7-Day Italy Self-Drive Road Trip With Itinerary from Trieste to Venice and Florence

1 / 45
Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.
Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Select dates
Hotel
Select dates
Car rental
Select dates
Tours & tickets
Select dates
Travel plan
From A to Z
Travel agent
24/7 fast service

Description

Explore the best of Italy on a 7-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Trieste, Venice, Florence, Pisa, Lucca, Siena, San Gimignano, and Bologna. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Trieste, 1 night in Venice, and 3 nights in Florence. 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 got 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. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Ponte Vecchio, learn more about the unique Leaning Tower Of Pisa, and immerse yourself in the vibrant atmosphere of Piazza Del Duomo, Pisa.

As you hit the open road and drive through Trieste, Venice, Florence, Pisa, Lucca, Siena, San Gimignano, 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, accommodation, 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!

Read more

Travel details

Set your travel details to find the best price

Flights

Round trip
Round trip
Travel dates

Travelers

Rooms

Flights

Compare and choose from the best flights to Trieste

Car

Choose from the best car rental deals or see all options

Driver’s age is 30 - 65
I live in

Personalize your itinerary

Customize tours under each day and destination

Day 1

Day 1

  • Triest - Arrival day
  • More
  • Unity of Italy Square
  • More

Welcome to Trieste, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Trieste's charm before embarking on the next leg of your journey.

Trieste 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 Piazza Unità D'italia, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Trieste. 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 Trieste, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at Murphy's Meeting Point, a highly-rated dining destination in Trieste. If you're eager to try something different, consider Caffè Tommaseo, another top spot with a tantalizing menu. You might also want to secure a reservation at Al Barattolo. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Trieste this evening.

After enjoying a fulfilling meal, continue your evening at Bar G, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar X offers a welcoming atmosphere for easing into the nightlife. Similarly, Antico Caffè Torinese provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 7-day road trip in Italy!

Read more
Day 2

Day 2

  • Triest
  • Venice
  • More

Drive 162 km, 2 hours 23 min

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

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Venice. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 1 night here for some well-deserved relaxation.

Brace yourself for today’s incredible lineup of attractions in Trieste, featuring family-friendly attractions, romantic experiences, and scenic views. Start at Grand Canal, a beloved street in the city. Then, head to Rialto Bridge and soak in the ambiance of this visually striking historical landmark.

There are many interesting places to see in Trieste, and when you are ready for more, go to Bridge Of Sighs. This is one of the city’s most well-known romantic spots of interest. After exploring the monument, visit the interesting Doge's Palace. Not far away, you'll also find St Mark's Basilica. This church is a symbolic highlight in Trieste. Before wrapping up your self-guided sightseeing tour, head to Piazza San Marco, a timeless public square in the city.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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 and reflect on the day's adventures.

Make sure to reserve a table at Bauer Hotel, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of L'Osteria Le Guglie, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Corner Pub, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, The Caffe Rosso offers a unique charm perfect for experiencing the local bar scene in Venice. Adagio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Read more
Day 3

Day 3

  • Venice
  • Florence
  • More

Drive 263 km, 3 hours 39 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazza della Repubblica
  • piazza della Signoria
  • More

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

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Venice allows for both. Start by heading to Piazzale Michelangelo. This spectacular observation deck provides an insightful glimpse into the city's identity. Next, discover Basilica Of Santa Croce In Florence, a photogenic church, promising a delightful encounter.

Continue your sightseeing with a visit to Uffizi Gallery, an extraordinary art gallery. When you’re done, don’t forget to make a stop at the iconic Ponte Vecchio. Not far away from the historical landmark, you will find the history-steeped Piazza Della Signoria, perfect for a quick visit. Round off your day at Piazza Della Repubblica, another gem in Venice with romantic features to discover.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing 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.

Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Savor another day of unforgettable experiences in Italy!

Read more
Day 4

Day 4

  • Florence
  • More

Drive 196 km, 3 hours 17 min

  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Piazza dell'Anfiteatro
  • Guinigi Tower
  • Walls of Lucca
  • More

On day 4 of your road trip, you’ll start and end your day in Florence, where you'll stay for 2 nights more.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Piazza Del Duomo, Pisa. This symbolic public square is a highlight of any visit in the city. Then, enjoy Leaning Tower Of Pisa, another remarkable attraction that never fails to captivate visitors. Next, head over to Piazza Dell'anfiteatro, one of the city’s most well-known attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Guinigi Tower. This awe-inspiring monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Mura Di Lucca, an underrated historical landmark, and take a stroll around the area.

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 an authentic adventure.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Round off your dining experience by visiting Bar 50 Rosso, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bitter Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

Read more
Day 5

Day 5

  • Florence
  • More

Drive 181 km, 3 hours 16 min

  • Tower of Mangia
  • piazza del Campo
  • Siena Cathedral
  • Porta San Giovanni
  • SanGimignano1300
  • Piazza del Duomo, San Gimignano
  • 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 will return to Florence for 1 night more, there’s no need to rush. Experience Siena and San Gimignano to the fullest today with this curated day itinerary!

Today’s well-planned self-sightseeing route offers several fun adventures, scenic views, and picturesque spots. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Tower Of Mangia is the first of them. Spend some time admiring this breathtaking monument before continuing your journey. Piazza Del Campo is your next stop. This top-rated public square is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Siena Cathedral. This history-steeped church is a sight to behold. To round off your sightseeing experience, visit Porta San Giovanni and Sangimignano1300. If time allows, end your day with Piazza Del Duomo, an inviting public square that offers a memorable conclusion to your exploration.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a lovely meal at Ristorante Buca Mario, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Agricola Toscana is another top choice with a popular menu. You could also check for a table at Eataly Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Cap off your dinner by heading to Gosh*, ideal for a leisurely evening with a drink in hand. Antico Caffè Del Moro - Art Bar Firenze is another bar that offers an enjoyable setting. Similarly, Quelo Bar is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Read more
Day 6

Day 6

  • Florence
  • Triest
  • More

Drive 414 km, 5 hours 3 min

  • Two Towers
  • Piazza Santo Stefano
  • Portici di Bologna
  • Piazza Maggiore
  • Bologna Cathedral
  • More

On day 6 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Bologna. In the evening, you’ll end up in Trieste, where you will stay for 1 night.

Set out on a day brimming with family-friendly attractions, breathtaking views, and picturesque spots. Start at the popular Two Towers, a picture-perfect monument in Florence. Next, go to Piazza Santo Stefano.

After visiting Two Towers and Piazza Santo Stefano, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Portici Di Bologna. This romantic street offers a unique experience. Piazza Maggiore is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Bologna Cathedral, one of the most stunning places to visit in Florence.

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.

Indulge in a memorable dining experience at one of Trieste's most popular restaurants, and connect with friendly locals for an authentic adventure.

Treat yourself to a delightful dinner at Rustiko, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Caffè San Marco? It's another excellent option with a diverse menu. Consider reserving a table at Osteria Marise as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Trieste.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Mast stands out as an excellent choice for a post-dinner cocktail. Alternatively, Urbanis offers an ideal atmosphere to enjoy the pleasures of the night. Coktail Bar Trieste | La Preferita is also a great option that provides a perfect setting for a relaxing evening.

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

Read more
Day 7

Day 7

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

Day 7 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Trieste 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 Roman Theatre Of Trieste. This frequently visited archeological site is a popular place to see in the city.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. Discover boutiques offering an array of stylish fashion choices. Take a break with a cup of coffee or tea while savoring the local vibe in a coffee shop.

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

If you're eager to try something different, consider Osteria Istriano Of Giobi And Oxa, another top spot with a tantalizing menu.

You’ll then say farewell to Trieste. 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!

Read more

How it works

Book your journey with Europe’s biggest travel platform—expert itineraries, instant confirmation, and full flexibility with 24/7 support.

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.
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.

Similar travel packages

Discover other popular vacations in Italy

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.