Two-Week Italy Self-Drive Road Trip With Itinerary from Bari to Matera, Alberobello, Lecce, Naples, Rome, Florence, and San Gimignano

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Aerial view of Bari old town in Italy with Bari Cathedral (Saint Sabino), and San Nicola Basilica
Margherita Theater and fishing boats in old harbor of Bari, Puglia, Italy. Bari is the capital city of the Metropolitan City of Bari on the Adriatic Sea, Italy. Architecture and landmark of Italy.
Two-Week Italy Self-Drive Road Trip With Itinerary from Bari to Matera, Alberobello, Lecce, Naples, Rome, Florence, and San Gimignano
Two-Week Italy Self-Drive Road Trip With Itinerary from Bari to Matera, Alberobello, Lecce, Naples, Rome, Florence, and San Gimignano
Two-Week Italy Self-Drive Road Trip With Itinerary from Bari to Matera, Alberobello, Lecce, Naples, Rome, Florence, and San Gimignano
Two-Week Italy Self-Drive Road Trip With Itinerary from Bari to Matera, Alberobello, Lecce, Naples, Rome, Florence, and San Gimignano
Two-Week Italy Self-Drive Road Trip With Itinerary from Bari to Matera, Alberobello, Lecce, Naples, Rome, Florence, and San Gimignano
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Escape the ordinary with this exciting 15-day road trip through Italy. Explore diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 3 nights in Bari, 1 night in Matera, 1 night in Alberobello, 2 nights in Lecce, 2 nights in Naples, 2 nights in Rome, 2 nights in Florence, and 1 night in San Gimignano. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have you covered.

Upon arriving in Bari, 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. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Bari, Matera, Castellana Grotte, Alberobello, Lecce, Porto Badisco, Otranto, Naples, Pompei, Rome, Florence, Pisa, Siena, San Gimignano, and Santa Maria degli Angeli, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodations, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Day1

Day 1

  • Bari - Arrival day
  • More
  • Basilica San Nicola
  • More

Your road trip adventure in Italy begins as soon as you reach Bari and pick up your car. You’ll stay here for 2 nights and explore what to see in Bari, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

Bari 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 Basilica Di San Nicola. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Bari. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Bari, it's often a good idea to reserve a table in advance.

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

Keep the excitement of the evening going by visiting a bar or two. Noise is an excellent place to start. You could also check out Luau Tiki Bar, offering a different kind of charm. A last recommendation for the day is Mercantilenove. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise a toast to the start of your 15-day road trip in Italy!

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Day2

Day 2

  • Bari
  • More

Drive 4 km, 44 min

  • Pinacoteca metropolitana di Bari
  • Lungomare Araldo di Crollalanza
  • Teatro Petruzzelli
  • Teatro Margherita
  • Palazzo Simi
  • Castello Svevo di Bari
  • More

Day 2 of your road trip will take you to the best attractions Bari has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Bari.

Whether you decide to explore Bari on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Pinacoteca Metropolitana Di Bari makes a great addition to your morning plans. This up-and-coming art gallery is a history-steeped place to see in Bari. Continue your discovery at Lungomare Araldo Di Crollalanza, a romantic boardwalk with stories to tell.

As you stroll around Bari, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Teatro Petruzzelli. This increasingly popular performing arts theater offers an eye-catching encounter with Bari. Next, make your way to Teatro Margherita to add another highlight to your day. After that, visit Palazzo Simi, an increasingly popular museum that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Castello Svevo Di Bari, a locally appreciated castle in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Bari.

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

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

Enjoy a delicious meal at Cocktail Bar "Numero 75 ", a highly-rated dining destination in Bari. If you're eager to try something different, consider Lo Svevo, another top spot with a tantalizing menu. You might also want to secure a reservation at Mezcla. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Bari this evening.

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

Savor another day of unforgettable experiences in Italy!

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Day3

Day 3

  • Bari
  • Matera
  • More

Drive 67 km, 1 hour 19 min

  • Parco Scultura La Palomba
  • Sassi di Matera
  • Casa Noha
  • Church of Saint Peter 'Barisano'
  • Palombaro lungo
  • More

Dive into day 3 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Matera. At the end of the day, you’ll unwind at one of the finest accommodations in Matera, where you'll spend 1 night.

When you’ve had your share of Bari, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Matera. Your travel time is around 47 min.

When you're ready for some sights, head to Parco Scultura La Palomba, an up-and-coming sculpture garden in Matera. Explore its picture-perfect features at your own pace before you continue your journey to your next attraction, Sassi Di Matera. This locally renowned archeological site is a top recommendation in the area.

When you’re ready to explore more, Casa Noha is an excellent choice. Spend some time discovering what some claim to be the most respected museum in the region. Next, continue your sightseeing at the locally appreciated Church Of Saint Peter 'barisano' and discover what makes this church unique. If you’re up for one more stop in the city, head to Palombaro Lungo, a heritage-rich cave system many travelers find the visit worthwhile.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Matera. Matera 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 Matera. Enjoy a relaxing evening as you savor delicious local cuisine.

Enjoy a lovely dining experience at Ristorante Le Bubbole, a popular restaurant in Matera. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Matera at Baccanti, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated.

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

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Day4

Day 4

  • Matera
  • Castellana Grotte
  • Alberobello
  • More

Drive 71 km, 1 hour 22 min

  • Masseria Papaperta
  • Trullo Siamese monumento negozio souvenir
  • Trulli di Alberobello Puglia
  • Territory Museum "House Pezzolla"
  • Casa D'Amore
  • More

On day 4 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Castellana Grotte and Alberobello are on today's agenda. In the evening, you’ll end up in Alberobello, where you will stay for 1 night.

Embrace the thrill of the open road as you wave goodbye to Matera and set your GPS to Castellana Grotte. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 2 min. Upon reaching Castellana Grotte, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Masseria Papaperta is an often recommended sightseeing destination we recommend visiting today.

Continue your road trip and head to your next destination, Alberobello. This car ride takes around 11 min.

Savor the day by heading to Trullo Siamese - Negozio Souvenirs, an often recommended gift shop that draws visitors from near and far. When you're done, continue to Trulli Di Alberobello Puglia, where you can soak in the romantic surroundings.

Next, explore Territory Museum "house Pezzolla", yet another underrated place to see in the area. After the museum, make time to go to Casa D'amore. This picture-perfect historical landmark is well worth the visit.

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

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

Make sure to reserve a table at Ristorante "I Primi di Puglia" - Alberobello, an iconic dining spot in Alberobello. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.

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

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Day5

Day 5

  • Alberobello
  • Lecce
  • More

Drive 114 km, 1 hour 31 min

  • Castello Carlo V
  • Basilica di Santa Croce
  • More

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Lecce. When you’re not sightseeing, take time to relax at your chosen hotel in Lecce, where you’ll be staying for 2 nights.

Lecce’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Alberobello behind. This drive usually takes around 1 hour 24 min. Lecce welcomes you with a multitude of unique vacation experiences.

Savor the day by heading to Castle Of Charles V, a frequently visited castle that draws visitors from near and far. When you're done, continue to Basilica Di Santa Croce, where you can soak in the instagrammable surroundings.

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

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Lecce, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Alle due Corti, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Il Ristoro dei Templari Trattoria Pizzeria Braceria is another top choice with a popular menu. You could also check for a table at La Cucina di Mamma Elvira. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Lecce tonight.

Continue your lively evening at Sensi, a perfect place for winding down or revving up the night, depending on which mood you’re in. Caffè Alvino is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Jolly Roger ensures a night out tailored to your taste.

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

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Day6

Day 6

  • Lecce
  • Porto Badisco
  • Otranto
  • More

Drive 115 km, 1 hour 55 min

  • Cave of Porto Badisco
  • Torre Sant'Emiliano
  • Aragonese Castle of Otranto
  • Lungomare degli Eroi
  • More

On day 6 of your road trip, you’ll start and end your day in Lecce, where you have 1 night left to stay.

When you’ve had your share of Lecce, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Porto Badisco. Your travel time is around 47 min.

Spend your afternoon discovering Cave Of Porto Badisco, an up-and-coming cave known for its visually striking features. Next, continue your sightseeing at Torre Sant'emiliano, a beloved monument.

Embrace the thrill of the open road as you wave goodbye to Porto Badisco and set your GPS to Otranto. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 13 min. Upon reaching Otranto, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Savor the day by heading to Aragonese Castle Of Otranto, an underrated castle that draws visitors from near and far. When you're done, continue to Lungomare Degli Eroi, where you can soak in the majestic surroundings.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Lecce. Enjoy a relaxing evening as you savor delicious local cuisine.

Dine in style at Miro Coffee Bistrot & Lounge Bar, a top recommendation for dinner tonight. Or, for a change of pace, Oscar Cafè boasts a menu that's sure to impress. Also, be sure to check out La Vecchia Osteria da Totu. Known as a local hotspot, it’s a great choice for tonight in Lecce.

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

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

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Day7

Day 7

  • Lecce
  • Naples
  • More

Drive 413 km, 4 hours 54 min

  • Naples National Archaeological Museum
  • Cappella Sansevero
  • piazza del Plebiscito
  • More

Your itinerary for day 7 of your road trip in Italy includes 1 stop and features some of the highlights of Naples. At the end of the day, enjoy the comforts of a top-rated hotel in Naples, where you'll spend 2 nights.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Naples may take around 4 hours 18 min. Upon your arrival in Naples, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Spend your afternoon discovering Naples National Archaeological Museum, a notable museum known for its noteworthy features. Next, continue your sightseeing at Cappella Sansevero, a well-known museum.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Piazza Del Plebiscito and uncover the details of this majestic public square.

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

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

Enjoy a delicious meal at L'Oca Nera Irish Pub, a highly-rated dining destination in Naples. If you're eager to try something different, consider Mimì alla Ferrovia, another top spot with a tantalizing menu. You might also want to secure a reservation at Spuzzulè Winebar. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Naples this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Happening Cocktail Bar, a well-loved spot among locals and tourists. Or, head to Shanti Art Musik Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Gran Caffè Gambrinus, another top-rated place in the area.

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

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Day8

Day 8

  • Naples
  • Pompei
  • More

Drive 53 km, 1 hour 20 min

  • Archaeological Park of Pompeii
  • Amphitheatre of Pompeii
  • More

Wake up to day 8 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Pompei. With 1 night to stay in Naples, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Continue your road trip and head to your next destination, Pompei. This car ride takes around 27 min.

Archaeological Park Of Pompeii is a notable archeological site we recommend visiting today. Discover its UNESCO world heritage-designated features before continuing your self-guided tour to Amphitheatre Of Pompeii, a breathtaking archeological site that’s well-regarded in the area.

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

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

Make sure to reserve a table at Antica Pizzeria Di Matteo, an iconic dining spot in Naples. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Mercure Napoli Centro Angioino, a popular restaurant in Naples. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Lazzara Trattoria e Pizzeria, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Archivio Storico - Cocktail Bar & Wonderfood after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Archeobar, another bar with an inviting ambiance. Similarly, Babette Pub also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day9

Day 9

  • Naples
  • Rome
  • More

Drive 232 km, 3 hours 26 min

  • Colosseum
  • Roman Forum
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • More

Experience an unparalleled adventure on day 9 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Rome. At the end of the day, you will retreat to the hotel of your choice in Rome, where will spend 2 nights.

After soaking in Naples’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Rome. Expect your car journey to take a minimum of 2 hours 31 min. When you arrive in Rome, it's time to take a break from the road.

One of our top recommendations for your sightseeing is Colosseum. Spend some time admiring the breathtaking features of the archeological site before you continue to your next stop. Then, head to Roman Forum. This world-famous archeological site is a traveler-favorite in the city.

If you're keen to see more, continue to Trevi Fountain. Feed your curiosity by learning something new about the monument. Next, take your journey to Pantheon, a wondrous monument. Conclude your sightseeing at Piazza Navona, known for its history-steeped features.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at La Bottega Roma, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Pasta In Corso, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day10

Day 10

  • Rome
  • Vatican City
  • More

Drive 11 km, 59 min

  • St Peter's Basilica
  • Sistine Chapel
  • Saint Peter's Square
  • Vatican Museums
  • Trastevere
  • Via del Corso
  • More

Greet day 10 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Rome, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Vatican City.

Trastevere is one of the highlights of today. Take your time exploring this iconic neighborhood in Vatican City, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city. Be sure to also visit Via del Corso, a street that showcases another side of Vatican City.

As you explore Vatican City’s charming streets, take in the lively atmosphere and get to know the character of the city.

Savor the day by heading to St. Peter's Basilica, a world-famous major basilica that draws visitors from near and far.

Next, explore Saint Peter's Square, yet another interesting place to see in the area. After the square, make time to go to Vatican Museums.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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

Keep the evening going at Sant' Eustachio Caffè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yellowsquare Rome, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day out.

Savor another day of unforgettable experiences in Italy!

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Day11

Day 11

  • Rome
  • Florence
  • More

Drive 276 km, 3 hours 30 min

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

Dive into day 11 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Florence. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 2 nights.

Set your GPS to Florence and hit the road. Expect a journey of approximately 3 hours 2 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Florence beckons with new experiences!

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Basilica Of Santa Croce In Florence, a notable church that everyone visiting Florence should see. Next, head to Uffizi Gallery. This picture-perfect art gallery is one of the most widely recognized attractions in the region.

If you're keen to see more, don’t miss out on Ponte Vecchio, a history-steeped historical landmark popular among locals as well as travelers. Cathedral Of Santa Maria Del Fiore is an excellent attraction to visit next. Spend some time learning more about this top-rated church before you continue your journey. Lastly, visit Piazza Della Signoria, a culturally significant public square and a top attraction in the city.

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

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

Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

Relax and recharge in preparation for another adventurous day in Italy!

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Day12

Day 12

  • Florence
  • Pisa
  • More

Drive 198 km, 2 hours 57 min

  • Battistero di San Giovanni
  • Piazza del Duomo, Pisa
  • Campo santo
  • Pisa Cathedral
  • Leaning Tower of Pisa
  • Knights' Square
  • More

On day 12 of your road trip, you’ll start and end your day in Florence, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Pisa.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 1 hour 14 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready for some sights, head to Battistero Di San Giovanni, a worthwhile church in Pisa. Explore its majestic features at your own pace before you continue your journey to your next attraction, Piazza Del Duomo, Pisa. This timeless public square is a top recommendation in the area.

When you’re ready to explore more, Campo Santo is an excellent choice. Spend some time discovering what some claim to be the most culturally significant cemetery in the region. Next, continue your sightseeing at the underrated Pisa Cathedral and discover what makes this church unique. If you’re up for one more stop in the city, head to Leaning Tower Of Pisa, an UNESCO world heritage-listed monument many travelers find the visit worthwhile.

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

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

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

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

Relax and recharge in preparation for another adventurous day in Italy!

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Day13

Day 13

  • Florence
  • Siena
  • San Gimignano
  • More

Drive 122 km, 2 hours 10 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Pubblico Palace
  • Porta San Giovanni
  • Piazza del Duomo, San Gimignano
  • More

On day 13 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Siena and San Gimignano are on today's agenda. In the evening, you’ll end up in San Gimignano, where you will stay for 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Siena. This drive usually takes around 1 hour 12 min, without any stops or traffic disruptions.

Our first attraction recommendation in Siena is Siena Cathedral, a well-known church that draws attention for its romantic features. Spend some time soaking in the atmosphere before continuing to Piazza Del Campo, an UNESCO world heritage-listed public square that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Tower Of Mangia, an up-and-coming monument that offers a unique experience. Be sure to also explore Pubblico Palace, a nearby palace, highly recommended by other travelers.

Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to San Gimignano. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 43 min. Upon reaching San Gimignano, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Our first attraction recommendation in San Gimignano is Porta San Giovanni, a worthwhile monument that draws attention for its UNESCO world heritage-designated features. Spend some time soaking in the atmosphere before continuing to Piazza Del Duomo, a culturally significant public square that stands out in the city.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in San Gimignano. San Gimignano 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 San Gimignano. Enjoy a relaxing evening as you savor delicious local cuisine.

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

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Day14

Day 14

  • San Gimignano
  • Assisi
  • Bari
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Drive 701 km, 7 hours 39 min

  • Basilica of San Francesco d'Assisi
  • Chiesa di San Pietro
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On day 14 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Santa Maria degli Angeli and Valecchie. When you’re not sightseeing, take time to relax at your chosen hotel in Bari, where you’ll be staying for 1 night.

When you’re ready to jump back into the car and say goodbye to San Gimignano, you’ll hit the road in the direction of Santa Maria degli Angeli. This drive usually takes around 2 hours 8 min.

Set out on a self-guided sightseeing tour at Basilica Of San Francesco D'assisi and explore the symbolic features.

Bari’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Valecchie behind. This drive usually takes around 5 hours 22 min. Bari welcomes you with a multitude of unique vacation experiences.

Set out on a self-guided sightseeing tour at Chiesa Di San Pietro and explore the culturally significant features.

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

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

Don’t miss out on dining at Mastro Ciccio, a top-rated dining destination in Bari. If you're in the mood to try something new, consider Black and White, another top spot with a mouthwatering menu. You might also want to secure a reservation at Tuccio - Cucina Caffè. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bari this evening.

Continue your evening by exploring the vibrant nightlife scene at The Ciclatera Under The Sea, a prime destination for a thrilling night out. Also, don’t forget to check out Rosalba Cafè, a bar that offers unique local touches. Likewise, Bar Moderno provides an excellent alternative for a fun evening.

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

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Day15

Day 15

  • Bari - Departure day
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  • Palazzo Fizzarotti
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Day 15 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Bari 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 Palazzo Fizzarotti. This curiosity-inducing palace is a hotspot among locals.

Take advantage of your accommodation's proximity to Bari’s shopping district for some last-minute bargain hunting. Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

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

If you're in the mood for something new, try Ristorante Biancofiore, another premier location with a delectable menu.

You’ll then say farewell to Bari. 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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Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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