One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Lucca, and San Gimignano

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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 traveling south to Venice, Florence, Lucca, and San Gimignano
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Lucca, and San Gimignano
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Lucca, and San Gimignano
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Lucca, and San Gimignano
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Lucca, and San Gimignano
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Explore the best of Italy on a remarkable 8-day road trip! Combine exploration with relaxation on a self-drive tour featuring Trieste, Borgo Grotta Gigante / Briščiki, Miramare / Miramar, Venice, Florence, Pisa, Lucca, Siena, San Gimignano, Riomaggiore, and Manarola.

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, 1 night in Florence, 1 night in Lucca, and 1 night in San Gimignano. 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, Borgo Grotta Gigante / Briščiki, Miramare / Miramar, Venice, Florence, Pisa, Lucca, Siena, San Gimignano, Riomaggiore, and Manarola, 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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Day1

Day 1

  • Triest - Arrival day
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  • Giants' Stairway
  • 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. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Giants' Stairway. 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.

Make sure to reserve a table at Murphy's Meeting Point, an iconic dining spot in Trieste. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Caffè Tommaseo, a popular restaurant in Trieste. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Al Barattolo, a hidden gem nestled in Trieste. 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 Bar G, where the evening is just getting started. In the same way, Bar X offers a unique charm perfect for experiencing the local bar scene in Trieste. Antico Caffè Torinese is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day2

Day 2

  • Triest
  • More

Drive 37 km, 1 hour 29 min

  • canale ponterosso trieste
  • Piazza della Borsa
  • Unity of Italy Square
  • Museo Revoltella
  • More

On day 2 of your road trip, you will have an entire day to discover what to see in Borgo Grotta Gigante / Briščiki. You’ll stay in Trieste for 1 night.

Canale Ponterosso Trieste makes a great addition to your morning plans. This underrated street is an instagrammable place to see in Trieste. Continue your discovery at Piazza Della Borsa, a romantic public square with stories to tell.

As you stroll around Trieste, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Piazza Unità D'italia. This locally renowned public square offers a visually striking encounter with Trieste. Next, make your way to Revoltella Museum to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Trieste.

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 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.

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.

Relax and look forward to more memorable moments to come!

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Day3

Day 3

  • Triest
  • Venice
  • More

Drive 167 km, 2 hours 39 min

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

On day 3 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Venice are on today's agenda. In the evening, you’ll end up in Venice, where you will stay for 1 night.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Venice.

Fasten your seatbelt and make your way to your next stop — Venice, home to many well-known sights in the region. Keep in mind that your travel time from Trieste to Venice may take around 2 hours 17 min without traffic disruptions. Upon arrival in Venice, we highly recommend checking out some of the top attractions.

Spend your afternoon discovering Bridge Of Sighs, a captivating monument known for its grand features. Next, continue your sightseeing at Doge's Palace, a captivating palace.

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 St Mark's Basilica and uncover the details of this inviting church. Make sure to also explore Piazza San Marco, an iconic public square. For your last stop, consider Grand Canal, a history-steeped street that many travelers find worth the detour.

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.

Don’t miss out on dining 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.

Keep the evening going at Al Parlamento, a great choice for enjoying the after-dinner hours with a drink. You could also go to The Caffe Rosso, which offers a similarly pleasant setting and great drinks. Another option is Adagio, which provides an inviting environment for unwinding after a busy day out.

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

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Day4

Day 4

  • Venice
  • Florence
  • More

Drive 261 km, 3 hours 33 min

  • Galleria dell'Accademia
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazza della Repubblica
  • piazza della Signoria
  • More

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 1 night.

Continue your road trip and head to your next destination, Florence. This car ride takes around 2 hours 52 min.

One of our top recommendations for your sightseeing is Galleria Dell'accademia. Spend some time admiring the noteworthy features of the art gallery before you continue to your next stop. Then, head to Basilica Of Santa Croce In Florence. This well-known church is a traveler-favorite in the city.

If you're keen to see more, continue to Uffizi Gallery. Feed your curiosity by learning something new about the art gallery. Next, take your journey to Ponte Vecchio, a wondrous historical landmark. Conclude your sightseeing at Piazza Della Repubblica, known for its enchanting features.

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 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.

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. 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 Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day5

Day 5

  • Florence
  • Pisa
  • Lucca
  • More

Drive 107 km, 2 hours 12 min

  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Guinigi Tower
  • San Michele in Foro
  • Walls of Lucca
  • More

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Pisa and Lucca. At the end of the day, you will retreat to the hotel of your choice in Lucca, where will spend 1 night.

Set your GPS to Pisa and hit the road. Expect a journey of approximately 1 hour 15 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pisa beckons with new experiences!

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Pisa Cathedral, a worthwhile church that everyone visiting Pisa should see. Next, head to Piazza Del Duomo, Pisa. This breathtaking public square is one of the most world-famous attractions in the region.

If you're keen to see more, don’t miss out on Leaning Tower Of Pisa, a picture-perfect monument popular among locals as well as travelers.

Embrace the thrill of the open road as you wave goodbye to Pisa and set your GPS to Lucca. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 32 min. Upon reaching Lucca, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Our first attraction recommendation in Lucca is Guinigi Tower, an intriguing monument that draws attention for its enchanting features. Spend some time soaking in the atmosphere before continuing to San Michele In Foro, a historic church that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Mura Di Lucca, a frequently visited historical landmark that offers a unique experience.

At the end of the day, you will drive to Lucca, 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 Lucca's best restaurants.

Make sure to reserve a table at Gli Orti di Via Elisa, an iconic dining spot in Lucca. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bar Caffè Ristretto, a popular restaurant in Lucca. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Schiaffino, a hidden gem nestled in Lucca. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Lebowski - Cocktail Bar, known for its inviting atmosphere. Blend is another great option if you’re looking for a place to get the night started. Similarly, Franklin'33 provides a great setting to enjoy the night away.

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

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Day6

Day 6

  • Lucca
  • Siena
  • San Gimignano
  • More

Drive 187 km, 2 hours 42 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Pubblico Palace
  • Porta San Giovanni
  • Piazza del Duomo, San Gimignano
  • More

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Siena and San Gimignano. When you’re not sightseeing, take time to relax at your chosen hotel in San Gimignano, where you’ll be staying for 1 night.

Siena’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Lucca behind. This drive usually takes around 1 hour 44 min. Siena welcomes you with a multitude of unique vacation experiences.

For a more meaningful self-guided tour of the city's best attractions, visit Siena Cathedral, a popular church 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 Piazza Del Campo and admire its romantic features.

When you’re ready, continue to Tower Of Mangia, a beloved monument beloved by locals and tourists alike. Don't miss out on Pubblico Palace, another highlight of the area that promises a memorable visit.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in San Gimignano. This drive usually takes around 43 min, without any stops or traffic disruptions.

Spend your afternoon discovering Porta San Giovanni, a locally appreciated monument known for its breathtaking features. Next, continue your sightseeing at Piazza Del Duomo, an up-and-coming public square.

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

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

Relax and look forward to more memorable moments to come!

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Day7

Day 7

  • San Gimignano
  • Riomaggiore
  • Manarola
  • Triest
  • More

Drive 707 km, 8 hours 50 min

  • Church of San Giovanni Battista of Riomaggiore
  • Chiesa di San Lorenzo
  • Manarola Overlook Viewpoint
  • More

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

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Riomaggiore. This drive usually takes around 2 hours 28 min, without any stops or traffic disruptions.

Savor the day by heading to Church Of San Giovanni Battista Of Riomaggiore, an increasingly popular church 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 Trieste may take around 5 hours 39 min. Upon your arrival in Trieste, you’ll be greeted with the opportunity to do some sightseeing and exploring.

One of our top recommendations for your sightseeing is Chiesa Di San Lorenzo. Spend some time admiring the respected features of the church before you continue to your next stop. Then, head to Manarola Overlook Viewpoint. This beloved observation deck is a traveler-favorite in the village.

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.

Trieste 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 Trieste.

Enjoy a lovely dining experience at Caffè degli Specchi, 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 Osteria Istriano Of Giobi And Oxa, 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 Chimera di Bacco. It’s yet another ideal choice to enhance your time in Trieste tonight.

If you’re not ready to end the night just yet, "life" New Bar Torinese Snc offers a perfect venue to relax and savor a drink. Similarly, White Cafe is well-suited for those looking to unwind in a social setting. Café James Joyce is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day8

Day 8

  • Triest - Departure day
  • More
  • Umberto Saba Statue
  • 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 Umberto Saba Statue. This worthwhile point of interest is a hotspot among locals.

For a shopping spree in Trieste, we recommend the lively Piazza Unità d'Italia. Here, you'll find a range of shops you can browse for some souvenir shopping. Discover boutiques with stylish fashion choices to upgrade your wardrobe. Take one last moment to soak in Italy, and unwind with tea or coffee at a cozy cafe.

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 Sbecolez Trieste, 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!

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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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