Authentic Italy Adventures
Tour Operator incoming offering day tours, holidays & experiences in Italy suitable for everyone. Small Groups, Semiprivate, Private and Tailored itineraries.
Tour Operator incoming offering day tours, holidays & experiences in Italy suitable for everyone. Small Groups, Semiprivate, Private and Tailored itineraries.

A day trip exploring Tuscany with visits to 2 wineries. Taste up to 8 different types of wine, three extra virgin olive oils, balsamic vinegar and Tuscan snacks. Enjoy amazing scenery and visit San Gimignano, all in one day! This is a great opportunity to meet other travellers and enjoy the Tuscan countryside while sampling and learning about wines.

Adventure, Fun stories, relax & terrific views are guaranteed. Jump on the iconic Italian 50cc Vespa, follow your tour leader and take in all the sights, sounds and perfumes of the Chianti region. The stop at our favorite local winery to enjoy a traditional Tuscan lunch with a wine & olive oil tasting will be the cherry on top.Experience the heart of Tuscany like a real Italian and zip around the off-the-beaten track locations far away from the crowds on your own Vespa or as a passenger.

Discover the off-the-beaten-paths in the Chianti area around the hills of San Gimignano far away from the crowds on your own 50cc Vespa. Follow your local tour leader through spectacular windy roads and get spoiled with a 3 course authentic Tuscan lunch and wine experience at a winery!

Discover the beauty of Tuscany's Chianti region on this relaxing experience, perfect for beginners. Enjoy a scenic horseback ride through vineyards and olive groves, followed by a visit to a traditional Chianti winery with wine tasting and an authentic Tuscan lunch. Complete your day surrounded by breathtaking landscapes and local traditions.

Meet your local tour leader by Piazza della Calza, Porta Romana, central Florence at 07:45am ready to leave by 8:00am. Travel in the comfort of an intimate 8-seat luxury van with a passionate local driver-guide as you discover the enchanting towns and breathtaking landscapes that have starred in some of Hollywood's most beloved films.Stroll through the charming medieval streets of Cortona, where Diane Lane found a new beginning in Under the Tuscan Sun. Explore the elegant hilltop town of Montepulciano, featured in The Twilight Saga: New Moon, and indulge in a tasting of its world-famous Vino Nobile di Montepulciano.Visit stunning locations seen in The English Patient starring Ralph Fiennes and A Midsummer Night's Dream with Michelle Pfeiffer, then admire the iconic rolling Tuscan hills immortalized in Letters to Juliet.Pause for a relaxing lunch at a scenic winery overlooking the rolling vineyards of Montepulciano, where you'll enjoy regional specialties paired with the celebrated Vino Nobile di Montepulciano.Blending iconic film locations, medieval charm, breathtaking landscapes, and authentic Tuscan flavors, this intimate small-group tour offers an unforgettable journey into the heart of Tuscany.We will have then 1 hour approx ride and we will finally head back to Florence for approximately 8:00pm"

Immerse yourself in Tuscany’s rich culture and flavors as you explore San Gimignano, travel through the famous Chianti wine region, and enjoy a winery experience with tastings of Chianti Classico and Vernaccia di San Gimignano.

Experience the best of Pisa and the Cinque Terre on a well-planned full-day tour from Florence, created for travelers who want to visit two of Italy's most iconic destinations without the hassle of organizing transportation, train connections, or logistics. Travel in a small group with the support of a knowledgeable local tour leader, enjoying a comfortable pace and a more personal experience throughout the day.Discover the beauty of Piazza dei Miracoli, home to the world-famous Leaning Tower of Pisa, with free time to admire its remarkable monuments and capture unforgettable photos. Continue to the spectacular Cinque Terre National Park, where you'll explore the picturesque villages of Manarola and Vernazza, known for their colorful houses, charming harbors, scenic lanes, and breathtaking Mediterranean views.Take time to wander, enjoy lunch by the sea, browse local shops, or simply relax and soak up the unique Riviera atmosphere.Local train tickets between the Cinque Terre villages are included, making travel smooth and stress-free while maximizing your time to explore. Limited to just 8 participants, this tour is perfect for couples, families, solo travelers, and small groups of friends seeking a more intimate alternative to large coach tours, with expert guidance, clear organization, and the ideal balance of sightseeing, free time, and comfort.

This trip is perfectly designed for those short on time, or simply want to see more of the region in a single day by 8-seat minivan. Lead by a seasoned team of passionate, local experts, this day tour perfectly balances fun and authenticity. Travellers will get a chance to discover some hidden treasures of Tuscany through a combination of activities and free time. So discover the best of Tuscany, and visit Siena, Monteriggioni, San Gimignano and the Chianti region.

Discover the best of Tuscany on a private day trip from Florence. Visit two local wineries, enjoy guided tastings of wines, olive oil, and regional specialties, and savor a traditional Tuscan lunch paired with estate wines.Explore the charming medieval town of San Gimignano, famous for its towers, artisan shops, and award-winning gelato. Travel in comfort with a private vehicle and expert local guide while enjoying the stunning Tuscan countryside.

An original and fun orientation walk of Florence at night for curious travellers to meet new friends while discovering the city with a local team including an Italian Aperitivo.

Experience the beauty of Tuscany on a private tuk-tuk tour through the Chianti countryside! Depart from Florence by shared bus/van, then enjoy an exclusive ride past rolling vineyards, stopping for breathtaking views. Savor a wine and olive oil tasting at a local winery, indulge in an authentic Tuscan lunch, and explore the medieval charm of San Gimignano. Book now for a unique adventure filled with stunning landscapes, delicious flavors, and unforgettable memories!

Escape Rome for a day and discover the very best of Tuscany. After a comfortable high-speed train journey to Florence, join a small-group guided tour through Siena, San Gimignano, Monteriggioni, and the rolling hills of Chianti. Enjoy a traditional Tuscan lunch, taste renowned Chianti wines at a local winery, and experience Tuscany’s most iconic medieval towns in just one unforgettable day.

Journey through the heart of Tuscany aboard a comfortable small-group minivan, surrounded by the region's iconic rolling hills, vineyards, and picturesque countryside. Perfect for travelers with limited time, this carefully designed experience combines authentic wineries, exceptional wines, and breathtaking landscapes, offering an unforgettable Tuscan inside in just a few hours.

Spend a full day discovering Florence, from its bustling markets and stunning Renaissance architecture to its world-famous gelato shops.This day trip offers the perfect balance of freedom and convenience: explore the city at your own pace while enjoying planned transportation and insider tips from local experts. Plus, you can relax knowing you won’t have to worry about parking restrictions or fines!

What a better gift for your lover or best friend than visit Tuscany on board of a convertible Tuk Tuk for 2 to explore the rolling hills of Tuscany together with our driving guide.If you are staying in San Gimignano or nearby, don't miss the opportunity to visit the off the beaten surrounding area on board of this fun & old fashioned car.Take in the sights and sounds of Tuscany, see the rolling hills, vineyards and olive groves and enjoy an unforgettable light lunch with wine tasting in a fascinating location.

Discover the authentic flavors of Tuscany on our Family-Friendly Tuscany Tour — a perfect mix of food, wine, and fun for all ages! Travel through the scenic Chianti countryside and visit a local farm overlooking San Gimignano, where you’ll taste local honey, cheeses, and fresh bruschetta with seasonal ingredients. Continue to a traditional winery for a light lunch with balsamic and olive oil tastings. Adults can enjoy a tasting of three Tuscan wines, while younger guests and non-drinkers are treated to grape juice or refreshing soft drinks. Finish the day with free time to explore the medieval streets of San Gimignano before returning to Florence. A delicious and family-friendly Tuscan experience that everyone will love!

Take a full day trip from Rome to explore Tuscany, enjoy two wineries, amazing scenery, visit to the famous Medieval town of San Gimignano and spend some time to wander in Florence. Join a fun and full on trip throughout Tuscany and discover why the region is famous for its wine and landscapes.

If you only have one free day in Florence and you wish to tick some of the must-dos off your bucket list, this is the right day trip for you. Travel to Pisa in the morning to get your best pose with the leaning tower and spend the afternoon touring Tuscany with its striking landscapes and superb wines.

Experience the essence of Tuscany on a full-day tour to the stunning Val d’Orcia. Discover the medieval charm of Montalcino, snap photos at the iconic cypress-lined road, and visit a local farm near Pienza for a tasting of artisan cheese, craft beer, and homemade products. Stroll through the Renaissance town of Pienza, then enjoy a guided wine tasting in historic cellars in Montepulciano. A perfect blend of culture, flavors, and landscapes—before returning to Florence in the evening.

Explore southern Italy in style on this 1-day tour to Naples and Pompeii by high-speed train from Rome or Naples. Explore the ancient city of Pompeii and gain insight into Mt Vesuvius’ mighty eruption. Admire sites of interest such as the Forum and the temple ruins, and gain insight into life here before the infamous natural disaster. Enjoy a guided orientation tour of Naples, discovering the city’s historic landmarks, vibrant atmosphere, and breathtaking panoramic views.

Embark on a private full-day tour from Florence and uncover the enchanting beauty of Tuscany! Stroll through the medieval streets of Siena, marvel at the ancient walls of Monteriggioni, and soak in the charm of San Gimignano’s iconic towers. Indulge in a wine tasting experience and a traditional Tuscan lunch in the picturesque Chianti countryside. Perfect for travelers seeking an authentic and luxurious journey through Tuscany’s most iconic destinations.

Embark on a romantic Tuscany wine tour for 2 in a vintage Fiat 500 from 1972. Drive through rolling hills, visit two local wineries for Chianti wine and olive oil tastings, explore the medieval town of San Gimignano , and enjoy scenic stops with a private guide on this unforgettable day trip from Florence or Chianti area.

Join us for a cozy Sunset Cruise along the Arno River. This exclusive experience is limited to small groups, allowing you to fully soak in the enchanting Florence skyline as the sun dips below the horizon.Sip on delightful prosecco while our knowledgeable guide shares fascinating chapters from Florence’s storied past. Come and create unforgettable memories with us on the water as the evening unfolds.

What sets this apart? We cruise fo real through the heart of Tuscany and around San Gimignano, perfect for celebrations!

Explore Tuscany in the afternoon on board an original Italian Vespa 50cc.Meet our team and fellow adventure travelers at our office located in the heart of the Chianti region to receive a test drive conducted by your tour leader, ensuring the safe operation of the Vespas before setting off on a leisurely 2-hour tour in the afternoon, when it's cooler.Start the Vespa ride on quiet and scenic roads through the rolling hills of Chianti, where some of the most famous Tuscan wines are produced, and fall in love with the vine fields, cypresses and Tuscan rural houses as the sun goes down. Don't worry, we will stop many times to take pictures along the way!Keep riding through the beautiful Tuscan countryside and stop for a small wine & olive tasting to try the famous local Chianti wine before you come back to the starting point to leave the Vespas and say goodbye to your new friends.*Please note that the sunset time vary depending on the months

Enjoy a tour wandering through rolling vineyards, sipping Chianti in family-run cellars, and discovering the heart and soul of Tuscan winemaking. You’ll visit three distinct wineries: from traditional cellars to boutique estates. Along the way, enjoy expert-led tastings, olive oil & balsamic samplings, and a delicious Tuscan food & snacks paired with regional wines. You’ll return in the afternoon, filled with new wine knowledge—and perhaps a bit of wine snobbery.

Explore Tuscany in style aboard a classic 1977 vintage Beetle on an exclusive private tour through some of the region’s most breathtaking landscapes. Enjoy the freedom and intimacy of a personalized experience as you drive through rolling hills, picturesque vineyards, and charming countryside roads.Visit two renowned wineries, where you'll discover the art of winemaking and enjoy tastings of exceptional wines, including the celebrated Chianti Classico and Brunello di Montalcino. Enhance your tasting experience with gourmet balsamic vinegar and local olive oil, while learning about the traditions and craftsmanship behind these local specialties.Complete your journey with a romantic lunch overlooking the vineyards, surrounded by the timeless beauty of Tuscany. Combining vintage charm, world-class wines, and the exclusivity of a private experience, this tour offers an unforgettable way to immerse yourself in the authentic spirit of the region.

Spend 2 hours enjoying one of the most beautiful and exclusive view on Florence during the Golden hour from a beautiful private terrace. Enjoy a delicious aperitivo while learning about the city through an original and local skyline tour.

If you're a young, independent traveler, budget can play a big part in what you see or do. On this 4-day trip, you'll get to see the highlights of the Amalfi Coast with a mix of guided walks and free time in Sorrento and Naples; stay three nights at a clifftop camping village in Sorrento. This semi-independent trip, limited to 20 people, is a great way to explore with a small group of friends or like-minded travelers.Hotel upgrade available

Experience the beauty of the Southern Italian coast on our full-day trip to Pompeii and the Amalfi Coast from Rome or Naples. Get to see the UNESCO World Heritage Site of Pompeii in comfort and convenience; it’s an experience you will never forget!Join our small-group tour (7-8 people per vehicle) and discover the coast’s highlights in just one day. Get ready for an exciting adventure!

Why choose between the coast and the countryside when you can have both? Our Combo 2-Day Tour lets you experience two of Italy’s most breathtaking regions, Pisa & Cinque Terre and Tuscany’s Chianti & San Gimignano, in one seamless adventure.Enjoy a stress-free experience with all logistics handled by a trusted team. On day one, explore the stunning seaside villages of Cinque Terre and admire the iconic Leaning Tower of Pisa. On day two, immerse yourself in Tuscany’s rolling vineyards, indulge in wine tastings, and discover the medieval charm of San Gimignano.With expert guides, comfortable transportation, and perfectly curated experiences, you’ll see Italy at its best—without the hassle. Make the most of your time and tick off two must-visit destinations effortlessly!

Spend a delicious day exploring Italy’s culinary capital. Depart from Florence by train and enjoy a guided walking and food tour through Bologna – thebirthplace of handmade pasta, Parmigiano Reggiano, and the world-famous mortadella.Follow your Tour Leader through medieval streets and lively markets, learn about local traditions,and taste Bologna’s signature dishes: fresh tortellini, hand-rolled tagliatelle, and artisanal charcuterie and cheese.This full-day tour combines sightseeing and tastings, offering an authentic introduction to Emilia-Romagna’s food culture.

Enjoy the best of Tuscany with a scenic ride aboard a convertible Piaggio Tuk Tuk. Cruise through the rolling hills, stop for photos, and visit a local winery. Then, relax with a delicious picnic among the olive trees, featuring Tuscan cold cuts, focaccia, olives, dessert, and a bottle of local wine. A perfect blend of fun, flavor, and breathtaking views!

Join us for an intimate journey from Florence to the breathtaking villages of Cinque Terre, where colorful cliffs meet the Mediterranean Sea. In a small group setting, you’ll explore charming towns, indulge in a hands-on pesto-making experience, enjoy a scenic coastal hike, and stroll the romantic “Via dell’Amore.” With personalized attention and plenty of time to soak in the views, this full-day tour offers an authentic taste of Italy’s most beautiful coastline, perfect for those seeking a more immersive and relaxed experience!

Recognize and search for Truffle with an English speaking translator. Learning how to make awesome truffle recipes and enjoy them to the fullest.

Experience the best of southern Tuscany in one day with this unforgettable tour to Saturnia hot springs, the hilltop village of Pitigliano, and the medieval walled town of Monteriggioni. Soak in natural thermal baths, enjoy local wine tastings, and explore some of Tuscany’s most beautiful and historic destinations.

Celebrate the festive season with a magical day trip from Florence to the Arezzo and Montepulciano Christmas Markets, two of the most charming holiday events in Tuscany. Just an hour’s drive away, Arezzo and Montepulciano transforms into a winter wonderland with twinkling lights, artisan stalls, and the joyful spirit of Christmas.

Embark on a delightful family adventure from Florence! Start your day at the charming Pistoia Zoo, where your ticket is included, and enjoy up-close encounters with fascinating animals. Then, continue to the iconic Leaning Tower of Pisa, with free time to snap photos and explore the city at your own pace. This one-day experience is perfect for families seeking a mix of nature, wildlife, and Italy’s most famous landmarks.

Set among rolling hills, vineyards, and olive groves, you’ll join a small group cooking experience designed to be personal, relaxed, and immersive. From the very beginning, you’ll roll up your sleeves and learn time-honored Tuscan recipes passed down through generations.

Enjoy a relaxed afternoon combining Tuscany’s highlights: the Leaning Tower of Pisa and the Livorno coastline.Depart from Florence and explore Pisa at your own pace, then stop at Livorno’s Terrazza Mascagni for a photo. Continue along the coast on a shared boat cruise, passing rocky coves and scenic Mediterranean views.Relax on deck with an aperitivo, take a refreshing swim in the sea, and watch the sun set over the horizon, a perfect mix of sightseeing and seaside leisure.

A 4-day Tuscany itinerary of unique activities: explore Florence with a local guide, tour the countryside by vintage tuk-tuk, visit a family winery, and enjoy an authentic Tuscan cooking class. This itinerary includes tours and experiences only, giving you the flexibility to choose your own accommodation.

This experience blends scenic adventure, culinary tradition, and cultural discovery in the heart of Tuscany. Ride through the Chianti hills in an Italian Piaggio Tuk Tuk, stopping for panoramic views and local insights. Then, join a hands-on cooking class at a countryside farm, where you'll prepare and enjoy authentic Tuscan dishes with local wine. Finish with a visit to the medieval gem of San Gimignano, known for its towers and artisanal gelato. A well-rounded day of taste, beauty, and Tuscan charm.

Discover the beauty of the Tuscan countryside on a vintage Fiat adventure. Cruise along scenic roads, stop for photos, and visit a charming Chianti vineyard. Enjoy a glass of local wine and regional bites during an authentic aperitivo among the vines before heading back as the sun sets over the hills.

Tuscany isn’t just rolling hills and vineyards. In winter, the Abetone Mountains in the Apennines become a magical snowy escape, perfect for skiing, snowboarding, or exploring snow-covered forests.This day trip from Florence is ideal if you want to enjoy the snow without renting a car or worrying about logistics. We take care of everything: train and bus tickets, a local guide for the day, and assistance organizing snow activities so you can simply relax and have fun.

Join a small-group day tour from Florence and discover three of Tuscany’s most enchanting medieval villages. Wander the tower-lined streets of San Gimignano, explore Volterra’s fascinating Etruscan ruins and alabaster workshops, and stroll the quaint alleys of Certaldo, the birthplace of the celebrated medieval writer Boccaccio.To top it all off, savor a traditional Tuscan lunch at a local winery, perfectly paired with a full wine tasting experience.

Fall in love with the Southern Italian coast on our full-day trip to the Amalfi Coast and Positano from Rome or Naples.On this day tour from Rome or Naples, our team will take you to the Amalfi Coast and Positano. You will travel comfortably on the high-speed train from Rome to Naples and on a minivan from Naples to the Amalfi Coast, taking in the charming towns along the coast.

Experience the best of Florence and Tuscany over five unforgettable days of guided tours and activities. Explore historic Florence, wander charming Tuscan towns, and savor local wines and cuisine. This itinerary includes tours and experiences only, giving you the flexibility to choose your own accommodation.

Pedal through the rolling hills of Tuscany on this self-guided bike tour, discovering the beauty of the vineyards, olive groves, and medieval villages surrounding San Gimignano. Follow our carefully curated itineraries, designed to take you along scenic roads and hidden gems of the Chianti region.Midway, enjoy a delicious Tuscan picnic, prepared just for you in a scenic countryside spot.🚚 Bike delivery to your accommodation available for an extra fee, depending on location.Why Choose This Tour?✨ Flexible & at your own pace – no need to rush!✨ Authentic Tuscan flavors in a beautiful outdoor setting✨ Perfect for couples, friends & families who love cycling & foodDon’t miss this chance to experience Tuscany’s best cycling routes and savor a delicious picnic in the heart of Chianti. Limited availability – reserve your spot now!

Discover the beauty of Tuscany in just one day with our tour from Florence to Pisa and Lucca. Marvel at the world-famous Leaning Tower of Pisa, wander through the charming streets of the historic old town of Pisa, and enjoy a leisurely stroll along the Renaissance walls of Lucca. This tour perfectly combines culture, history, and the stunning Tuscan landscape, making it an ideal way to capture the essence of Tuscany in a single day.

This private tour offers an unforgettable journey through Tuscany’s most celebrated vineyards, with exclusive tastings at two renowned wineries and a visit to the picturesque town of Greve in Chianti.
Explore travel itineraries created by Authentic Italy Adventures to inspire your next adventure.