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

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photo of view of View from flying drone of quay of Trieste city, Italy.
Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.
6-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling west to Venice and Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling west to Venice and Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling west to Venice and Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling west to Venice and Florence
6-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 remarkable 6-day road trip! Combine exploration with relaxation on a self-drive tour featuring Trieste, Venice, Bologna, Florence, Pisa, and Siena.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 2 nights in Trieste, 1 night in Venice, and 2 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 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.

As you hit the open road and drive through Trieste, Venice, Bologna, Florence, Pisa, and Siena, 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, accommodations, 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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Pick-up: 10:00
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Day1

Day 1

  • Triest - Arrival day
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  • Unity of Italy Square
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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 here for 1 night and explore what to see in Trieste, 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 Piazza Unità D'italia. Taking a stroll in the city center is a great alternative. 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.

Treat yourself to a delicious dinner at Murphy's Meeting Point, an excellent option for tonight's dining. Looking for something different? Caffè Tommaseo offers a tantalizing alternative with its diverse menu. And don’t miss Al Barattolo. Known for great service, it’s a fantastic choice for tonight in Trieste.

Continue your lively evening at Bar G, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar X is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Antico Caffè Torinese ensures a night out tailored to your taste.

Raise a toast to the start of your 6-day road trip in Italy!

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Day2

Day 2

  • Triest
  • Venice
  • More

Drive 166 km, 2 hours 32 min

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

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

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Venice.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Venice. This drive usually takes around 1 hour 50 min, without any stops or traffic disruptions.

When you're ready for some sights, head to Bridge Of Sighs, a well-known monument in Venice. Explore its romantic features at your own pace before you continue your journey to your next attraction, Doge's Palace. This well-known palace is a top recommendation in the area.

When you’re ready to explore more, St Mark's Basilica is an excellent choice. Spend some time discovering what some claim to be the most visually striking church in the region. Next, continue your sightseeing at the globally renowned Piazza San Marco and discover what makes this public square unique. If you’re up for one more stop in the city, head to Rialto Bridge, a visually striking historical landmark many travelers find the visit worthwhile.

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.

Indulge in a memorable dining experience at one of Venice's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a lovely dining experience at Bauer Hotel, a popular restaurant in Venice. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Venice at L'Osteria Le Guglie, 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 Corner Pub. It’s yet another ideal choice to enhance your time in Venice tonight.

Let the evening flow smoothly from dinner to drinks at Al Parlamento, a top-rated bar in the area. For other recommendations, The Caffe Rosso provides a perfect setting for rounding out your night with style and great drinks. Likewise, Adagio offers a memorable night with diverse drink options and excellent service.

Relax and look forward to more memorable moments to come!

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Day3

Day 3

  • Venice
  • Bologna
  • Florence
  • More

Drive 262 km, 3 hours 34 min

  • Tombs of the glossators of Bologna
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • Palazzo Vecchio
  • piazza della Signoria
  • More

Your itinerary for day 3 of your road trip in Italy includes 2 stops and features some of the highlights of Bologna and Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 2 nights.

When you’ve had your share of Venice, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Bologna. Your travel time is around 1 hour 47 min.

For a more meaningful self-guided tour of the city's best attractions, visit Tombs Of The Glossators Of Bologna, an up-and-coming monument that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

Fasten your seatbelt and make your way to your next stop — Florence, home to many well-known sights in the region. Keep in mind that your travel time from Bologna to Florence may take around 1 hour 29 min without traffic disruptions. Upon arrival in Florence, we highly recommend checking out some of the top attractions.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Cathedral Of Santa Maria Del Fiore, a famous church that everyone visiting Florence should see. Next, head to Ponte Vecchio. This history-steeped historical landmark is one of the most wondrous attractions in the region.

If you're keen to see more, don’t miss out on Uffizi Gallery, an eye-catching art gallery popular among locals as well as travelers. Palazzo Vecchio is an excellent attraction to visit next. Spend some time learning more about this captivating palace before you continue your journey. Lastly, visit Piazza Della Signoria, a romantic public square and a top attraction in the city.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day4

Day 4

  • Florence
  • Pisa
  • Siena
  • More

Drive 294 km, 4 hours 46 min

  • Galleria dell'Accademia
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • piazza del Campo
  • More

On day 4 of your road trip, you’ll start and end your day in Florence, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Florence, Pisa, and Siena.

Experience Galleria Dell'accademia, a locally renowned art gallery in the city.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pisa. Expect your car journey to take a minimum of 1 hour 23 min. When you arrive in Pisa, it's time to take a break from the road.

Spend your afternoon discovering Leaning Tower Of Pisa, an iconic monument known for its noteworthy features. Next, continue your sightseeing at Piazza Del Duomo, Pisa, a globally renowned public square.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Siena may take around 1 hour 54 min. Upon your arrival in Siena, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Spend your afternoon discovering Piazza Del Campo, an impressive public square known for its visually striking features.

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 a true cultural experience.

Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

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Day5

Day 5

  • Florence
  • Bologna
  • Triest
  • More

Drive 403 km, 4 hours 59 min

  • Palazzo Re Enzo
  • Fountain of Neptune, Bologna
  • Bologna Cathedral
  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • More

Dive into day 5 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Bologna. At the end of the day, you’ll unwind at one of the finest accommodations in Trieste, where you'll spend 1 night.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Bologna. Expect your car journey to take a minimum of 1 hour 28 min. When you arrive in Bologna, it's time to take a break from the road.

Our first attraction recommendation in Bologna is Palazzo Re Enzo, a beloved palace that draws attention for its respected features. Spend some time soaking in the atmosphere before continuing to Fountain Of Neptune, Bologna, a photogenic monument that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Bologna Cathedral, an up-and-coming church that offers a unique experience. Be sure to also explore Piazza Maggiore, a nearby public square, highly recommended by other travelers. End your self-guided tour at Two Towers, a historic monument and the perfect final attraction in Bologna.

When you’re done exploring for the day, you’ll drive to your hotel in Trieste. Check in and relax before you head out to tour the city.

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

Savor the flavors at Rustiko, a top pick for dinner tonight. Alternatively, Caffè San Marco beckons with its unique menu offerings. Also, consider Osteria Marise. With its consistent customer satisfaction, it’s an excellent option for dining in Trieste tonight.

Following your dinner, dive into the local bar culture at Mast. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Urbanis, the perfect place for those looking to experience the best of the nightlife. Similarly, Coktail Bar Trieste | La Preferita provides excellent drinks and a great atmosphere, ensuring a memorable night out.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

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Day6

Day 6

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

Day 6 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 Cattedrale Di San Giusto Martire, a stunning church before you head out.

Take advantage of your accommodation's proximity to Trieste’s shopping district for some last-minute bargain hunting. 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.

Savor the flavors at Caffè degli Specchi, a top pick for dinner tonight. Alternatively, Osteria Istriano Of Giobi And Oxa beckons with its unique menu offerings.

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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
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Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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