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Tuscany Sunset tours

Our most recommended Tuscany Sunset tours

From Siena: Chianti and San Gimignano Sunset Tour

1. From Siena: Chianti and San Gimignano Sunset Tour

Explore the Chianti wine region and the hilltop town of San Gimignano on a sightseeing and wine-tasting tour from Siena. Travel in a small group and enjoy comfortable transfers by air-conditioned vehicle. Depart Siena in the early afternoon, and drive past the vineyards of the Chianti wine lands: neat rows of vineyards, and landscapes shaped into works of art by the combined forces of nature and mankind. Head to a Chianti wine estate to tour the grounds and wine cellars. Learn the winemaking process before sitting down to a tasting of local Chianti wines and olive oil. Explore the medieval fortress of Monteriggioni and marvel at its intact ring of walls and turrets. Travel to the village of San Gimignano to enjoy the charming streets and laneways as the sun begins to set and daytime crowds have departed. Admire the medieval towers at a leisurely pace, and explore the many streets and squares. Visit the boutique stores of local crafts and products. Enjoy a typical Tuscan dinner at a local farm in the countryside. Taste the white wine of San Gimignano, the Vernaccia, or have some local Chianti red wine. Weather permitting, dinner will be served outdoors. Return to Siena after dinner.

Florence Sunset Food Tour

2. 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.

From Siena: Dinner in the Chianti Vineyards

3. 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

4. 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. 

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.

From Florence: Sunset Wine Tasting Tour in Vintage Car

6. 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.

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!

Segway E-Scooter: Panoramic Sunset Tour of Florence

8. 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

Val d'Orcia: 2-Course Tuscan Dinner with a Sunset Cocktail

9. Val d'Orcia: 2-Course Tuscan Dinner with a Sunset Cocktail

At Podere Val D'Orcia you will enjoy the most outstanding view of the Val D'Orcia at the most magic moment of the day, at sunset. Sit on our outdoor sofas and relax on the natural terrace of Extravergine Restaurant, drinking a cocktail at your choice from our cocktail list, accompanied by a delicious plate of Tuscan cured cuts and cheeses. Then enjoy a 2-course Tuscan dinner - 2 dishes of your choice from our a la carte menu including a first course or second course and a dessert, served in the refined indoor spaces of Extravergine Restaurant (drinks of the dinner are not included). Located inside Podere Val D'Orcia, Extravergine Restaurant is the ideal place for a culinary experience to discover the most authentic flavors of Tuscan and Italian cuisine. The menu mainly offers dishes that tell this territory through meats that come from the nearby farm, pasta and cereals of our production, in addition to our superior quality PDO olive oil. Do not miss the chance to try this memorable experience!

Pisa: Self-Guided tour to the sea by E-Bike

10. Pisa: Self-Guided tour to the sea by E-Bike

Pisa is well known as an artistic city, but not everyone knows that it is possible to spend a day at the beach not far from the city center. This tour follows the tramway's new cycle path to the seaside resort of Marina di Pisa. A lovely route awaits you, ideal for families and those looking for a peaceful ride through the countryside, pine forest, and sea. This route offers you breathtaking scenery, such as the Arno's Mouth (Bocca d'Arno), which is known for the presence of scales and Retoni (large fishing nets placed on wooden constructions similar to stilts) and the typical tourist harbor. The Trammino cycle path continues for another 2 km in the middle of the pine forest to the old railway station of Marina di Pisa. There are many restaurants along the coast where you can taste good fried seafood and eat delicious ice cream. Don't miss the blissful sunset from the beach, as well as an Aperitivo with a sea view. A tour where you, the E-bike, the sun, and the sea are the real stars!

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What people are saying about Tuscany

Overall rating

4.6 / 5

based on 115 reviews

The food tour was an excellent way to get acquainted with the highlights of local Tuscan cuisine. We enjoyed walking around the streets of Oltarno with our guide Gaia - she really gave us a local’s perspective, introducing us to hidden holes in the wall. Highly recommend this tour at the beginning of any trip to Florence!

Excellent guide Francesco, and excellent group of people along with us on the tour. Small group of 8 people total is perfect size for wine tour. Skip the large tour bus and pay more for this, well worth it.

Giacomo was fantastic. Not only did we learn about the area and special wines . But we were the first to reopen the wine door. Had a fantastic time. I wish he took us in all the tours.

Excellent homemade food, rich wines, a Great driver and knowledgeable tour guide led to a wonderful afternoon/evening.

Luigi was a wonderful and very knowledgeable guide