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

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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.
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 view of Arezzo, Italy.
photo of view of Arezzo cathedral and Medici monument, Italy.
photo of view of landscape with Anghiari italian medieval village city walls on green hill and blue sky in background. Arezzo, Italy.
photo of view of acqua ccheta walls casentino national park autumn colors, Arezzo, Italy.
photo of view of Anghiari, Arezzo, Tuscany, Italy: picturesque old narrow alley with staircase in the medieval village, Arezzo, Italy.
photo of view of Anghiari italian medieval village panoramic view. Arezzo, Italy.
photo of view of Medieval monastery of La Verna, in the Arezzo province, Tuscany, Italy.
photo of view of Arezzo, Tuscany, Italy: night view of the main square Piazza Grande, Arezzo, Italy.
photo of view of Aerial view of Bibbiena town, located in the province of Arezzo,, Italy.
photo of view of Arezzo, Italy,
photo of view of Beautiful landscape view of Arezzo town and suburbs in in eastern Tuscany, Italy.
photo of view of Dramatic sky on the famous Piazza Grande square, Arezzo, Tuscany, Italy.
photo of view of Arezzo, Piazza Grande with Christmas decorations, Arezzo, Italy.
photo of view of Tuscany, Arezzo, Santa Maria delle Grazie church built in 1435., Arezzo, Italy.
photo of view of Arezzo museum , Arezzo, 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.
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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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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
Piazza della BorsaUnity of Italy SquareMolo AudaceRisiera di San SabbaMiramare Castle
Rialto BridgePiazza San MarcoDoge's PalaceBridge of Sighs
piazza del Campopiazzale MichelangeloCentral MarketGalleria dell'Accademia
Cathedral of Santa Maria del FiorePiazza della Repubblicapiazza della SignoriaUffizi Gallery
Piazza MaggioreTwo TowersThe Basilica of St AnthonyPrato della Valle
Arco di Riccardo

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Day 1

Day 1

  • Triest - Arrival day
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  • Giants' Stairway
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Your road trip adventure in Italy begins as soon as you reach Trieste and pick up your car. You’ll stay in Trieste for 1 night and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Trieste. Make yourself at home and enjoy some downtime before heading out again.

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 wonderful meal at Murphy's Meeting Point, a top-rated dining spot in Trieste. If you're in the mood for something new, try Caffè Tommaseo, another premier location with a delectable menu. You might also want to book a table at Al Barattolo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Trieste.

If you’re not ready to end the night just yet, Bar G offers a perfect venue to relax and savor a drink. Similarly, Bar X is well-suited for those looking to unwind in a social setting. Antico Caffè Torinese is another excellent spot to enjoy a nightcap after a delightful meal.

Raise a toast to the start of your 7-day road trip in Italy!

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Day 2

Day 2

  • Triest
  • Venice
  • More

Drive 181 km, 2 hours 43 min

  • Piazza della Borsa
  • Unity of Italy Square
  • Molo Audace
  • 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.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and photo-friendly 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. Piazza Della Borsa is the first of them. Spend some time admiring this history-steeped public square before continuing your journey. Piazza Unità D'italia is your next stop. This captivating 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 Molo Audace. This romantic pier is a sight to behold. To round off your sightseeing experience, visit San Sabba Rice Mill National Monument And Museum and Miramare Castle.

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.

As you explore more of Venice, 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.

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.

Continue the enjoyment post-dinner at Al Parlamento, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, The Caffe Rosso offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Adagio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 3

Day 3

  • Venice
  • Florence
  • More

Drive 260 km, 3 hours 9 min

  • Rialto Bridge
  • Piazza San Marco
  • Doge's Palace
  • Bridge of Sighs
  • 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 Florence. You will spend 1 night here for some well-deserved relaxation.

Today’s agenda in Venice includes a historical landmark, a public square, a palace, a monument and much more! Rialto Bridge is must-visit historical landmark and a great starting point for the day. Next, continue your journey to Piazza San Marco, a globally renowned public square, located just a leisurely stroll away. Next, head to Doge's Palace, an enchanting palace, also available for your discovery today.

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.

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 4

Day 4

  • Florence
  • Arezzo
  • More

Drive 236 km, 3 hours 51 min

  • piazza del Campo
  • piazzale Michelangelo
  • Central Market
  • Galleria dell'Accademia
  • More

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and Florence. When you’re not sightseeing, take time to relax at your selected hotel in Arezzo, where you’ll be staying for 1 night.

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Piazza Del Campo. This impressive public square is a visually striking place to see in Florence. Continue your discovery at Piazzale Michelangelo, a romantic observation deck 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 Central Market. This locally renowned food market offers a visually striking encounter with Florence. Next, make your way to Galleria Dell'accademia 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 Florence.

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 dinnertime approaches, it's time to head out for a bite to eat in Arezzo. 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 Octavin, a 1-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, La Clandestina is another top choice with a popular menu.

Following your dinner, dive into the local bar culture at Liquid Bar. Enjoy this evening's relaxed ambiance with delightful drinks.

Savor another day of unforgettable experiences in Italy!

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Day 5

Day 5

  • Arezzo
  • Florence
  • Bologna
  • More

Drive 194 km, 2 hours 59 min

  • Cathedral of Santa Maria del Fiore
  • Piazza della Repubblica
  • piazza della Signoria
  • Uffizi Gallery
  • More

On day 5 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 Florence. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

Enjoy the perfect balance of relaxation and exploration in Arezzo today. One of the most widely recognized attractions included on the itinerary is Cathedral Of Santa Maria Del Fiore. This enchanting church will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Della Repubblica and learn what makes this visually striking public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the top-rated Piazza Della Signoria. After exploring the public square, head to Uffizi Gallery. This spectacular art gallery is a highlight in Arezzo.

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.

Begin your culinary exploration in Bologna by securing a reservation at Ahimè. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of country cooking cuisine. For another dining delight, visit I Portici, celebrated for its delectable creative and contemporary 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 Trattoria di Via Serra, a top local spot known for its tantalizing emilian menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

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.

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

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Day 6

Day 6

  • Bologna
  • Triest
  • More

Drive 302 km, 4 hours

  • Piazza Maggiore
  • Two Towers
  • The Basilica of St Anthony
  • Prato della Valle
  • More

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Bologna and 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 1 night.

Bring your curiosity for today’s adventure around Bologna. Some of the city’s most loved attractions await! Piazza Maggiore is the perfect place to start. This public square is one of the most impressive places to visit in Bologna. Next, head to Two Towers, a popular monument, known for its picture-perfect 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 The Basilica Of St. Anthony. This culturally significant church is a highly recommended experience. Nearby, you'll also find Prato Della Valle. Visit these for an interesting touch to your journey.

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.

Discover the culinary delights of Trieste by securing a reservation at Harry's Piccolo. Esteemed for its 2-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. Alternatively, Caffè San Marco beckons with its unique menu offerings.

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.

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

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Day 7

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, begin at Arco Di Riccardo. This beloved archeological site is a popular place to see in the city.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Trieste's best shopping area, Il Giulia Shopping Center. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

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

Treat yourself to a delicious dinner at Caffè degli Specchi, an excellent option for tonight's dining. Looking for something different? Osteria Istriano Of Giobi And Oxa offers a tantalizing alternative with its diverse menu. And don’t miss Chimera di Bacco.

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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