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 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.

Explore in the comfort of a 8 seat van the most beautiful Tuscan towns made famous through films together with a passionate local driving guide. Enjoy lunch overlooking the rolling hills of Montepulciano while tasting famous wine.Wander the winding streets of Cortona walked by Diane Lane in "Under the Tuscan sun", watch out for the vampires of the Twilight saga " New Moon" in Montapulciano and taste the famous Noble of Montepulciano wine. Explore the locations made famous by Michelle Pfieffer in "A Midsummer night's dream" and Ralph Fienes in " The English patient". Spot the iconic rolling hills of Tuscany from " Letters to Juliet" and enjoy a taste of the local lifestyle by sampling fine local wine, cheese and other products from the region.

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.

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 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 two of Italy’s most iconic destinations in one comprehensive day trip from Florence. This Cinque Terre and Pisa tour combines the colorful coastal villages of the Ligurian Riviera with the historic landmarks of Pisa, including the world-famous Leaning Tower. Designed to optimize travel time while allowing independent exploration, this long but well-structured itinerary offers a practical way to visit Cinque Terre National Park and Piazza dei Miracoli in a single day.

Discover Tuscany’s Chianti region on this relaxing tour, perfect for beginners. Start with a scenic drive, followed by a gentle horseback ride through the vineyards and olive groves. After the ride, enjoy a traditional Tuscan meal at a local winery, featuring appetizers, cheeses, salami, bruschetta, and Chianti wine. This tour blends beautiful landscapes with local flavors for a truly authentic experience.

Visit two local wineries in the renowned Chianti region, savor premium wines, and enjoy the serene landscapes of Tuscany on a perfectly curated trip from Florence.This half-day tour is perfect for those looking to experience the charm of Tuscany and its wines in a shorter timeframe. Book now for a delightful escape to the Tuscan countryside!

Explore the heart of Tuscany with visits to two renowned wineries, where you’ll enjoy tastings of exceptional local wines, including the famous Chianti Classico and the elegant Vernaccia di San Gimignano. Conclude the day with a visit to the medieval town of San Gimignano — a true gem of the Chianti region, rich in history, charm, and timeless beauty.

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!

Spend a leisurely 6-hour day 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 lunch paired with regional wines. You’ll return in the afternoon, filled with new wine knowledge—and perhaps a bit of wine snobbery.

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.

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.

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 landascape.

Immerse yourself in Italian wine culture on this half-day tour around the revered Chianti Classico wine region. There’s no crowding into cellar doors on this small-group tour of the region. Instead, spend your afternoon exploring the cellars and sampling the products of some of the region’s vineyards. All transport is provided, so you can fully enjoy your tastings.A perfect afternoon to discover the Tuscan countrysideTerrific scenery of the Chianti Classico wine regionPerfect tour for wine lovers -Sample several types of wine including the Chianti Classico

This experience combines hassle-free private transportation with the freedom to explore the iconic Cinque Terre villages at your own pace. With insider tips from a local driver and easy access to trains connecting the villages, you can enjoy a personalized day of hiking, swimming, dining, or simply relaxing without feeling rushed. The visit to Pisa offers a peaceful and less crowded opportunity to admire its famous landmarks. Overall, it’s a perfect blend of comfort, flexibility, and immersive local discovery.

Discover the wonders of Tuscany on this full-day trip from Rome. Visit the Medieval towns of Siena, San Gimignano, and Monteriggioni, learn about Tuscany's rich-history, and tour through the luscious Chianti wine region for a wine tasting session.This tour has been designed to showcase the very best of Tuscany in just one-day and is perfect for travelers who only have a short amount of time.

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti wine region as you sample a variety of wines. Discover the art of winemaking through tastings while enjoying the scenery of the Tuscan countryside. Then head to San Gimignano to spend some time exploring its medieval ramparts.

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.

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 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.

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.

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!

Explore southern Italy in style on this 1-day tour to Naples and Pompeii by high-speed train from Rome. With map in hand, 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. Follow a guide on a orientation walk of Naples, and mingle with the locals and visitors in pretty San Gregorio market before returning by train to Rome.

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

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.

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.

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.

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.

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.

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.

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

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.

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.

Explore Tuscany in style with a classic vintage Beetle car tour from 1977. Enjoy breathtaking views, visit two renowned wineries, and taste exceptional wines including Chianti Classico and Brunello of Montalcino. Learn about wine production, sample gourmet balsamic vinegar and truffle olive oil, and savor a romantic vineyard lunch. An unforgettable blend of adventure, wine, and Tuscan beauty.

A journey through Tuscany blending medieval charm, local culture, and regional flavors. Explore the historic village of Monteriggioni, wander Siena's stunning old town, and enjoy scenic drives through vineyards and olive groves. End the day with a guided winery visit, wine and olive oil tasting, and a traditional Tuscan dinner.

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!

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.

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.

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 best of Tuscany on a 3-day tour from Florence. Discover the highlights of Florence. Visit Pisa, Cinque Terre, and San Gimignano, and enjoy wine tastings in the Chianti region. This itinerary includes tours and experiences only, giving you the flexibility to choose your own accommodation.

Indulge in the refined beauty of the Tuscan coast with this exclusive private tour from Florence to the enchanting village of Bolgheri.Travel in comfort along the iconic Viale dei Cipressi, explore the medieval charm of Bolgheri’s historic center, and enjoy premium wine tastings at two of the region’s most prestigious estates — always accompanied by your private expert guide. A bespoke experience that blends culture, landscape, and fine wines, designed for travelers seeking the very best of Tuscany.

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.

Skip the classic itineraries from Florence and spend a day at the beach in Tuscany, with a stop at the famous Leaning Tower of Pisa. Whether you’re looking to escape the city heat of Florence on a hot summer day, or you want something different, join us on a day trip by train , to explore where locals go in summer. You get to swim in turquoise waters of Castiglioncello beach, stroll along rocky coves, and soak up the sun, all paired with a quick visit to Pisa’s iconic sights.

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.

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!

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
Explore travel itineraries created by Authentic Italy Adventures to inspire your next adventure.