10-Day Italy Self-Drive Road Trip With Itinerary from Venice to Milan, Florence, and Trieste and surrounding area

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Explore the best of Italy on a 10-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Venice, Milan, Pisa, Florence, Padua, Trieste, Duino / Devin, Borgo Grotta Gigante / Briščiki, Chiampore / Čampore, Miramare / Miramar, Aquileia, Palmanova, Cividale del Friuli, and Rivolto. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

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 Venice, 1 night in Milan, 2 nights in Florence, and 4 nights in Trieste. 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 Venice, 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 Venice, Milan, Pisa, Florence, Padua, Trieste, Duino / Devin, Borgo Grotta Gigante / Briščiki, Chiampore / Čampore, Miramare / Miramar, Aquileia, Palmanova, Cividale del Friuli, and Rivolto, 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
Rialto Bridge
Piazza San MarcoSt Mark's BasilicaDoge's PalaceBridge of Sighs
Galleria Vittorio Emanuele IISempione ParkPiazza del Duomo, PisaLeaning Tower of Pisa
Cathedral of Santa Maria del Fiorepiazza della SignoriaPonte VecchioUffizi Gallerypiazzale Michelangelo
Prato della ValleThe Basilica of St AnthonyScrovegni Chapel
Duino Castle / Devinski GradRilke trail / Pešpot RilkeGrotta GiganteWaterfall Rosandra / Slap GlinščiceMuggia Vecchia Archaeological Park

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Day 1

Day 1

  • Venice - Arrival day
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  • Rialto Bridge
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Welcome to Venice, 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 Venice's charm before embarking on the next leg of your journey.

Venice 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 Rialto Bridge, 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 Venice. 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 Venice, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Bauer Hotel, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, L'Osteria Le Guglie is another top choice with a popular menu. You could also check for a table at Corner Pub. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Venice tonight.

Following your dinner, dive into the local bar culture at Al Parlamento. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to The Caffe Rosso, the perfect place for those looking to experience the best of the nightlife. Similarly, Adagio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise a toast to the start of your 10-day road trip in Italy!

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Day 2

Day 2

  • Venice
  • Milan
  • More

Drive 265 km, 3 hours 9 min

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

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Venice. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 1 night here for some well-deserved relaxation.

Discover a day packed with fun adventures, romantic experiences, and scenic views in Venice. Begin your sightseeing with Piazza San Marco. This iconic public square is one of the top attractions in the city. Proceed to St Mark's Basilica, another must-visit attraction.

As you wander through the inviting streets of Venice, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Doge's Palace. This captivating palace is a traveler-favorite. Not far away, you’ll find Bridge Of Sighs, another key site on your sightseeing itinerary.

At the end of the day, you will drive to Milan, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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

Experience a symphony of flavors at Enrico Bartolini al Mudec in Milan by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enrico Bartolini al Mudec delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. For a palate-pleasing alternative, make sure to dine at Seta by Antonio Guida, acclaimed for its delectable international and contemporary specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Il Luogo Aimo e Nadia, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary and modern cuisine in the city.

Keep the evening going at Nottingham Forest, a great choice for enjoying the after-dinner hours with a drink. You could also go to Armani/bamboo Bar, which offers a similarly pleasant setting and great drinks. Another option is Mag Cafe, which provides an inviting environment for unwinding after a busy day out.

Head back to your accommodation in Milan and get some rest in preparation for another magical day of your road trip in Italy!

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Day 3

Day 3

  • Milan
  • Florence
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Drive 383 km, 5 hours 16 min

  • Galleria Vittorio Emanuele II
  • Sempione Park
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • 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 Milan and Pisa. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Get ready for a day filled with fun adventures, romantic experiences, and breathtaking views in the charming city of Milan. Your adventure starts at Galleria Vittorio Emanuele Ii, a famous local hot spot. Another notable attraction to explore is Parco Sempione. This impressive park is known for its romantic appeal.

After soaking in the highlights of these sights, take some time to wander Milan's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Del Duomo, Pisa. This stunning public square offers a fascinating experience that many visitors find memorable. Leaning Tower Of Pisa is also worth visiting.

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

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 an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended place to eat in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious italian contemporary and international menu.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 4

Day 4

  • Florence
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Drive 4 km, 1 hour 6 min

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

On day 4 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Today’s itinerary in Florence covers several incredible sights, including a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Start your adventure at Cathedral Of Santa Maria Del Fiore. This impressive church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the masterful wonders of Piazza Della Signoria, a must-see public square in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Ponte Vecchio. This world-famous historical landmark offers an enriching experience. For a change of pace, head to Uffizi Gallery, where you can take in respected features. Conclude your self-guided sightseeing tour with a visit to Piazzale Michelangelo. These sights offer a fulfilling end to a perfect day.

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.

Enjoy a lovely dining experience at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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

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Day 5

Day 5

  • Florence
  • Triest
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Drive 411 km, 5 hours 18 min

  • Prato della Valle
  • The Basilica of St Anthony
  • Scrovegni Chapel
  • More

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Padua. 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 4 nights.

Get ready to discover some of the most iconic wonders in Florence, including a public square and a church. Start your day at Prato Della Valle. This romantic public square is a well-known place to see in Florence. Then, wander over to The Basilica Of St. Anthony. If heritage-rich sites excite you, this church will be right up your alley. Nearby, you’ll also find Scrovegni Chapel. This historic church is a favorite among visitors.

When you’re done exploring for the day, you’ll drive to your hotel in Trieste. Check in and spend some time relaxing 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.

Start your culinary exploration in Trieste by securing a reservation at Harry's Piccolo. This renowned restaurant holds 2 Michelin star and offers an exceptional menu of creative cuisine. 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.

Cap off your dinner by heading to Bar G, ideal for a leisurely evening with a drink in hand. Bar X is another bar that offers an enjoyable setting. Similarly, Antico Caffè Torinese is also a popular place to go on a night out, perfect for relaxing and socializing.

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

  • Triest
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Drive 87 km, 2 hours 24 min

  • Duino Castle / Devinski Grad
  • Rilke trail / Pešpot Rilke
  • Grotta Gigante
  • Waterfall Rosandra / Slap Glinščice
  • Muggia Vecchia Archaeological Park
  • More

On day 6 of your road trip in Italy, you’ll start and end your day in Trieste, but spend the day exploring what’s beyond the city. Since you will return to Trieste for 3 nights more, there’s no need to rush. Experience Duino / Devin, Borgo Grotta Gigante / Briščiki, Bottazzo / Botač, and Chiampore / Čampore to the fullest today with this curated day itinerary!

Bring your curiosity for today’s adventure around Trieste. Some of the village’s most loved attractions await! Duino Castle is the perfect place to start. This castle is one of the most locally appreciated places to visit in Trieste. Next, head to Rilke Trail / Pešpot Rilke, an underrated hiking area, known for its peaceful 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 Grotta Gigante. This stunning cave is a highly recommended experience. Nearby, you'll also find Waterfall Rosandra / Slap Glinščice and Muggia Vecchia Archaeological Park. Visit these for an interesting touch to your journey.

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

As you explore more of Trieste, 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 Rustiko, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Caffè San Marco? It's another excellent option with a diverse menu. Consider reserving a table at Osteria Marise as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Trieste.

Extend your evening after a delightful meal by visiting Mast, which offers the perfect atmosphere for a night out. Moreover, Urbanis is another popular option for a drink or two. Likewise, Coktail Bar Trieste | La Preferita 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 7

Day 7

  • Triest
  • More

Drive 17 km, 54 min

  • Miramare Castle
  • Molo Audace
  • Unity of Italy Square
  • Piazza della Borsa
  • Roman Theatre of Trieste
  • More

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

Get ready to discover some of the most iconic wonders in Trieste, including a castle, a pier, a public square, an archeological site and much more! Start your day at Miramare Castle. This respected castle is an interesting place to see in Trieste. Then, wander over to Molo Audace. If enchanting sites excite you, this pier will be right up your alley. Nearby, you’ll also find Piazza Unità D'italia. This visually striking public square is a favorite among visitors.

Trieste offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Della Borsa is an intriguing spot in the village that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the historic Roman Theatre Of Trieste. Take a moment to appreciate the fascinating details of this often recommended archeological site.

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

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

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. Also, consider Chimera di Bacco. With its consistent customer satisfaction, it’s an excellent option for dining in Trieste tonight.

Explore the vibrant nightlife at "life" New Bar Torinese Snc after your meal, a hub for lively evenings and memorable moments. Or, head to White Cafe for a great selection of flavorful drinks and a charming setting. Furthermore, Café James Joyce is perfect for those looking to extend their night with a touch of local flavor.

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 8

Day 8

  • Triest
  • More

Drive 10 km, 58 min

  • Museo Revoltella
  • Cattedrale di San Giusto Martire
  • Civico museo del Castello di San Giusto
  • Risiera di San Sabba
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Day 8 of your road trip will take you to the best attractions Trieste has to offer. Cherish the 1 night you have left in Trieste by discovering the best things there are to see and do in the city.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Trieste allows for both. Start by heading to Revoltella Museum. This locally appreciated museum provides an insightful glimpse into the city's identity. Next, discover Cattedrale Di San Giusto Martire, a picture-perfect church, promising a delightful encounter.

Continue your sightseeing with a visit to Civico Museo Del Castello Di San Giusto, a frequently visited castle. When you’re done, don’t forget to make a stop at the underrated San Sabba Rice Mill National Monument And Museum.

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.

As you explore more of Trieste, 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 wonderful meal at Salsapariglia Italian Ristorantino Trieste, a top-rated dining spot in Trieste. If you're in the mood for something new, try Sbecolez Trieste, another premier location with a delectable menu. You might also want to book a table at Ristorante Menarosti. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Trieste.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Al Ciketo, known for its inviting atmosphere. Aqvedotto Caffè is another great option if you’re looking for a place to get the night started.

Head back to your accommodation in Trieste and get some rest in preparation for another magical day of your road trip in Italy!

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Day 9

Day 9

  • Triest
  • Venice
  • More

Drive 243 km, 3 hours 55 min

  • Basilica of Our Lady of the Assumption, St. Hermagoras and St. Fortunatus
  • Main Square (Piazza Grande)
  • Devil's Bridge
  • Villa Manin
  • More

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 4 destinations, Aquileia, Palmanova, Cividale del Friuli, and Rivolto. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 1 night.

Savor the day by visiting some of the best places to see in Trieste, including a church, a public square, a historical landmark, a palace and much more! Start your adventure at Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus. This increasingly popular church is a must-visit for travelers looking for a unique holiday experience. Make your way to Main Square (piazza Grande) located in Trieste for another exciting encounter.

Next, immerse yourself in the setting of Devil's Bridge. Its romantic features will captivate you. After the historical landmark, continue your tour of the village with a visit to Villa Manin. Visitors usually appreciate the romantic features of this palace.

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 an authentic adventure.

Dive into a culinary adventure like no other in Venice by booking a table at Local. This popular restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another culinary dining option, venture to Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Quadri, a top local restaurant known for its tantalizing modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Il Mercante stands out as an excellent choice for a post-dinner cocktail. Alternatively, The Irish Pub Venezia offers an ideal atmosphere to enjoy the pleasures of the night. Ai Stagneri is also a great option that provides a perfect setting for a relaxing evening.

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

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Day 10

Day 10

  • Venice - Departure day
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  • Teatro La Fenice
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Day 10 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Venice 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 Teatro La Fenice, an eye-catching opera house before you head out.

Make the most of your final day in Italy by visiting Venice’s iconic markets and shopping establishments in the buzzing Calle Larga XXII Marzo. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. Elevate your style with pieces from high-end retail stores.

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

Treat yourself to a delightful dinner at Osteria Alla Staffa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bistrot de Venise? It's another excellent option with a diverse menu.

You’ll then say farewell to Venice. 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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