12-Day Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, Siena, Rome, and Santa Maria degli Angeli

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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 12-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Trieste, Miramare / Miramar, Venice, Murano, Florence, Siena, Rome, Santa Maria degli Angeli, 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, 2 nights in Venice, 2 nights in Florence, 1 night in Siena, 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 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 Colosseum 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, Murano, Florence, Siena, Rome, Santa Maria degli Angeli, 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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Day 1

Day 1

  • Triest - Arrival day
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  • Roman Theatre of Trieste
  • More

Say hello to Trieste! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Trieste for 2 nights before you continue your adventure!

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 12-day road trip in Italy!

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Day 2

Day 2

  • Triest
  • More

Drive 18 km, 1 hour 12 min

  • Miramare Castle
  • canale ponterosso trieste
  • Palazzo Gopcevich
  • Molo Audace
  • Unity of Italy Square
  • Cattedrale di San Giusto Martire
  • 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 Miramare / Miramar and Trieste.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Trieste. 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 3

Day 3

  • Triest
  • Venice
  • More

Drive 166 km, 2 hours 37 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • Palazzo Contarini del Bovolo
  • Rialto Bridge
  • 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 2 nights.

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.

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

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

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Day 4

Day 4

  • Venice
  • More

Drive 5 km, 33 min

  • Murano lighthouse
  • Basilica S.Maria Gloriosa dei Frari
  • Gallerie dell'Accademia
  • Peggy Guggenheim Collection
  • Santa Maria della Salute
  • Cannaregio
  • More

On day 4 of your road trip, you’ll start and end your day in Venice, where you have 1 night left to stay.

A visit to Cannaregio is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

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

Indulge in a memorable dining experience at one of Venice'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 5

Day 5

  • Venice
  • Florence
  • More

Drive 258 km, 3 hours 5 min

  • Palazzo Pitti
  • Ponte Vecchio
  • Uffizi Gallery
  • Fountain of Neptune
  • piazza della Signoria
  • More

Dive into day 5 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.

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.

Savor another day of unforgettable experiences in Italy!

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Day 6

Day 6

  • Florence
  • More

Drive 6 km, 1 hour 32 min

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

Day 6 offers an itinerary packed with the best things to see in Trieste. You’ll stay in Florence 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.

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.

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

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Day 7

Day 7

  • Florence
  • Siena
  • More

Drive 79 km, 2 hours 8 min

  • Fortezza Medicea
  • Basilica of San Domenico
  • Siena Cathedral
  • piazza del Campo
  • Pubblico Palace
  • Porta Pispini
  • More

On day 7 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Siena are on today's agenda. In the evening, you’ll end up in Siena, where you will stay for 1 night.

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.

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.

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

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Day 8

Day 8

  • Siena
  • Rome
  • More

Drive 246 km, 3 hours 31 min

  • Colosseum
  • Roman Forum
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • More

Experience an unparalleled adventure on day 8 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 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.

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

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Day 9

Day 9

  • Rome
  • More

Drive 8 km, 59 min

  • Vatican Museums
  • Sistine Chapel
  • St Peter's Basilica
  • Pantheon
  • Piazza Navona
  • Trastevere
  • More

On day 9 of your road trip, you’ll start and end your day in Rome, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Vatican City and 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 and celebrate another amazing day of your road trip in Italy!

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Day 10

Day 10

  • Rome
  • Assisi
  • More

Drive 182 km, 3 hours 2 min

  • Mount Subasio
  • Pinacoteca Comunale Palazzo Vallemani
  • Basilica of San Francesco d'Assisi
  • Chiesa di San Pietro
  • Piazza del Comune
  • More

Your itinerary for day 10 of your road trip in Italy includes 2 stops and features some of the highlights of Santa Maria degli Angeli and Valecchie. At the end of the day, enjoy the comforts of a top-rated hotel 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.

After a day of adventure, treat yourself to an exquisite dinner at one of Santa Maria degli Angeli's best restaurants.

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 11

Day 11

  • Assisi
  • Triest
  • More

Drive 569 km, 6 hours 41 min

  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Piazza Santo Stefano
  • Two Towers
  • Basilica di San Martino
  • More

On day 11 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Bologna. When you’re not sightseeing, take time to relax at your chosen hotel in Trieste, where you’ll be staying for 1 night.

When you’re done exploring for the day, you’ll drive to your hotel in Trieste. 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 Trieste, 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 12

Day 12

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

Day 12 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.

Browse through boutiques to find unique and stylish fashion pieces to take home. When you need a break, visit a cafe and relax with a cup of coffee or tea.

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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How it works

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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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