One-Week Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and Siena

1 / 109
photo of view of View from flying drone of quay of Trieste city, Italy.
Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and Siena
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and Siena
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and Siena
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and Siena
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and Siena
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

Experience the freedom of the open road on an unforgettable 8-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Trieste, Miramare / Miramar, Prosecco / Prosek, Aquileia, Venice, Bologna, Florence, Pisa, Lucca, Siena, and Padua.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 2 nights in Trieste, 2 nights in Venice, 2 nights in Florence, and 1 night in Siena. 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. Piazza San Marco and Rialto Bridge 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, Prosecco / Prosek, Aquileia, Venice, Bologna, Florence, Pisa, Lucca, Siena, and Padua, 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!

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
Pick-up: 10:00
Drop-off: 10:00

Personalize your itinerary

Customize tours under each day and destination

Day1

Day 1

  • Triest - Arrival day
  • More
  • 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 1 night before you continue your adventure!

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 Roman Theatre Of Trieste. 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 Trieste. 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 Trieste, it's often a good idea to reserve a table in advance.

Enjoy a lovely dining experience at Murphy's Meeting Point, a popular restaurant in Trieste. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Trieste at Caffè Tommaseo, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Al Barattolo. It’s yet another ideal choice to enhance your time in Trieste tonight.

To truly maximize your evening out, consider visiting Bar G after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar X, another bar with an inviting ambiance. Similarly, Antico Caffè Torinese also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise a toast to the start of your 8-day road trip in Italy!

Read more
Day2

Day 2

  • Triest
  • Miramare / Miramar
  • Prosecco / Prosek
  • Venice
  • More

Drive 186 km, 3 hours 14 min

  • Cattedrale di San Giusto Martire
  • Unity of Italy Square
  • Museo Revoltella
  • Miramare Castle
  • Barcola fountain
  • More

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 4 destinations, including Trieste, Miramare / Miramar, Prosecco / Prosek, and Aquileia. When you’re not sightseeing, take time to relax at your chosen hotel in Venice, where you’ll be staying for 2 nights.

To truly experience Trieste, make sure to drop by Cattedrale Di San Giusto Martire. This often recommended church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Unità D'italia, one of the city’s best highlights.

Next, check out Revoltella Museum, one of the most increasingly popular places to see in Trieste. This museum is a favorite among locals and travelers alike.

Set your GPS to Miramare / Miramar and hit the road. Expect a journey of approximately 20 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Miramare / Miramar beckons with new experiences!

Savor the day by heading to Miramare Castle, a popular castle that draws visitors from near and far.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Prosecco / Prosek may take around 7 min. Upon your arrival in Prosecco / Prosek, you’ll be greeted with the opportunity to do some sightseeing and exploring.

One of our top recommendations for your sightseeing is Barcola Fountain. Spend some time admiring the symbolic features of the monument before you continue to your next stop.

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.

Venice 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 Venice.

Enjoy a delicious meal at Bauer Hotel, a top-rated dining destination in Venice. If you're in the mood to try something new, consider L'Osteria Le Guglie, another top spot with a mouthwatering menu. You might also want to secure a reservation at Corner Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Al Parlamento, known for its inviting atmosphere. The Caffe Rosso is another great option if you’re looking for a place to get the night started. Similarly, Adagio provides a great setting to enjoy the night away.

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

Read more
Day3

Day 3

  • Venice
  • More

Drive 2 km, 29 min

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

Day 3 offers an itinerary packed with the best things to see in Trieste. You’ll stay in Venice for 1 night more, offering you enough time to explore at a relaxed pace.

One of the most iconic spots you can visit today is Cannaregio. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Visiting Rialto Bridge is always a good idea. This wondrous historical landmark is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Piazza San Marco, a must-see public square in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to St Mark's Basilica. This popular church offers an enriching experience. For a change of pace, head to Doge's Palace, where you can take in UNESCO world heritage-designated features. Conclude your self-guided sightseeing tour with a visit to Bridge Of Sighs These sights offer a fulfilling end to a perfect day.

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.

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

Enjoy a delicious meal at Generator Venice, a top-rated dining destination in Venice. If you're in the mood to try something new, consider Nevodi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante La Piazza. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.

Continue your lively evening at Il Mercante, a perfect place for winding down or revving up the night, depending on which mood you’re in. The Irish Pub Venezia is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Ai Stagneri ensures a night out tailored to your taste.

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

Read more
Day4

Day 4

  • Venice
  • Bologna
  • Florence
  • More

Drive 273 km, 3 hours 45 min

  • Piazza Santo Stefano
  • Two Towers
  • Bologna Cathedral
  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Basilica of San Domenico
  • 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 Bologna. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 2 nights.

Set your GPS to Bologna and hit the road. Expect a journey of approximately 1 hour 46 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Bologna beckons with new experiences!

Set out on a self-guided sightseeing tour at Piazza Santo Stefano and explore the visually striking features. Next, make your way to Two Towers, another highlight in Bologna. When you’re done exploring the monument, continue to Bologna Cathedral, a historic church.

Nearby, you will also find Fountain Of Neptune, Bologna. This intriguing monument is a top place to see in the area. Lastly, head to Piazza Maggiore, a majestic public square that is perfect for some final exploring in the city.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. 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 Florence. Enjoy a relaxing evening as you savor delicious local cuisine.

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. Known for great service, it’s a fantastic choice for tonight in Florence.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

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

Read more
Day5

Day 5

  • Florence
  • More

Drive 8 km, 1 hour 2 min

  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

On day 5 of your road trip, you will have an entire day to discover what to see in Florence. You’ll stay in Florence for 1 night.

Look forward to a unique sightseeing adventure at the astonishing Cathedral Of Santa Maria Del Fiore and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Della Signoria, a grand public square that draws visitors from far and near.

Continue your journey to Ponte Vecchio, one of the city’s most globally renowned spots that you shouldn’t miss. Another great site to visit is the famous Uffizi Gallery. When you're finished at the art gallery, Basilica Of Santa Croce In Florence awaits your visit. This church is a photogenic highlight on today's itinerary. Last up is an observation deck - the famous Piazzale Michelangelo.

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.

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.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. Known for great service, it’s a fantastic choice for tonight in Florence.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

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.

Read more
Day6

Day 6

  • Florence
  • Pisa
  • Lucca
  • Siena
  • More

Drive 251 km, 3 hours 53 min

  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Guinigi Tower
  • San Michele in Foro
  • Piazza dell'Anfiteatro
  • More

On day 6 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Pisa and Lucca are on today's agenda. In the evening, you’ll end up in Siena, where you will stay for 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Pisa. This drive usually takes around 1 hour 15 min, without any stops or traffic disruptions.

Spend your afternoon discovering Pisa Cathedral, a curiosity-inducing church known for its symbolic features. Next, continue your sightseeing at Piazza Del Duomo, Pisa, a world-famous public square.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Leaning Tower Of Pisa and uncover the details of this UNESCO world heritage-designated monument.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Lucca. This drive usually takes around 32 min, without any stops or traffic disruptions.

For a more meaningful self-guided tour of the city's best attractions, visit Guinigi Tower, an underrated monument that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to San Michele In Foro and admire its stunning features.

When you’re ready, continue to Piazza Dell'anfiteatro, a captivating public square beloved by locals and tourists alike.

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

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

Don’t miss out on dining at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Continue your lively evening at Meet Life Cafè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Maudit Pub is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Impero Siena ensures a night out tailored to your taste.

Raise your glass to another unforgettable day in Italy!

Read more
Day7

Day 7

  • Siena
  • Padua
  • Triest
  • More

Drive 468 km, 5 hours 41 min

  • piazza del Campo
  • Siena Cathedral
  • The Basilica of St Anthony
  • Prato della Valle
  • More

Dive into day 7 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Siena and Padua. At the end of the day, you’ll unwind at one of the finest accommodations in Trieste, where you'll spend 1 night.

Piazza Del Campo brings Siena's character to life. This history-steeped public square is a highlight of any visit in the city. Then, enjoy Siena Cathedral, another visually striking attraction that never fails to captivate visitors.

After soaking in Siena’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Padua. Expect your car journey to take a minimum of 3 hours 8 min. When you arrive in Padua, it's time to take a break from the road.

The Basilica Of St. Anthony is a popular church we recommend visiting today. Discover its heritage-rich features before continuing your self-guided tour to Prato Della Valle, a history-steeped public square that’s well-regarded in the area.

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

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

Dine in style at Rustiko, a top recommendation for dinner tonight. Or, for a change of pace, Caffè San Marco boasts a menu that's sure to impress. Also, be sure to check out Osteria Marise. Known as a local hotspot, it’s a great choice for tonight in Trieste.

If you’re not ready to end the night just yet, Mast offers a perfect venue to relax and savor a drink. Similarly, Urbanis is well-suited for those looking to unwind in a social setting. Coktail Bar Trieste | La Preferita is another excellent spot to enjoy a nightcap after a delightful meal.

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

Read more
Day8

Day 8

  • Triest - Departure day
  • More
  • Molo Audace
  • More

Day 8 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 Molo Audace. This beloved pier is a hotspot among locals.

Make the most of your final day in Italy by visiting Trieste’s iconic markets and shopping establishments in the buzzing Piazza Unità d'Italia. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation. You can also browse through boutiques for stylish fashion choices. Savor your final moments in Italy at a cozy cafe while relaxing with a cup of coffee or tea.

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 in the mood to try something new, consider Osteria Istriano Of Giobi And Oxa, another top spot with a mouthwatering 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.