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

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Escape the ordinary with this exciting 7-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

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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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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Say hello to Trieste! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Trieste for 1 night before you continue your adventure!

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.

Enjoy a delicious meal at Murphy's Meeting Point, a highly-rated dining destination in Trieste. If you're eager to try something different, consider Caffè Tommaseo, another top spot with a tantalizing menu. You might also want to secure a reservation at Al Barattolo. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Trieste this evening.

Unwind after your meal by stepping into Bar G. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar X offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Antico Caffè Torinese, another top-rated bar in the area.

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 162 km, 2 hours 23 min

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

Dive into day 2 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.

Trieste is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Grand Canal, a beloved street that is worthwhile a visit in the city. Nearby, you’ll find Rialto Bridge, enchanting visitors with its history-steeped appeal. Continue your exploration at Bridge Of Sighs. This monument is one of the city’s most notable spots.

Enjoy the freedom of exploring Trieste at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Doge's Palace. After exploring the palace, head to the locally renowned St Mark's Basilica. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazza San Marco, a place of culturally significant interest in Trieste.

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 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.

Treat yourself to a delightful dinner at Bauer Hotel, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try L'Osteria Le Guglie? It's another excellent option with a diverse menu. Consider reserving a table at Corner Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Venice.

If you’re not ready to end the night just yet, Al Parlamento offers a perfect venue to relax and savor a drink. Similarly, The Caffe Rosso is well-suited for those looking to unwind in a social setting. Adagio is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass to another unforgettable day 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

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 - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 3 nights here for some well-deserved relaxation.

Get ready to discover some of the most iconic wonders in Venice, including an observation deck, a church, an art gallery, a historical landmark, a public square and much more! Start your day at Piazzale Michelangelo. This romantic observation deck is an impressive place to see in Venice. Then, wander over to Basilica Of Santa Croce In Florence. If culturally significant sites excite you, this church will be right up your alley. Nearby, you’ll also find Uffizi Gallery. This standout art gallery is a favorite among visitors.

Venice offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Ponte Vecchio is an iconic spot in the city that will captivate you with its unique charm. When you’re done at the historical landmark, don’t forget to check out the history-steeped Piazza Della Repubblica. Take a moment to appreciate the fascinating details of this notable public square. Wrap up your self-guided tour of Venice's top attractions with a visit to Piazza Della Signoria.

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.

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

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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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.

Get ready to discover some of the most iconic wonders in Florence, including a public square, a monument, and a historical landmark. Start your day at Piazza Del Duomo, Pisa. This picture-perfect public square is a globally renowned place to see in Florence. Then, wander over to Leaning Tower Of Pisa. If culturally significant sites excite you, this monument will be right up your alley. Nearby, you’ll also find Piazza Dell'anfiteatro. This respected public square is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Guinigi Tower is a locally appreciated spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the awe-inspiring Mura Di Lucca. Take a moment to appreciate the fascinating details of this underrated historical landmark.

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

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

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise your glass to another unforgettable day 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

Greet day 5 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 Siena and San Gimignano.

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Tower Of Mangia is the perfect place to start. This monument is one of the most often recommended places to visit in Florence. Next, head to Piazza Del Campo, a famous public square, known for its romantic 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 Siena Cathedral. This inviting church is a highly recommended experience. Nearby, you'll also find Porta San Giovanni and Sangimignano1300. Visit these for an interesting touch to your journey. Finish the day with a visit to Piazza Del Duomo, an enchanting public square in Florence.

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

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.

Have a fantastic dining experience at Ristorante Buca Mario, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Agricola Toscana offers an enticing alternative with its varied menu. Additionally, Eataly Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Unwind after your meal by stepping into Gosh*. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Quelo Bar, another top-rated bar in the area.

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

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Day 6

Day 6

  • Florence
  • Triest
  • More

Drive 414 km, 5 hours 3 min

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

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. In the evening, you’ll end up in Trieste, where you will stay for 1 night.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Two Towers. This breathtaking monument is sure to ignite your curiosity. Next, dive into the culturally significant features of Piazza Santo Stefano, a must-visit public square 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 Portici Di Bologna, a worthwhile street. For a change of scene, check out Piazza Maggiore, known for its respected features. We also recommend visiting Bologna Cathedral. This church is a must for anyone looking to experience the city to the fullest.

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.

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

Treat yourself to a wonderful meal at Rustiko, a top-rated dining spot in Trieste. If you're in the mood for something new, try Caffè San Marco, another premier location with a delectable menu. You might also want to book a table at Osteria Marise. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Trieste.

Keep the evening going at Mast, a great choice for enjoying the after-dinner hours with a drink. You could also go to Urbanis, which offers a similarly pleasant setting and great drinks. Another option is Coktail Bar Trieste | La Preferita, which provides an inviting environment for unwinding after a busy day out.

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
  • More
  • Roman Theatre of Trieste
  • More

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 Roman Theatre Of Trieste. This beloved archeological site is a popular place to see in the city.

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.

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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