The rich landscape of Tuscany showcases Italy at its finest through well-crafted tours that get right to the heart of the region. My favorite picks include the Florence and Pisa Shore Excursion – perfect for seeing both cities’ essential sights in one efficient day. For wine lovers, the Ripalte Design Winery tour offers an intimate look at Tuscan wine-making. The Valdorcia & Brunello E-bike Tour combines gentle cycling with stunning countryside views, while the Florence Classics Walking Tour covers all the Renaissance must-sees. A unique surprise: the Artisan Chocolate Factory Tour, showing off Tuscany’s sweet side. Let’s explore these outstanding tours and more below.

Key Points

  • Customizable private tours to major Tuscan attractions like Florence, Pisa, Siena, and San Gimignano offer flexibility and personalized experiences.
  • Tuscany’s wine and culinary tours provide opportunities to explore family-owned wineries, sample local products, and enjoy traditional Tuscan cuisine.
  • Outdoor and adventure tours, such as e-bike and private bike tours, allow visitors to explore the region’s UNESCO-listed landscapes and villages.
  • Unique cultural experiences, including artisan chocolate factory tours and olive oil mill visits, offer an immersive look into Tuscan traditions.
  • Seaside and boat tours, including excursions to the Cinque Terre and private boat trips, provide access to Tuscany’s picturesque coastal areas.

Florence and Pisa Shore Excursion From Livorno

Florence and Pisa Shore Excursion From Livorno

For travelers docking in Livorno, the Florence and Pisa Shore Excursion is an opportunity to explore two of Tuscany’s most iconic destinations in a single day-long private tour. Rated 4.6 out of 5 stars based on 57 reviews, this excursion whisks guests in a comfortable Mercedes minivan to see the Leaning Tower of Pisa before continuing on to the historic city of Florence.

In Florence, the tour hits all the major landmarks, including Piazzale Michelangelo, the Duomo, and the picturesque Ponte Vecchio. Travelers can also opt to visit the Accademia Gallery or a local winery for an additional cost. Throughout the experience, knowledgeable drivers and guides provide insightful commentary and custom itineraries.

While most guests rave about the personalized attention and memorable sights, a few note issues with traffic, van conditions, and timing. To avoid complications, the tour company encourages early communication for museum tickets and meal reservations.

With free cancellation and responsive operators, this shore excursion offers an efficient way to make the most of a day in Tuscany.

Read our full review: Florence and Pisa Shore Excursion From Livorno Review
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Tuscany: Ripalte Design Winery Wine and Cheese Tasting Tour

Tuscany: Ripalte Design Winery Wine and Cheese Tasting Tour

Nestled in the picturesque Chianti region, the Tuscany: Ripalte Design Winery Wine and Cheese Tasting Tour offers visitors a chance to enjoy the rich winemaking heritage of the area.

Rated 4.5 out of 5 stars with over 7,400 reviews, this 5.5-hour experience takes guests to the family-owned Ripalte Design Winery, where they’ll enjoy a guided tour and tastings of the estate’s acclaimed Chianti wines.

The tour also includes a cheese and charcuterie pairing, allowing participants to savor the flavors that complement the robust red wines.

Priced at $57.36 per person, this small-group excursion provides an intimate and authentic glimpse into Tuscany’s wine culture.

Whether you’re a wine enthusiast or simply seeking a memorable culinary adventure, the Ripalte Design Winery tour is an excellent choice for exploring the flavors of this renowned wine region.

With pickup available, it’s a convenient and immersive way to experience the best of Tuscany’s winemaking traditions.

Read our full review: Tuscany: Ripalte Design Winery Wine and Cheese Tasting Tour Review
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Valdorcia & Brunello Ebike Experience Tour

Valdorcia & Brunello Ebike Experience Tour

The Valdorcia & Brunello Ebike Experience Tour takes visitors on a private e-bike journey through the stunning Val d’Orcia, a UNESCO World Heritage Site in Tuscany.

This tour offers a guided exploration of hidden landmarks and local establishments, allowing travelers to enjoy the region’s rich history and culture.

The experience includes a traditional 3-course Tuscan lunch and a Brunello di Montalcino wine tasting, providing participants with an authentic taste of the local cuisine and renowned winemaking.

Travelers will also have free time to explore a charming Tuscan town at their leisure.

The tour is equipped with provided e-bikes and helmets, ensuring a comfortable and eco-friendly mode of transportation.

With 100% positive reviews from previous travelers, this tour is a must-do for anyone seeking to discover the breathtaking landscapes and culinary delights of Tuscany.

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Florence Classics Private Walking Tour

Florence Classics Private Walking Tour

Travelers can embark on a captivating Florence Classics Private Walking Tour, which offers a tailor-made exploration of the city’s iconic landmarks. Priced at $547.53 per group (up to 8 participants), this 3-hour to 2-day customizable tour allows visitors to skip long lines at the Accademia and Uffizi Gallery, where they can witness Michelangelo’s renowned statue of David and other renowned artworks.

The tour also includes key attractions like Brunelleschi’s dome at the Duomo, the Porcellino fountain, and the charming Ponte Vecchio.

With a fully licensed local guide providing insights in English, Italian, and French, travelers can explore the city’s rich history and culture. Transportation and lunch are included, and pickup is available from the hotel or a designated meeting point.

While the tour offers a flexible schedule, some restrictions apply, such as closures on Mondays and potential impacts on skip-the-line access on the first Sunday of each month.

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Quad Excursion in the Maremma With Barbecue in the Woods

Quad Excursion in the Maremma With Barbecue in the Woods

For travelers seeking a thrilling adventure beyond the historic streets of Florence, the Quad Excursion in the Maremma With Barbecue in the Woods offers an exhilarating escape into the natural wonders of Tuscany.

This 22-review experience, operated by Cala Violina Boat Tour – Maremma Quad Experience, provides a maximum of 10 travelers per tour the opportunity to explore the picturesque Maremma region on quad bikes.

The excursion includes a delectable lunch, featuring a starter of cheese, a main course of grilled sausage sandwiches, and snacks of grilled sausage, cheese, and bread. Beverages such as bottled water, wine, and other alcoholic options are also included.

Adventurers will appreciate the provided fuel, helmet, and balaclava, as well as the mandatory shoes requirement. With free cancellation up to 24 hours before the start, this experience is accessible to most travelers, though it’s not recommended for pregnant individuals or those using wheelchairs.

For €80.00 per person, this quad excursion promises an unforgettable day of nature exploration and culinary delights in the heart of Tuscany.

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All Tuscany Private Siena San Gimignano & Chianti Livorno Shore Excursion

All Tuscany Private Siena San Gimignano & Chianti Livorno Shore Excursion

Where can travelers discover the essence of Tuscany’s medieval charm and picturesque landscapes? The “All Tuscany Private Siena San Gimignano & Chianti Livorno Shore Excursion” is an ideal option. This private full-day tour departs from the Livorno port, taking visitors to the UNESCO-listed towns of San Gimignano and Siena.

Guests will explore these medieval gems, known for their iconic towers and the famous Palio horse race. The tour also includes a wine tasting at a Chianti winery, where travelers can savor local flavors.

Transportation is provided in a comfortable, air-conditioned minivan accommodating up to 8 people, making it perfect for families and small groups. The itinerary is flexible, with suggested departure times catering to various cruise ship schedules. Highlights include port pickup, knowledgeable driver-guides, and a delightful lunch.

While the wine tasting carries an additional fee, the overall tour offers an immersive Tuscan experience at a reasonable cost. With positive reviews praising the scenic countryside and enjoyable wine tastings, this excursion is a must-consider for those seeking to discover the best of Tuscany.

Read our full review: All Tuscany Private Siena San Gimignano & Chianti Livorno Shore Excursion Review
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The Grand Wine Tour With Sommelier – 2 Wineries With Chianti & Supertuscan

The Grand Wine Tour With Sommelier – 2 Wineries With Chianti & Supertuscan

Explore the essence of Tuscany’s acclaimed wine region on the “The Grand Wine Tour With Sommelier – 2 Wineries With Chianti & Supertuscan”.

This 7-hour day trip from Pisa takes you through the Chianti Classico hills, visiting two local wineries with a sommelier. During the tour, you’ll enjoy wine tastings and a light lunch featuring regional specialties at a Tuscan farm.

The tour includes round-trip transportation, hotel pickup and drop-off, and all gratuities. With an impressive 5.0 rating from 7 reviews, this is an excellent way to learn about Tuscany’s renowned wine culture.

Priced at $366.05 per person, the tour offers a Lowest Price Guarantee and free cancellation up to 24 hours in advance.

Whether you’re a wine enthusiast or simply want to experience the best of Tuscany, this guided excursion is a must-try.

Read our full review: The Grand Wine Tour With Sommelier – 2 Wineries With Chianti & Supertuscan Review
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Exclusive Private Shore Excursion From Livorno Port to Cinque Terre

Exclusive Private Shore Excursion From Livorno Port to Cinque Terre

This exclusive private shore excursion from the Livorno port takes travelers to the UNESCO-listed Ligurian coast of Cinque Terre.

With a 4.2 rating from 9 reviews, the tour offers a personalized experience to explore three or four of the picturesque fishing villages at your own pace. Priced at €440.71 per person, the tour includes air-conditioned private transportation, WiFi, and a professional driver-guide.

The experience starts at the Porto Vecchio in Livorno, with a worry-free guarantee of on-time return to the cruise ship. While the tour isn’t wheelchair accessible, it’s stroller-friendly with infant seats available.

Customers have praised the knowledgeable drivers, including Sergio, Giovani, Fernando, and Cedro, and the flexibility to explore the towns at their own pace.

However, some have reported issues with certain providers, such as Ciao Florence Tours, regarding language barriers and lack of promised amenities. It’s recommended to ensure clear communication and confirm details with the tour company before booking.

Read our full review: Exclusive Private Shore Excursion From Livorno Port to Cinque Terre Review
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Wine Tasting and Guided Tour of the Cellar

Wine Tasting and Guided Tour of the Cellar

Visitors to the Fattoria Sorbaiano winery in Tuscany can embark on a wine tasting and guided tour of the cellar. This experience, priced from $21.22 per person, offers a chance to explore the winery’s offerings.

The tour includes a winery visit and a tasting of 3 or 5 wines, accompanied by bruschetta with olive oil, cold cuts, and local cheeses.

The meeting point is at the Fattoria Sorbaiano, and the tour returns to the same location. With a maximum group size of 50 travelers, the experience is wheelchair accessible and suitable for most participants.

Guests can expect to receive confirmation within 48 hours of booking, subject to availability.

Based on 3 total reviews, the wine tasting and guided tour of the cellar has an overall rating of 4.3 stars. Operated by Fattoria Sorbaiano, this offering provides an opportunity to savor the flavors of Tuscany’s renowned winemaking region.

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Guided Tour of the Artisan Chocolate Factory in Tuscany

Guided Tour of the Artisan Chocolate Factory in Tuscany

Those seeking a delightful immersion into Tuscany’s artisanal chocolate-making can embark on a guided tour of the Artisan Chocolate Factory. With a 4.7 overall rating from 13 reviews and 92% of travelers recommending it, this private tour offers an engaging and personalized experience.

During the tour, knowledgeable guides and the chocolatier provide informative presentations on the chocolate-making process. Visitors can enjoy tasting opportunities throughout, with a variety of products available for purchase.

The tour includes snacks such as chocolate bars, sugared almonds, and pastries, as well as bottled water.

The meeting point is easily accessible, with clear directions to the factory entrance. The tour ends back at the starting point, allowing for a seamless experience.

While some customers have reported a booking issue, the host has expressed regret and offered prompt refunds, indicating a commitment to customer satisfaction.

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Private Boat Excursion With Lunch or Aperitif to the Calette Di Scarlino

Private Boat Excursion With Lunch or Aperitif to the Calette Di Scarlino

For those seeking a serene and scenic boat excursion along the Tuscan coastline, the Private Boat Excursion with Lunch or Aperitif to the Calette di Scarlino offers an unparalleled experience.

Recommended by 100% of travelers, this 4.9/5 star tour is operated by Cala Violina Boat Tour – Maremma Quad Experience.

The excursion includes the use of snorkeling equipment, a delightful lunch and snacks, an aperitif with white wine, Prosecco, and beer, as well as soft drinks and bottled water.

The meeting point is at the Cala Violina Boat Tour location, and the activity ends back at the same point.

With confirmation within 48 hours, this private tour is suitable for most travelers, though not recommended for pregnancy beyond the seventh month.

Priced from $275.86 per person, the tour offers a lowest price guarantee and free cancellation up to 24 hours beforehand, providing flexibility.

Read our full review: Private Boat Excursion With Lunch or Aperitif to the Calette Di Scarlino Review
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Chianti Wines and San Gimignano Tour From Florence (1 Winery)

Chianti Wines and San Gimignano Tour From Florence (1 Winery)

What better way to experience the essence of Tuscany than with a 5-hour wine tour from Florence to the medieval town of San Gimignano? This tour offers an opportunity to learn about the region’s rich winemaking heritage and picturesque landscapes.

The private transportation in comfortable, air-conditioned vehicles ensures a seamless journey, while the English commentary on board provides valuable insights into the local culture and history.

Upon arrival in San Gimignano, you’ll have an hour of free time to explore the town’s charming artisan shops and capture its remarkable architecture.

While the tour price doesn’t include wine tasting or lunch, these can be added for an additional 60 Euro per person, allowing you to fully savor the flavors of Chianti.

With a perfect 5.0-star rating from 9 reviews, this tour is a must-consider for those seeking an authentic Tuscan experience.

Read our full review: Chianti Wines and San Gimignano Tour From Florence (1 Winery) Review
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Tuscany and Wine Tasting Private Tour From Livorno

Tuscany and Wine Tasting Private Tour From Livorno

Exploring the picturesque Tuscan countryside beyond the port of Livorno, the Tuscany and Wine Tasting Private Tour offers an immersive experience for those seeking to uncover the region’s rich cultural heritage and renowned winemaking traditions.

This private tour, rated 5.0 out of 6 reviews, promises a personalized journey through the upper Maremma region, featuring visits to Etruscan ruins and the alabaster city of Volterra. Guests will also enjoy free time in the charming medieval town of San Gimignano before indulging in a traditional Tuscan lunch and wine tasting at a family-run winery.

Priced at $950.66 for up to 8 people, the tour includes round-trip transportation from the Livorno port, an experienced driving guide, and a back-to-port on time guarantee.

With all taxes, fees, and attraction entrance fees covered, the only additional costs are for the wine tastings and lunch, totaling 60 Euro per person.

This tour is accessible to most travelers, with infant seats available and stroller-friendly.

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Exclusive Private Half Day Shore Excursion From Livorno Port to Pisa

Exclusive Private Half Day Shore Excursion From Livorno Port to Pisa

Departing from the Livorno port, this exclusive private half-day shore excursion offers a seamless opportunity to explore the renowned city of Pisa and its iconic landmarks.

Aboard a comfortable, air-conditioned vehicle equipped with Wi-Fi, you’ll be chauffeured by a professional driver, ensuring a worry-free journey to the Tuscan gem.

Once in Pisa, you’ll discover the legendary Leaning Tower in the captivating Piazza dei Miracoli, where you’ll have ample free time to wander and soak in the city’s rich history and culture.

The tour is designed to provide a personalized experience, allowing you to learn about the destination without feeling rushed.

With pickup and drop-off at the port, this shore excursion guarantees a timely return to your ship, giving you peace of mind.

Whether you’re seeking a stress-free way to visit Pisa or want to experience Tuscany’s highlights, this private tour is an excellent choice.

Read our full review: Exclusive Private Half Day Shore Excursion From Livorno Port to Pisa Review
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Private Wine Tour With Sommelier – the Elegance of Garfagnana

Private Wine Tour With Sommelier - the Elegance of Garfagnana

For those seeking a personalized Tuscan wine experience, the Private Wine Tour with Sommelier in the Elegance of Garfagnana offers an exceptional opportunity.

Led by a knowledgeable sommelier, this private tour provides an intimate exploration of the renowned Podere Concori winery, where guests can sample six exceptional wines.

The tour includes private transportation and a light lunch featuring cured meats, cheeses, and seasonal produce from the farm’s own vegetable garden. Guests will also enjoy additional cured meats and cheeses as snacks throughout the day.

With a perfect 5.0-star rating across multiple review platforms, this tour promises an unforgettable journey through the elegance of Garfagnana.

Please note that the tour isn’t wheelchair accessible, but is stroller-friendly and located near public transportation. It isn’t recommended for pregnant travelers or those with heart problems or serious medical conditions.

Read our full review: Private Wine Tour With Sommelier – the Elegance of Garfagnana Review
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Half Day Private Boat Tour to Cala Violina

Half Day Private Boat Tour to Cala Violina

Though the private boat tour to Cala Violina lasts just half a day, it offers guests an enchanting Tuscan experience.

Operated by Sole Meo – Charter & Boat, the tour takes visitors to the picturesque Cala Violina beach in a private boat accommodating up to 6 people.

The tour includes a light lunch with cold pasta, seasonal fruit, and focaccia, along with Tuscan white wine. Snorkeling equipment is provided, allowing guests to explore the clear waters. Onboard restrooms ensure comfort throughout the journey.

The tour starts and ends at the meeting point in Scarlino, where private supervised parking is available. Booking confirmation is received within 48 hours, and cancellation is free up to 24 hours before the experience.

While the tour isn’t wheelchair accessible, most travelers can participate, and infants are welcome to sit on laps.

With an overall rating of 3.7 based on 3 reviews, the Half Day Private Boat Tour to Cala Violina offers a unique and memorable way to experience the stunning Tuscan coastline.

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TOUR and TICKETS, VISIT TO THE MILL AND EVO OIL TASTING

TOUR and TICKETS, VISIT TO THE MILL AND EVO OIL TASTING

This tour offers visitors an immersive experience at the Frantoio Tistarelli oil mill in the heart of Tuscany.

Guests can expect to enjoy an olive oil tasting and sample local snacks, including bruschetta with extra virgin olive oil and Tuscan bread, Tuscan salami, Pecorino di Pienza, and Cantucci with Vin Santo.

The tour accommodates a maximum of 20 travelers, ensuring an intimate and personalized experience.

The meeting point is easily accessible, located at the gates of Sarteano center, and the site is wheelchair and stroller friendly, with service animals allowed.

Guests can choose to reserve and pay later, and free cancellation is available up to 24 hours before the experience.

Based on 6 reviews, the tour has received an impressive 5.0-star rating, with guests praising the enjoyable oil tasting and the welcoming, informative staff.

The English translations and presentations during the tour have also been highlighted as positive aspects.

Read our full review: TOUR and TICKETS, VISIT TO THE MILL AND EVO OIL TASTING Review
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Tuscany Seaside Tour and Wineries From Livorno

Tuscany Seaside Tour and Wineries From Livorno

Visitors arriving in Livorno can embark on a private full-day tour that showcases the stunning Tuscan seaside and renowned local wineries. This comprehensive tour covers the top attractions in Siena and Florence, including the iconic Duomos and Ponte Vecchio bridge.

Along the way, guests will have the opportunity to browse Italian leather goods at the Mercato del Porcellino. An insightful driver-guide provides commentary throughout the journey.

The tour includes round-trip private transportation by air-conditioned vehicle, with pickup directly from the cruise ship or hotel. A back-to-port on time guarantee ensures a stress-free experience.

While the tour isn’t wheelchair accessible, infant seats and stroller accessibility are available. Priced at €875.00 per group (up to 8 people), the tour includes all gratuities, with wine tastings and lunch paid on-site.

Flexible booking options, such as free cancellation and reserve-now-pay-later, make this tour an attractive choice for visitors with limited time in Tuscany.

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Private Bike Tour of Vinci Town and Countryside

Private Bike Tour of Vinci Town and Countryside

Cyclists can embark on a 3-hour private electric bike tour that showcases the charming town of Vinci and the stunning Tuscan countryside.

This moderate-difficulty tour requires a certain level of physical fitness and isn’t recommended for those with back problems, heart conditions, or other serious medical issues.

The tour includes the use of electric bicycles, a local guide, and a wine tasting and tour at a nearby winery. Cyclists will also enjoy a selection of cured meats and cheeses, with the cost ranging from 25-40 euros depending on the dishes.

The tour departs from Piazza Togliatti in Larciano, with the guide arriving in a van with the bikes. The route is primarily off-road on safe, easily rideable gravel trails.

The tour returns to the starting point, and while no refunds are offered for cancellations, confirmation is provided within 48 hours of booking, subject to availability.

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The Sum Up

Tuscany offers a diverse range of tours to suit various interests. From exploring historical cities like Florence and Pisa to indulging in local wine and cuisine, the region provides ample opportunities for visitors to enjoy the Tuscan lifestyle. Whether you prefer a private walking tour, a bike excursion, or a boat trip, Tuscany has something to captivate every traveler.