9-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling west to Venice and Florence

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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, Florence, Pisa, Siena, Bologna, and Modena. 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 3 nights in Trieste, 1 night in Venice, and 4 nights in Florence. 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 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 Trieste, Miramare / Miramar, Venice, Florence, Pisa, Siena, Bologna, and Modena, 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

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Giants' Stairway
Miramare Castlecanale ponterosso triestePiazza della BorsaRoman Theatre of TriesteUnity of Italy SquareMuseo Revoltella
Bridge of SighsDoge's PalaceSt Mark's BasilicaPiazza San MarcoGrand CanalRialto Bridge
Galleria dell'AccademiaBasilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioPiazza della Repubblicapiazza della Signoria
Battistero di San GiovanniPiazza del Duomo, PisaCampo santoPisa CathedralLeaning Tower of PisaKnights' Square
Pubblico PalaceTower of Mangiapiazza del CampoSiena CathedralBasilica of San DomenicoFortezza Medicea

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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 2 nights 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.

Don’t miss out on dining at Murphy's Meeting Point, a top-rated dining destination in Trieste. If you're in the mood to try something new, consider Caffè Tommaseo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Al Barattolo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Trieste this evening.

After savoring a delicious meal, step into the vibrant nightlife at Bar G, where the evening is just getting started. In the same way, Bar X offers a unique charm perfect for experiencing the local bar scene in Trieste. Antico Caffè Torinese is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise a toast to the start of your 9-day road trip in Italy!

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Day 2

Day 2

  • Triest
  • More

Drive 19 km, 1 hour

  • Miramare Castle
  • canale ponterosso trieste
  • Piazza della Borsa
  • Roman Theatre of Trieste
  • Unity of Italy Square
  • Museo Revoltella
  • More

Greet day 2 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Trieste for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Miramare / Miramar and Trieste.

Today’s itinerary in Trieste covers several incredible sights, including a castle, a street, a public square, an archeological site, a museum and much more! Start your adventure at Miramare Castle. This notable castle is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the respected wonders of Canale Ponterosso Trieste, a must-see street in the village.

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 Piazza Della Borsa. This frequently visited public square offers an enriching experience. For a change of pace, head to Roman Theatre Of Trieste, where you can take in picture-perfect features. Conclude your self-guided sightseeing tour with a visit to Piazza Unità D'italia and Piazza Unità D'italia. These sights offer a fulfilling end to a perfect day.

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

Indulge in a memorable dining experience at one of Trieste's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a delicious meal at Rustiko, a top-rated dining destination in Trieste. If you're in the mood to try something new, consider Caffè San Marco, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria Marise. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Trieste this evening.

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.

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

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Day 3

Day 3

  • Triest
  • Venice
  • More

Drive 167 km, 2 hours 39 min

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

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Venice, 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.

Today’s itinerary in Trieste covers several incredible sights, including a monument, a palace, a church, a public square, a street, a historical landmark and much more! Start your adventure at Bridge Of Sighs. This locally renowned monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Doge's Palace, a must-see palace 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 captivating church offers an enriching experience. For a change of pace, head to Piazza San Marco, where you can take in romantic features. Conclude your self-guided sightseeing tour with a visit to Grand Canal and Grand Canal. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Venice, 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 Venice. 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.

Enjoy a lovely meal at Bauer Hotel, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, L'Osteria Le Guglie is another top choice with a popular menu. You could also check for a table at Corner Pub. As an establishment that gains consistently high praises from customers, it’s an ideal choice 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.

Head back to your accommodation in Venice and get some rest in preparation for another magical day of your road trip in Italy!

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Day 4

Day 4

  • Venice
  • Florence
  • More

Drive 261 km, 3 hours 33 min

  • Galleria dell'Accademia
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazza della Repubblica
  • piazza della Signoria
  • More

Embark on another extraordinary experience on day 4 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 Florence, which will be your home away from home for 4 nights.

Start by visiting Galleria Dell'accademia, a prime spot to begin your journey. This heritage-rich art gallery is sure to impress. Next on your list is Basilica Of Santa Croce In Florence, another must-visit landmark and well-known church renowned for its photogenic features.

While exploring and sightseeing, take time to savor the ambiance of Venice by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Uffizi Gallery. This romantic art gallery is a remarkable attraction that offers a unique experience. Ponte Vecchio also adds charm to your journey, and Piazza Della Repubblica wraps up your day with its romantic appeal.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence 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 Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

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

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Day 5

Day 5

  • Florence
  • More

Drive 198 km, 2 hours 57 min

  • Battistero di San Giovanni
  • Piazza del Duomo, Pisa
  • Campo santo
  • Pisa Cathedral
  • Leaning Tower of Pisa
  • Knights' Square
  • More

On day 5 of your road trip, you’ll start and end your day in Florence, where you'll stay for 3 nights more.

Savor the day by visiting some of the best places to see in Florence, including a church, a public square, a cemetery, a monument and much more! Start your adventure at Battistero Di San Giovanni. This frequently visited church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Duomo, Pisa located in Florence for an enchanting atmosphere.

Next, immerse yourself in the setting of Campo Santo. Its detailed features will captivate you. After the cemetery, continue your tour of the city with a visit to Pisa Cathedral. This church has a stunning appeal. For a change of pace, head to Leaning Tower Of Pisa. As one of the most timeless attractions in Florence, this monument is an excellent place to end your self-guided tour.

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

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.

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.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 6

Day 6

  • Florence
  • More

Drive 156 km, 3 hours 2 min

  • Pubblico Palace
  • Tower of Mangia
  • piazza del Campo
  • Siena Cathedral
  • Basilica of San Domenico
  • Fortezza Medicea
  • More

Wake up to day 6 of your extraordinary road trip in Italy. With 2 nights left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Prepare for a day full of family-friendly attractions, scenic views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Pubblico Palace. This often recommended palace is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Tower Of Mangia, one of the city’s best highlights.

Next, check out Piazza Del Campo, one of the most top-rated places to see in Florence. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Siena Cathedral. Wander around and soak in the romantic atmosphere this church offers. Then, head to Basilica Of San Domenico, a top-rated church that adds another dimension to your day. Finally, visit the curiosity-inducing Fortezza Medicea (siena), the last of our attraction recommendations for today.

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

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 a lovely meal at Ristorante Buca Mario, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Agricola Toscana is another top choice with a popular menu. You could also check for a table at Eataly Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring 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 7

Day 7

  • Florence
  • More

Drive 234 km, 3 hours 35 min

  • Pinacoteca Nazionale di Bologna
  • Two Towers
  • Piazza Santo Stefano
  • Piazza Maggiore
  • Bologna Cathedral
  • Fountain of Neptune, Bologna
  • More

On day 7 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Bologna. You still have 1 night left in Florence.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, photo-friendly spots, and historic treasures. Start at Pinacoteca Nazionale Di Bologna, a worthwhile art gallery in the city. Then, head to Two Towers and soak in the ambiance of this picture-perfect monument.

There are many interesting places to see in Florence and when you are ready for more, go to Piazza Santo Stefano. This is one of the city’s most up-and-coming spots. After exploring the public square, visit the famous Piazza Maggiore. Before wrapping up your self-guided sightseeing tour, head to the locally appreciated Bologna Cathedral, a locally appreciated church in the city.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delicious dinner at Tijuana, an excellent option for tonight's dining. Looking for something different? Djària - American Bar offers a tantalizing alternative with its diverse menu. And don’t miss The Florence Irish Pub. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Raise your glass to another unforgettable day in Italy!

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Day 8

Day 8

  • Florence
  • Triest
  • More

Drive 483 km, 5 hours 34 min

  • Parco Giovanni Amendola
  • Torre Civica - Ghirlandina
  • Modena Cathedral
  • piazza Grande
  • More

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Modena. When you’re not sightseeing, take time to relax at your selected hotel in Trieste, where you’ll be staying for 1 night.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, natural wonders, and picturesque spots. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Parco Giovanni Amendola is the first of them. Spend some time admiring this majestic park before continuing your journey. Torre Civica - Ghirlandina is your next stop. This frequently visited monument is one of the best-rated sights in Florence.

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 Duomo Di Modena. This enchanting church is a sight to behold. To round off your sightseeing experience, visit Piazza Grande.

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.

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.

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. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Trieste.

After your delicious meal, get a taste of the vibrant nightlife with a visit to "life" New Bar Torinese Snc, known for its inviting atmosphere. White Cafe is another great option if you’re looking for a place to get the night started. Similarly, Café James Joyce provides a great setting to enjoy the night away.

Savor another day of unforgettable experiences in Italy!

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Day 9

Day 9

  • Triest - Departure day
  • More
  • Cattedrale di San Giusto Martire
  • More

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.

If you're up for some more sightseeing, begin at Cattedrale Di San Giusto Martire. This up-and-coming church is a popular place to see in the city.

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 Salsapariglia Italian Ristorantino Trieste, a top recommendation for dinner tonight. Or, for a change of pace, Sbecolez Trieste 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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