Adventure Collective
Land Adventures in Tuscany with Under The Tuscan Sun Tours - Florence

Land Adventures in Tuscany with Under The Tuscan Sun Tours

Florenceeasy

Difficulty

easy

Duration

8 hours

Fitness Level

No special fitness required, but comfortable walking ability helps

Overview

Discover the highlights of Tuscany with a private, tailored tour that blends history, scenery, and delicious local cuisine—all in one unforgettable day.

Attraction
City Tour
Climbing
Farm
Food Tour
History Tour
Museum
Private
Sightseeing Tour
Winery
Wine
Florence, Tuscany

ALL TUSCANY IN ONE DAY TOUR -PRIVATE VIP

Starting at € 500 | 10 Hours | Pisa, San Gimignano, Chianti Wine Tasting & Siena

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Adventure Photos

ALL TUSCANY IN ONE DAY TOUR -PRIVATE VIP photo 1

About This Adventure

Embark on a fully customized private tour through Tuscany's breathtaking landscapes, visiting iconic sites like the Leaning Tower of Pisa, medieval San Gimignano, and charming Siena. Enjoy a delightful farm-fresh lunch with wine tasting at an organic winery, and connect with fellow travelers while experiencing the rich culture and history of this enchanting region.

Enjoy a fully customized private tour, for your family, friends or colleagues


Rates

Tour € 500–€ 3300


Duration

10 hours


About

Itinerary: Pisa-Chianti-San Gimignano-Lunch and wine tasting in Chianti-Siena

Lunch with wine tasting and the most attractive sights in Tuscany in only ONE day, at an unbeatable price!

Famous for a wealth of art, history, striking landscapes, quaint towns and outstanding produce, Tuscany really does have it all! This tour is designed for independent travelers who may be short on time and want to see the best that Tuscany has to offer. We take you to Siena, San Gimignano AND Pisa with a wonderful farm fresh lunch at an organic Chianti winery & farm on this full-day guided minivan trip from Florence.

Experience Tuscany’s rich history, art, delicious food and superb wines and meet fellow travelers on this day trip that allows you a good balance of group time as well as free time in each place we visit.

Leaning Tower pisaAnd as added value we reach the ancient port town of Pisa, the hometown of the great astronomerGalileo, where you can take a close up inspection of the Leaning Tower of Pisa – to see it first hand is breathtaking!

We visit the Field of Miracles, Pisa’s centrepiece and stage set – home to the Duomo, the Tower and the Baptistery, all exquisite examples of Pisan Romanesque architecture built in the centuries before Pisa’s enemies, Florence and Siena, built their respective cathedrals.

The Leaning Tower is almost 56 meters tall (about 183 ft). Building began in the 1100s but took amost 200 years to complete! It leans at about 4 degrees, making it one of the most famous and iconic buildings not only in Italy but in the world. After restoration work ended in 2001 the tower was opened to the public and today can be climbed.

The “field” (indeed the surrounding area is covered in bright green grass) earned its romantic nickname from Italian poet Gabriele d’Annunzio and is testament to the power the city had long ago in the Middle Ages. A wonderful spot to soak in the elegant sights, take creative photographs or wander off down the local streets, the “Fields of Miracles” always succeeds in capturing the imagination of its numerous and passionate visitors.

Chianti Countryside Drive From San Gimignano, we travel across some of the most beautiful and enchanting countryside with a patchwork of different panoramas scattered with hilltop hamlets, or little churches. The landscape of Chianti features in much Tuscan art of the Renaissance and it hasn’t changed much since then.

The gentle slopes are still clad with vineyards; olive groves abound; in July and some of August, witness the bursts of yellow from the fields ofsunflowers; in May, see brilliant red poppy fields; and in autumn the woodland, popular with mushroom-hunters, and vineyards color the landscape in red, orange and yellow.

The feeling that time has stopped is hard to avoid, especially when we see in the distance the town of Volterra, one of the first Etruscan settlements dating from around the eight century BC, with stunning views over the valley. chianti-wine-tour-museum CHIANTI-WINE-TASTING-CELLAR CHIANTI-WINE-TASTING Lunch at a Wine Farm in Chianti A short journey then takes us to a family run winery & farm set in the heart of the Tuscan countryside, among olive groves and rolling hills covered in vineyards with a marvelous panoramic view over the towers of the city of San Gimignano (rural Tuscany at its best).

The farm’s 100 hectares of land is cultivated by means of organic agriculture, producing wine, extra virgin olive oil and even balsamic vinegar.

Here we will have a delicious and traditional Tuscan lunch of fresh homemade products straight off the farm, including handmade pasta and homemade cured meats, salad and typical local cheese, all served with a plenty of wine of the region: Vernaccia di San Gimignano, Chianti, Brunello and Vin Santo (dessert wine). This is a great opportunity to meet fellow English speaking travellers from around the globe and share your travel experiences over bottles of wine (the best way to do it!). The group that starts out in the morning as strangers will become friends during lunch and everyone will feel so happy when leaving the farm with glowing cheeks and laughter.

Sample Lunch Menu: – Garlic bruschetta – Handmade Pasta (Lasagna) & Traditional Soup (Ribollita) – Garden salad – Homemade Tuscan ham, salami and local artisan sheep milk cheese – Cantuccini (almond biscuits) and Vin Santo (dessert wine) – Water, plus several local wines with lunch

Vegetarians and others with dietary requirements can be catered for.

Visit of San Gimignano sangimignanoAfter lunch we visit San Gimignano. Considered one of the most beautiful medieval hilltop villages in Italy, this Unesco World Heritage site is often nicknamed the “Manhattan of the Middle Ages” because its famously tall and narrow towers create a skyline that looks a bit like a modern city.

Here you have free time to roam the artisan shops along the cobble stone streets and small squares, try an award-winning gelato and walk among the towns famous medieval towers. Venture into centuries of rich and tumultuous history while climbing to the ancient fortress “La Rocca” to understand the town’s defensive strategy and experience the most spectacular views of the surrounding Tuscan landscape. Visit the Collegiata (or Duomo) of the town to see some of the most beautiful artworks by the likes of Benozzo Gozzoli and Domenico Ghirlandaio, Michelangelo’s master. Taste the best Gelato in the worlld since 2006. .

Siena After meeting your tour leader and taking the scenic drive from Florence, we arrive in Siena, while the town is still sleepy; the perfect time of the morning to wander around this beautiful town, rich in history, airy, easygoing and pedestrianized; Siena’s attraction lies in its hill top cityscape of ochre coloured buildings with red clay roofs and green shutters, its narrow medieval streets and proud traditions.

View Siena through through its gothic streets and squares, passing the oldest bank in the world, the site of the famous 600-year-old Palio horserace, to the Cathedral, where we admire the treasure chest of numerous works of art, including the unique inlaid marble floor.

During your free time, wander Siena at your own pace, enjoy a drink in the beautiful Piazza del Campo while soaking up the sun, or window shop.

This scenic drive takes us finally towards the coast to Pisa, our last destination for the day.

Adventure Tips

Wear comfortable shoes

Bring sturdy footwear suitable for walking on cobblestones and uneven terrain.

Stay hydrated

Carry water bottles, especially during warm days to stay refreshed.

Plan for photo spots

Identify key viewpoints like Piazza del Campo and vineyards for best photographs.

Arrive early at sites

Beat the crowds by arriving at popular spots like Pisa early in the day.

Local Insights

Wildlife

  • European hare
  • Crested porcupine

History

Tuscany’s landscape has been shaped over centuries by Etruscan, Roman, and Medieval civilizations, evident in its architecture and ruins.

Conservation

The region emphasizes sustainable tourism, encouraging visitors to respect local farms and historic sites, ensuring Tuscany’s beauty endures.

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Adventure Hotspots in Florence

Frequently Asked Questions

Recommended Gear

Comfortable walking shoes

Essential

Essential for walking on uneven and cobblestone surfaces.

Sun protection

Essential

Hat, sunscreen, and sunglasses help prevent sunburn during outdoor activities.

summer specific

Camera or smartphone

Essential

Capture Tuscany’s scenic views and historic sites.

Light backpack

Carry essentials or personal items comfortably during the day.