Authentic Experiences, a practical Tuscany travel guide

Tuscany travel guide to hands on cooking, wine and craft

This Tuscany travel guide starts with the essentials, giving practical, bookable ideas to help you live like a local. Expect hands on cooking classes, market mornings, winery tastings, artisan workshops and easy cycle routes that reveal quieter corners of the region. Each section explains what to expect, how to reserve, and sensible timing so you can slot experiences into a long weekend or a slower stay. The emphasis is on authentic experiences in Tuscany that connect you with food, craft and landscape, not a list of must see landmarks. Read on for concise routes, clear booking tips and local insight you can use today.


1. Divizie

Dining and Drinking Restaurant
Google 4.7
Tripadvisor 5.0
Image / Tripadvisor

Where passion for flavor meets warm hospitality, Divizie delights every sense.


Good for

# Divizie # Vicopisano # Foodie # WineLovers # LocalFlavors

What to expect

Step into Divizie for a memorable meal where quality shines in every detail. The owners bring a personal touch, guiding guests through a menu of thoughtfully prepared dishes and an extensive drink list. Expect a cozy, elegant atmosphere, perfect for savoring regional flavors and enjoying a relaxed, convivial evening.

Plan your visit

Reserve a table to secure your spot, especially during weekends. Take your time to explore the curated wine and spirits selection, and let the knowledgeable staff recommend pairings. Ideal for a leisurely dinner, romantic date, or gathering with friends.


2. Mercatino del Collezionismo, dell'Antiquariato e degli Hobbisti

Retail Flea Market
Google 4.5
Image / PisaToday

Treasure hunting in the heart of Vicopisano’s historic streets.


Good for

# Market # Antiques # Vicopisano # Collectibles # Localvibes

What to expect

Stroll through bustling stalls set against the backdrop of Vicopisano’s picturesque center. Expect a mix of rare finds, quirky objects, and classic collectibles, all offered by passionate vendors. The atmosphere is lively, especially during monthly events, and the market is perfect for browsing, people-watching, and soaking up local color. Flower displays in spring add a fragrant, festive touch.

Plan your visit

Arrive early to get first pick of unique treasures and enjoy the lively ambiance before crowds gather. Take time to wander the historic streets and explore the village’s inviting corners. Bring cash for smooth transactions with vendors.


3. Locanda Le Giunche

Travel and Transportation Lodging Hotel
Google 4.7
Tripadvisor 4.6
Image / Fratelli Rocchi alla Locanda le Giunche

A slice of Tuscan paradise with soul-stirring views and heartfelt hospitality.


Good for

# TuscanEscape # LocandaLeGiunche # ItalianCharm # ScenicViews # FoodieFind

What to expect

Soak in panoramic views of rolling Tuscan hills from a tranquil terrace or poolside. Enjoy fresh, flavorful cuisine crafted with local passion, and unwind in spotless, charming rooms. The staff’s genuine warmth and attention ensure each moment feels personal and memorable. Outdoor dining is scenic, though summer evenings can bring a few bugs and the occasional heat, embrace the rustic, laid-back ambiance. Whether savoring a glass of local wine or relaxing after a day of exploration, this is a place where time slows and memories linger.

Plan your visit

Make a reservation for dinner on the terrace to catch the sunset over the hills. Bring a light jacket for evening breezes and be ready for a leisurely pace, this is a spot to savor. Families, couples, and solo travelers all find their moment of magic here.


4. Podere La Chiesa

Dining and Drinking Restaurant
Google 4.9
Tripadvisor 4.9
Image / Podere La Chiesa 🍷 Wine & Art cellar

Sip, savor, and soak in Tuscan beauty at Podere La Chiesa.


Good for

# WineTasting # Tuscany # VineyardViews # Architecture # LocalExperience

What to expect

Expect an immersive Tuscan winery experience, where passionate hosts guide you through the art of organic winemaking. Wander through striking modern architecture adorned with curated art, then indulge in expertly paired tastings that showcase the region’s finest flavors. Every visit feels personal, with stories, laughter, and scenic vineyard views enhancing each sip.

Plan your visit

Reservations are essential to ensure a personalized tasting and tour. The experience is intimate and relaxed, perfect for couples, friends, or anyone seeking an authentic taste of Tuscany. Take time to explore the grounds, enjoy the art, and chat with the welcoming owners.


5. Torre delle quattro porte

Landmarks and Outdoors Historic and Protected Site
Google 4.7
Image / Mindtrip

Step through centuries at the legendary four-gated tower of Vicopisano.


Good for

# Medieval # Vicopisano # Tuscany # History # Architecture

What to expect

Marvel at a 13th-century tower that once guarded the castle’s entrance, featuring four grand arches and original stone hinges. Explore the preserved medieval architecture, trace the footsteps of ancient defenders, and imagine the tower’s pivotal role in battles and daily life. The structure’s layered construction tells a tale of resilience, surviving threats of demolition and restoration to stand as the only remaining gateway to the castle. Its unique position between historic roads and walls offers a vivid window into Tuscany’s fortified past.

Plan your visit

Ideal for history lovers and architecture buffs, the tower offers a fascinating glimpse into medieval life. Combine your visit with a stroll along the ancient walls or explore the village’s charming streets for a full experience.


6. YEP BIKE - On the road in Chianti

Travel and Transportation Bike Rental
Google 5.0
Image / Yep Bike

Pedal through Tuscany’s beauty with top bikes and expert local support.


Good for

# Tuscany # Cycling # Adventure # Chianti # BikeTour

What to expect

Expect a seamless bike rental experience with professional-grade bikes and a team dedicated to making your Tuscan adventure unforgettable. Personalized route recommendations, quick responses, and flexible options like hotel drop-offs ensure every rider, from casual explorers to seasoned cyclists, feels at home. The scenic routes nearby, including tranquil river paths, promise breathtaking views and authentic local flavor.

Plan your visit

Book ahead to secure your preferred bike and discuss your dream route with the team. Bring comfortable riding gear and a sense of adventure, YEP BIKE’s staff will help tailor your journey, whether you’re after leisurely scenic rides or challenging gravel adventures.


7. Exploring Tuscany

Travel and Transportation Tourist Information and Service Tour Provider
Google 5.0
Image / Florence hotels

See Florence’s magic from a whole new perspective, no walking shoes required.


Good for

# Florence # CityTour # FamilyFun # HiddenGems # Tuscany

What to expect

Hop aboard a golf cart or tuk tuk and glide through Florence’s charming streets. Knowledgeable guides bring the city’s history to life, sharing fascinating stories and fun facts while steering you past iconic landmarks and secret viewpoints. Expect personal touches, from restaurant recommendations to convenient pick-ups and drop-offs. Perfect for families, groups, or anyone seeking a relaxed yet immersive way to see Florence’s highlights without the long walks.

Plan your visit

Ideal for travelers who want to maximize their time in Florence, especially if you’re short on energy or traveling with kids. Tours offer flexibility and a personal touch, making it easy to see the city’s best sights and discover local favorites without the usual fatigue.


8. Villa il Pozzo - Wine & Oil tasting

Travel and Transportation Lodging
Google 5.0
Tripadvisor 5.0
Image / Villa il Pozzo 1590

Sip, savor, and soak in breathtaking Tuscan views at Villa il Pozzo.


Good for

# Tuscany # WineTasting # VineyardViews # TravelItaly # HiddenGem

What to expect

Prepare for a sensory journey through Tuscany’s flavors and landscapes. Guided tastings introduce you to exceptional wines and olive oils, all while you enjoy panoramic views from a historic villa. The knowledgeable hosts share fascinating stories and local insights, making every visit both enriching and memorable. Expect genuine hospitality, vibrant conversations, and plenty of opportunities to relax or snap photos in this magical setting.

Plan your visit

Book a tasting session in advance to ensure a personalized experience. Take time to explore the villa’s surroundings and enjoy the tranquil atmosphere. Great for couples, friends, or anyone seeking an authentic Tuscan adventure. Don’t forget to check out the wine shop for a special souvenir.


9. Toscana Mia Cooking

Business and Professional Services Event Service
Google 5.0
Tripadvisor 4.9
Image / Tripadvisor

Cook, laugh, and savor Tuscany’s flavors in a villa with heart and history.


Good for

# ToscanaMia # CookingClass # TuscanExperience # Foodie # Chianti

What to expect

Step into a centuries-old villa surrounded by rolling Tuscan hills and join welcoming hosts for a lively, interactive cooking class. Get hands-on with classic Italian recipes, enjoy plenty of laughter, and finish with a delicious family-style meal. Expect genuine hospitality, expert guidance, and a relaxed, fun atmosphere that feels like joining a Tuscan family for the day.

Plan your visit

Book ahead to secure your spot, especially during peak seasons. Arrive ready to participate and connect, you’ll be welcomed like an old friend. Dietary needs and preferences are happily accommodated with advance notice. Perfect for couples, families, and groups seeking an authentic slice of Tuscany.


10. Montecalvi Winery

Dining and Drinking Winery
Google 4.9
Tripadvisor 5.0
Image / Montecalvi Winery

Savor Tuscan charm and world-class wines with unforgettable views at Montecalvi Winery.


Good for

# Chianti # Winery # Tuscany # WineTasting # Vineyard

What to expect

Step into a family-run estate nestled in the rolling hills of Chianti. Friendly staff welcome you for intimate tours, where passionate guides reveal the secrets of winemaking and olive oil production. Enjoy thoughtfully curated tastings on a panoramic terrace, with each glass reflecting the region’s rich heritage. The relaxed, inviting atmosphere makes this a must-visit for wine lovers seeking genuine local flavor and breathtaking scenery.

Plan your visit

Book a guided tour or drop in for a tasting, both promise exceptional wines, olive oil, and captivating views. Perfect for couples, friends, or families seeking an authentic Tuscan vineyard experience away from the crowds.


11. Helifly - Helicopter Tours & Transfers in Italy

Travel and Transportation Tourist Information and Service Tour Provider
Google 5.0
Image / Helifly Global

See Italy from above, where every flight is an adventure and every view unforgettable.


Good for

# HeliTour # ItalyViews # LuxuryTravel # BucketList # SkyHigh

What to expect

Expect a VIP experience from takeoff to landing. Helifly’s professional team tailors every journey, ensuring smooth booking, attentive service, and flexibility for your travel needs. Fly over Tuscany, the Costa Smeralda, or the Alps in modern helicopters, ideal for couples, groups, or solo explorers. Personal touches, like scenic stops at renowned wineries, elevate every trip into a memorable adventure.

Plan your visit

Book in advance to secure your preferred route and date. Whether planning a romantic escape, a family adventure, or a quick transfer between iconic Italian destinations, the team offers tailored options to fit your itinerary and special requests.


12. Tuscany Test Drive - Supercar Experience Florence

Travel and Transportation Tourist Information and Service Tour Provider
Google 5.0
Image / Tuscany Test Drive

Unleash your inner driver on the winding roads of Tuscany in a Ferrari.


Good for

# Supercar # Tuscany # Ferrari # Florence # Adventure

What to expect

Get behind the wheel of a legendary Ferrari and cruise through the breathtaking Tuscan countryside. Knowledgeable instructors ensure a smooth ride, offering driving tips and fascinating car insights. Expect top-notch service, stunning photo opportunities, and a unique blend of adrenaline and Italian charm, all set against the backdrop of historic Florence.

Plan your visit

Book your spot in advance for a seamless experience. Arrive ready for excitement, drivers of all skill levels are welcome, and friendly instructors will guide you every step of the way. Bring a camera to capture the unforgettable moments and panoramic views.


13. Cruises on the Road in Tuscany, by Riccardo Scarafoni

Travel and Transportation Tourist Information and Service Tour Provider
Google 5.0
Image / www.cruisesontheroadintuscany.com

Unforgettable journeys, expertly crafted by a true local insider.


Good for

# Tuscany # LocalGuide # CustomTours # TravelItaly # HiddenGems

What to expect

Dive into Tuscany’s iconic landscapes and vibrant cities with Riccardo, a guide who brings history, culture, and hidden gems to life. Expect seamless planning, genuine local insights, and a relaxed vibe as you explore at your own pace. Every tour is customized, ensuring your group’s interests are front and center. Whether it’s family adventures, scenic drives, or culinary discoveries, Riccardo’s personal touch and deep knowledge guarantee a memorable, stress-free experience.

Plan your visit

Book in advance to secure your preferred dates, especially during peak seasons. Share your interests and group preferences for a fully personalized itinerary. Riccardo’s expertise ensures smooth logistics, so just relax and get ready for an immersive adventure.


14. Lucca Horse Carriage - Carrozza Lucca

Travel and Transportation Tourist Information and Service Tour Provider
Google 5.0
Tripadvisor 4.9
Image / Lucca by horse drawn carriage

Discover Lucca’s magic from a horse-drawn carriage, where every street feels like a story.


Good for

# Lucca # HorseCarriage # FamilyFun # HiddenGems # CityTour

What to expect

Step aboard a beautifully cared-for carriage and meet Mario, Lucca’s beloved horse, and Marika, your passionate guide. As you ride through the city center and atop the historic walls, expect fascinating tales, friendly waves from locals, and a unique connection to Lucca’s vibrant daily life. This experience is both family-friendly and unforgettable, offering a fresh perspective on the city’s heritage and hidden corners.

Plan your visit

Ideal for families, couples, or solo explorers seeking a relaxing and memorable way to see Lucca. Book ahead, especially during peak travel periods, to ensure your spot. Don’t forget your camera, this ride is full of picturesque moments and local charm.


15. Tuscan Cooking Classes by le Caggiole

Community and Government Education Culinary School
Google 5.0
Image / www.cookingclasseslecaggiole.it

Unlock the secrets of Tuscan cuisine with hands-on passion and authentic local flavor.


Good for

# TuscanTaste # CookingClass # FoodieExperience # Montepulciano # LearnToCook

What to expect

Step into a Tuscan kitchen and learn from an expert chef who shares not just recipes, but the philosophy behind choosing quality ingredients and simple, heartfelt cooking. Expect a balance of hands-on participation and expert instruction, with plenty of personal tips and stories. From crafting fresh pasta to pairing each course with local wines, every moment is designed to inspire both novice and seasoned cooks. Leave with new skills, detailed recipes, and unforgettable memories.

Plan your visit

Book your spot in advance to secure a place in this intimate class. Arrive ready to engage, learn, and taste. Group sizes are kept small for a personalized experience, making it ideal for couples, friends, or solo travelers looking to connect over a shared love of food.