10-Day Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, San Gimignano, and Rome

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Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.
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Description

Experience the freedom of the open road on an unforgettable 10-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Trieste, Miramare / Miramar, Venice, Florence, Pisa, Siena, San Gimignano, Rome, and Bologna.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 3 nights in Trieste, 1 night in Venice, 2 nights in Florence, 1 night in San Gimignano, and 2 nights in Rome. 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 Trieste, 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 Pantheon are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Trieste, Miramare / Miramar, Venice, Florence, Pisa, Siena, San Gimignano, Rome, and Bologna, 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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Day1

Day 1

  • Triest - Arrival day
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  • canale ponterosso trieste
  • More

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

Trieste 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.

As afternoon approaches, head to your chosen hotel in Trieste. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a central location for easy access to key areas in 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 Trieste, it's often a good idea to reserve a table in advance.

Raise a toast to the start of your 10-day road trip in Italy!

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Day2

Day 2

  • Triest
  • More

Drive 19 km, 1 hour 13 min

  • Civico museo del Castello di San Giusto
  • Cattedrale di San Giusto Martire
  • Roman Theatre of Trieste
  • Unity of Italy Square
  • Museo Revoltella
  • Miramare Castle
  • More

Greet day 2 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Trieste, 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 Trieste and Miramare / Miramar.

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

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

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

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Day3

Day 3

  • Triest
  • Venice
  • More

Drive 167 km, 2 hours 35 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • Rialto Bridge
  • Grand Canal
  • More

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

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

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

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Day4

Day 4

  • Venice
  • Florence
  • More

Drive 261 km, 3 hours 25 min

  • Bargello National Museum
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazza della Repubblica
  • piazza della Signoria
  • More

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Florence. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 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.

Indulge in a memorable dining experience at one of Florence'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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Day5

Day 5

  • Florence
  • More

Drive 197 km, 2 hours 58 min

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

On day 5 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Florence, there’s no need to rush. Experience Pisa to the fullest today with this curated day itinerary.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. 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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Day6

Day 6

  • Florence
  • San Gimignano
  • More

Drive 123 km, 2 hours 9 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Pubblico Palace
  • Parco della Rocca
  • Piazza del Duomo, San Gimignano
  • More

Your itinerary for day 6 of your road trip in Italy includes 2 stops and features some of the highlights of Siena and San Gimignano. At the end of the day, enjoy the comforts of a top-rated hotel in San Gimignano, where you'll spend 1 night.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in San Gimignano. 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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Day7

Day 7

  • San Gimignano
  • Rome
  • More

Drive 279 km, 3 hours 54 min

  • Castel Sant'Angelo
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • Pantheon
  • largo di Torre Argentina
  • More

Dive into day 7 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Rome. At the end of the day, you’ll unwind at one of the finest accommodations in Rome, 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 Rome. Rome 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 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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Day8

Day 8

  • Rome
  • More

Drive 8 km, 56 min

  • Vatican Museums
  • Sistine Chapel
  • The Last Judgment
  • St Peter's Basilica
  • Piazza Navona
  • Trastevere
  • 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 Vatican City and Rome. With 1 night to stay in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Throughout the day, make sure to take breaks to appreciate the surroundings.

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

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.

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

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Day9

Day 9

  • Rome
  • Triest
  • More

Drive 688 km, 7 hours 35 min

  • Two Towers
  • Piazza Maggiore
  • Bologna Cathedral
  • More

On day 9 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Bologna are on today's agenda. In the evening, you’ll end up in Trieste, where you will stay for 1 night.

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

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

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

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Day10

Day 10

  • Triest - Departure day
  • More
  • Giants' Stairway
  • More

Day 10 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.

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

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