10-Day Italy Self-Drive Road Trip With Itinerary from Venice to Milan, Florence, and Trieste and surrounding area

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Explore the best of Italy on a 10-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Venice, Milan, Pisa, Florence, Padua, Trieste, Duino / Devin, Borgo Grotta Gigante / Briščiki, Chiampore / Čampore, Miramare / Miramar, Aquileia, Palmanova, Cividale del Friuli, and Rivolto. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Venice, 1 night in Milan, 2 nights in Florence, and 4 nights in Trieste. 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 Venice, 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 Ponte Vecchio, learn more about the unique Leaning Tower Of Pisa, and immerse yourself in the vibrant atmosphere of Piazza Del Duomo, Pisa.

As you hit the open road and drive through Venice, Milan, Pisa, Florence, Padua, Trieste, Duino / Devin, Borgo Grotta Gigante / Briščiki, Chiampore / Čampore, Miramare / Miramar, Aquileia, Palmanova, Cividale del Friuli, and Rivolto, 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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Itinerary summary

See a summary of the itinerary that you can fully customize

Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Rialto Bridge
Piazza San MarcoSt Mark's BasilicaDoge's PalaceBridge of Sighs
Galleria Vittorio Emanuele IISempione ParkPiazza del Duomo, PisaLeaning Tower of Pisa
Cathedral of Santa Maria del Fiorepiazza della SignoriaPonte VecchioUffizi Gallerypiazzale Michelangelo
Prato della ValleThe Basilica of St AnthonyScrovegni Chapel
Duino Castle / Devinski GradRilke trail / Pešpot RilkeGrotta GiganteWaterfall Rosandra / Slap GlinščiceMuggia Vecchia Archaeological Park

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Day 1

Day 1

  • Venice - Arrival day
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  • Rialto Bridge
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Say hello to Venice! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Venice for 1 night before you continue your adventure!

Venice 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 Rialto Bridge, 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 Venice. 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 Venice, it's often a good idea to reserve a table in advance.

Enjoy a lovely dining experience at Bauer Hotel, a popular restaurant in Venice. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Venice at L'Osteria Le Guglie, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Corner Pub. It’s yet another ideal choice to enhance your time in Venice tonight.

After enjoying a fulfilling meal, continue your evening at Al Parlamento, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, The Caffe Rosso offers a welcoming atmosphere for easing into the nightlife. Similarly, Adagio provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 10-day road trip in Italy!

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Day 2

Day 2

  • Venice
  • Milan
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Drive 265 km, 3 hours 9 min

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

On day 2 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 Venice. In the evening, you’ll end up in Milan, where you will stay for 1 night.

Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Venice. Begin your sightseeing with Piazza San Marco. This globally renowned public square is one of the top attractions in the city. Proceed to St Mark's Basilica, another must-visit attraction.

As you wander through the inviting streets of Venice, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Doge's Palace. This notable palace is a traveler-favorite. Not far away, you’ll find Bridge Of Sighs, another key site on your sightseeing itinerary.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Milan. Milan 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 Milan. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Discover the culinary delights of Milan by securing a reservation at Enrico Bartolini al Mudec. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. For an alternative dining experience, try Seta by Antonio Guida, renowned for its delicious international and contemporary dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Il Luogo Aimo e Nadia, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Explore the vibrant nightlife at Nottingham Forest after your meal, a hub for lively evenings and memorable moments. Or, head to Armani/bamboo Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Mag Cafe is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 3

Day 3

  • Milan
  • Florence
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Drive 383 km, 5 hours 16 min

  • Galleria Vittorio Emanuele II
  • Sempione Park
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • 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 2 vibrant destinations - Milan and Pisa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Milan on today’s itinerary. First up is the famous shopping mall, Galleria Vittorio Emanuele Ii. Afterward, continue to Parco Sempione, a park every traveler should visit.

As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Del Duomo, Pisa. This timeless public square is an essential stop. Following that, head to Leaning Tower Of Pisa, another must-visit site that will enhance your experience.

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.

Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.

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

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Day 4

Day 4

  • Florence
  • More

Drive 4 km, 1 hour 6 min

  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • piazzale Michelangelo
  • More

Day 4 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Savor the day by visiting some of the best places to see in Florence, including a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Start your adventure at Cathedral Of Santa Maria Del Fiore. This widely recognized church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Della Signoria located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Ponte Vecchio. Its visually striking features will captivate you. After the historical landmark, continue your tour of the city with a visit to Uffizi Gallery. Visitors usually appreciate the romantic features of this art gallery. Next up is Piazzale Michelangelo, a highly recommended observation deck.

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.

As you explore more of Florence, 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.

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day 5

Day 5

  • Florence
  • Triest
  • More

Drive 411 km, 5 hours 18 min

  • Prato della Valle
  • The Basilica of St Anthony
  • Scrovegni Chapel
  • More

Dive into day 5 of your remarkable road trip in Italy. Today you will explore Padua, 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 Trieste. You’ll stay here for 4 nights.

Today, you'll explore some of the most beautiful places in Florence, including a public square and a church. Start your day with a visit to Prato Della Valle. This locally renowned public square is a must-visit in the city. When you’re ready for your next discovery, continue to The Basilica Of St. Anthony, which may be one of the most culturally significant places you will experience today.

One of the best things about exploring Florence 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 Scrovegni Chapel, an interesting church in the city.

When you’re done exploring for the day, you’ll drive to your hotel in Trieste. 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 Trieste's best restaurants.

Experience a harmony of flavors at Harry's Piccolo in Trieste by securing a reservation in advance. Known for its 2-star Michelin status, Harry's Piccolo offers a delightful variety of dishes highlighting its delicious creative menu. If you're looking to mix things up, Caffè Tommaseo offers an enticing alternative with its varied menu.

Round off your dining experience by visiting Bar G, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar X, a bar catering to every mood and preference. Antico Caffè Torinese likewise offers a unique atmosphere, perfect for a memorable night out.

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 6

Day 6

  • Triest
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Drive 87 km, 2 hours 24 min

  • Duino Castle / Devinski Grad
  • Rilke trail / Pešpot Rilke
  • Grotta Gigante
  • Waterfall Rosandra / Slap Glinščice
  • Muggia Vecchia Archaeological Park
  • More

Wake up to day 6 of your extraordinary road trip in Italy. With 3 nights left in Trieste, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Today’s route brings family-friendly attractions, romantic experiences, and scenic views. The first attraction of today is Duino Castle. This locally appreciated castle is a romantic place to see in Trieste. Continue your discovery at Rilke Trail / Pešpot Rilke, a romantic hiking area with stories to tell.

As you stroll around Trieste, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Grotta Gigante. This underrated cave offers an awe-inspiring encounter with Trieste. Next, make your way to Waterfall Rosandra / Slap Glinščice to add another highlight to your day. After that, visit Muggia Vecchia Archaeological Park, an underrated archeological site that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Trieste.

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

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.

Enjoy a lovely meal at Rustiko, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Caffè San Marco is another top choice with a popular menu. You could also check for a table at Osteria Marise. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Trieste tonight.

Continue your lively evening at Mast, a perfect place for winding down or revving up the night, depending on which mood you’re in. Urbanis is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Coktail Bar Trieste | La Preferita ensures a night out tailored to your taste.

Say good night to Trieste and look forward to another great day of your road trip in Italy!

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Day 7

Day 7

  • Triest
  • More

Drive 17 km, 54 min

  • Miramare Castle
  • Molo Audace
  • Unity of Italy Square
  • Piazza della Borsa
  • Roman Theatre of Trieste
  • More

On day 7 of your road trip, you’ll start and end your day in Trieste, where you'll stay for 2 nights more.

Get ready for an exciting day in Trieste. Today’s sightseeing agenda includes a castle, a pier, a public square, an archeological site and much more! Begin your adventure at Miramare Castle. This is a captivating castle you should not miss. Another must-see is Molo Audace, an increasingly popular pier in Trieste.

When you’re ready for the next sight, head to Piazza Unità D'italia. From there, take a leisurely stroll to Piazza Della Borsa, another of the village’s locally appreciated attractions. We recommend continuing your self-guided tour at Roman Theatre Of Trieste, a breathtaking place of interest in the village.

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

As you explore more of Trieste, 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.

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.

Continue the enjoyment post-dinner at "life" New Bar Torinese Snc, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, White Cafe offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Café James Joyce. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 8

Day 8

  • Triest
  • More

Drive 10 km, 58 min

  • Museo Revoltella
  • Cattedrale di San Giusto Martire
  • Civico museo del Castello di San Giusto
  • Risiera di San Sabba
  • More

Day 8 of your road trip will take you to the best attractions Trieste has to offer. Cherish the 1 night you have left in Trieste by discovering the best things there are to see and do in the city.

Today’s route brings family-friendly attractions, picturesque spots, and history-rich sites. The first attraction of today is Revoltella Museum. This worthwhile museum is a standout place to see in Trieste. Continue your discovery at Cattedrale Di San Giusto Martire, a stunning church with stories to tell.

As you stroll around Trieste, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Civico Museo Del Castello Di San Giusto. This beloved castle offers a visually striking encounter with Trieste. Next, make your way to San Sabba Rice Mill National Monument And Museum to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Trieste.

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 Trieste's most popular restaurants, and connect with friendly locals for an authentic adventure.

Treat yourself to a delightful dinner at Salsapariglia Italian Ristorantino Trieste, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Sbecolez Trieste? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Menarosti as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Trieste.

Keep the evening going at Al Ciketo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Aqvedotto Caffè, which offers a similarly pleasant setting and great drinks.

Say good night to Trieste and look forward to another great day of your road trip in Italy!

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Day 9

Day 9

  • Triest
  • Venice
  • More

Drive 243 km, 3 hours 55 min

  • Basilica of Our Lady of the Assumption, St. Hermagoras and St. Fortunatus
  • Main Square (Piazza Grande)
  • Devil's Bridge
  • Villa Manin
  • More

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 4 destinations, Aquileia, Palmanova, Cividale del Friuli, and Rivolto. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 1 night.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and picturesque spots. 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. Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus is the first of them. Spend some time admiring this breathtaking church before continuing your journey. Main Square (piazza Grande) is your next stop. This worthwhile public square 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 Devil's Bridge. This romantic historical landmark is a sight to behold. To round off your sightseeing experience, visit Villa Manin.

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.

Have a memorable dining experience in Venice by booking a table at Local, renowned as a 1-star Michelin restaurant presenting an exceptional contemporary menu. For a different culinary experience in Venice, Wistèria shines as one of the top destinations, known for its delicious contemporary and venetian cuisine. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Quadri is known as a top local spot for its delicious modern cuisine in Venice. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Unwind after your meal by stepping into Il Mercante. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, The Irish Pub Venezia offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Ai Stagneri, another top-rated bar in the area.

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

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Day 10

Day 10

  • Venice - Departure day
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  • Teatro La Fenice
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Day 10 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Venice before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, begin at Teatro La Fenice. This notable opera house is a popular place to see in the city.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

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

You’ll then say farewell to Venice. 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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