7-Day Italy Self-Drive Road Trip With Itinerary from Trieste to Venice and Florence

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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, Venice, Florence, Pisa, Lucca, Siena, San Gimignano, and Bologna.

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, and 3 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, Florence, Pisa, Lucca, Siena, San Gimignano, and Bologna, 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
Grand CanalRialto BridgeBridge of SighsDoge's PalaceSt Mark's BasilicaPiazza San Marco
piazzale MichelangeloBasilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioPiazza della Repubblicapiazza della Signoria
Piazza del Duomo, PisaLeaning Tower of PisaPiazza dell'AnfiteatroGuinigi TowerWalls of Lucca
Tower of Mangiapiazza del CampoSiena CathedralPorta San GiovanniSanGimignano1300Piazza del Duomo, San Gimignano
Two TowersPiazza Santo StefanoPortici di BolognaPiazza MaggioreBologna Cathedral
Roman Theatre of Trieste

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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.

As afternoon approaches, head to your chosen hotel in Trieste. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

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.

Enjoy a delicious meal 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 7-day road trip in Italy!

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Day 2

Day 2

  • Triest
  • Venice
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Drive 162 km, 2 hours 23 min

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

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

Today’s agenda in Trieste includes a street, a historical landmark, a monument, a palace, a church, a public square and much more! Grand Canal is must-visit street and a great starting point for the day. Next, continue your journey to Rialto Bridge, an iconic historical landmark, located just a leisurely stroll away. Next, head to Bridge Of Sighs, a history-steeped monument, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Trieste. When you're ready, let your sightseeing route take you to the notable Doge's Palace. If you’re looking for more, St Mark's Basilica is also a well-known attraction that is worthwhile a visit. Lastly, don’t miss Piazza San Marco, a place of romantic interest in the city.

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.

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

Make sure to reserve a table at Bauer Hotel, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of L'Osteria Le Guglie, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Corner Pub, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Extend your evening after a delightful meal by visiting Al Parlamento, which offers the perfect atmosphere for a night out. Moreover, The Caffe Rosso is another popular option for a drink or two. Likewise, Adagio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 3

Day 3

  • Venice
  • Florence
  • More

Drive 263 km, 3 hours 39 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazza della Repubblica
  • piazza della Signoria
  • More

On day 3 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 Florence, where you will stay for 3 nights.

Start by visiting Piazzale Michelangelo, a prime spot to begin your journey. This romantic observation deck is sure to impress. Next on your list is Basilica Of Santa Croce In Florence, another must-visit landmark and notable church renowned for its culturally significant features.

While exploring and sightseeing, take time to savor the culture of Venice by sampling some local delicacies. When you’re ready for more sightseeing, head to Uffizi Gallery. This romantic art gallery is an essential place to visit for anyone looking for the full Venice experience. We also recommend visiting Ponte Vecchio, an iconic historical landmark. Nearby, you'll also find Piazza Della Repubblica, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Piazza Della Signoria and wrap up your day with its remarkable appeal.

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

Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 4

Day 4

  • 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

At the end of the day, you'll drive back to Florence, where you'll stay for 2 nights more.

Discover a day packed with family-friendly attractions, scenic views, and picturesque spots in Florence. Begin your sightseeing with Piazza Del Duomo, Pisa. This globally renowned public square is one of the top attractions in the city. Proceed to Leaning Tower Of Pisa, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Dell'anfiteatro. This captivating public square is a traveler-favorite. Not far away, you’ll find Guinigi Tower, another key site on your sightseeing itinerary. Mura Di Lucca is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

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 5

Day 5

  • Florence
  • More

Drive 181 km, 3 hours 16 min

  • Tower of Mangia
  • piazza del Campo
  • Siena Cathedral
  • Porta San Giovanni
  • SanGimignano1300
  • Piazza del Duomo, San Gimignano
  • More

On day 5 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Tower Of Mangia. This UNESCO world heritage-listed monument is a highlight of any visit in the city. Then, enjoy Piazza Del Campo, another enchanting attraction that never fails to captivate visitors. Next, head over to Siena Cathedral, one of the city’s most interesting attractions, known for its majestic features.

If you’re looking for more, spend time soaking in the atmosphere of Porta San Giovanni. This historic monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Sangimignano1300, an intriguing museum, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Piazza Del Duomo before you head back to your hotel.

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 delicious meal at Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Extend your evening after a delightful meal by visiting Gosh*, which offers the perfect atmosphere for a night out. Moreover, Antico Caffè Del Moro - Art Bar Firenze is another popular option for a drink or two. Likewise, Quelo Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 6

Day 6

  • Florence
  • Triest
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Drive 414 km, 5 hours 3 min

  • Two Towers
  • Piazza Santo Stefano
  • Portici di Bologna
  • Piazza Maggiore
  • Bologna Cathedral
  • More

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Bologna. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Trieste. You will spend 1 night here for some well-deserved relaxation.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Two Towers. This well-known monument provides an insightful glimpse into the city's identity. Next, discover Piazza Santo Stefano, a romantic public square, promising a delightful encounter.

Continue your sightseeing with a visit to Portici Di Bologna, a curiosity-inducing street. When you’re done, don’t forget to make a stop at the impressive Piazza Maggiore. Round off your day at Bologna Cathedral, another gem in Florence with stunning features to discover.

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

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.

Treat yourself to a delicious dinner at Rustiko, an excellent option for tonight's dining. Looking for something different? Caffè San Marco offers a tantalizing alternative with its diverse menu. And don’t miss Osteria Marise. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Trieste.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Mast stands out as an excellent choice for a post-dinner cocktail. Alternatively, Urbanis offers an ideal atmosphere to enjoy the pleasures of the night. Coktail Bar Trieste | La Preferita is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass to another unforgettable day in Italy!

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Day 7

Day 7

  • Triest - Departure day
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  • Roman Theatre of Trieste
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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 Roman Theatre Of Trieste, a historic archeological site before you head out.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

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

Have a fantastic dining experience at Caffè degli Specchi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria Istriano Of Giobi And Oxa offers an enticing alternative with its varied 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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