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

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Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.
Trieste channel and Ponte Rosso square view, city in Friuli Venezia Giulia region of Italy
Photo of Landmarks and beautiful places (cities) of northern Italy - elegant Trieste town
The most important square in Trieste called "Piazza Unità d'Italia" (it means "Square of the Unity of Italy") - (Europe - italy -Trieste)
The Temple of Monte Grisa on Karst Plateau mountain above Trieste aerial view, Friuli Venezia Giulia region of Italy
Miramare castle with gardens on the gulf of Trieste on northeastern Italy.
The City Hall, Palazzo del Municipio, is the dominating building on Trieste's main square Piazza dell Unita d Italia. Trieste, Italy, Europe. Illuminated city square shot at dusk.
View at the Building of Palace of the Austrian Lieutenancy in Trieste - Italy
Gulf of Trieste. High cliffs Between boats, karst rocks and ancient castles. Duino. Italy.
Trieste, Italy. View of Roman Theatre Ruins.
photo of view of Canal Ponterosso, Trieste, Italy.
Miramare park in Trieste, Italy
photo of view of Piazza Unita Italia , Trieste, Italy.
photo of view of Grado Italy, Trieste, Italy.
Bridge Rialto on Grand canal famous landmark panoramic view Venice Italy.
Venetian gondolier punting gondola through green canal waters of Venice, Italy.
photo of view of Venice, Italy.
Couple of tourists on vacation in Venice, Italy.
Colorful carnival masks at a traditional festival in Venice, Italy.
Elegant woman with red sunhat enjoys the view to a canal with passing by gondola in Venice, Italy.
View of Basilica di San Marco and on piazza San Marco in Venice, Italy.
Colorful houses in Burano, Venice, Italy.
Street in Venice.
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photo of view of View of Grand Canal with Rialto Bridge and gondoliers in Venice, Italy. Landscape with Rialto Bridge and gondola on the Grand Canal in Venice, Italy, Europe.
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photo of view of Venice, Italy.
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
Photo of Woman enjoys beautiful view on famous Duomo cathedral in Florence, standing on empty cathedral square during morning time.
Photo of Summer street cafe on Piazza della Repubblica in Florence, Toscana province, Italy.
Photo of Giotto's Campanile - An aerial dusk view of Giotto's Campanile and the historical Old Town of Florence, as seen from the top of Brunelleschi's Dome of the Florence Cathedral. Florence, Tuscany, Italy.
Photo of Ponte Vecchio, old bridge over Arno River, Florence, Tuscany, Italy.
Photo of The Colossus of the Apennines, majestic stone sculpture by Giambologna located in the park of Villa Demidoff in Florence, Italy.
Photo of Fountain of Neptune in Florence in early morning.
Photo of Sunset view of Florence, Ponte Vecchio, Palazzo Vecchio and Florence Duomo, Italy. Architecture and landmark of Florence. Cityscape of Florence.
Vintage carousel and tourists in Piazza della Repubblica (Republic Square) and the arch in honor of the first king of united Italy on background in Florence, Italy.
Photo of Arches of the Vasari Corridor (Corridoio Vasariano) in Florence, Tuscany, Italy. View of the Lungarno degli Archibusieri.
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Explore the best of Italy on a 9-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Trieste, Venice, Bologna, Florence, Siena, Pisa, and Lucca. 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 Trieste, 2 nights in Venice, and 4 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, Bologna, Florence, Siena, Pisa, and Lucca, 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
Bridge of SighsDoge's PalaceSt Mark's BasilicaPiazza San MarcoTeatro La FeniceRialto Bridge
Grand CanalBasilica S.Maria Gloriosa dei FrariGallerie dell'AccademiaPeggy Guggenheim Collection
Piazza MaggioreBiblioteca comunale dell'ArchiginnasioBasilica of San Domenico
piazzale MichelangeloPonte VecchioUffizi GalleryPalazzo Vecchiopiazza della SignoriaCathedral of Santa Maria del Fiore
Fortezza MediceaBasilica of San DomenicoSiena Cathedralpiazza del CampoTower of MangiaPubblico Palace

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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.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Trieste. Make yourself at home and enjoy some downtime before heading out again.

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 wonderful meal at Murphy's Meeting Point, a top-rated dining spot in Trieste. If you're in the mood for something new, try Caffè Tommaseo, another premier location with a delectable menu. You might also want to book a table at Al Barattolo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Trieste.

Continue your evening by exploring the vibrant nightlife scene at Bar G, a prime destination for a thrilling night out. Also, don’t forget to check out Bar X, a bar that offers unique local touches. Likewise, Antico Caffè Torinese provides an excellent alternative for a fun evening.

Raise a toast to the start of your 9-day road trip in Italy!

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Day 2

Day 2

  • Triest
  • Venice
  • More

Drive 167 km, 2 hours 40 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • Teatro La Fenice
  • Rialto Bridge
  • 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 2 nights.

Bring your curiosity for today’s adventure around Trieste. Some of the city’s most loved attractions await! Bridge Of Sighs is the perfect place to start. This monument is one of the most well-known places to visit in Trieste. Next, head to Doge's Palace, a captivating palace, known for its culturally significant 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 St Mark's Basilica. This UNESCO world heritage-designated church is a highly recommended experience. Nearby, you'll also find Piazza San Marco and Teatro La Fenice. Visit these for an interesting touch to your journey. Finish the day with a visit to Rialto Bridge, a visually striking historical landmark 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 dinnertime approaches, it's time to head out for a bite to eat in Venice. 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.

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.

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.

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

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Day 3

Day 3

  • Venice
  • More

Drive 5 km, 42 min

  • Grand Canal
  • Basilica S.Maria Gloriosa dei Frari
  • Gallerie dell'Accademia
  • Peggy Guggenheim Collection
  • More

On day 3 of your road trip, you will have an entire day to explore Venice. You’ll stay in Venice for 1 night and discover all the best things to see and do in the area.

Enjoy the perfect balance of relaxation and exploration in Venice today. One of the most increasingly popular attractions included on the itinerary is Grand Canal. This history-steeped street will help you start your sightseeing on top. Then, take a leisurely stroll to Santa Maria Gloriosa Dei Frari and learn what makes this culturally significant church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally appreciated Gallerie Dell'accademia. After exploring the art gallery, head to Peggy Guggenheim Collection. This notable art gallery is a highlight in Venice.

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 Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.

Savor the flavors at Generator Venice, a top pick for dinner tonight. Alternatively, Nevodi beckons with its unique menu offerings. Also, consider Ristorante La Piazza. With its consistent customer satisfaction, it’s an excellent option for dining in Venice tonight.

To truly maximize your evening out, consider visiting Il Mercante after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to The Irish Pub Venezia, another bar with an inviting ambiance. Similarly, Ai Stagneri also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass to another unforgettable day in Italy!

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Day 4

Day 4

  • Venice
  • Florence
  • More

Drive 272 km, 3 hours 33 min

  • Piazza Maggiore
  • Biblioteca comunale dell'Archiginnasio
  • Basilica of San Domenico
  • More

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Bologna, 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 Florence. You’ll stay here for 4 nights.

Get ready to discover some of the most iconic wonders in Venice, including a public square, a library, and a church. Start your day at Piazza Maggiore. This majestic public square is a spectacular place to see in Venice. Then, wander over to Biblioteca Comunale Dell'archiginnasio. If respected sites excite you, this library will be right up your alley. Nearby, you’ll also find Basilica Of San Domenico. This culturally significant church is a favorite among visitors.

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.

As you explore more of Florence, 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 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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

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

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Day 5

Day 5

  • Florence
  • More

Drive 4 km, 1 hour 5 min

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

Day 5 of your road trip will take you to the best attractions Florence has to offer. Cherish the 3 nights you have left in Florence by discovering the best things there are to see and do in the city.

Today’s itinerary in Florence covers several incredible sights, including an observation deck, a historical landmark, an art gallery, a palace, a public square, a church and much more! Start your adventure at Piazzale Michelangelo. This extraordinary observation deck is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the symbolic wonders of Ponte Vecchio, a must-see historical landmark 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 Uffizi Gallery. This widely recognized art gallery offers an enriching experience. For a change of pace, head to Palazzo Vecchio, where you can take in majestic features. Conclude your self-guided sightseeing tour with a visit to Piazza Della Signoria and Cathedral Of Santa Maria Del Fiore. 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.

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

Enjoy a delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Round off your dining experience by visiting Bar 50 Rosso, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bitter Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

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
  • More

Drive 154 km, 2 hours 53 min

  • Fortezza Medicea
  • Basilica of San Domenico
  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Pubblico Palace
  • More

On day 6 of your road trip, you’ll start and end your day in Florence, where you'll stay for 2 nights more.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Fortezza Medicea (siena). This often recommended monument provides an insightful glimpse into the city's identity. Next, discover Basilica Of San Domenico, a historic church, promising a delightful encounter.

Continue your sightseeing with a visit to Siena Cathedral, a popular church. When you’re done, don’t forget to make a stop at the top-rated Piazza Del Campo. Not far away from the public square, you will find the picture-perfect Pubblico Palace, perfect for a quick visit. Round off your day at Tower Of Mangia, another gem in Florence with historic features to discover.

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

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 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.

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

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

  • 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

Greet day 7 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 Pisa and Lucca.

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 historic public square is a timeless place to see in Florence. Then, wander over to Leaning Tower Of Pisa. If picture-perfect sites excite you, this monument will be right up your alley. Nearby, you’ll also find Piazza Dell'anfiteatro. This awe-inspiring 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 an often recommended 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 enchanting Mura Di Lucca. Take a moment to appreciate the fascinating details of this beloved historical landmark.

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.

Make sure to reserve a table at Tijuana, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Djària - American Bar, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Florence Irish Pub, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Raise your glass to another unforgettable day in Italy!

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Day 8

Day 8

  • Florence
  • Triest
  • More

Drive 414 km, 4 hours 49 min

  • Two Towers
  • Piazza Santo Stefano
  • International Museum and Library of Music
  • More

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Bologna. 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 1 night.

Prepare for a day full of family-friendly attractions, breathtaking views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Two Towers. This well-known monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Santo Stefano, one of the city’s best highlights.

Next, check out International Museum And Library Of Music, one of the most beloved places to see in Florence. This museum is a favorite among locals and travelers alike.

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

Enjoy a lovely dining experience at Rustiko, a popular restaurant in Trieste. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Trieste at Caffè San Marco, 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 Osteria Marise. It’s yet another ideal choice to enhance your time in Trieste tonight.

After enjoying a fulfilling meal, continue your evening at Mast, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Urbanis offers a welcoming atmosphere for easing into the nightlife. Similarly, Coktail Bar Trieste | La Preferita provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 9

Day 9

  • Triest - Departure day
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  • Giants' Stairway
  • More

Day 9 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 Giants' Stairway. This increasingly popular point of interest is a popular place to see in the city.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Trieste's best shopping area, Piazza Unità d'Italia. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy. Browse through boutiques to find unique and stylish fashion pieces to take home. When you need a break, visit a cafe and relax with a cup of coffee or tea.

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 eager to try something different, consider Osteria Istriano Of Giobi And Oxa, another top spot with a tantalizing 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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