9-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling west to Venice, Arezzo, Rome, Florence, and Milan
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Explore the best of Italy on a 9-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Trieste, Miramare / Miramar, Venice, Arezzo, Rome, Florence, Pisa, Milan, and Verona. 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 Trieste, 1 night in Venice, 1 night in Arezzo, 2 nights in Rome, 1 night in Florence, and 1 night in Milan. 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. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of Piazza San Marco.
As you hit the open road and drive through Trieste, Miramare / Miramar, Venice, Arezzo, Rome, Florence, Pisa, Milan, and Verona, 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!
Itinerary summary
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Day 1
- Triest - Arrival day
- More
- Giants' Stairway
- More
Say hello to Trieste! 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 Trieste for 1 night before you continue your adventure!
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 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.
Make sure to reserve a table at Murphy's Meeting Point, an iconic dining spot in Trieste. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Caffè Tommaseo, a popular restaurant in Trieste. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Al Barattolo, a hidden gem nestled in Trieste. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar G, a well-loved spot among locals and tourists. Or, head to Bar X. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Antico Caffè Torinese, another top-rated place in the area.
Raise a toast to the start of your 9-day road trip in Italy!
Day 2
- Triest
- Miramare / Miramar
- Venice
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Drive 172 km, 2 hours 39 min
- Piazza della Borsa
- Unity of Italy Square
- Fountain of the Four Continents
- Risiera di San Sabba
- Miramare Castle
- More
Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Trieste and Miramare / Miramar. At the end of the day, you will enjoy the comforts of a top-rated hotel in Venice, which will be your home away from home for 1 night.
Trieste is home to plenty of attractions that offer fun adventures, romantic experiences, and photo-friendly spots! Start at Piazza Della Borsa, a locally appreciated public square that is worthwhile a visit in the city. Nearby, you’ll find Piazza Unità D'italia, enchanting visitors with its history-steeped appeal. Continue your exploration at Fountain Of The Four Continents. This monument is one of the city’s most beloved 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 San Sabba Rice Mill National Monument And Museum.
Embrace the thrill of the open road as you wave goodbye to Trieste and set your GPS to Miramare / Miramar. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 26 min. Upon reaching Miramare / Miramar, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.
Spend your afternoon discovering Miramare Castle, a locally renowned castle known for its visually striking features.
When you’re done exploring for the day, you’ll drive to your hotel in Venice. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.
Discover the culinary delights of Venice by securing a reservation at Local. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of contemporary cuisine. For an alternative dining experience, try Wistèria, renowned for its delicious contemporary and venetian dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Quadri, a highly recommended local eatery celebrated for its mouthwatering modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.
After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, The Caffe Rosso offers a unique charm perfect for experiencing the local bar scene in Venice. Adagio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Raise your glass to another unforgettable day in Italy!
Day 3
- Venice
- Arezzo
- More
Drive 330 km, 3 hours 44 min
- Rialto Bridge
- Piazza San Marco
- St Mark's Basilica
- Doge's Palace
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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 Arezzo. You will spend 1 night here for some well-deserved relaxation.
Today’s itinerary in Venice covers several incredible sights, including a historical landmark, a public square, a church, a palace and much more! Start your adventure at Rialto Bridge. This world-famous historical landmark is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Piazza San Marco, a must-see public square in the city.
Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to St Mark's Basilica. This popular church offers an enriching experience. For a change of pace, head to Doge's Palace, where you can take in its romantic features.
After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Arezzo. Arezzo offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Arezzo. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Dive into a culinary adventure like no other in Arezzo by booking a table at Octavin. This popular restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. If you're in the mood to try something new, consider La Clandestina, another top spot with a mouthwatering menu.
Round off your dining experience by visiting Liquid Bar, a prime location for a drink.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 4
- Arezzo
- Rome
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Drive 228 km, 3 hours 15 min
- Vatican Museums
- Saint Peter's Square
- Sistine Chapel
- St Peter's Basilica
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On day 4 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 Vatican City. In the evening, you’ll end up in Rome, where you will stay for 2 nights.
Set your GPS to Vatican City, Vatican City and hit the road. Expect a journey of approximately 2 hours 32 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Vatican City beckons with new experiences!
Your self-guided tour starts at Vatican Museums, a globally renowned art museum that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. When you’re ready, continue to Sistine Chapel, an astonishing chapel beloved by locals and tourists alike. Don't miss out on St. Peter's Basilica, another highlight of the area that promises a memorable visit.
At the end of the day, you will drive to Rome, 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 Rome, 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.
Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of mediterranean and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean and creative menu. With a 2-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place in the area.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 5
- Rome
- More
Drive 7 km, 1 hour 10 min
- Castel Sant'Angelo
- Piazza Navona
- Pantheon
- Roman Forum
- Colosseum
- More
Day 5 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.
Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Castel Sant'angelo. This majestic castle is a highlight of any visit in the city. Then, enjoy Piazza Navona, another enchanting attraction that never fails to captivate visitors. Next, head over to Pantheon, one of the city’s most timeless attractions, known for its culturally significant features.
If you’re looking for more, spend time soaking in the atmosphere of Roman Forum. This breathtaking archeological site is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Colosseum, a timeless archeological site, and take a stroll around the area.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.
Enjoy a delicious meal at RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.
Keep the evening going at Sant' Eustachio Caffè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yellowsquare Rome, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day out.
Say good night to Rome and look forward to another great day of your road trip in Italy!
Day 6
- Rome
- Florence
- More
Drive 280 km, 3 hours 54 min
- Altare della Patria
- Trevi Fountain
- Piazza di Spagna
- piazza del Popolo
- Villa Borghese
- More
Dive into day 6 of your remarkable road trip in Italy. Today you will explore Rome, 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 Florence. You’ll stay here for 1 night.
Today, you'll explore some of the most beautiful places in Rome, including a monument, a public square, and a park. Start your day with a visit to Altare Della Patria. This interesting monument is a must-visit in the city. When you’re ready for your next discovery, continue to Trevi Fountain, which may be one of the most detailed places you will experience today.
One of the best things about exploring Rome 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 Piazza Di Spagna, one of the city’s most globally renowned public square. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Popolo and Villa Borghese.
When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.
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 harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and international menu.
After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.
Say good night to Florence and look forward to another great day of your road trip in Italy!
Day 7
- Florence
- Pisa
- Milan
- More
Drive 365 km, 4 hours 36 min
- piazza della Signoria
- Ponte Vecchio
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
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On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Florence and Pisa. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 1 night.
A blend of fun adventures, romantic experiences, and scenic views await you in Florence on today’s itinerary. First up is the astonishing public square, Piazza Della Signoria. It's a standout spot that offers a memorable visit. Afterward, continue to Ponte Vecchio. A visit to this historical landmark is an enriching experience for all.
As you’ve unraveled the marvels of Florence, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 1 hour 13 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.
Begin your journey at Leaning Tower Of Pisa and explore the picture-perfect features. Next, make your way to Piazza Del Duomo, Pisa, another highlight in the city.
After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Milan. Milan offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.
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.
Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.
Keep the evening going at Nottingham Forest, a great choice for enjoying the after-dinner hours with a drink. You could also go to Armani/bamboo Bar, which offers a similarly pleasant setting and great drinks. Another option is Mag Cafe, which provides an inviting environment for unwinding after a busy day out.
Savor another day of unforgettable experiences in Italy!
Day 8
- Milan
- Verona
- Triest
- More
Drive 425 km, 5 hours 12 min
- Galleria Vittorio Emanuele II
- Duomo di Milano
- Verona Arena
- More
Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Milan and Verona. 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.
Savor the day by visiting some of the best places to see in Milan, including a shopping mall and a church. Start your adventure at Galleria Vittorio Emanuele Ii. This astonishing shopping mall is a must-visit for travelers looking for a unique holiday experience. Make your way to Duomo Di Milano Museum located in Milan for an enchanting atmosphere.
Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Verona. This drive usually takes around 2 hours 5 min, without any stops or traffic disruptions.
Make your way to Verona Arena, a timeless stadium that draws attention for its visually striking features.
At the end of the day, you will drive to Trieste, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
After a day of adventure, treat yourself to an exquisite dinner at one of Trieste's best restaurants.
Experience a symphony of flavors at Harry's Piccolo in Trieste by securing a reservation in advance. Renowned for its 2-star Michelin distinction, Harry's Piccolo delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. Or, if you're feeling adventurous, why not try Caffè San Marco? It's another excellent option with a diverse menu.
Let the evening flow smoothly from dinner to drinks at Mast, a top-rated bar in the area. For other recommendations, Urbanis provides a perfect setting for rounding out your night with style and great drinks. Likewise, Coktail Bar Trieste | La Preferita offers a memorable night with diverse drink options and excellent service.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 9
- Triest - Departure day
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- Umberto Saba Statue
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Day 9 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.
On your last day in Italy, take time to indulge in shopping at Trieste’s popular marketplace, Piazza Unità d'Italia. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces. Wrap up your shopping with a drink and some pastries at a cozy cafe.
Start your adventure at Umberto Saba Statue. This underrated sightseeing destination is a must-visit for travelers looking for a unique holiday experience.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Trieste.
Dine in style at Caffè degli Specchi, a top recommendation for dinner tonight. Or, for a change of pace, Osteria Istriano Of Giobi And Oxa boasts a menu that's sure to impress.
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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