7-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling west to Venice, Florence, Arezzo, and Bologna
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Experience the freedom of the open road in Italy as you embark on an unforgettable 7-day road trip! This experience caters to every traveler, featuring destinations like Trieste, Miramare / Miramar, Venice, Florence, Siena, Arezzo, Bologna, and Padua.
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 Florence, 1 night in Arezzo, and 1 night in Bologna. 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 Piazzale Michelangelo, learn more about the unique Cathedral Of Santa Maria Del Fiore, and immerse yourself in the vibrant atmosphere of Piazza Della Signoria.
As you hit the open road and drive through Trieste, Miramare / Miramar, Venice, Florence, Siena, Arezzo, Bologna, and Padua, 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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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 1 night 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.
Find your way to your hotel in Trieste. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.
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.
Following your dinner, dive into the local bar culture at Bar G. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar X, the perfect place for those looking to experience the best of the nightlife. Similarly, Antico Caffè Torinese provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Raise a toast to the start of your 7-day road trip in Italy!
Day 2
- Triest
- Venice
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Drive 181 km, 2 hours 43 min
- Piazza della Borsa
- Unity of Italy Square
- Molo Audace
- Risiera di San Sabba
- Miramare Castle
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Dive into day 2 of your remarkable road trip in Italy. Today you will explore Trieste and Miramare / Miramar, 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 Venice. You’ll stay here for 1 night.
Prepare for a day full of family-friendly attractions, romantic experiences, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Piazza Della Borsa. This worthwhile public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Unità D'italia, one of the city’s best highlights.
Next, check out Molo Audace, one of the most curiosity-inducing places to see in Trieste. This pier is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, San Sabba Rice Mill National Monument And Museum. Wander around and soak in the historically significant atmosphere this museum offers. Then, head to Miramare Castle, a top-rated castle that adds another dimension to your day.
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 day of adventure, treat yourself to an exquisite dinner at one of Venice's best restaurants.
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.
Explore the vibrant nightlife at Al Parlamento after your meal, a hub for lively evenings and memorable moments. Or, head to The Caffe Rosso for a great selection of flavorful drinks and a charming setting. Furthermore, Adagio is perfect for those looking to extend their night with a touch of local flavor.
Head back to your accommodation in Venice and get some rest in preparation for another magical day of your road trip in Italy!
Day 3
- Venice
- Florence
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Drive 260 km, 3 hours 9 min
- Rialto Bridge
- Piazza San Marco
- Doge's Palace
- Bridge of Sighs
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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 Florence. You will spend 1 night here for some well-deserved relaxation.
Savor the day by visiting some of the best places to see in Venice, including a historical landmark, a public square, a palace, a monument and much more! Start your adventure at Rialto Bridge. This world-famous historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza San Marco located in Venice for another exciting encounter.
Next, immerse yourself in the setting of Doge's Palace. Its romantic features will captivate you. After the palace, continue your tour of the city with a visit to Bridge Of Sighs. Visitors usually appreciate the UNESCO world heritage-designated features of this monument.
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.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.
To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Celebrate another amazing day of your road trip adventure in Italy!
Day 4
- Florence
- Arezzo
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Drive 236 km, 3 hours 51 min
- piazza del Campo
- piazzale Michelangelo
- Central Market
- Galleria dell'Accademia
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Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Arezzo, which will be your home away from home for 1 night.
Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Del Campo. This UNESCO world heritage-listed public square is sure to ignite your curiosity. Next, dive into the grand features of Piazzale Michelangelo, a must-visit observation deck 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 Central Market, a captivating food market. For a change of scene, check out Galleria Dell'accademia, known for its detailed features.
When you’re done exploring for the day, you’ll drive to your hotel in Arezzo. Check in and spend some time relaxing before you head out to tour the city.
As you explore more of Arezzo, 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.
Get ready for an unforgettable culinary journey in Arezzo by reserving a table at Octavin. Renowned as a 1-star Michelin restaurant, it offers an exceptional creative menu. If you're in the mood to try something new, consider La Clandestina, another top spot with a mouthwatering menu.
After your meal, keep the night alive at a bar like Liquid Bar, known for its lively atmosphere.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 5
- Arezzo
- Florence
- Bologna
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Drive 194 km, 2 hours 59 min
- Cathedral of Santa Maria del Fiore
- Piazza della Repubblica
- piazza della Signoria
- Uffizi Gallery
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On day 5 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 Bologna, where you’ll be staying for 1 night.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Arezzo allows for both. Start by heading to Cathedral Of Santa Maria Del Fiore. This top-rated church provides an insightful glimpse into the city's identity. Next, discover Piazza Della Repubblica, a romantic public square, promising a delightful encounter.
Continue your sightseeing with a visit to Piazza Della Signoria, an extraordinary public square. When you’re done, don’t forget to make a stop at the impressive Uffizi Gallery.
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.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Bologna. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Dive into a culinary adventure like no other in Bologna by booking a table at Ahimè. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of country cooking cuisine. For another culinary dining option, venture to I Portici, celebrated for its delectable creative and contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Trattoria di Via Serra, a top local restaurant known for its tantalizing emilian menu. With a Bib Gourmand recognition, it promises an exceptional dining experience not to be missed.
Keep the excitement of the evening going by visiting a bar or two. Bar Al Bricco D'oro is an excellent place to start. You could also check out Bar Freud E Squisito, offering a different kind of charm. A last recommendation for the day is Osteria Del Sole. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Savor another day of unforgettable experiences in Italy!
Day 6
- Bologna
- Triest
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Drive 302 km, 4 hours
- Piazza Maggiore
- Two Towers
- The Basilica of St Anthony
- Prato della Valle
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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.
Today’s itinerary in Bologna covers several incredible sights, including a public square, a monument, and a church. Start your adventure at Piazza Maggiore. This spectacular public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the historic wonders of Two Towers, a must-see monument 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 The Basilica Of St. Anthony. This locally renowned church offers an enriching experience. For a change of pace, head to Prato Della Valle, where you can take in enchanting features. These sights offer a fulfilling end to a perfect day.
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 dinnertime approaches, it's time to head out for a bite to eat in Trieste. 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.
Prepare for an extraordinary culinary adventure in Trieste by booking a table at Harry's Piccolo, a 2-star Michelin restaurant that boasts an exceptional creative menu. If you're eager to try something different, consider Caffè San Marco, another top spot with a tantalizing menu.
After enjoying a fulfilling meal, continue your evening at Mast, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Urbanis offers a welcoming atmosphere for easing into the nightlife. Similarly, Coktail Bar Trieste | La Preferita provides an excellent environment for a relaxed and enjoyable evening.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 7
- Triest - Departure day
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- Arco di Riccardo
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Day 7 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.
If you're up for some more sightseeing, we recommend visiting Arco Di Riccardo, a symbolic archeological site before you head out.
Maximize your last day in Italy and go on a shopping spree in Trieste’s shopping center, the lively Piazza Unità d'Italia. Browse for souvenirs to remind you of your wonderful journey in Italy. Discover boutiques with stylish fashion choices to upgrade your wardrobe. Take one last moment to soak in Italy, and unwind with tea or coffee at a cozy cafe.
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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