7-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling west to Venice, Florence, Arezzo, and Bologna

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Trieste and Miramare / Miramar. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 1 night.

Get ready to discover some of the most iconic wonders in Trieste, including a public square, a pier, a museum, a castle and much more! Start your day at Piazza Della Borsa. This instagrammable public square is a curiosity-inducing place to see in Trieste. Then, wander over to Piazza Unità D'italia. If history-steeped sites excite you, this public square will be right up your alley. Nearby, you’ll also find Molo Audace. This romantic pier is a favorite among visitors.

Trieste offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, San Sabba Rice Mill National Monument And Museum is a worthwhile spot in the city that will captivate you with its unique charm. When you’re done at the museum, don’t forget to check out the enchanting Miramare Castle. Take a moment to appreciate the fascinating details of this popular castle.

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.

Start your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Round off your dining experience by visiting Al Parlamento, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Caffe Rosso, a bar catering to every mood and preference. Adagio likewise offers a unique atmosphere, perfect for a memorable night out.

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

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 Florence. You will spend 1 night here for some well-deserved relaxation.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Rialto Bridge. This world-famous historical landmark is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza San Marco, one of the city’s best highlights.

Next, check out Doge's Palace, one of the most well-known places to see in Venice. This palace is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Bridge Of Sighs. Wander around and soak in the visually striking atmosphere this monument offers.

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.

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

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended place to eat in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious italian contemporary and international menu.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Siena and Florence, 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 Arezzo. You’ll stay here for 1 night.

Florence is brimming with adventures. Today’s wonderful stops include a public square, an observation deck, a food market, an art gallery and much more! Begin your sightseeing adventure at the astonishing Piazza Del Campo and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazzale Michelangelo, a majestic observation deck that draws visitors from far and near.

Continue your journey to Central Market, one of the city’s most interesting spots that you shouldn’t miss. Another great site to visit is the well-known Galleria Dell'accademia.

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

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

Experience a harmony of flavors at Octavin in Arezzo by securing a reservation in advance. Known for its 1-star Michelin status, Octavin offers a delightful variety of dishes highlighting its delicious creative menu. If you're looking to mix things up, La Clandestina offers an enticing alternative with its varied menu.

If you’re not ready to end the night just yet, Liquid Bar offers a perfect venue to relax and savor a drink.

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

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 Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Bologna, which will be your home away from home for 1 night.

Brace yourself for today’s incredible lineup of attractions in Arezzo, featuring fun adventures, romantic experiences, and scenic views. Start at Cathedral Of Santa Maria Del Fiore, a famous church in the city. Then, head to Piazza Della Repubblica and soak in the ambiance of this history-steeped public square.

There are many interesting places to see in Arezzo, and when you are ready for more, go to Piazza Della Signoria. This is one of the city’s most top-rated visually striking spots of interest. After exploring the public square, visit the top-rated Uffizi Gallery.

When you’re done exploring for the day, you’ll drive to your hotel in Bologna. 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 Bologna. 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.

Treat yourself to an extraordinary dining experience at Ahimè, a Bib Gourmand restaurant offering an incredible country cooking menu. Alternatively, if your taste buds call for something different, I Portici is one of the best restaurants for creative and contemporary cuisine in Bologna. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trattoria di Via Serra. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for emilian cuisine in the city.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Al Bricco D'oro, a well-loved spot among locals and tourists. Or, head to Bar Freud E Squisito. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Osteria Del Sole, another top-rated place in the area.

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

On day 6 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 Bologna and Padua. In the evening, you’ll end up in Trieste, where you will stay for 1 night.

Enjoy the perfect balance of relaxation and exploration in Bologna today. One of the most famous attractions included on the itinerary is Piazza Maggiore. This romantic public square will help you start your sightseeing on top. Then, take a leisurely stroll to Two Towers and learn what makes this picture-perfect monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the popular The Basilica Of St. Anthony. After exploring the church, head to Prato Della Valle. This locally renowned public square is a highlight in Bologna.

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.

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.

Dive into a culinary adventure like no other in Trieste by booking a table at Harry's Piccolo. This popular restaurant holds 2 Michelin star and offers an exceptional menu of creative cuisine. If you're in the mood to try something new, consider Caffè San Marco, another top spot with a mouthwatering menu.

Unwind after your meal by stepping into Mast. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Urbanis offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Coktail Bar Trieste | La Preferita, another top-rated bar in the area.

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