Jeep & 4WD Tours

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Our most recommended Tuscany Jeep & 4WD Tours

Chianti Wine & Food Safari

1. Chianti Wine & Food Safari

With your expert guide, enjoy a comprehensive introduction to the region and its wines while touring two of the region's best wine estates. As you sample the winery’s signature wines, you’ll receive tips about the art of wine tasting and pairing wine with food. Your first stop of the day is at a beautiful winery belonging to one of the most prestigious Italian aristocratic families. Here you'll taste three wines paired with cheese and two olive oils but first, there’s a fascinating guided tour of the historic wine cellars and to the olive mill through underground tunnels that pass under the villa. Now buckle-up and get ready for some off-roading through ancient woodland and rolling hills, outlined with cypress trees and dotted with rustic farms and churches, to make your way to a typical Tuscan restaurant with stunning views. Here is where you will really get your taste buds tingling with delicious food and wine. You will not want to leave! To visit the final wine estate you'll go deeper into the Chianti hills and enjoy more incredible countryside on your way to a Chianti Classico vineyard. As a contrast to the established winery of the morning, this one is smaller and less known though does have award winning wines which you will taste as you find out how ancient tradition and innovation have been combined to create them. The unique beauty of this area will add to the unforgettable memories you will have created so far. There will also be a stop in Greve, a picturesque town in Chianti where you can enjoy a little free time to wind down and get a coffee, shop or just soak in the unique Italian culture of this idyllic place. The perfect way to end the perfect day!

Florence: Horseback Ride & Wine Tour in Estate with Lunch

2. Florence: Horseback Ride & Wine Tour in Estate with Lunch

Meet your guide in Florence city center then be escorted by car to the riding center in the Southern Chianti hills, which is a 30-minute drive. During the drive, some details about the Tuscany landscape and the local wine and food economy will be explained by the guide. You are free to ask for more information about what you see along the road. Upon arrival at the horse court, you will be invited to sign the insurance forms or leave your personal data for insurance purposes. Helmets and possibly chaps and gloves will be lent to you. Then get on the saddle of an experienced, quiet, and reliable horse.  The ride outward will be preceded by the adjustment of the stirrups, straps, and reins and a short basic horseback riding lesson in the outdoor or indoor arena. One or two guides will escort you on a sweetly hilly country trail among vineyards and olive groves. Along the path, your horse companion will allow you to take unforgettable pictures of the breathtaking landscape that you will ride through.  Upon returning to the riding center, you will be escorted by car to a historic and scenic Tuscan estate for the wine tour. This includes a guided visit of the estate, its ancient cellars, and the vinsantaia. You will be served a light lunch with three award-winning wines and a typical Florence pasta dish. 

From Florence: Tuscan Off-Road Wine Tour with Lunch and More

3. From Florence: Tuscan Off-Road Wine Tour with Lunch and More

Depart Florence city center by minivan and travel to the Tuscan countryside to discover the Chianti wine region. Once in the hills, meet your professional driver and set off in a sturdy off-road vehicle to explore the incredible landscape. Travel along winding roads to a farmhouse, where you'll explore the grounds and wander through the wine cellars. Journey on through the hills, passing quaint villages, golden meadows, and a magnificent 13th-century abbey. Stop in a field for a picnic snack and some fabulous local wine, as you admire the beautiful views. Continue to the greenest heart of the Chianti hills, filled with lush vineyards. Relish the best local fare during a memorable 3-course lunch, accompanied by Chianti wine. Finish your tour with a visit to a magnificent medieval castle, before traveling back to Florence by minivan.

Montalcino Truffle and Wine Tasting Day Tour from Rome

4. Montalcino Truffle and Wine Tasting Day Tour from Rome

Meet with your private driver and depart towards the Southern part of Tuscany.  Here you will meet your expert local guide, touring a magic small jewel of Val D'Orcia, Castelmuzio. In ten minutes you will reach Montisi, where a professional sommelier will introduce you the secrets of truffle and all the properties of this wonderful gem. Enjoy a light lunch based on truffle and bubbles. After that, crossing the most beautiful views of Val D'Orcia, you will reach Montalcino. Home of the world-famous Brunello wine, Montalcino is an intriguing medieval hilltop town. Brunello wine is said to be "the king of reds and the red of kings". Brunello will now be our host and you its welcomed host. Brunello was developed by a Noble Tuscany Family a little more than a century ago, and almost immediately drew the attention of connoisseurs for its excellence. Brunello is produced exclusively within the Montalcino territory, and only from Sangiovese Grosso grapes, a Sangiovese clone perfectly suited to local conditions. Before release, Brunello must be aged for four years, at least two of which must be in wooden casks. At the end of the tour, sit back, relax, and enjoy your 2-1/2 hour drive back to your hotel in Rome. The duration of your tour is about 10 hours and you can expect to be back at your hotel around 6:00pm, depending on local traffic.

From Florence: Horseback Ride and Olive Oil Tour with Lunch

5. From Florence: Horseback Ride and Olive Oil Tour with Lunch

Immerse yourself in the nature of the Florentine hills on this unique tour. Enjoy a transfer from Florence city center to an equestrian center on the Chianti hills, where you will be paired with the best equine companion for you. After a quick riding demonstration, head out on a 1-hour ride across the Tuscan countryside, among vineyards and olive groves. Afterwards, drive to one of Tuscany's most celebrated olive oil estates, an imposing country medieval manor. Learn more about ancient and modern olive oil production techniques and how the estate combines both tradition and innovation to create the best possible olive oil.  At the end of the tour, savor a typical Tuscan lunch. Sample the cold-pressed, organic-certified extra-virgin oil and appreciate its intense perfume. Red wine is also available for purchase. Get dropped off back in Florence after lunch.

From Florence: Chianciano Evo Oil & Montepulciano Wine Tour

6. From Florence: Chianciano Evo Oil & Montepulciano Wine Tour

Meet with your private driver and depar towards the sough of Tuscany, Chianciano and Montepulciano. In Chianciano, you will meet your expert local guide, touring to taste extra pure olive oil and learn about special techniques. In 15 minutes, you will be in Montepulciano, shopping in the medieval village and discovering its noble wines. Drink inside the ancient cathedral of a noble family and taste the best chocolate paring. Return back to your accommodation in Florence. Montepulciano is a medieval and Renaissance hill town that is located not too far from Siena. It is a major producer of food and drink renowned for its pork, cheese, "pici" pasta, lentils, honey and known worldwide for its wine. Connoisseurs consider its vino nobile, which should not be confused with varietal wine merely made from the Montepulciano grape, among Italy's best. A visit to Montepulciano can’t be complete without the possibility to taste some local wine. At the end of the tour, sit back, relax and enjoy your 2.5-hour drive back to your accommodation in Florence. The duration of your tour will be about 10-hours and you can expect to be back at your hotel at around 18:00, depending on the local traffic.

From Florence: Carriage Ride in Chianti Hills with Lunch

7. From Florence: Carriage Ride in Chianti Hills with Lunch

Escape the bustle of Florence to explore the Tuscan hillside on a scenic carriage ride. Sample local wine over lunch at an authentic restaurant. Meet your driver in the city center of Florence and head to the heart of Chianti by private vehicle. Arrive at the horse stables and board your carriage for a comfortable 1.5 hour ride through the rolling hills. Enjoy spectacular views of cypress tress, olive groves, vineyards, villas, and medieval castles. Return to the stables and sit down for lunch at a nearby restaurant. Savor typical Tuscan cuisine and Chianti Classico wine.

From Florence: Truffle Hunt and Lunch in the Countryside

8. From Florence: Truffle Hunt and Lunch in the Countryside

The experience begins with pickup from Florence and travels into the rolling Tuscan countryside to the luscious Chianti Hills. Upon arrival at the truffle hunting site, learn about the history of truffle hunting as a pastime as well as their significance in Italian cooking. Once you’re all clued-up, enjoy a 1.5-hour hunt through the woods in search of delicious truffles under the expert guidance of a professional truffle hunter and his trained dogs. As you hunt, listen to your guide share insight about the variety of truffles, the characteristics of the soil, truffle seasonality, and other interesting facts about truffles. At the end of the hunt, celebrate your success with a glass of prosecco and a snack of truffle-topped crostini. After the toast, head to a luxury location nestled in the vineyards of the Chianti Hills. Against a sprawling countryside backdrop, dine on a traditional Tuscan lunch of homemade pasta and a meat-dish, as well as a truffle-based dish if available. The meal is accompanied by some of the best red wines that Chianti has to offer, followed by tasty Cantucci almond biscuits with a Vinsanto dessert wine. At the end of an unforgettable experience, sit back and relax on the return journey to Florence and soak up the last of the scenic, rural views.

From Florence: Chianti Winery Tour at 3 Estates with Lunch

9. From Florence: Chianti Winery Tour at 3 Estates with Lunch

Meet your guide in the city center of Florence and head out to Chianti to discover 3 prestigious producers of the famed Chianti Colli Fiorentini wines. On this afternoon tour, have the opportunity to get a customized education on Chianti wines whose quality has been cured year after year. Enjoy a tour of each of the 3 noble estates of historical manors and castles. Learn from highly knowledgeable agronomists and wine curators about their winemaking expertise and the specific characteristics of each presented wine. Have the chance to consciously choose and purchase a bottle of Chianti made from purely from Sangiovese grapes or wisely blended with Canaiolo, Merlot and Cabernet Sauvignon grapes, all grown locally. Despite being devoted to red wine, the Chianti Colli Fiorentini tour will also provide the chance to taste and buy some rare rosé and white Chianti wines. With your wine tastings throughout the tour, you will be offered paired snacks and a full Tuscan Lunch.


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What people are saying about Tuscany

Overall rating

4.8 / 5

based on 13 reviews

I sifted through dozens of wine tours before deciding to book this one and boy am I glad I did! We went to Italy for my Husband’s 30th birthday and I was determined to find a wine tour in Tuscany that wasn’t a commercialized cattle chute for tourists. This tour took us to off-the-beaten path, small production, family-owned wineries that were passionate about their craft. Gloria was our guide and she was excellent, providing so much insight into wine, food, culture, and the Chianti region. We went to three wineries, where we got a tour, 3 generous tastings and food at each stop. We learned, drank, and ate more than expected! This tour was the highlight of our trip to Italy. If you’ve been trying to figure out which Tuscany day trip to take, look no further. Book this tour, you will not be disappointed!

We had a wonderful day driving around Tuscany trying several Chianti Classico wines along with a few other varieties. Our tour guide Lavi was extremely knowledgeable about all things wine, and was charismatic and engaging on top of that. I would definitely recommend this tour to anyone looking to spend a day exploring Tuscany and to drink great wines.


We were at Food o Wine Safari on October 12 with the magnificent guide Martina! The trip is very nice and educational, we visited 3 Vineyards with tasting and good food! I really recommend this trip, Martina was very nice and knowledgeable!

John the driver and Alex the guide were great. We learnt so much and drank the best wines. The views were outstanding, a great day and well worth the admission!

Awesome tour! Highlight of our trip so far. Beautiful winery and horse riding had some amazing view. 10/10 would recommend.