Luxury 14-Day Relaxed Italy Road Trip Vacation from Milan to Florence, Rome, and Arezzo
Description
Summary
Description
Sit back and enjoy a relaxed 14-day road trip in Italy with this laid-back self-drive vacation.
This self-drive package allows you to immerse in the local culture as you travel through the picture-perfect landscapes in Italy at a relaxed pace. Get a dose of comfort, fun, and recreation in Milan, Florence, Rome, and Arezzo. Make yourself at home at top-rated hotels and stay 5 nights in Milan, 3 nights in Florence, 4 nights in Rome, and 1 night in Arezzo. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.
Experience an easy 14-day self-drive tour across Italy with this carefully arranged travel plan. We’ll help you from the beginning to the end of your vacation in Italy so you can leave with the best road trip memories.
Freedom of choice is key to a relaxing road trip in Italy. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Milan, you’ll collect your rental car of choice. From there, you’ll begin your 14-day journey across Italy and discover its unique culture, history, and diverse scenery.
You’ll choose among the best hotels and places to stay in Italy. Each stop offers top-notch comfort and unique charm, designed to help you unwind and enjoy your journey. Rest assured, we’ll always offer you accommodations that fit your budget and needs, ensuring a seamless and enjoyable travel experience throughout Italy.
We’ll introduce you to some of the best travel destinations in Italy. This relaxed road trip features the stunning Duomo di Milano Museum in Milan. Another highlight of this self-drive tour is the captivating Trevi Fountain.
Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Colosseum. With this travel plan, you could also soak in the atmosphere of the memorable Pantheon. Get close to the spectacular Piazza Navona and the wonderful St. Peter's Basilica. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.
Between sightseeing, you can make the most of your downtime and join a popular tour in Italy. Tours offer a special way of discovering what else Italy has to offer.
This relaxed road trip also gives you plenty of time to stroll through Italy's shopping hotspots. Here you can visit shops, discover the locals’ way of life, or try various specialties. Check out all the souvenirs and gifts you can buy in the area and bring home a piece of the country that will remind you of your relaxing vacation in Italy.
By the end of your 14-day road trip through Italy, you’ll return home feeling refreshed and enriched by your experience. You’ll have many stories about your pleasant and relaxed road trip vacation in Italy and memories to cherish forever.
This self-drive vacation package includes everything you need for a stress-free, easy road trip through Italy. You’ll have a cozy place to stay for 13 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best car rental you can use throughout the 14 days of your self-drive road trip in Italy. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.
This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.
Spend an amazing 14-day vacation in Italy and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Italy today!
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Day 1 – Milan - arrival day
Day 1 – Milan - arrival day
- Milan - Arrival day
- More
- Piazza Gae Aulenti
- More
Your slow-paced and relaxed road trip through Italy begins when you reach Milan, where you’ll stay for a total of 5 nights.
Milan is an outstanding hub for culture, comfort, and exploration. The city offers travelers plenty of experiences to look forward to, including the magnificent Piazza Gae Aulenti. Around 30,398 visitors have rated this fascinating square and travel destination an average of 4.6 out of 5 stars.
When you're done sightseeing for the day, you'll check in at one of the best hotels or places to stay in the city. Take your pick and make it your home during your leisurely tour of the city.
Exploring the food culture in Milan offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.
An excellent example is L'immagine Bistrot Ristorante. This restaurant offers a menu of comforting meals and is rated an average of 4.7 out of 5 stars by 2,020 customers.
Contraste serves great food and is a favorite among hungry travelers and locals. This popular restaurant in Milan has a rating of 4.7 out of 5 stars from 823 reviews.
Ribot Restaurant is another one of the city’s best restaurants. With an average rating of 4.5 out of 5 stars from 3,991 customers, Ribot Restaurant is sure to provide you with an unforgettable dining experience.
If you’re curious about what Milan looks like at night, a trip to some of the best bars near your accommodation is what you need next. Experience the local nightlife at Mag Cafe, our top recommendation in the city. Customers have rated this bar an average of 4.4 out of 5 stars in 3,270 reviews.
Nottingham Forest offers a variety of refreshing drinks and is one of the best places to relax in Milan. This well-known city bar is rated an average of 4.4 out of 5 stars by 2,686 customers.
Locals like unwinding at The Friends Pub Milano. This bar has an average rating of 4.3 out of 5 stars by 1,689 customers and is a perfect place for socializing.
Free your mind of worries and enjoy your first taste of relaxation in Italy! Expect more to come as you continue this laid-back and relaxed road trip in Italy!
Experiences
Day 2 – Milan
Day 2 – Milan
- Milan
- More
Drive 2 km, 34 min
- Duomo di Milano Museum
- Cathedral Square
- Galleria Vittorio Emanuele II
- La Scala
- Pinacoteca di Brera
- More
On day 2 of your relaxed road trip across Italy, you'll explore the best attractions in Milan at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Milan, where you can sample some delicious local food.
The accommodation you’ll be staying at for another 4 nights will be conveniently located close to several attractions, like the famous Duomo di Milano Museum. This incredible art museum has an average rating of 4.8 out of 5 stars from 138,554 travelers, and is visited by 341,609 people every year.
Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Milan, the wonderful Cathedral Square. This must-see tourist destination is rated an average of 4.8 out of 5 stars by 138,554 travelers and gets around 341,609 annual visits.
You can then move on to the incredible Galleria Vittorio Emanuele II. This commercial gallery has received an average rating of 4.7 out of 5 stars by 91,394 visitors.
Another stop you might want to add to your self-drive itinerary is the remarkable La Scala. This opera house is sought after by many travelers from around the world. The popular attraction has received 4.7 out of 5 stars from 26,219 visitors.
If you want to discover more, consider stopping by the famous Pinacoteca di Brera. This amazing site is a wonderful art museum with more than 26,077 wanderlust-filled travelers rating it an average of 4.7 out of 5 stars. By visiting this attraction, you’ll be one of the 417 people who do so each year.
Get a dose of thrill, excitement, and inspiration on day 2 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Milan itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!
After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Milan. One of our top recommendations includes a selection of delicious meals on its menu, Galleria Restaurant. This place is a local favorite and has an average rating of 4.4 out of 5 stars by 2,024 customers.
You may also try the variety of dishes served at Palazzo Parigi Hotel & Grand Spa Milano, which is an excellent choice if you want a nice place to eat near your accommodation. Palazzo Parigi Hotel & Grand Spa Milano is rated 4.7 stars out of 5 by 1,550 customers.
You can also eat at the highly recommended Vento di Sardegna. This amazing restaurant has an average rating of 4.5 out of 5 stars by 1,063 food lovers.
After finishing your meal, it’s time to experience the amazing nightlife in Milan and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular Kilburn Cocktail Bar Milano. This vibrant bar is rated 4.5 out of 5 stars by 954 customers.
If you want to try a different bar, check out the popular Rufus Cocktail Bar. Rated 4.4 out of 5 stars by 643 customers, this bar is a great place to try some excellent liquor.
Another recommendation you shouldn’t miss is Ostello Bello Grande. Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks. Ostello Bello Grande has an average rating of 4.6 out of 5 stars by 3,635 bar goers.
Enjoy the rest of day 2 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!
Experiences
Day 3 – Milan
Day 3 – Milan
- Milan
- More
Drive 7 km, 59 min
- Milan Natural History Museum
- Sforzesco Castle Art Library
- Sempione Park
- Triennale di Milano
- Arch of Peace
- More
Day 3 of your comfortable self-drive tour across Italy gives you another chance to explore the magnificent city of Milan and visit more of its attractions.
Milan has plenty of activities and sights, so you won’t be short of things to do during your laid-back and relaxed road trip in Italy. Fortunately, your accommodation, where you’ll be staying for 3 nights more is conveniently located near several of the city’s best attractions.
One of the best stops on your hassle-free journey is the popular Milan Natural History Museum, one of the top attractions in the city. In fact, the incredible Milan Natural History Museum has a rating of 4.4 out of 5 stars from 8,412 visitors.
You could also spend some time relaxing at the amazing Sforzesco Castle Art Library. This city feature got an average score of 4.6 out of 5 stars from its 68,714 guests.
Another place of interest in the city of Milan is the notable Parco Sempione. The popular Parco Sempione is a highlight of many travel packages in Milan. As a matter of fact, this remarkable park has a rating of 4.6 out of 5 stars from around 72,914 travelers.
Aside from the above-mentioned attractions in Milan, you also have the opportunity to stop by the marvelous Triennale di Milano. Take your time exploring this wonderful art museum and one of the city’s most notable places. This magnificent site has a rating of 4.5 stars out of 5 from 6,956 visitors.
If you’re keen to explore more, head to the outstanding Arch of Peace. With a rating of 4.6 out of 5 stars from 27,502 travelers, a trip to the spectacular Arch of Peace is something to look forward to in Milan.
Get a more in-depth understanding of Milan by checking out the amazing selection of tours and excursions you can add to your relaxed road trip itinerary. Explore more of the city’s wonders, create memorable experiences, and join laid-back to challenging activities. You’ll be happy to learn that there are plenty of top-rated tours and activities in Milan.
When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Milan, while looking for a place to eat. Or, check out our top recommendations below and treat yourself to a nice meal.
Primè is one of the top restaurants in the city. This Milan-based food place has an average rating of 4.3 out of 5 stars from 1,184 guests.
If you’re looking for another option near your accommodation, da Vic is also one of the best restaurants you can try in the city. Da Vic proved an excellent choice for around 557 visitors, who gave the restaurant an average rating of 4.6 out of 5 stars.
Another local favorite in Milan is Nero 9, which has an average score of 4.5 out of 5 stars based on 573 individuals’ reviews.
After your meal, consider getting a drink at one of the top bars in Milan, Bar Frida. This bar enjoys an average rating of 4.1 over 5 stars given by 4,527 customers.
Another drinking place in the city we recommend you try out is BhangraBar. Check out its selection of liquors, and learn why it has been rated 4 over 5 stars by 4,036 customers.
If you prefer another place to unwind, Camparino in Galleria may be a more excellent choice for you. This bar offers a variety of drinks you can choose from. Around 1,473 customers have rated it an average of 4.4 out of 5 stars.
Toast to an amazing time in Milan and end day 3 of your slow-paced and relaxed road trip in Italy on a great note!
Experiences
Day 4 – Milan
Day 4 – Milan
- Milan
- More
Drive 9 km, 59 min
- Basilica di Sant'Ambrogio
- Museo della Scienza e della Tecnologia "Leonardo da Vinci"
- Santa Maria delle Grazie Church
- MUDEC - Museum of Cultures
- More
Day 4 of your comfortable self-drive tour across Italy gives you another chance to explore the magnificent city of Milan and visit more of its attractions.
Milan has plenty of activities and sights, so you won’t be short of things to do during your laid-back and relaxed road trip in Italy. Fortunately, your accommodation, where you’ll be staying for 2 nights more is conveniently located near several of the city’s best attractions.
One of the best stops on your hassle-free journey is the popular Basilica di Sant'Ambrogio, one of the top attractions in the city. In fact, the incredible Basilica di Sant'Ambrogio has a rating of 4.7 out of 5 stars from 12,883 visitors.
You could also spend some time relaxing at the amazing Museo della Scienza e della Tecnologia "Leonardo da Vinci". This city feature got an average score of 4.5 out of 5 stars from its 22,235 guests. Every year, around 532,084 visitors spend time marveling at this amazing technology museum.
Another place of interest in the city of Milan is the notable Santa Maria delle Grazie Church. The popular Santa Maria delle Grazie Church is a highlight of many travel packages in Milan. As a matter of fact, this remarkable convent has a rating of 4.5 out of 5 stars from around 13,490 travelers.
Aside from the above-mentioned attractions in Milan, you also have the opportunity to stop by the marvelous MUDEC - Museum of Cultures. Take your time exploring this wonderful ethnographic museum and one of the city’s most notable places. This magnificent site has a rating of 4.4 stars out of 5 from 14,355 visitors.
Get a more in-depth understanding of Milan by checking out the amazing selection of tours and excursions you can add to your relaxed road trip itinerary. Explore more of the city’s wonders, create memorable experiences, and join laid-back to challenging activities. You’ll be happy to learn that there are plenty of top-rated tours and activities in Milan.
When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Milan, while looking for a place to eat. Or, check out our top recommendations below and treat yourself to a nice meal.
Bice Restaurant is one of the top restaurants in the city. This Milan-based food place has an average rating of 4.3 out of 5 stars from 579 guests.
If you’re looking for another option near your accommodation, Rosa Grand is also one of the best restaurants you can try in the city. Rosa Grand proved an excellent choice for around 2,394 visitors, who gave the restaurant an average rating of 4.4 out of 5 stars.
Another local favorite in Milan is Radisson Blu Hotel Milan, which has an average score of 4.3 out of 5 stars based on 1,871 individuals’ reviews.
After your meal, consider getting a drink at one of the top bars in Milan, Yguana Cafè. This bar enjoys an average rating of 4 over 5 stars given by 1,776 customers.
Another drinking place in the city we recommend you try out is Tommasi Milano. Check out its selection of liquors, and learn why it has been rated 4.1 over 5 stars by 638 customers.
If you prefer another place to unwind, Armani/Bamboo Bar may be a more excellent choice for you. This bar offers a variety of drinks you can choose from. Around 272 customers have rated it an average of 4.3 out of 5 stars.
Toast to an amazing time in Milan and end day 4 of your slow-paced and relaxed road trip in Italy on a great note!
Experiences
Day 5 – Florence
Day 5 – Florence
- Pisa
- Florence
- More
Drive 380 km, 4 hours 51 min
- Cattedrale di Pisa
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- More
Day 5 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Pisa. By the end of the day, you’ll drive in the direction of the city of Florence, where you’ll stay at a top-rated hotel of your choice for 3 nights.
When you’re ready to head to your first attraction of the day, the wonderful Pisa Cathedral is waiting for you. This cathedral has been rated an average of 4.8 out of 5 stars by 8,361 visitors.
The next stop on your road trip vacation is Piazza del Duomo, Pisa. This unique square is a highly recommended place to visit, rated an average of 4.7 out of 5 stars by 104,550 visitors.
Don’t forget to make a stop at the incredible Leaning Tower of Pisa. With an average rating of 4.7 out of 5 stars from 116,882 visitors, this bell tower is one of the top sights to visit in the area. In fact, the spectacular Leaning Tower of Pisa welcomes around 3,200,000 visitors on a yearly basis.
Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Pisa has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.
Turn on some soothing tunes in the car because it’s now time to drive to the city of Florence. In Florence, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.
With a lovely menu and an average rating of 4.9 out of 5 stars from 6,031 customers, you can’t go wrong with choosing Ristorante Paoli.
Locals also recommend Osteria Vecchio Cancello as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Osteria Vecchio Cancello as well. This local-favorite restaurant is rated an average of 4.8 out of 5 stars by 1,589 customers.
If you feel like having something else, you could also book a table at Ristorante Oliviero 1962. This restaurant has an average rating of 4.7 out of 5 stars from 1,046 customers.
If you would like to celebrate your vacation with a drink, we recommend going to a place like Manifattura. Manifattura is rated an average of 4.7 out of 5 stars by 509 customers and is one of the best bars you can visit tonight.
Another lively bar worth checking out tonight is Caffe Concerto Paszkowski. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4.3 out of 5 stars by 4,000 customers gives you an idea of what to expect from this bar.
Alternatively, head to Ristorante Buca Mario. This popular bar will bring up your mood and give you a good ending to your night. Ristorante Buca Mario is rated an average of 4.4 out of 5 stars by 1,879 customers.
Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!
Experiences
Day 6 – Florence
Day 6 – Florence
- Florence
- More
Drive 8 km, 1 hour 28 min
- David of Michelangelo
- Galleria dell'Accademia
- Pitti Palace
- The Boboli Gardens
- Piazzale Michelangelo
- More
Day 6 of your unhurried and relaxed road trip through Italy serves as your introduction to Florence. This is your chance to experience the very best of the city and appreciate Italy and its distinct culture and people.
Upon arriving in Florence, you can check in at the accommodation of your choice for a quick break. This 4-star hotel has an average rating of 4.1 out of 5 stars from 3,355 former guests.
You’ll enjoy restful days and nights at the 5-star Ville sull'Arno. With an average rating of 4.5 out of 5 stars from 1,339 guests, Ville sull'Arno is the best luxury hotel option we recommend while in the city.
The 3-star Argentina offers comfort at an affordable price, perfect for practical travelers. Argentina is a top-rated budget hotel in Florence with an average rating of 4.1 out of 5 stars from 2,994 guests.
These recommendations are among the most popular places to stay in Florence. If any of these options are not available during your stay in the city, we’ll provide you with the best alternatives. Our flexible booking system will automatically offer you a selection of accommodations that fit your budget and needs.
You'll enjoy easy access to the most remarkable sights in Florence, allowing you to explore the city at a relaxed pace. For example, you can take in the unique atmosphere of the city from the outstanding David. This statue and attraction is one of the top travel destinations in Florence. The fascinating David has an average rating of 4.8 out of 5 stars from 10,476 travelers.
Florence is also home to the captivating Galleria dell'Accademia, a local national museum and another popular attraction in the city. About 34,429 visitors have rated this incredible site with 4.6 out of 5 stars. Each year, up to 1,719,645 people include this sightseeing spot in their travel plans.
The extraordinary Pitti Palace is another unforgettable place you can visit on your easy and relaxed road trip across Italy. This extraordinary art museum and travel destination hosts more than 198,270 visitors annually. Rated an average of 4.6 out of 5 stars by 23,445 travelers, Pitti Palace proves to be one of the top sights in the area.
You’ll enjoy the time you’ll spend at the incredible The Boboli Gardens. A trip to this wonderful site will inspire you. Visitors have rated their experience at this amazing park and attraction an average of 4.2 out of 5 stars in 25,341 reviews.
When you’re in the mood to experience something amazing, we recommend you visit the fantastic piazzale Michelangelo. Every year, travelers gather around this fascinating square and sightseeing spot to appreciate its unique features. Around 77,744 visitors have rated the famous piazzale Michelangelo an average of 4.8 out of 5 stars.
Tours often allow you to see beyond what books and social media feature about Florence, its culture, and people. So for a more meaningful travel experience in the city, we recommend you join one of the most popular tours available on this day of your relaxed road trip across Italy.
Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. After a day of appreciating the best places to visit in Florence, explore the city like a local by trying out the best restaurants in the area.
Ranking high on our list of the best restaurants in Florence is Il Vezzo. With an average rating of 4.8 out of 5 stars from 862 customers, you really have to try the savory dishes of this excellent restaurant.
Locals love Le Vespe Cafè for its delicious meals, and we recommend you visit the restaurant at least once during your stay in Florence. This restaurant is rated an average of 4.7 out of 5 stars by 773 customers.
Another alternative is Ristorante Le Volte Firenze. This restaurant serves a variety of comforting food and drinks and has an average rating of 4.7 out of 5 stars from 536 customers.
A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Florence. At Villa Cora, you can enjoy a mix of fun and relaxation. This bar is rated an average of 4.8 out of 5 stars by 699 customers.
Alternatively, unwind and relive your best memories of this day of your relaxed road trip at Osteria Tripperia Il Magazzino, another popular bar in the city. Customers have rated this fantastic bar an average of 4.4 out of 5 stars in 951 reviews.
Archea Brewery is also one of the best places in Florence where you can let loose and enjoy some celebratory drinks. This bar has an average rating of 4.7 out of 5 stars from 723 customers.
Sleep comfortably and prepare for another day of your laid-back adventure in Italy!
Experiences
Day 7 – Florence
Day 7 – Florence
- Florence
- More
Drive 11 km, 55 min
- Parco delle Cascine
- Basilica di Santa Maria Novella, Firenze (FI)
- Central Market
- Cathedral of Santa Maria del Fiore
- Brunelleschi's dome
- More
On day 7 of your relaxed road trip across Italy, you'll explore the best attractions in Florence at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Florence, where you can sample some delicious local food.
The accommodation you’ll be staying at for another 1 night will be conveniently located close to several attractions, like the famous Parco delle Cascine. This incredible park has an average rating of 4.3 out of 5 stars from 14,875 travelers.
Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Florence, the wonderful Basilica di Santa Maria Novella, Firenze (FI). This archives is rated an average of 4.3 out of 5 stars by 14,875 travelers.
You can then move on to the incredible Central Market. This must-see tourist destination has received an average rating of 4.4 out of 5 stars by 43,100 visitors.
Another stop you might want to add to your self-drive itinerary is the remarkable Cathedral of Santa Maria del Fiore. This church is sought after by many travelers from around the world. The popular attraction has received 4.8 out of 5 stars from 76,359 visitors.
If you want to discover more, consider stopping by the famous Brunelleschi's dome. This amazing site is a wonderful dome with more than 6,199 wanderlust-filled travelers rating it an average of 4.8 out of 5 stars.
Get a dose of thrill, excitement, and inspiration on day 7 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Florence itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!
After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Florence. One of our top recommendations includes a selection of delicious meals on its menu, Ala Grande Caffè(caffè Rosanò). This place is a local favorite and has an average rating of 4.8 out of 5 stars by 2,180 customers.
You may also try the variety of dishes served at Ristorante Romantico il Paiolo, which is an excellent choice if you want a nice place to eat near your accommodation. Ristorante Romantico il Paiolo is rated 4.4 stars out of 5 by 2,523 customers.
You can also eat at the highly recommended Ristorante La Spada. This amazing restaurant has an average rating of 4.4 out of 5 stars by 2,228 food lovers.
After finishing your meal, it’s time to experience the amazing nightlife in Florence and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular Locale Firenze. This vibrant bar is rated 4.6 out of 5 stars by 771 customers.
If you want to try a different bar, check out the popular Cibrèo Caffè. Rated 4.3 out of 5 stars by 857 customers, this bar is a great place to try some excellent liquor.
Another recommendation you shouldn’t miss is Nab Firenze. Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks. Nab Firenze has an average rating of 4.3 out of 5 stars by 790 bar goers.
Enjoy the rest of day 7 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!
Experiences
Day 8 – Rome
Day 8 – Rome
- Florence
- Rome
- More
Drive 285 km, 3 hours 26 min
- Piazza della Signoria
- Ponte Vecchio
- Uffizi Gallery
- Basilica of Santa Croce in Florence
- More
Day 8 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Florence. By the end of the day, you’ll drive in the direction of the city of Rome, where you’ll stay at a top-rated hotel of your choice for 4 nights.
When you’re ready to head to your first attraction of the day, the wonderful piazza della Signoria is waiting for you. This square has been rated an average of 4.8 out of 5 stars by 66,956 visitors.
The next stop on your road trip vacation is Ponte Vecchio. This unique deck arch bridge is a highly recommended place to visit, rated an average of 4.7 out of 5 stars by 118,099 visitors.
Don’t forget to make a stop at the incredible Uffizi Gallery. With an average rating of 4.7 out of 5 stars from 61,794 visitors, this national museum is one of the top sights to visit in the area. In fact, the spectacular Uffizi Gallery welcomes around 2,011,219 visitors on a yearly basis.
Another unforgettable travel destination is the outstanding Basilica of Santa Croce in Florence. This popular church and attraction has an average rating of 4.7 out of 5 stars by 28,544 people.
Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Florence has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.
Turn on some soothing tunes in the car because it’s now time to drive to the city of Rome. In Rome, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.
With a lovely menu and an average rating of 4.7 out of 5 stars from 62,881 customers, you can’t go wrong with choosing Tonnarello.
Locals also recommend Ristorante Pancrazio dal 1922 as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Ristorante Pancrazio dal 1922 as well. This local-favorite restaurant is rated an average of 4.7 out of 5 stars by 2,946 customers.
If you feel like having something else, you could also book a table at Ai Tre Scalini. This restaurant has an average rating of 4.4 out of 5 stars from 2,950 customers.
If you would like to celebrate your vacation with a drink, we recommend going to a place like Cantina e Cucina. Cantina e Cucina is rated an average of 4.6 out of 5 stars by 7,907 customers and is one of the best bars you can visit tonight.
Another lively bar worth checking out tonight is RoYaL Art Cafè Roma. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4.4 out of 5 stars by 3,972 customers gives you an idea of what to expect from this bar.
Alternatively, head to Caffè Portofino. This popular bar will bring up your mood and give you a good ending to your night. Caffè Portofino is rated an average of 4.3 out of 5 stars by 3,675 customers.
Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!
Experiences
Day 9 – Rome
Day 9 – Rome
- Rome
- More
Drive 8 km, 1 hour 2 min
- Trevi Fountain
- Pantheon
- Piazza navona
- Campo de' Fiori
- Castel Sant'Angelo
- More
Day 9 of your unhurried and relaxed road trip through Italy serves as your introduction to Rome. This is your chance to experience the very best of the city and appreciate Italy and its distinct culture and people.
Upon arriving in Rome, you can check in at the accommodation of your choice for a quick break. This 4-star hotel has an average rating of 4.1 out of 5 stars from 4,826 former guests.
You’ll enjoy restful days and nights at the 5-star NH Collection Roma Palazzo Cinquecento. With an average rating of 4.3 out of 5 stars from 1,953 guests, NH Collection Roma Palazzo Cinquecento is the best luxury hotel option we recommend while in the city.
The 3-star Hotel Nord Nuova Roma offers comfort at an affordable price, perfect for practical travelers. Hotel Nord Nuova Roma is a top-rated budget hotel in Rome with an average rating of 4.2 out of 5 stars from 3,325 guests.
These recommendations are among the most popular places to stay in Rome. If any of these options are not available during your stay in the city, we’ll provide you with the best alternatives. Our flexible booking system will automatically offer you a selection of accommodations that fit your budget and needs.
You'll enjoy easy access to the most remarkable sights in Rome, allowing you to explore the city at a relaxed pace. For example, you can take in the unique atmosphere of the city from the outstanding Trevi Fountain. This sculpture and attraction is one of the top travel destinations in Rome. The fascinating Trevi Fountain has an average rating of 4.8 out of 5 stars from 343,494 travelers.
Rome is also home to the captivating Pantheon, a local roman temple and another popular attraction in the city. About 189,682 visitors have rated this incredible site with 4.8 out of 5 stars. Each year, up to 30,000,000 people include this sightseeing spot in their travel plans.
The extraordinary Piazza Navona is another unforgettable place you can visit on your easy and relaxed road trip across Italy. Rated an average of 4.7 out of 5 stars by 158,771 travelers, Piazza Navona proves to be one of the top sights in the area.
You’ll enjoy the time you’ll spend at the incredible Campo de' Fiori. A trip to this wonderful site will inspire you. Visitors have rated their experience at this amazing square and attraction an average of 4.4 out of 5 stars in 51,133 reviews.
When you’re in the mood to experience something amazing, we recommend you visit the fantastic Castel Sant'Angelo. Every year, travelers of more than 918,591 in count gather around this fascinating museum and sightseeing spot to appreciate its unique features. Around 72,431 visitors have rated the famous Castel Sant'Angelo an average of 4.7 out of 5 stars.
Tours often allow you to see beyond what books and social media feature about Rome, its culture, and people. So for a more meaningful travel experience in the city, we recommend you join one of the most popular tours available on this day of your relaxed road trip across Italy.
Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. After a day of appreciating the best places to visit in Rome, explore the city like a local by trying out the best restaurants in the area.
Ranking high on our list of the best restaurants in Rome is 433. With an average rating of 4.4 out of 5 stars from 2,341 customers, you really have to try the savory dishes of this excellent restaurant.
Locals love La Taverna Italiana for its delicious meals, and we recommend you visit the restaurant at least once during your stay in Rome. This restaurant is rated an average of 4.5 out of 5 stars by 1,897 customers.
Another alternative is Roma Sparita. This restaurant serves a variety of comforting food and drinks and has an average rating of 4.4 out of 5 stars from 2,073 customers.
A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Rome. At The Apartment Bar Roma, you can enjoy a mix of fun and relaxation. This bar is rated an average of 4.6 out of 5 stars by 2,701 customers.
Alternatively, unwind and relive your best memories of this day of your relaxed road trip at Ai Tre Scalini, another popular bar in the city. Customers have rated this fantastic bar an average of 4.4 out of 5 stars in 2,950 reviews.
Centro is also one of the best places in Rome where you can let loose and enjoy some celebratory drinks. This bar has an average rating of 4.4 out of 5 stars from 1,488 customers.
Sleep comfortably and prepare for another day of your laid-back adventure in Italy!
Experiences
Day 10 – Rome
Day 10 – Rome
- Rome
- More
Drive 5 km, 1 hour 9 min
- Circus Maximus
- Colosseum
- Roman Forum
- Altare della Patria
- Largo di Torre Argentina
- More
On day 10 of your relaxed road trip across Italy, you'll explore the best attractions in Rome at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Rome, where you can sample some delicious local food.
The accommodation you’ll be staying at for another 2 nights will be conveniently located close to several attractions, like the famous Circus Maximus. This incredible circus has an average rating of 4.4 out of 5 stars from 44,741 travelers.
Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Rome, the wonderful Colosseum. This roman amphitheatre is rated an average of 4.4 out of 5 stars by 44,741 travelers.
You can then move on to the incredible Roman Forum. This square has received an average rating of 4.7 out of 5 stars by 114,450 visitors.
Another stop you might want to add to your self-drive itinerary is the remarkable Altare della Patria. This architectural structure is sought after by many travelers from around the world, or more than 1,683,070 people annually. The popular attraction has received 4.8 out of 5 stars from 49,843 visitors.
If you want to discover more, consider stopping by the famous largo di Torre Argentina. This amazing site is a wonderful square with more than 30,433 wanderlust-filled travelers rating it an average of 4.5 out of 5 stars.
Get a dose of thrill, excitement, and inspiration on day 10 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Rome itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!
After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Rome. One of our top recommendations includes a selection of delicious meals on its menu, Ristorante Amedeo. This place is a local favorite and has an average rating of 4.3 out of 5 stars by 1,798 customers.
You may also try the variety of dishes served at La Taverna dei Fori Imperiali, which is an excellent choice if you want a nice place to eat near your accommodation. La Taverna dei Fori Imperiali is rated 4.4 stars out of 5 by 1,637 customers.
You can also eat at the highly recommended Maccheroni. This amazing restaurant has an average rating of 4.3 out of 5 stars by 1,633 food lovers.
After finishing your meal, it’s time to experience the amazing nightlife in Rome and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular DEROMA - Farine Romane. This vibrant bar is rated 4.3 out of 5 stars by 1,432 customers.
If you want to try a different bar, check out the popular Insolito Food & Drink Lido di Ostia. Rated 4.4 out of 5 stars by 1,301 customers, this bar is a great place to try some excellent liquor.
Another recommendation you shouldn’t miss is Hotel Hassler Roma. Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks. Hotel Hassler Roma has an average rating of 4.8 out of 5 stars by 895 bar goers.
Enjoy the rest of day 10 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!
Experiences
Day 11 – Rome
Day 11 – Rome
- Rome
- More
Drive 9 km, 1 hour 8 min
- Villa Borghese
- Piazza del Popolo
- Spanish Steps
- Piazza di Spagna
- Basilica di Santa Maria Maggiore
- More
Day 11 of your comfortable self-drive tour across Italy gives you another chance to explore the magnificent city of Rome and visit more of its attractions.
Rome has plenty of activities and sights, so you won’t be short of things to do during your laid-back and relaxed road trip in Italy. Fortunately, your accommodation, where you’ll be staying for 1 night more is conveniently located near several of the city’s best attractions.
One of the best stops on your hassle-free journey is the popular Villa Borghese, one of the top attractions in the city. In fact, the incredible Villa Borghese has a rating of 4.6 out of 5 stars from 69,749 visitors.
You could also spend some time relaxing at the amazing piazza del Popolo. This city feature got an average score of 4.6 out of 5 stars from its 89,807 guests.
Another place of interest in the city of Rome is the notable Spanish Steps. The popular Spanish Steps is a highlight of many travel packages in Rome. As a matter of fact, this remarkable monumental staircase has a rating of 4.5 out of 5 stars from around 57,211 travelers.
Aside from the above-mentioned attractions in Rome, you also have the opportunity to stop by the marvelous Piazza di Spagna. Take your time exploring this wonderful square and one of the city’s most notable places. This magnificent site has a rating of 4.7 stars out of 5 from 113,658 visitors.
If you’re keen to explore more, head to the outstanding Basilica di Santa Maria Maggiore. With a rating of 4.8 out of 5 stars from 27,678 travelers, a trip to the spectacular Basilica di Santa Maria Maggiore is something to look forward to in Rome.
Get a more in-depth understanding of Rome by checking out the amazing selection of tours and excursions you can add to your relaxed road trip itinerary. Explore more of the city’s wonders, create memorable experiences, and join laid-back to challenging activities. You’ll be happy to learn that there are plenty of top-rated tours and activities in Rome.
When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Rome, while looking for a place to eat. Or, check out our top recommendations below and treat yourself to a nice meal.
La Bottega Roma is one of the top restaurants in the city. This Rome-based food place has an average rating of 4.4 out of 5 stars from 1,411 guests.
If you’re looking for another option near your accommodation, Il Sole di Ostia is also one of the best restaurants you can try in the city. Il Sole di Ostia proved an excellent choice for around 1,513 visitors, who gave the restaurant an average rating of 4.3 out of 5 stars.
Another local favorite in Rome is RomAntica, which has an average score of 4.3 out of 5 stars based on 1,462 individuals’ reviews.
After your meal, consider getting a drink at one of the top bars in Rome, VinAllegro. This bar enjoys an average rating of 4.3 over 5 stars given by 1,167 customers.
Another drinking place in the city we recommend you try out is Ristorante Tema. Check out its selection of liquors, and learn why it has been rated 4.4 over 5 stars by 939 customers.
If you prefer another place to unwind, La Botticella of Poggi Giovanni may be a more excellent choice for you. This bar offers a variety of drinks you can choose from. Around 655 customers have rated it an average of 4.7 out of 5 stars.
Toast to an amazing time in Rome and end day 11 of your slow-paced and relaxed road trip in Italy on a great note!
Experiences
Day 12 – Vatican City and Arezzo
Day 12 – Vatican City and Arezzo
- Arezzo
- More
Drive 225 km, 3 hours 10 min
- St Peter's Basilica
- Sistine Chapel
- Saint Peter's Square
- Vatican Museums
- More
Day 12 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the country of Vatican City. By the end of the day, you’ll drive in the direction of the city of Arezzo, where you’ll stay at a top-rated hotel of your choice for 1 night.
When you’re ready to head to your first attraction of the day, the wonderful St. Peter's Basilica is waiting for you. This major basilica has been rated an average of 4.8 out of 5 stars by 131,043 visitors. It’s estimated that around 11,000,000 people visit this attraction every year.
The next stop on your road trip vacation is Sistine Chapel. This unique chapel is a highly recommended place to visit, rated an average of 4.7 out of 5 stars by 52,083 visitors.
Don’t forget to make a stop at the incredible Saint Peter's Square. With an average rating of 4.8 out of 5 stars from 38,954 visitors, this square is one of the top sights to visit in the area.
Another unforgettable travel destination is the outstanding Vatican Museums. This popular art museum and attraction has an average rating of 4.6 out of 5 stars by 133,310 people. Vatican Museums hosts around 1,612,530 visitors annually.
Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Vatican City has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.
Turn on some soothing tunes in the car because it’s now time to drive to the city of Arezzo. In Arezzo, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.
With a lovely menu and an average rating of 4.6 out of 5 stars from 1,306 customers, you can’t go wrong with choosing Antica Fonte.
Locals also recommend Trattoria Cavour 42 as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Trattoria Cavour 42 as well. This local-favorite restaurant is rated an average of 4.6 out of 5 stars by 909 customers.
If you feel like having something else, you could also book a table at Il Cantuccio. This restaurant has an average rating of 4.3 out of 5 stars from 1,027 customers.
If you would like to celebrate your vacation with a drink, we recommend going to a place like Il Covo dei Briganti. Il Covo dei Briganti is rated an average of 4.7 out of 5 stars by 509 customers and is one of the best bars you can visit tonight.
Another lively bar worth checking out tonight is Trattoria Il Saraceno. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4.3 out of 5 stars by 1,759 customers gives you an idea of what to expect from this bar.
Alternatively, head to Bar Cristallo. This popular bar will bring up your mood and give you a good ending to your night. Bar Cristallo is rated an average of 4.2 out of 5 stars by 1,405 customers.
Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!
Experiences
Day 13 – Milan
Day 13 – Milan
- Bologna
- Milan
- More
Drive 390 km, 4 hours 39 min
- Two Towers
- Piazza Maggiore
- Fountain of Neptune, Bologna
- Palazzo Re Enzo
- More
Day 13 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Bologna. By the end of the day, you’ll drive in the direction of the city of Milan, where you’ll stay at a top-rated hotel of your choice for 1 night.
When you’re ready to head to your first attraction of the day, the wonderful Two Towers is waiting for you. This tower has been rated an average of 4.7 out of 5 stars by 25,975 visitors.
The next stop on your road trip vacation is Piazza Maggiore. This unique square is a highly recommended place to visit, rated an average of 4.7 out of 5 stars by 64,523 visitors.
Don’t forget to make a stop at the incredible Fountain of Neptune, Bologna. With an average rating of 4.7 out of 5 stars from 3,952 visitors, this fountain is one of the top sights to visit in the area.
Another unforgettable travel destination is the outstanding Palazzo Re Enzo. This popular palazzo and attraction has an average rating of 4.6 out of 5 stars by 2,072 people.
Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Bologna has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.
Turn on some soothing tunes in the car because it’s now time to drive to the city of Milan. In Milan, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.
With a lovely menu and an average rating of 4.3 out of 5 stars from 1,217 customers, you can’t go wrong with choosing UNAHOTELS Cusani Milano.
Locals also recommend G. B. Bar as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at G. B. Bar as well. This local-favorite restaurant is rated an average of 4.6 out of 5 stars by 820 customers.
If you would like to celebrate your vacation with a drink, we recommend going to a place like Carico. Carico is rated an average of 4.4 out of 5 stars by 125 customers and is one of the best bars you can visit tonight.
Another lively bar worth checking out tonight is QC Termemilano. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4.2 out of 5 stars by 10,281 customers gives you an idea of what to expect from this bar.
Alternatively, head to Pizza And Food. This popular bar will bring up your mood and give you a good ending to your night. Pizza And Food is rated an average of 4.2 out of 5 stars by 587 customers.
Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!
Experiences
Day 14 – Milan - departure day
Day 14 – Milan - departure day
- Milan - Departure day
- More
- Palazzo Borromeo
- More
Day 14 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Milan.
Depending on when you need to leave, you might be able to fit in some sightseeing or shopping. Embrace the beauty of Milan once more and find some souvenirs to help you remember your time in the city. To end your relaxing road trip in Italy on top, we recommend visiting some of the following attractions.
Palazzo Borromeo is an extraordinary attraction that is perfect for your last day in Milan. This top sight is a popular palazzo, rated an average of 4.3 out of 5 stars by 130 visitors.
Unwind and look back at the past 14 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Milan or just grab something light to keep you going.
Give yourself enough time to wave goodbye to Milan and begin your journey home. The unforgettable experiences you’ve collected along your 14-day relaxed road trip in Italy is a story you will tell for the rest of your life.
Experiences
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