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

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Experience the freedom of the open road in Italy as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Trieste, Venice, Bologna, Florence, Siena, Pisa, and Lucca.

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, 2 nights 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, Venice, Bologna, Florence, Siena, Pisa, and Lucca, 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
Unity of Italy Square
Bridge of SighsDoge's PalaceSt Mark's BasilicaPiazza San MarcoTeatro La FeniceRialto Bridge
Grand CanalBasilica S.Maria Gloriosa dei FrariGallerie dell'AccademiaPeggy Guggenheim Collection
Piazza MaggioreBiblioteca comunale dell'ArchiginnasioBasilica of San Domenico
piazzale MichelangeloPonte VecchioUffizi GalleryPalazzo Vecchiopiazza della SignoriaCathedral of Santa Maria del Fiore
Fortezza MediceaBasilica of San DomenicoSiena Cathedralpiazza del CampoTower of MangiaPubblico Palace

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Day 1

Day 1

  • Triest - Arrival day
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  • Unity of Italy Square
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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 Piazza Unità D'italia, 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.

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 your meal, keep the night alive at a bar like Bar G, known for its lively atmosphere. Bar X is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Antico Caffè Torinese offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 2

Day 2

  • Triest
  • Venice
  • More

Drive 167 km, 2 hours 40 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • Teatro La Fenice
  • Rialto Bridge
  • More

On day 2 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 Venice. In the evening, you’ll end up in Venice, where you will stay for 2 nights.

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Bridge Of Sighs. This locally renowned monument is a visually striking place to see in Trieste. Continue your discovery at Doge's Palace, a romantic palace with stories to tell.

As you stroll around Trieste, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to St Mark's Basilica. This well-known church offers a romantic encounter with Trieste. Next, make your way to Piazza San Marco to add another highlight to your day. After that, visit Teatro La Fenice, a notable opera house that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Rialto Bridge, a globally renowned historical landmark in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Trieste.

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

Have a fantastic dining experience at Bauer Hotel, a highly recommended choice for tonight's dinner. If you're looking to mix things up, L'Osteria Le Guglie offers an enticing alternative with its varied menu. Additionally, Corner Pub is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Venice.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Al Parlamento stands out as an excellent choice for a post-dinner cocktail. Alternatively, The Caffe Rosso offers an ideal atmosphere to enjoy the pleasures of the night. Adagio is also a great option that provides a perfect setting for a relaxing 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 3

Day 3

  • Venice
  • More

Drive 5 km, 42 min

  • Grand Canal
  • Basilica S.Maria Gloriosa dei Frari
  • Gallerie dell'Accademia
  • Peggy Guggenheim Collection
  • More

Day 3 of your road trip will take you to the best attractions Venice has to offer. Cherish the 1 night you have left in Venice by discovering the best things there are to see and do in the city.

Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the often recommended Grand Canal, a visually striking street in Venice. Next, go to Santa Maria Gloriosa Dei Frari.

After visiting Grand Canal and Santa Maria Gloriosa Dei Frari, have a stroll along Venice's streets and take in the local charm. Continue your sightseeing by heading to Gallerie Dell'accademia. This eye-catching art gallery offers a unique experience. Peggy Guggenheim Collection is another noteworthy attraction worthwhile a visit.

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

Enjoy a delicious meal at Generator Venice, a highly-rated dining destination in Venice. If you're eager to try something different, consider Nevodi, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante La Piazza. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Venice this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Il Mercante, known for its inviting atmosphere. The Irish Pub Venezia is another great option if you’re looking for a place to get the night started. Similarly, Ai Stagneri provides a great setting to enjoy the night away.

Savor another day of unforgettable experiences in Italy!

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Day 4

Day 4

  • Venice
  • Florence
  • More

Drive 272 km, 3 hours 33 min

  • Piazza Maggiore
  • Biblioteca comunale dell'Archiginnasio
  • Basilica of San Domenico
  • More

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Bologna, 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 4 nights.

Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Piazza Maggiore. This impressive public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Biblioteca Comunale Dell'archiginnasio, one of the city’s best highlights.

Next, check out Basilica Of San Domenico, one of the most up-and-coming places to see in Venice. This church is a favorite among locals and travelers alike.

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.

Enjoy a lovely dining experience at Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Di Poneta Novoli, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile 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 5

Day 5

  • Florence
  • More

Drive 4 km, 1 hour 5 min

  • piazzale Michelangelo
  • Ponte Vecchio
  • Uffizi Gallery
  • Palazzo Vecchio
  • piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • More

Day 5 of your road trip across Italy promises a magnificent time exploring Florence. You have 3 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready for a day filled with family-friendly attractions, romantic experiences, and breathtaking views in the charming city of Florence. Your adventure starts at Piazzale Michelangelo, a widely recognized local hot spot. Another notable attraction to explore is Ponte Vecchio. This timeless historical landmark is known for its enchanting appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Uffizi Gallery. This romantic art gallery offers a fascinating experience that many visitors find memorable. Palazzo Vecchio is also worth visiting, along with Piazza Della Signoria. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Cathedral Of Santa Maria Del Fiore. This extraordinary church provides a fitting finale to your sightseeing.

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.

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

Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 6

Day 6

  • Florence
  • More

Drive 154 km, 2 hours 53 min

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

On day 6 of your road trip, you’ll start and end your day in Florence, where you'll stay for 2 nights more.

Today’s route brings fun adventures, scenic views, and picturesque spots. The first attraction of today is Fortezza Medicea (siena). This worthwhile monument is a culturally significant place to see in Florence. Continue your discovery at Basilica Of San Domenico, a stunning church 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 Siena Cathedral. This popular church offers an enchanting encounter with Florence. Next, make your way to Piazza Del Campo to add another highlight to your day. After that, visit Tower Of Mangia, a frequently visited monument that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Pubblico Palace, a worthwhile palace in the city. 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 the area’s best attractions, you’ll drive back to your accommodation in Florence.

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.

Enjoy a lovely dining experience at Ristorante Buca Mario, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Agricola Toscana, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Gosh* stands out as an excellent choice for a post-dinner cocktail. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers an ideal atmosphere to enjoy the pleasures of the night. Quelo Bar is also a great option that provides a perfect setting for a relaxing evening.

Savor another day of unforgettable experiences in Italy!

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Day 7

Day 7

  • Florence
  • More

Drive 196 km, 3 hours 17 min

  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Piazza dell'Anfiteatro
  • Guinigi Tower
  • Walls of Lucca
  • More

Greet day 7 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence 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 Pisa and Lucca.

A blend of fun adventures, breathtaking views, and photo-friendly spots await you in Florence on today’s itinerary. First up is the globally renowned public square, Piazza Del Duomo, Pisa. Afterward, continue to Leaning Tower Of Pisa, a monument every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Dell'anfiteatro. This popular public square is an essential stop. Following that, head to Guinigi Tower, another must-visit site that will enhance your experience. Don’t forget to stop by Mura Di Lucca, an underrated historical landmark in the city.

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

As you explore more of Florence, 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.

Enjoy a delicious meal at Tijuana, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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

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Day 8

Day 8

  • Florence
  • Triest
  • More

Drive 414 km, 4 hours 49 min

  • Two Towers
  • Piazza Santo Stefano
  • International Museum and Library of Music
  • More

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Bologna. 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.

Start by visiting Two Towers, a prime spot to begin your journey. This picture-perfect monument is sure to impress. Next on your list is Piazza Santo Stefano, another must-visit landmark and frequently visited public square renowned for its enchanting features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to International Museum And Library Of Music. This respected museum is an essential place to visit for anyone looking for the full Florence experience.

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.

Dine in style at Rustiko, a top recommendation for dinner tonight. Or, for a change of pace, Caffè San Marco boasts a menu that's sure to impress. Also, be sure to check out Osteria Marise. Known as a local hotspot, it’s a great choice for tonight in Trieste.

Keep the excitement of the evening going by visiting a bar or two. Mast is an excellent place to start. You could also check out Urbanis, offering a different kind of charm. A last recommendation for the day is Coktail Bar Trieste | La Preferita. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass to another unforgettable day in Italy!

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Day 9

Day 9

  • Triest - Departure day
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  • Giants' Stairway
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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.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. Discover boutiques offering an array of stylish fashion choices. Take a break with a cup of coffee or tea while savoring the local vibe in a coffee shop.

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 delightful dinner at Caffè degli Specchi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Osteria Istriano Of Giobi And Oxa? It's another excellent option with a diverse menu.

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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