One-Week Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and Siena

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Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.
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Explore the best of Italy on a remarkable 8-day road trip! Combine exploration with relaxation on a self-drive tour featuring Trieste, Miramare / Miramar, Prosecco / Prosek, Aquileia, Venice, Bologna, Florence, Pisa, Lucca, Siena, and Padua.

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, 2 nights in Venice, 2 nights in Florence, and 1 night in Siena. 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. 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, Prosecco / Prosek, Aquileia, Venice, Bologna, Florence, Pisa, Lucca, Siena, and Padua, 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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Day 1

Day 1

  • Triest - Arrival day
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  • Roman Theatre of Trieste
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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 Roman Theatre Of Trieste, 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.

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.

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

Raise a toast to the start of your 8-day road trip in Italy!

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Day 2

Day 2

  • Triest
  • Venice
  • More

Drive 186 km, 3 hours 14 min

  • Cattedrale di San Giusto Martire
  • Unity of Italy Square
  • Museo Revoltella
  • Miramare Castle
  • Barcola fountain
  • Basilica of Our Lady of the Assumption, St. Hermagoras and St. Fortunatus
  • More

Your itinerary for day 2 of your road trip in Italy includes 4 stops and features some of the highlights of Trieste, Miramare / Miramar, Prosecco / Prosek, and Aquileia. At the end of the day, enjoy the comforts of a top-rated hotel in Venice, where you'll spend 2 nights.

No visit to Trieste is complete without Cattedrale Di San Giusto Martire. This locally appreciated church is one of the top attractions in the city. Proceed to Piazza Unità D'italia, another must-visit attraction.

As you wander through the inviting streets of Trieste, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Revoltella Museum. This intriguing museum is a traveler-favorite. Not far away, you’ll find Miramare Castle, another key site on your sightseeing itinerary. Barcola Fountain is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus and uncover why it's recognized as one of the city's most locally appreciated attractions.

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

Venice is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Venice.

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.

Cap off your dinner by heading to Al Parlamento, ideal for a leisurely evening with a drink in hand. The Caffe Rosso is another bar that offers an enjoyable setting. Similarly, Adagio is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day 3

Day 3

  • Venice
  • More

Drive 2 km, 29 min

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

Day 3 offers an itinerary packed with the best things to see in Venice. You’ll stay in Venice for 1 night more, offering you enough time to explore at a relaxed pace.

Don’t miss Cannaregio today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

Make time for Rialto Bridge, a wondrous historical landmark that is worthwhile a visit in the city. Nearby, you’ll find Piazza San Marco, enchanting visitors with its visually striking appeal. Continue your exploration at St Mark's Basilica. This church is one of the city’s most well-known spots.

Enjoy the freedom of exploring Venice 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 notable Bridge Of Sighs.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Venice is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Venice.

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

Unwind after your meal by stepping into Il Mercante. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, The Irish Pub Venezia offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Ai Stagneri, another top-rated bar in the area.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

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Day 4

Day 4

  • Venice
  • Florence
  • More

Drive 273 km, 3 hours 45 min

  • Piazza Santo Stefano
  • Two Towers
  • Bologna Cathedral
  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Basilica of San Domenico
  • More

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Bologna. When you’re not sightseeing, take time to relax at your chosen hotel in Florence, where you’ll be staying for 2 nights.

Make time for Piazza Santo Stefano, a frequently visited public square that is worthwhile a visit in the city. Nearby, you’ll find Two Towers, enchanting visitors with its breathtaking appeal. Continue your exploration at Bologna Cathedral. This church is one of the city’s most worthwhile spots.

Enjoy the freedom of exploring Venice at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Fountain Of Neptune, Bologna. After exploring the monument, head to the astonishing Piazza Maggiore. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Basilica Of San Domenico, a place of respected interest in Venice.

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.

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 Florence, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Florence tonight.

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.

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

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Day 5

Day 5

  • Florence
  • More

Drive 8 km, 1 hour 2 min

  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

Day 5 of your road trip across Italy promises a magnificent time exploring what to see in Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Cathedral Of Santa Maria Del Fiore is an ideal stop early in the day. This widely recognized church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Della Signoria, which may be one of the most history-steeped places you will experience today.

One of the best things about exploring Florence on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Ponte Vecchio, a globally renowned historical landmark in the city. If you’re up for more discoveries, don’t forget to reserve some time for Uffizi Gallery and Basilica Of Santa Croce In Florence. End your day with a visit to Piazzale Michelangelo, a spectacular observation deck that’s sure to leave a lasting impression.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. Known for great service, it’s a fantastic choice 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.

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
  • Siena
  • More

Drive 251 km, 3 hours 53 min

  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Guinigi Tower
  • San Michele in Foro
  • Piazza dell'Anfiteatro
  • 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 2 places, which are Pisa and Lucca. At the end of the day, you will retreat to the hotel of your choice in Siena, where will spend 1 night.

Your adventure in Florence is only getting started when you visit Pisa Cathedral, an intriguing local hot spot. Another notable attraction to explore is Piazza Del Duomo, Pisa. This timeless public square is known for its historic 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 Leaning Tower Of Pisa. This historic monument offers a fascinating experience that many visitors find memorable. Guinigi Tower is also worth visiting, along with San Michele In Foro. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Piazza Dell'anfiteatro. This well-known public square provides a fitting finale to your sightseeing.

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

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

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Maudit Pub, a bar catering to every mood and preference. Bar Impero Siena likewise offers a unique atmosphere, perfect for a memorable night out.

Head back to your accommodation in Siena and get some rest to prepare for another magical day of your road trip in Italy.

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Day 7

Day 7

  • Siena
  • Triest
  • More

Drive 468 km, 5 hours 41 min

  • piazza del Campo
  • Siena Cathedral
  • The Basilica of St Anthony
  • Prato della Valle
  • More

On day 7 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Siena and Padua are on today's agenda. In the evening, you’ll end up in Trieste, where you will stay for 1 night.

Piazza Del Campo brings Siena's character to life. This enchanting public square is a highlight of any visit in the city. Then, enjoy Siena Cathedral, another inviting attraction that never fails to captivate visitors. Next, head over to The Basilica Of St. Anthony, one of the city’s most locally renowned attractions, known for its culturally significant features.

If you’re looking for more, spend time soaking in the atmosphere of Prato Della Valle. This romantic public square is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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 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.

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.

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

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

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Day 8

Day 8

  • Triest - Departure day
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  • Molo Audace
  • More

Day 8 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 Molo Audace, a visually striking pier before you head out.

For a shopping spree in Trieste, we recommend the lively Piazza Unità d'Italia. Here, you'll find a range of shops you can browse for some souvenir shopping. 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.

If you're in the mood for something new, try Osteria Istriano Of Giobi And Oxa, another premier location with a delectable 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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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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