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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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.
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Description

Experience the freedom of the open road on an unforgettable 15-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Bari, Matera, Castellana Grotte, Alberobello, Lecce, Porto Badisco, Otranto, Naples, Pompei, Rome, Florence, Pisa, Siena, San Gimignano, and Santa Maria degli Angeli.

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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Driver’s age is 30 - 65
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Pick-up: 10:00
Drop-off: 10:00

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Day 1

Day 1

  • Bari - Arrival day
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  • Basilica San Nicola
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Welcome to Bari, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 2 nights discovering what to see in Bari before embarking on the next leg of your journey.

Bari is a beautiful city with plenty to discover. 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.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Bari. Make yourself at home and unwind before heading out again.

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

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

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Day 2

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

You’ll stay in Bari for 1 night.

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.

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

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Day 3

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

On day 3 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Matera are on today's agenda. In the evening, you’ll end up in Matera, where you will stay for 1 night.

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

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

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Day 4

Day 4

  • Matera
  • 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

Dive into day 4 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Castellana Grotte and Alberobello. At the end of the day, you’ll unwind at one of the finest accommodations in Alberobello, where you'll spend 1 night.

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

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

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

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Day 5

Day 5

  • Alberobello
  • Lecce
  • More

Drive 114 km, 1 hour 31 min

  • Castello Carlo V
  • Basilica di Santa Croce
  • More

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Lecce. At the end of the day, you will retreat to the hotel of your choice in Lecce, where will spend 2 nights.

At the end of the day, you will drive to Lecce, 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 Lecce's most popular restaurants, and connect with friendly locals for a true cultural experience.

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

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Day 6

Day 6

  • Lecce
  • 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 still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Porto Badisco and Otranto.

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

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

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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Day 7

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.

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.

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

Relax and look forward to more memorable moments to come!

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Day 8

Day 8

  • Naples
  • 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!

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

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

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

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Day 9

Day 9

  • Naples
  • Rome
  • More

Drive 232 km, 3 hours 26 min

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

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Rome. When you’re not sightseeing, take time to relax at your chosen hotel in Rome, where you’ll be staying for 2 nights.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Naples.

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

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

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

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Day 10

Day 10

  • Rome
  • More

Drive 11 km, 59 min

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

On day 10 of your road trip, you'll get the chance to experience Vatican City. At the end of the day, you'll drive back to Rome, where you still have 1 night left to stay.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.

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

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

Raise your glass to another unforgettable day in Italy!

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Day 11

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

On day 11 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Florence are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

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

Florence 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 Florence.

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

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Day 12

Day 12

  • Florence
  • 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 have 1 night left to stay.

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

Florence 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 Florence.

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

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Day 13

Day 13

  • Florence
  • 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

Dive into day 13 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Siena and San Gimignano. At the end of the day, you’ll unwind at one of the finest accommodations in San Gimignano, where you'll spend 1 night.

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

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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Day 14

Day 14

  • San Gimignano
  • Bari
  • More

Drive 701 km, 7 hours 39 min

  • Basilica of San Francesco d'Assisi
  • Chiesa di San Pietro
  • More

Experience an unparalleled adventure on day 14 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Santa Maria degli Angeli and Valecchie. At the end of the day, you will retreat to the hotel of your choice in Bari, where will spend 1 night.

When you’re done exploring for the day, you’ll drive to your hotel in Bari. 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 Bari's best restaurants.

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

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Day 15

Day 15

  • Bari - Departure day
  • More
  • Palazzo Fizzarotti
  • More

Day 15 of your road trip in Italy is your departure day. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

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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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.
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.

We guarantee

Your trip is protected, personalized, and priced right. No surprises, no stress.

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