Two-Week Italy Self-Drive Road Trip With Itinerary from Bologna to Florence, Siena, Pisa, La Spezia, Lucca, Rome, and Santa Maria degli Angeli

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Description

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 Bologna, 2 nights in Florence, 2 nights in Siena, 1 night in Pisa, 2 nights in La Spezia, 1 night in Lucca, 2 nights in Rome, and 1 night in Santa Maria degli Angeli. 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 Bologna, 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 Bologna, Florence, Siena, San Gimignano, Pisa, Riomaggiore, La Spezia, Corniglia, Manarola, Lucca, Rome, Santa Maria degli Angeli, and Perugia, 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

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

Bologna 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.

Find your way to your hotel in Bologna. 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 Bologna, 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

  • Bologna
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Drive 0.5 km, 6 min

  • Bologna Cathedral
  • Biblioteca Salaborsa
  • Piazza Maggiore
  • More

You’ll stay in Bologna 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.

For an unforgettable shopping experience, visit Via d'Azeglio, the top shopping destination in Bologna. Browse local boutique shops and luxury stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Via d'Azeglio has to offer, including attractions, essential services, and vibrant community activities.

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

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

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Day 3

Day 3

  • Bologna
  • Florence
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Drive 108 km, 1 hour 48 min

  • Ponte Vecchio
  • Bargello National Museum
  • Uffizi Gallery
  • Palazzo Vecchio
  • piazza della Signoria
  • More

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Florence, where you’ll be staying 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.

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 Florence, 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

  • Florence
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Drive 3 km, 44 min

  • David
  • Galleria dell'Accademia
  • Cathedral of Santa Maria del Fiore
  • Basilica of Santa Croce in Florence
  • More

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.

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.

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

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Day 5

Day 5

  • Florence
  • Siena
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Drive 79 km, 1 hour 28 min

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

Dive into day 5 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Siena. At the end of the day, you’ll unwind at one of the finest accommodations in Siena, where you'll spend 2 nights.

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

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

Raise your glass to another unforgettable day in Italy!

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Day 6

Day 6

  • Siena
  • More

Drive 82 km, 1 hour 40 min

  • SanGimignano1300
  • Town Hall, Picture Gallery and Great Tower
  • Piazza del Duomo, San Gimignano
  • More

On day 6 of your road trip, you'll get the chance to experience San Gimignano. At the end of the day, you'll drive back to Siena, where you still have 1 night left to stay.

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

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

Savor another day of unforgettable experiences in Italy!

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Day 7

Day 7

  • Siena
  • Pisa
  • More

Drive 127 km, 2 hours 6 min

  • Campo santo
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Angelo Caduto
  • Leaning Tower of Pisa
  • Knights' Square
  • More

Your itinerary for day 7 of your road trip in Italy includes 1 stop and features some of the highlights of Pisa. At the end of the day, enjoy the comforts of a top-rated hotel in Pisa, 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 Pisa. Pisa offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Pisa. 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 8

Day 8

  • Pisa
  • La Spezia
  • More

Drive 112 km, 2 hours 27 min

  • Santuario di Nostra Signora di Montenero
  • Riomaggiore
  • Castle of Riomaggiore
  • More

On day 8 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Riomaggiore are on today's agenda. In the evening, you’ll end up in La Spezia, where you will stay 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 Pisa.

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

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

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

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Day 9

Day 9

  • La Spezia
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Drive 55 km, 1 hour 49 min

  • Sentiero Azzurro
  • Presepe di Manarola
  • Manarola Overlook Viewpoint
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On day 9 of your road trip in Italy, you’ll start and end your day in La Spezia, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in La Spezia, there’s no need to rush. Experience Corniglia and Manarola to the fullest today with this curated day itinerary.

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

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

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

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Day 10

Day 10

  • La Spezia
  • Lucca
  • More

Drive 79 km, 1 hour 26 min

  • Walls of Lucca
  • St Martin Cathedral
  • Guinigi Tower
  • Piazza dell'Anfiteatro
  • Clock Tower
  • More

Experience an unparalleled adventure on day 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Lucca. At the end of the day, you will retreat to the hotel of your choice in Lucca, where will spend 1 night.

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

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

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Day 11

Day 11

  • Lucca
  • Rome
  • More

Drive 355 km, 4 hours 41 min

  • Castel Sant'Angelo
  • Piazza di Spagna
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • More

On day 11 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.

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

Rome 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 Rome.

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

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Day 12

Day 12

  • Rome
  • More

Drive 8 km, 45 min

  • St Peter's Basilica
  • Roman Forum
  • Colosseum
  • Trastevere
  • Monti
  • More

Day 12 offers an itinerary packed with the best things to see in Bologna. You’ll stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

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.

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

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

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Day 13

Day 13

  • Rome
  • Assisi
  • More

Drive 188 km, 3 hours 8 min

  • Basilica of Santa Maria degli Angeli
  • Basilica of San Francesco d'Assisi
  • Rocca Maggiore
  • Piazza del Comune
  • More

Dive into day 13 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Santa Maria degli Angeli. At the end of the day, you’ll unwind at one of the finest accommodations in Santa Maria degli Angeli, where you'll spend 1 night.

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

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Santa Maria degli Angeli, 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

  • Assisi
  • Bologna
  • More

Drive 282 km, 3 hours 44 min

  • National Archaeological Museum of Umbria
  • Rocca Paolina
  • Piazza IV Novembre
  • The Fontana Maggiore
  • Perugia Sotterranea Accesso
  • Perugia Cathedral
  • More

Your itinerary for day 14 of your road trip in Italy includes 1 stop and features some of the highlights of Perugia. At the end of the day, enjoy the comforts of a top-rated hotel in Bologna, where you'll spend 1 night.

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

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

Savor another day of unforgettable experiences in Italy!

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Day 15

Day 15

  • Bologna - Departure day
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  • Two Towers
  • 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.

Discover boutiques offering an array of stylish fashion choices.

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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