosphere! The wine was amazing and the table set up was beautiful! Definitely worth the money with dinner included ! You won’t regret this one ! The hosts were friendly and accommodating !

Was a great experience. Was great to see the country side. Our guide was amazing and would really recommend for an evening getaway from Florence to see what else the area has to offer.

Highly recommend! The bus ride to the vineyard had incredible views and we learned about the history of Tuscan wine. Dinner was excellent and of course the wine was outstanding.

Great private tour. Our guide Gabriele spoke very good English, the tour was varied, informative and funny. Recommended at any time