Cheap 9-Day Italy Road Trip from Venice traveling south to Milan, Florence, Siena, Rome, and Arezzo

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Get ready for an exciting vacation without hitting your budget hard with this 9-day cheap road trip in Italy. Venture into the heart of Venice, Milan, Modena, Florence, Pisa, Siena, Rome, Arezzo, and Bologna, where every mile is packed with value and excitement. Embrace the freedom of the open road and make memories that last a lifetime, all within your budget.

Explore Italy for less and on your own terms. This customizable and cheap Italy travel package promises an exhilarating 9-day adventure. We'll introduce you to many famous and affordable vacation spots in the country.

Stay comfortably at a top-rated budget hotel for 2 nights in Venice, 1 night in Milan, 1 night in Florence, 1 night in Siena, 2 nights in Rome, and 1 night in Arezzo. Dine with locals at popular restaurants and bars across Italy and get a taste of the people’s hospitality and authentic food. We'll help you have an unforgettable road trip experience in Italy at the lowest price!

On arrival in Venice, you'll pick up your rental vehicle. From there, you'll begin your journey to the best and cheapest places to travel to in Italy. Italy offers a wealth of world-class natural and scenic beauty you wouldn't want to miss!

During your cheap holiday in Italy, the choice of accommodation is entirely yours. Enjoy the freedom to select the ideal budget-friendly stay that perfectly matches your needs. Rest assured, your affordable accommodation will provide a welcoming retreat after a day of exploration and discovery.

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 affordable holiday package includes everything you need for a fantastic 9-day vacation in Italy. We'll offer you cheap flights and arrange your hotel reservations for 8 nights. We'll also provide you with the best budget rental car in Italy with CDW insurance.

You can customize your Italy travel plan for a more personalized holiday experience. Choose from popular and competitively-priced tours and tickets in Italy and add your picks to your itinerary. For example, get cheap tour tickets to uncover the stories behind Italy's famous sights. Or, try out some of the most fantastic excursions. There's no better way to add more culture and inspiration to your trip!

Booking this cheap holiday package in Italy offers you many perks. You'll get 24/7 travel support. In addition, you'll have access to a step-by-step guide in our mobile app. Here, you'll find all your travel documents organized in one place.

So what are you waiting for? Enjoy a hassle-free vacation in Italy with this cheap holiday deal! The best and most affordable tours in Italy fill up fast, so book your adventure today!

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Day 1

Day 1 – Venice - arrival day

  • Venice - Arrival day
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  • Teatro La Fenice
  • More

Your exciting road trip through Italy starts when you reach the incredible city of Venice, where you'll stay for 1 night. You'll pick up your rental car in Venice and begin your adventure in Italy.

Venice is a popular cheap holiday destination in Italy with something to offer every traveler. More than a city in Italy, Venice is also a great place to find top-rated budget accommodations. You’ll find many of these accommodations close to bustling markets and cultural attractions.

Seize the day by visiting some of the best attractions in the area, like Teatro La Fenice. This extraordinary opera house has an average rating of 4.7 out of 5 stars from 10,677 visitors.

Don't let a tight budget stop you from enjoying delicious meals and refreshing drinks in Venice. Here are a few top-rated restaurants and bars you may want to check out tonight.

Start your flavor-filled journey at Nevodi, featuring local favorites at reasonable prices. Looking for a taste of the unexpected? Ristorante La Piazza offers delightful dishes and desserts. If you’re seeking a cozy setting and satisfying meal, Bistrot de Venise is the perfect spot for you!

If you’re not ready to call it a day, pop into Al Parlamento, considered one of the best bars in Venice. You can also enjoy drinks at Adagio, known for its fun atmosphere. Alternatively, go to Il Mercante, a favorite spot for both tourists and residents of Venice.

Enjoy toasting the start of a terrific road trip vacation and a cheap holiday experience in Italy!

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Day 2

Day 2 – Venice, and Milan

  • Milan
  • Venice
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Drive 266 km, 3 hours 14 min

  • St. Mark's Square
  • Saint Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

On day 2 of your road trip through popular and cheap vacation spots across Italy, you’ll experience 1 charming destinations — Venice. How much time you’ll spend in each location is up to you. You’ll end your day in the city of Milan, where you'll stay for 1 night.

Seize the day by visiting some of the best attractions in the area, like Piazza San Marco. This extraordinary square has an average rating of 4.7 out of 5 stars from 152,982 visitors.

Next, make your way to St Mark's Basilica. This cathedral is rated an average of 4.7 out of 5 stars in 18,439 reviews.

While in Venice, we also recommend a visit to Doge's Palace. Hosting around 318,104 visitors every year, Doge's Palace is one of the best places to visit. This palace has been rated an average of 4.7 out of 5 stars in 24,775 reviews.

If you’re keen to explore even more, then consider a visit to Bridge Of Sighs. With an average rating of 4.6 out of 5 stars by 18,223 travelers, this footbridge is a highly recommended stop on your sightseeing around Venice.

While exploring Italy is a refreshing experience, don’t forget to rest to regain your energy. Milan has plenty of top-rated accommodation options in all price ranges. Travelers visiting Milan on an affordable vacation can easily find a comfortable place to stay in the city.

As this day progresses, satisfy your hunger and quench your thirst at one of the city's best restaurants and bars. Many restaurants in Milan offer good food and drink options at even better prices; the perfect combination for travelers on affordable vacations in Italy.

Continue the enjoyment post-dinner at Nottingham Forest, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Armani/bamboo Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Mag Cafe. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Toast to another unforgettable road trip adventure during your cheap holiday in Italy!

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Day 3

Day 3 – Milan, Modena, and Florence

  • Florence
  • Milan
  • Modena
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Drive 322 km, 4 hours 4 min

  • Teatro alla Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • Enzo Ferrari Museum
  • More

On day 3 of your cheap holiday travels in Italy, you’ll tour 2 destinations: Milan, and Modena. You'll stay in Florence for 1 night, giving you enough time to satisfy your wanderlust and craving for new experiences.

When you're ready to see some sights, La Scala is a great place to start. This opera house is rated an average of 4.7 out of 5 stars by 26,219 visitors.

Another popular attraction you can visit today is Galleria Vittorio Emanuele Ii. This commercial gallery has an average rating of 4.7 out of 5 stars from 91,394 travelers.

We also recommend a stop at Duomo Di Milano Museum. This site gets more than 341,609 visitors annually. The art museum has been rated an average of 4.8 out of 5 stars by 138,554 visitors.

After soaking in Milan’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Modena. Expect your car journey to take a minimum of 2 hours 2 min. When you arrive in Modena, it's time to take a break from the road.

Take the opportunity to see Enzo Ferrari Museum. This attraction has an average rating of 4.5 out of 5 stars from 13,416 visitors.

Florence offers many top-rated accommodations suitable for travelers on a budget vacation in Italy. Whether you're in need of a quick break from your activities or seeking a comfortable place to rest, rest assured you'll find a welcoming and affordable option in the city.

Discovering the culinary wonders of Florence is a must-do on your budget-friendly vacation! When hunger strikes, make your way to one of the city's top dining spots.

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, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to celebrate your fun and affordable travel experience in the city of Florence!

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Day 4

Day 4 – Florence, Pisa, and Siena

  • Siena
  • Florence
  • Pisa
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Drive 213 km, 3 hours 42 min

  • Piazza della Signoria
  • Ponte Vecchio
  • Piazzale Michelangelo
  • Leaning Tower of Pisa
  • Piazza del Duomo
  • More

Day 4 of your self-drive vacation in Italy will take you to the city of Siena, where you'll be staying for 1 night. On your way to Siena, you'll explore 2 popular cheap holiday destinations in Italy, including Florence, and Pisa.

Make Piazza Della Signoria one of your first sightseeing stops in Florence. Rated an average of 4.8 out of 5 stars by 66,956 travelers, a visit to this local attraction makes for a great introduction to the area.

Ponte Vecchio is a worthwhile attraction you can visit next. This deck arch bridge is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 118,099 reviews.

Today is also the perfect opportunity to drop by Piazzale Michelangelo. This square has been rated an average of 4.8 out of 5 stars by 77,744 visitors.

Continue your road trip and head to your next destination, Pisa. This car ride takes around 1 hour 19 min.

Journey into the unknown at Leaning Tower Of Pisa, a unique attraction awaiting your visit. This remarkable bell tower has an average rating of 4.7 out of 5 stars from 116,882 reviews. Every year, Leaning Tower Of Pisa welcomes more than 3,200,000 curious visitors.

When you’re ready to continue your sightseeing, Piazza Del Duomo, Pisa is a recommended place to visit. This square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

You’ll also have your choice of the best budget-friendly accommodations in the city of Siena. So when it's time for a break from your adventures in Siena, relax and restore your energy at your preferred affordable place to stay.

Savor the culinary delights of Siena, where affordability meets excellence in dining and drinking. From inviting bars crafting signature cocktails to cozy eateries serving up local favorites, the city offers an unforgettable experience for every taste bud.

Recharge and refresh your energy with a visit to Antica Trattoria Papei, known for its delectable cuisine and inviting ambiance. While immersing yourself in the local culture during your budget-friendly getaway, make sure to stop by Osteria Quattro Venti - a hidden culinary gem loved by locals and travelers alike. For those craving exquisite flavors, Osteria da Divo promises to deliver a feast for the senses.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Meet Life Cafè, a well-loved spot among locals and tourists. Or, head to Maudit Pub. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Impero Siena, another top-rated place in the area.

Celebrate another day of your adventure-filled road trip through Italy with a toast. Cheers to a memorable cheap vacation experience in Italy!

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Day 5

Day 5 – Siena, Vatican City, and Rome

  • Rome
  • More

Drive 241 km, 3 hours 23 min

  • Sistine Chapel
  • St Peter's Basilica
  • Saint Peter's Square
  • Vatican Museums
  • More

Day 5 of your road trip across Italy is another proof that cheap holidays in Italy can indeed provide you an extraordinary travel experience. Today's agenda includes touring 1 wonderful destinations — Vatican City. You’ll explore along your route leading to the city of Rome, where you'll be spending 2 nights.

When you’re ready to jump back into the car and say goodbye to Siena, you’ll hit the road in the direction of Vatican City, Vatican City. Witness the landscapes transform as you cross the border to Vatican City. This drive usually takes around 2 hours 40 min. When you arrive, enjoy some sightseeing.

Be one of the day’s first visitors at Sistine Chapel. This chapel is rated an average of 4.7 out of 5 stars by 52,083 visitors.

When you’re finished at Sistine Chapel, head to St. Peter's Basilica. This one-of-a-kind major basilica is rated an average of 4.8 out of 5 stars in 131,043 reviews. Every year, approximately 11,000,000 travelers come here to experience the major basilica for themselves.

Beyond the above-mentioned attractions, you also have the opportunity to visit Saint Peter's Square. This square is rated an average of 4.8 out of 5 stars by 38,954 visitors.

If you’re keen to explore more, then consider a visit to Vatican Museums. This art museum is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 133,310 visitors. Around 1,612,530 travelers visit Vatican Museums every year.

While exploring Italy is a refreshing experience, don’t forget to rest to regain your energy. Rome has plenty of top-rated accommodation options in all price ranges. Travelers visiting Rome on an affordable vacation can easily find a comfortable place to stay in the city.

Indulge in the culinary wonders of Rome, where exceptional dining and drinking experiences await at unbeatable prices. Explore the city's diverse venues, ensuring a memorable culinary journey for every visitor.

Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Sant' Eustachio Caffè, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Portofino provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise your glass in celebration of your incredible road trip adventure and cheap holiday experience in Italy!

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Day 6

Day 6 – Rome

  • Rome
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Drive 9 km, 1 hour 11 min

  • Colosseum
  • Roman Forum
  • Pantheon
  • Piazza Navona
  • Castel Sant'Angelo
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Day 6 means another chance to make the best memories in Rome. You’ll go sightseeing at famous attractions in Rome and check out the most popular dining spots. You still have 1 night left to stay in the city. So buckle up and prepare to be blown away!

Be one of the day’s first visitors at Colosseum. This roman amphitheatre is rated an average of 4.7 out of 5 stars by 328,821 visitors. Attracting more than 7,400,000 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Colosseum, head to Roman Forum. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Pantheon. This roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. Visiting Pantheon means you'll be one of 30,000,000 people who do so every year.

If you’re keen to explore more, then consider a visit to Piazza Navona. This square is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 158,771 visitors.

To round off your sightseeing experience, make your way to Castel Sant'angelo. This famous museum welcomes around 918,591 visitors annually and is rated an average of 4.7 out of 5 stars by 72,431 travelers.

Your discovery of Rome does not have to stop there. You can add a budget-friendly activity on your itinerary and get to know more about Rome on a personal level. Check out the fantastic selection of affordable tours and tickets offered on this leg of your journey across this top cheap holiday destination in Europe, Italy.

Savor the culinary delights of Rome, where affordability meets excellence in dining and drinking. From inviting bars crafting signature cocktails to cozy eateries serving up local favorites, the city offers an unforgettable experience for every taste bud.

Start your flavor-filled journey at DEROMA - Farine Romane, featuring local favorites at reasonable prices. Looking for a taste of the unexpected? La Taverna Italiana offers delightful dishes and desserts. If you’re seeking a cozy setting and satisfying meal, Centro is the perfect spot for you!

The Apartment Bar Roma is an excellent example of a great bar in Rome offering drinks at reasonable prices. You can also hang out at Hotel Hassler Roma, another of locals’ go-to bars in Rome.

Celebrate another day of your adventure-filled road trip through Italy with a toast. Cheers to a memorable cheap vacation experience in Italy!

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Day 7

Day 7 – Rome, and Arezzo

  • Arezzo
  • Rome
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Drive 220 km, 3 hours 12 min

  • Altar of the Fatherland
  • Trevi Fountain
  • Piazza di Spagna
  • Piazza del Popolo
  • Villa Borghese
  • More

Day 7 of your road trip across Italy offers you the chance to visit 1 popular cheap holiday destinations in the country, including Rome. You'll conclude your sightseeing and exploration in Arezzo, where you'll stay for 1 night.

Your sightseeing of the day begins at Altare Della Patria, a remarkable architectural structure where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 49,843 reviews. Each year, this popular place of interest welcomes approximately 1,683,070 visitors.

Next, satisfy your wanderlust at Trevi Fountain. This sculpture has an average rating of 4.8 out of 5 stars from 343,494 travelers.

Piazza Di Spagna is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 113,658 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Piazza Del Popolo. This well-loved square boasts a 4.6 out of 5-star rating from 89,807 reviews.

When there’s still energy left for exploring, Villa Borghese awaits. If you’ve been interested in experiencing an urban zone of rome, this is a top pick rated 4.6 out of 5 stars by 69,749 previous visitors.

Arezzo offers many top-rated accommodations suitable for travelers on a budget vacation in Italy. Whether you're in need of a quick break from your activities or seeking a comfortable place to rest, rest assured you'll find a welcoming and affordable option in the city.

Make the most of your budget vacation in Italy by treating yourself to a hearty meal and a refreshing drink. You’ll find many great restaurants and bars in Arezzo that offer delicious foods and drinks to help keep you going.

After a day of exploring, unwind at the popular Il Covo dei Briganti, serving up a tempting array of dishes that are well-loved by budget-savvy travelers. La Clandestina is another great hotspot for culinary gems.

Keep the excitement of the evening going by visiting a bar or two. Liquid Bar is an excellent place to start.

Raise your glass in celebration of your incredible road trip adventure and cheap holiday experience in Italy!

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Day 8

Day 8 – Arezzo, Bologna, and Venice

  • Venice
  • Bologna
  • More

Drive 333 km, 4 hours 5 min

  • Palazzo d'Accursio
  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • More

On day 8 of your road trip through popular and cheap vacation spots across Italy, you’ll experience 1 charming destinations — Bologna. How much time you’ll spend in each location is up to you. You’ll end your day in the city of Venice, where you'll stay for 1 night.

Set your GPS to Bologna and hit the road. Expect a journey of approximately 2 hours 9 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Bologna beckons with new experiences!

When you’re ready for some sightseeing, make your way to Palazzo D'accursio. This much-appreciated palazzo is rated 4.6 out of 5 stars in 969 reviews.

Next up is Piazza Maggiore. This square has an average rating of 4.7 out of 5 stars from 64,523 visitors.

Another top sightseeing recommendation is Two Towers. This tower has been rated 4.7 out of 5 stars in 25,975 reviews.

Piazza Santo Stefano is another attraction you have the opportunity to visit today. This square has an average rating of 4.8 out of 5 stars from 7,617 reviews.

You’ll also have your choice of the best budget-friendly accommodations in the city of Venice. So when it's time for a break from your adventures in Venice, relax and restore your energy at your preferred affordable place to stay.

A cheap, budget vacation in Venice should not stop you from enjoying incredible food and refreshing drinks. When you're ready for the best dining and bar experiences in Venice, try some of our top recommendations.

Indulge in a delightful array of mouthwatering options.

Extend your evening after a delightful meal by visiting The Irish Pub Venezia, which offers the perfect atmosphere for a night out. Moreover, Dolce Vita Venezia is another popular option for a drink or two. Likewise, Devils Forest Pub also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Celebrate another day of your adventure-filled road trip through Italy with a toast. Cheers to a memorable cheap vacation experience in Italy!

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Day 9

Day 9 – Venice - departure day

  • Venice - Departure day
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  • Rialto Bridge
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Your budget road trip vacation in Italy is about to end. Day 9 is your departure day and your last chance to capture the beauty of Venice.

Maximize your last day in Italy and go on a shopping spree in Venice’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

One fantastic attraction you could visit on your last day in Venice is the remarkable Rialto Bridge. This stone bridge and popular place of interest has an average rating of 4.7 out of 5 stars from 141,666 visitors.

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

If you have an appetite for one last delicious meal in Venice, consider a top-rated restaurant like La Palanca, offering a menu of appetizing and affordable meals. Farini is an excellent alternative if you feel like trying something different. Another popular restaurant you could check out is Trattoria Dona Onesta, which is a great place to enjoy meals that will remind you of your fun memories in Venice.

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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