Two-Week Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Verona, Milan, Bologna, Florence, and Siena

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Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.
Trieste channel and Ponte Rosso square view, city in Friuli Venezia Giulia region of Italy
Photo of Landmarks and beautiful places (cities) of northern Italy - elegant Trieste town
The most important square in Trieste called "Piazza Unità d'Italia" (it means "Square of the Unity of Italy") - (Europe - italy -Trieste)
The Temple of Monte Grisa on Karst Plateau mountain above Trieste aerial view, Friuli Venezia Giulia region of Italy
Miramare castle with gardens on the gulf of Trieste on northeastern Italy.
The City Hall, Palazzo del Municipio, is the dominating building on Trieste's main square Piazza dell Unita d Italia. Trieste, Italy, Europe. Illuminated city square shot at dusk.
View at the Building of Palace of the Austrian Lieutenancy in Trieste - Italy
Gulf of Trieste. High cliffs Between boats, karst rocks and ancient castles. Duino. Italy.
Trieste, Italy. View of Roman Theatre Ruins.
photo of view of Canal Ponterosso, Trieste, Italy.
Miramare park in Trieste, Italy
photo of view of Piazza Unita Italia , Trieste, Italy.
photo of view of Grado Italy, Trieste, Italy.
Bridge Rialto on Grand canal famous landmark panoramic view Venice Italy.
Venetian gondolier punting gondola through green canal waters of Venice, Italy.
photo of view of Venice, Italy.
Couple of tourists on vacation in Venice, Italy.
Colorful carnival masks at a traditional festival in Venice, Italy.
Elegant woman with red sunhat enjoys the view to a canal with passing by gondola in Venice, Italy.
View of Basilica di San Marco and on piazza San Marco in Venice, Italy.
Colorful houses in Burano, Venice, Italy.
Street in Venice.
photo of  view of Colorful houses in Burano, Venice, Italy.
photo of view of View of Grand Canal with Rialto Bridge and gondoliers in Venice, Italy. Landscape with Rialto Bridge and gondola on the Grand Canal in Venice, Italy, Europe.
photo of view of A normal day in the beautiful city of Venice. View of the corridors, roads and bridges of the beautiful cities of Venice, Italy.
photo  of view of Venice,  Italy.
photo of view of Venice, Italy.
Punta San Vigilio on Garda Lake in Verona, Italy
Panoramic view to Bridge Ponte Pietra in Verona on Adige river. Veneto region. Italy. Sunny summer day panorama and blue dramatic sky with clouds. Ancient european italian terracotta color houses
Photo of The Verona Arena, Roman amphitheatre in Piazza Bra.
Photo of Peschiera del Garda - charming village with colorful houses in beautiful lake Lago di Garda. Verona province, Italy.
Photo of Scaliger Castle (13th century) in Sirmione on Garda lake near Verona, Italy.
Castel San Pietro St. Peter Castle, Museo Archeologico, Convento di San Girolamo on hill with cypress trees and Adige river in Verona city historical centre, blue sky, Veneto Region, Northern Italy.
Photo of Cityscape of Verona with Piazza Bra and Verona Arena on a sunny day in Verona, Italy.
Photo of Chiesa dei Santi Siro e Libera catholic church, Roman Theater Archaeological Museum Museo Archeologico with ruins, Piazza del Foro square, Verona city historical centre, blue sky, Veneto Region, Italy
Photo of City of Verona Adige riverfront view, colorful architecture of tourist destination in Veneto region, Italy
Colorful Fireworks above Verona Cityscape, in Italy, Celebrating New Years Eve.
Beautiful sunset aerial view of Verona. Veneto region in italy. Verona sunset cityscape.
Photo of Arco dei Gavi famous historic landmark in Verona on Adige river view, tourist destination in Veneto region of Italy.
photo of view of Ponte Pietra, Verona, Italy.
photo of view of Piazza Del Signori, Verona, Italy.
photo of view of Verona Arena, Verona, Italy.
photo of view of Pesehiera Del Garda Verona Italy.
photo of view of Piazza Dei Signori Verona, Italy.
photo of view of Pizza Delle Erbe Verona, Italy.
photo of view of Torre Dei Lomberti Verona, Italy.
Milan Cathedral, Duomo di Milano, and Piazza Duomo square in the Milan city center, Italy
Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.
Photo of Milan, Italy. Bridge across the Naviglio Grande canal at the sunrise Milano, Lombardy.
Photo of Milano, Italy. Church Santa Maria delle Grazie in Milan, famous for hosting Leonardo da Vinci masterpiece "The Last Supper".
Photo of Sforza Castle or Castello Sforzesco aerial panoramic view. Sforza Castle is located in Milan city in northern Italy.
Photo of tourist girl holds hat in Sempione Square, Milan, Italy.
Photo of Milan Cathedral, Duomo di Milano, Italy, one of the largest churches in the world on sunrise.
Photo of Darsena artificial reservoir is located near Porta Ticinese in Milan in Lombardy region of northern Italy.
Photo of tourist woman with arms raised in Milan Cathedral Square, Italy.
Photo of the Basilica of San Lorenzo Maggiore is a roman catholic church in Milan city in Lombardy region of northern Italy.
Photo of town of Menaggio on lake Como, Milan, Italy.
Photo of Stazione Milano Centrale is the main railway station of the Milan city in Lombardy region of northern Italy.
photo of view of Duomo square and Milan Cathedral at sunrise, Italy.
photo of view of View of the Peace Arch with yellow tram in Milan, Italy
photo of  view of Milan Piazza Del Duomo at Sunrise, Italy.
Medieval and Renaissance buildings and structures feature in Bologna, Italy
Photo of panoramic view of Bologna,Italy.
Photo of Channel river in Bologna Italy.
Photo of Fontana di Nettuno or Neptune fountain on Piazza Maggiore square at the morning dusk designed by Tommaso Laureti (1565).
Photo of Bologna main square aerial view from Asinelli tower.
Photo of ancient sanctuary of the Madonna di San Luca, old church on the hill.
Photo of quirky castle in the Emilian Apennines, Bologna, Italy.
Photo of Basilica of SantApolinare in Classe.
Photo of View of Basilica di San Petronio on sunrise.
Photo of Sunset view of a small lake located in a park in the center of Bologna, Italy.
Bologna, Italy. View of Basilica di San Petronio on sunrise
Palazzo Re Enzo. Splendid cityscape of Bologna, Italy.
photo of view of Bologna, Italy.
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
Photo of Woman enjoys beautiful view on famous Duomo cathedral in Florence, standing on empty cathedral square during morning time.
Photo of Summer street cafe on Piazza della Repubblica in Florence, Toscana province, Italy.
Photo of Giotto's Campanile - An aerial dusk view of Giotto's Campanile and the historical Old Town of Florence, as seen from the top of Brunelleschi's Dome of the Florence Cathedral. Florence, Tuscany, Italy.
Photo of Ponte Vecchio, old bridge over Arno River, Florence, Tuscany, Italy.
Photo of The Colossus of the Apennines, majestic stone sculpture by Giambologna located in the park of Villa Demidoff in Florence, Italy.
Photo of Fountain of Neptune in Florence in early morning.
Photo of Sunset view of Florence, Ponte Vecchio, Palazzo Vecchio and Florence Duomo, Italy. Architecture and landmark of Florence. Cityscape of Florence.
Vintage carousel and tourists in Piazza della Repubblica (Republic Square) and the arch in honor of the first king of united Italy on background in Florence, Italy.
Photo of Arches of the Vasari Corridor (Corridoio Vasariano) in Florence, Tuscany, Italy. View of the Lungarno degli Archibusieri.
cheerful senior woman cycling with her electric mountain bike above downtown of Florence with stunning view over the old city, Tuscany, Italy
Facade of Palazzo Pitti palace with Gallery of Modern Art large building on Piazza dei Pitti square in historical centre of Florence city, blue sky white clouds, Tuscany, Italy
photo of view of Florence,Italy.
photo of view of Florence,Italy.
Photo of Siena in Italy by SimonRei
Photo of Siena cathedral against a bright blue sky in Italy.
Photo of Siena, Italy. Aerial view of Piazza del Campo with Palazzo Pubblico and Torre del Mangia.
photo of view of Siena, Italy. Charming medieval city in Tuscany known for its stunning cathedral, Torre del Mangia, beautiful piazzas, and the famous Palio horse race.
photo of view of Siena, medieval town in Tuscany, with view of the Dome Bell Tower of Siena Cathedral, Mangia Tower and Basilica of San Domenico, Italy
photo of view of Stylish woman walks on background of cityscape of Siena old town. Concept of travel famous cities in Tosacny region of Italy
photo of view of  Aerial view of Montepulciano, a medieval and Renaissance hill town in the Italian province of Siena in southern Tuscany, Italy
photo of view of Facade decoration of the cathedral of Siena, Italy.
photo of view of historic buildings and landmarks in magnificent medieval Siena,Tuscany, Italy.
photo of view of Aerial view of famous medieval San Gimignano hill town with its skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view of Cathedral of the City of Siena in Tuscany region of Italy at sunset.
photo of view of Beautiful traveler girl exploring the historic city of Siena in Tuscany. Young tourist woman smiling at camera in Siena Cathedral square, Tuscany, Italy.
photo of view ofYoung woman having lunch with pizza and wine, sitting with dog at outdoor restaurant with beautiful view on the old town of Siena. Concept of italian cuisine and travel
photo of view of Medieval San Gimignano hill town with skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view ofBeautiful view of campanile of Siena Cathedral, Duomo di Siena, and Old Town of medieval city of Siena in the sunny day, Tuscany, Siena province, Italy
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Escape the ordinary with this exciting 15-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Trieste, 2 nights in Venice, 2 nights in Verona, 2 nights in Milan, 1 night in Bologna, 3 nights in Florence, and 1 night in Siena. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Trieste, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Duomo Di Milano Museum, learn more about the unique Verona Arena, and immerse yourself in the vibrant atmosphere of Ponte Vecchio.

As you hit the open road and drive through Trieste, Miramare / Miramar, Venice, Murano, Verona, Sirmione, Desenzano Del Garda, Peschiera del Garda, Pacengo, Moniga del Garda, Milan, Como, Bologna, Florence, San Gimignano, Pisa, and Siena, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Giants' Stairway
Miramare Castlecanale ponterosso triestePiazza della BorsaUnity of Italy SquareMuseo RevoltellaCattedrale di San Giusto Martire
Bridge of SighsDoge's PalaceSt Mark's BasilicaPiazza San MarcoGrand CanalRialto Bridge
MuranoBasilica S.Maria Gloriosa dei FrariGallerie dell'AccademiaPeggy Guggenheim CollectionSanta Maria della SaluteCannaregio
Giusti GardenPonte Pietrapiazza delle ErbeVerona ArenaFontana di Piazza BraCastelvecchio Museum
Archaeological site of Grotte di CatulloCastello di SirmioneCastello di Desenzano del GardaPorta BresciaEscape from AtlantisSpiaggia Porto

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Day 1

Day 1

  • Triest - Arrival day
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  • Giants' Stairway
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Welcome to Trieste, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Trieste's charm before embarking on the next leg of your journey.

Trieste is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Giants' Stairway, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Trieste. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Trieste, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at Murphy's Meeting Point, an excellent option for tonight's dining. Looking for something different? Caffè Tommaseo offers a tantalizing alternative with its diverse menu. And don’t miss Al Barattolo. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Trieste.

Keep the excitement of the evening going by visiting a bar or two. Bar G is an excellent place to start. You could also check out Bar X, offering a different kind of charm. A last recommendation for the day is Antico Caffè Torinese. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise a toast to the start of your 15-day road trip in Italy!

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Day 2

Day 2

  • Triest
  • More

Drive 18 km, 1 hour 15 min

  • Miramare Castle
  • canale ponterosso trieste
  • Piazza della Borsa
  • Unity of Italy Square
  • Museo Revoltella
  • Cattedrale di San Giusto Martire
  • More

Greet day 2 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Trieste for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Miramare / Miramar and Trieste.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and breathtaking views. Whether you decide to explore Trieste on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Miramare Castle is the first of them. Spend some time admiring this history-steeped castle before continuing your journey. Canale Ponterosso Trieste is your next stop. This intriguing street is one of the best-rated sights in Trieste.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Piazza Della Borsa. This picture-perfect public square is a sight to behold. To round off your sightseeing experience, visit Piazza Unità D'italia and Revoltella Museum. If time allows, end your day with Cattedrale Di San Giusto Martire, a breathtaking church that offers a memorable conclusion to your exploration.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Trieste.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Trieste. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delicious dinner at Rustiko, an excellent option for tonight's dining. Looking for something different? Caffè San Marco offers a tantalizing alternative with its diverse menu. And don’t miss Osteria Marise. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Trieste.

Continue the enjoyment post-dinner at Mast, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Urbanis offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Coktail Bar Trieste | La Preferita. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Head back to your accommodation in Trieste and get some rest in preparation for another magical day of your road trip in Italy!

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Day 3

Day 3

  • Triest
  • Venice
  • More

Drive 167 km, 2 hours 39 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • Grand Canal
  • Rialto Bridge
  • More

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Venice. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 2 nights here for some well-deserved relaxation.

Trieste is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Bridge Of Sighs, a well-known monument that is worthwhile a visit in the city. Nearby, you’ll find Doge's Palace, enchanting visitors with its romantic appeal. Continue your exploration at St Mark's Basilica. This church is one of the city’s most notable spots.

Enjoy the freedom of exploring Trieste at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza San Marco. After exploring the public square, head to the worthwhile Grand Canal. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Rialto Bridge, a place of history-steeped interest in Trieste.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Venice. Venice offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Venice. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at Bauer Hotel, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of L'Osteria Le Guglie, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Corner Pub, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your evening by exploring the vibrant nightlife scene at Al Parlamento, a prime destination for a thrilling night out. Also, don’t forget to check out The Caffe Rosso, a bar that offers unique local touches. Likewise, Adagio provides an excellent alternative for a fun evening.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 4

Day 4

  • Venice
  • More

Drive 17 km, 45 min

  • Murano
  • Basilica S.Maria Gloriosa dei Frari
  • Gallerie dell'Accademia
  • Peggy Guggenheim Collection
  • Santa Maria della Salute
  • Cannaregio
  • More

At the end of the day, you'll drive back to Venice, where you'll stay for 1 night more.

One of the most iconic places you can visit today in Murano is Cannaregio. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Today’s agenda in Venice includes a handicraft store, a church, and an art gallery. Murano is must-visit handicraft store and a great starting point for the day. Next, continue your journey to Santa Maria Gloriosa Dei Frari, a locally appreciated church, located just a leisurely stroll away. Next, head to Gallerie Dell'accademia, an instagrammable art gallery, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Venice. When you're ready, let your sightseeing route take you to the locally renowned Peggy Guggenheim Collection. If you’re looking for more, Santa Maria Della Salute is also a frequently visited attraction that is worthwhile a visit.

When you’re done exploring for the day, you’ll return to Venice and your accommodation.

After a day of adventure, treat yourself to an exquisite dinner at one of Venice's best restaurants.

Have a fantastic dining experience at Generator Venice, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Nevodi offers an enticing alternative with its varied menu. Additionally, Ristorante La Piazza is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Venice.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Il Mercante, known for its inviting atmosphere. The Irish Pub Venezia is another great option if you’re looking for a place to get the night started. Similarly, Ai Stagneri provides a great setting to enjoy the night away.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 5

Day 5

  • Venice
  • Verona
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Drive 119 km, 2 hours 4 min

  • Giusti Garden
  • Ponte Pietra
  • piazza delle Erbe
  • Verona Arena
  • Fontana di Piazza Bra
  • Castelvecchio Museum
  • More

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Verona. At the end of the day, you will enjoy the comforts of a top-rated hotel in Verona, which will be your home away from home for 2 nights.

A blend of fun adventures, romantic experiences, and natural wonders await you in Venice on today’s itinerary. First up is the often recommended botanical garden, Giusti Garden. Afterward, continue to Ponte Pietra, a historical landmark every traveler should visit.

As you explore Venice’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Delle Erbe. This captivating public square is an essential stop. Following that, head to Verona Arena, another must-visit site that will enhance your experience. Don’t forget to stop by Fontana Di Piazza Bra, a locally appreciated public square in the city. Finally, end your day with a visit to Castelvecchio Museum, a picture-perfect museum that offers the perfect conclusion to your sightseeing of the day.

At the end of the day, you will drive to Verona, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As you explore more of Verona, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Enjoy a delicious meal at La Griglia, a highly-rated dining destination in Verona. If you're eager to try something different, consider Vecio Macello, another top spot with a tantalizing menu. You might also want to secure a reservation at Via Fama Cafè | Verona. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Verona this evening.

Extend your evening after a delightful meal by visiting Archivio, which offers the perfect atmosphere for a night out. Moreover, La Segreteria Café is another popular option for a drink or two. Likewise, Grande Giove Cocktail Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise your glass to another unforgettable day in Italy!

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Day 6

Day 6

  • Verona
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Drive 157 km, 3 hours 26 min

  • Archaeological site of Grotte di Catullo
  • Castello di Sirmione
  • Castello di Desenzano del Garda
  • Porta Brescia
  • Escape from Atlantis
  • Spiaggia Porto
  • More

On day 6 of your road trip, you’ll start and end your day in Verona, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Sirmione, Desenzano Del Garda, Peschiera del Garda, Pacengo, and Moniga del Garda. You still have 1 night left in Verona.

Today, you'll explore some of the most beautiful places in Verona, including an archeological site, a castle, a historical landmark, an amusement park, a beach and much more! Start your day with a visit to Archaeological Site Of Grotte Di Catullo. This well-known archeological site is a must-visit in the town. When you’re ready for your next discovery, continue to Scaliger Castle, which may be one of the most enchanting places you will experience today.

One of the best things about exploring Verona on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Castello Di Desenzano Del Garda, a locally appreciated castle in the town. If you’re up for more discoveries, don’t forget to reserve some time for Porta Brescia and Escape From Atlantis. End your day with a visit to Spiaggia Porto, an up-and-coming beach that’s sure to leave a lasting impression.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Verona.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Verona. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a wonderful meal at Trattoria I Masenini, a top-rated dining spot in Verona. If you're in the mood for something new, try Osteria da Ugo, another premier location with a delectable menu. You might also want to book a table at Locanda 4 Cuochi. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Verona.

Keep the excitement of the evening going by visiting a bar or two. Duchi Café is an excellent place to start. You could also check out Cambridge Bar, offering a different kind of charm. A last recommendation for the day is Rubicone Caffe. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 7

Day 7

  • Verona
  • Milan
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Drive 156 km, 2 hours 14 min

  • La Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • Chiesa di Santa Maria presso San Satiro - Milano
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On day 7 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Milan. In the evening, you’ll end up in Milan, where you will stay for 2 nights.

Today’s agenda in Verona includes an opera house, a shopping mall, and a church. La Scala is must-visit opera house and a great starting point for the day. Next, continue your journey to Galleria Vittorio Emanuele Ii, an astonishing shopping mall, located just a leisurely stroll away. Next, head to Duomo Di Milano Museum, an enchanting church, also available for your discovery today.

When you’re done exploring for the day, you’ll drive to your hotel in Milan. Check in and spend some time relaxing before you head out to tour the city.

After a day of adventure, treat yourself to an exquisite dinner at one of Milan's best restaurants.

Make sure to reserve a table at Hotel Morfeo Milano, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Contraste, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of UNAHOTELS Galles Milano, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Nottingham Forest after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Armani/bamboo Bar, another bar with an inviting ambiance. Similarly, Mag Cafe also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 8

Day 8

  • Milan
  • More

Drive 110 km, 2 hours 45 min

  • Leonardo da Vinci Museum of Science and Technology
  • Castello Sforzesco
  • Pinacoteca di Brera
  • Cattedrale di Santa Maria Assunta - Duomo di Como
  • Navigli
  • More

On day 8 of your road trip, you will have an entire day to explore Milan. You’ll stay in Milan for 1 night and discover all the best things to see and do in the area.

A visit to Navigli in Milan is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

Bring your curiosity for today’s adventure around Milan. Some of the city’s most loved attractions await! Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" is the perfect place to start. This museum is one of the most captivating places to visit in Milan. Next, head to Sforzesco Castle Art Library, an astonishing castle, known for its culturally significant features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Pinacoteca Di Brera. This photogenic art gallery is a highly recommended experience. Nearby, you'll also find Saint Mary Assunta Cathedral. Visit these for an interesting touch to your journey.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

Indulge in a memorable dining experience at one of Milan's most popular restaurants, and connect with friendly locals for an authentic adventure.

Treat yourself to a delightful dinner at Dessert Bar Milano, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Radisson Blu Hotel Milan? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Qui Si Mangia as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.

Following your dinner, dive into the local bar culture at Kilburn Cocktail Bar Milano. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Frida, the perfect place for those looking to experience the best of the nightlife. Similarly, The Friends Pub Milano provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 9

Day 9

  • Milan
  • Bologna
  • More

Drive 223 km, 2 hours 58 min

  • Pinacoteca Nazionale di Bologna
  • Two Towers
  • Bologna Cathedral
  • Palazzo Re Enzo
  • Biblioteca comunale dell'Archiginnasio
  • Piazza Maggiore
  • More

Dive into day 9 of your remarkable road trip in Italy. Today you will explore Bologna, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Bologna. You’ll stay here for 1 night.

Get ready for an exciting day in Milan. Today’s sightseeing agenda includes an art gallery, a monument, a church, a palace, a library, a public square and much more! Begin your adventure at Pinacoteca Nazionale Di Bologna. This is a locally appreciated art gallery you should not miss. Another must-see is Two Towers, an interesting monument in Milan.

When you’re ready for the next sight, head to Bologna Cathedral. From there, take a leisurely stroll to Palazzo Re Enzo, another of the city’s often recommended attractions. We recommend continuing your self-guided tour at Biblioteca Comunale Dell'archiginnasio, a photogenic place of interest in the city. If time allows, add Piazza Maggiore to your itinerary. This spectacular public square offers the perfect finishing touch to your day in Milan.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bologna. Bologna offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Bologna. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Have a fantastic dining experience at Ristorante Ciacco, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Ballarini offers an enticing alternative with its varied menu. Additionally, Sfoglia Rina is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Bologna.

Let the evening flow smoothly from dinner to drinks at Bar Al Bricco D'oro, a top-rated bar in the area. For other recommendations, Bar Freud E Squisito provides a perfect setting for rounding out your night with style and great drinks. Likewise, Osteria Del Sole offers a memorable night with diverse drink options and excellent service.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 10

Day 10

  • Bologna
  • Florence
  • More

Drive 109 km, 1 hour 52 min

  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • Palazzo Vecchio
  • piazza della Signoria
  • More

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 3 nights.

Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Ponte Vecchio. This timeless historical landmark is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Uffizi Gallery, one of the city’s best highlights.

Next, check out Basilica Of Santa Croce In Florence, one of the most well-known places to see in Bologna. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Palazzo Vecchio. Wander around and soak in the history-steeped atmosphere this palace offers. Then, head to Piazza Della Signoria, a top-rated public square that adds another dimension to your day.

At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 11

Day 11

  • Florence
  • More

Drive 119 km, 2 hours 45 min

  • Central Market
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • David
  • piazzale Michelangelo
  • SanGimignano1300
  • More

Wake up to day 11 of your extraordinary road trip in Italy. With 2 nights left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Central Market. This photogenic food market is sure to ignite your curiosity. Next, dive into the grand features of Cathedral Of Santa Maria Del Fiore, a must-visit church in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Galleria Dell'accademia, a notable art gallery. We also recommend visiting Piazzale Michelangelo. This observation deck is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Sangimignano1300, yet another often recommended attraction in Florence.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

Savor another day of unforgettable experiences in Italy!

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Day 12

Day 12

  • Florence
  • More

Drive 176 km, 3 hours 1 min

  • Piazza del Duomo, Pisa
  • Campo santo
  • Pisa Cathedral
  • Leaning Tower of Pisa
  • Knights' Square
  • Palazzo Gambacorti
  • More

On day 12 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Pisa to the fullest today with this curated day itinerary!

Today’s route brings fun adventures, scenic views, and photo-friendly spots. The first attraction of today is Piazza Del Duomo, Pisa. This wondrous public square is an UNESCO world heritage-designated place to see in Florence. Continue your discovery at Campo Santo, a masterful cemetery with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Pisa Cathedral. This frequently visited church offers a picture-perfect encounter with Florence. Next, make your way to Leaning Tower Of Pisa to add another highlight to your day. After that, visit Knights' Square, an intriguing public square that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Palazzo Gambacorti, a frequently visited palace in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Ristorante Buca Mario, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Agricola Toscana, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Extend your evening after a delightful meal by visiting Gosh*, which offers the perfect atmosphere for a night out. Moreover, Antico Caffè Del Moro - Art Bar Firenze is another popular option for a drink or two. Likewise, Quelo Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 13

Day 13

  • Florence
  • Siena
  • More

Drive 78 km, 2 hours 1 min

  • Fortezza Medicea
  • Basilica of San Domenico
  • Siena Cathedral
  • Porta Tufi
  • Pubblico Palace
  • piazza del Campo
  • More

Experience an unparalleled adventure on day 13 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 1 night here for some well-deserved relaxation.

Get ready to discover some of the most iconic wonders in Florence, including a monument, a church, a historical landmark, a palace, a public square and much more! Start your day at Fortezza Medicea (siena). This instagrammable monument is a worthwhile place to see in Florence. Then, wander over to Basilica Of San Domenico. If historic sites excite you, this church will be right up your alley. Nearby, you’ll also find Siena Cathedral. This enchanting church is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Porta Tufi is a worthwhile spot in the city that will captivate you with its unique charm. When you’re done at the historical landmark, don’t forget to check out the picture-perfect Pubblico Palace. Take a moment to appreciate the fascinating details of this underrated palace. Wrap up your self-guided tour of Florence's top attractions with a visit to Piazza Del Campo.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and spend some time relaxing before you head out to tour the city.

Indulge in a memorable dining experience at one of Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Maudit Pub, which offers a similarly pleasant setting and great drinks. Another option is Bar Impero Siena, which provides an inviting environment for unwinding after a busy day out.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 14

Day 14

  • Siena
  • Triest
  • More

Drive 501 km, 5 hours 41 min

  • Porta San Giovanni
  • Piazza del Duomo, San Gimignano
  • Rocca di Montestaffoli
  • Parco della Rocca
  • More

Embark on another extraordinary experience on day 14 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in Trieste, which will be your home away from home for 1 night.

Siena is brimming with adventures. Today’s wonderful stops include a monument, a public square, a castle, a park and much more! Begin your sightseeing adventure at the intriguing Porta San Giovanni and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Del Duomo, a romantic public square that draws visitors from far and near.

Continue your journey to Rocca Di Montestaffoli, one of the village’s most often recommended spots that you shouldn’t miss. Another great site to visit is the worthwhile Parco Della Rocca.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Trieste. Trieste offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Trieste. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Savor the flavors at Caffè degli Specchi, a top pick for dinner tonight. Alternatively, Osteria Istriano Of Giobi And Oxa beckons with its unique menu offerings. Also, consider Chimera di Bacco. With its consistent customer satisfaction, it’s an excellent option for dining in Trieste tonight.

Cap off your dinner by heading to "life" New Bar Torinese Snc, ideal for a leisurely evening with a drink in hand. White Cafe is another bar that offers an enjoyable setting. Similarly, Café James Joyce is also a popular place to go on a night out, perfect for relaxing and socializing.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 15

Day 15

  • Triest - Departure day
  • More
  • Umberto Saba Statue
  • More

Day 15 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Trieste before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

Maximize your last day in Italy and go on a shopping spree in Trieste’s shopping center, the lively Il Giulia Shopping Center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Trieste.

Enjoy a lovely meal at Salsapariglia Italian Ristorantino Trieste, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Sbecolez Trieste is another top choice with a popular menu.

You’ll then say farewell to Trieste. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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