Tuscany
Sunset Tours

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Our most recommended Tuscany Sunset Tours

Wine Tasting and Dinner in the Vineyards of Chianti

1. Wine Tasting and Dinner in the Vineyards of Chianti

Embark on an experience designed to show you the best the Chianti region has to offer, including its history, landscapes, wine, and culinary traditions. Sit back and relax in an air-conditioned minivan from Florcane to an excellent wine estate, taking in the natural landscape. Discover the estate and savor its wines and fresh produce over a lavish dinner al fresco. When you arrive at the estate, grab a glass to carry on your visit to the farm’s wineries so you can enjoy a number of wine tastings along this small-scaled wine route. After the tastings, head to the leafy vineyards for dinner, the evening’s main event. Dine by the light of candles and torches, with music in the background. During the dinner, taste a number of local dishes, fresh products, and some wine and food directly from the farm. The rural yet elegant setting of the estate is the perfect frame for this memorable evening.

From Siena: Dinner in the Chianti Vineyards

2. From Siena: Dinner in the Chianti Vineyards

A unique experience designed to give you the best of what the Chianti region has to offer: the history, the landscapes, the wine, culinary traditions, and atmosphere. Other than enjoying a delicious typical dinner of local products and dishes, you will be surrounded by the splendid and charming landscape of vineyard rows, which beautifully characterizes the Chianti region. The dishes that you will taste, all made of fresh local products, are the fruit of the hard work and care for the land that local producers have been exercising for centuries.  Upon your arrival you will be given a glass for you to carry with you on the visit of the farm’s wineries and thus enjoy a number of wine tastings on this small-scaled wine route. You will then visit the estate’s historic chapel before finally heading for dinner, the evening’s main event.  The dinner location is set to offer you maximum quality and cosiness, decorated with candles and torches. The gentle sounds of the earth and the vineyards will accompany your dinner under the stars, and a harmonious musical background, which will perfectly match the succession of dishes. You will taste pappa al pomodoro or ribollita (both typical recipes from the people’s folklore) and a barbecue of meat and fresh seasonal vegetables of the farm. Let yourself get carried away by the warmth and fragrances of the barbecue and the perfumes of the grapevines, which will enhance your dinner experience. The rural yet elegant scenery of the estate will perfectly frame and complete your evening. After the dinner you’ll be escorted back to Siena where the tour will finish.

Chianti at Sunset: Small Group Excursion

3. 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). 

Tuscany by Vespa Full-Day Tour to Chianti Wine Region

4. 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: Vintage Sidecar Tour at Morning or Sunset

5. 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 Gondola Tour

6. 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 Food Tour

7. 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

8. 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.

Florence: 1.5-Hour Esoteric Guided Walking Tour

9. Florence: 1.5-Hour Esoteric Guided Walking Tour

Discover the darker, esoteric side of Florence's churches, temples, and streets on a walking tour alongside a local guide. Explore the secret meaning behind the facades of the Basilicas of Santa Croce and Santa Maria Novella, learn about necromancy in Piazza Santa Croce and decipher the palindrome in the Florence Baptistery. Listen to the story of the legendary knight Pazzino dei Pazzi, and reconstruct the arsenic poisoning of an associate of Lorenzo the Magnificant, Pico della Mirandola in 1494. Learn the story of Friar Girolamo Savonarola, the Dominican hanged and burned at the stake in 1498 in Piazza della Signoria. End your tour at the statue of Ferdinand I in Piazza Santissima, and count the bees for good luck.

From Florence: Chianti Half-Day Afternoon Tour

10. From Florence: Chianti Half-Day Afternoon Tour

Discover the Tuscan wine region of Chianti on a scenic guided tour by van from Florence. Visit a local wine estate, tasting its wines and local produce. Immerse yourself in the surrounding picturesque landscape, with a visit to a medieval village in the region. Visit a charming Chianti wine estate, enjoying a guided tour of its wine cellars and gaining an insight into the various stages of wine production. Then, sit down and taste the various wines the winery produces, paired with samples of sliced cold meats, bruschetta, and salami.  Visit a real Medieval village in Chianti hills, enjoying some free time to stroll out and breathe in the local atmosphere. You'll also have the opportunity to buy wine, olive oil, balsamic vinegar, cheese, and herbs to take home.

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What people are saying about Tuscany

Overall rating

4.6 / 5

based on 115 reviews

We had a fantastic time touring the Tuscan countryside with Dimitri, learning about local cuisine and what goes into making Chianti. He was very friendly, funny, and knowledgeable. We also loved our winery visit with Maurizio, learning about the process of making wine and olive oil, and tasting all of the delicacies he offers. We cannot wait to receive our shipment at home so we can continue reliving this amazing experience. 100% recommend for wine lovers and anyone wanting to visit the Chianti area.

We had a wonderful experience as a group of 4! So much fun making vegan pasta and tart. As a non-vegan myself, I really enjoyed the food and the experience. The chef was kind and engaging, and the location had a beautiful view of the sunset. Highly recommend it!

Great guide, good food and a great group of people. Went to out of the way places that were not busy and had good food and wine.

A very nice tour through the Chianti wine region. The wine tasting was very interesting and the winery beautiful.

Luca was an excellent guide, and the winery was awesome!