Relaxed 9-Day Italy Self-Drive Road Trip With Itinerary from Trieste to Venice

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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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Enjoy this 9-day relaxed road trip in Italy, with Trieste, Miramare / Miramar, Borgo Grotta Gigante / Briščiki, Duino / Devin, Villaggio del Pescatore / Ribiško naselje, Venice, Murano, Burano, and Bologna showing you the beauty, culture, and peaceful moments that make this journey special!

Travel freely with this relaxed self-drive package in Italy, designed for comfort and exploration. Spend 4 nights in Trieste and 4 nights in Venice, staying at top-rated hotels near the heart of each city. Between drives, indulge in local cuisine, sip refreshing drinks, and enjoy the vibrant atmosphere at popular restaurants and bars along your road trip route in Italy.

Your journey starts in Trieste, where your rental car with CDW insurance will be ready for pickup. Choose a vehicle that suits your style, then set off on your 9-day relaxed road trip in Italy to explore its rich culture, fascinating history, and stunning landscapes.

Every stop on this leisurely self-drive holiday comes with handpicked accommodations that make relaxation effortless. Choose from elegant 5-star hotels with breathtaking views or comfortable 3-star stays that offer excellent value, all providing a welcoming retreat after a day on the road.

With your self-drive itinerary in Italy already planned, you’ll enjoy the country’s most celebrated sights without the rush. Marvel at the stunning Piazza San Marco, wander through the remarkable Piazza Maggiore, and soak in the atmosphere of the magnificent Rialto Bridge.

Continue your journey with a visit to the iconic Piazza Unità D'italia, a highlight that captures the spirit of the destination. Visit the spectacular Doge's Palace and Miramare Castle. Enjoy each stop as you explore the history, architecture, and character of each destination on this Italy road trip itinerary for 9 days.

As you travel between destinations, you’ll have plenty of time to explore local markets and boutique shops. These stops give you the chance to find unique souvenirs, taste regional specialties, and experience everyday life in Italy.

If you want to make your 9-day relaxed self-drive tour in Italy even more memorable, add optional tours or activities. Join a guided excursion, discover hidden neighborhoods, or spend an afternoon in your favorite market. Each choice deepens your connection to the places you visit.

Alongside these experiences, your laid-back self-drive package in Italy includes 8 nights in comfortable hotels, a rental car for 9 days, and convenient access to nearby dining options. You can also add flights and entry tickets to shape the trip exactly how you want it. With 24/7 travel support and a mobile app keeping your itinerary and documents organized, you can enjoy a relaxed drive and savor every mile of the road ahead.

Turn your travel plans into reality. Book your 9-day relaxed self-drive road trip in Italy today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

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Driver’s age is 30 - 65
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Day 1

Day 1

  • Triest - Arrival day
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Your relaxed road trip through Italy starts when you reach the incredible city of Trieste, where you'll stay for 3 nights. You'll pick up your rental car in Trieste and begin your adventure in Italy.

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 taking a stroll in the city center. 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.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Trieste.

Following your dinner, dive into the local bar culture at Bar G. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar X, the perfect place for those looking to experience the best of the nightlife. Similarly, Antico Caffè Torinese provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise a toast as you look back on the highlights of today’s relaxed road trip in Italy. Enjoy your first taste of Trieste as you soak in the city’s unique vibe.

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Day 2

Day 2

  • Triest
  • More

Drive 22 km, 59 min

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

On day 2 of your relaxed road trip across Italy, you’ll explore the area around Trieste, where you’ll be staying for another 2 nights. With so many fun and inspiring experiences to offer, a tour of Trieste will make you fall even more in love with the city and uniqueness of Italy.

Visiting Revoltella Museum is always a good idea. This curiosity-inducing museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the history-steeped wonders of Piazza Unità D'italia, 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 Piazza Della Borsa. This increasingly popular public square offers an enriching experience. For a change of pace, head to Canale Ponterosso Trieste, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Miramare Castle. These sights offer a fulfilling end to a perfect day.

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

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Trieste, explore the city like a local by trying out the best restaurants in the area.

Begin your culinary exploration in Trieste by securing a reservation at Harry's Piccolo. This renowned restaurant holds 2 Michelin star and offers an exceptional menu of creative cuisine. Or, for a change of pace, Caffè San Marco boasts a menu that's sure to impress.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Mast, a well-loved spot among locals and tourists. Or, head to Urbanis. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Coktail Bar Trieste | La Preferita, another top-rated place in the area.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across Italy.

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Day 3

Day 3

  • Triest
  • More

Drive 5 km, 19 min

  • Molo Audace
  • Roman Theatre of Trieste
  • Cattedrale di San Giusto Martire
  • Civico museo del Castello di San Giusto
  • Giants' Stairway
  • More

Day 3 introduces you to many popular attractions and activities in Trieste, further proving that leisurely self-drive tours in Italy are extraordinary.

Trieste is brimming with adventures.

Check out the frequently visited pier, Molo Audace. Afterward, continue to Roman Theatre Of Trieste, an archeological site every traveler should visit. As you explore Trieste’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Cattedrale Di San Giusto Martire. This increasingly popular church is an essential stop. Following that, head to Civico Museo Del Castello Di San Giusto, another must-visit site that will enhance your experience. Don’t forget to stop by Giants' Stairway, a beloved sightseeing destination in the city.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

For an unforgettable shopping experience, visit Piazza Unità d'Italia, the top shopping destination in Trieste. Browse local boutique shops and stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Piazza Unità d'Italia has to offer, including cafes, attractions, essential services, and vibrant community activities.

Exploring the food culture in Trieste offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Treat yourself to a wonderful meal at Caffè degli Specchi, a top-rated dining spot in Trieste. If you're in the mood for something new, try Osteria Istriano Of Giobi And Oxa, another premier location with a delectable menu. You might also want to book a table at Chimera di Bacco. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Trieste.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Trieste.

Let the evening flow smoothly from dinner to drinks at "life" New Bar Torinese Snc, a top-rated bar in the area. For other recommendations, White Cafe provides a perfect setting for rounding out your night with style and great drinks. Likewise, Café James Joyce offers a memorable night with diverse drink options and excellent service.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

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Day 4

Day 4

  • Triest
  • Venice
  • More

Drive 205 km, 2 hours 57 min

  • Waterfall Rosandra / Slap Glinščice
  • Grotta Gigante
  • Rilke trail / Pešpot Rilke
  • Sito Paleontologico Villaggio del Pescatore
  • Duino Castle / Devinski Grad
  • More

Day 4 of your easy, relaxed road trip through Italy lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Bottazzo / Botač. By evening, drive toward the Venice, where you’ll stay at a top-rated hotel of your choice for 4 nights.

Waterfall Rosandra / Slap Glinščice makes a great addition to your morning plans. This often recommended waterfall is a mesmerizing place to see in Trieste. Continue your discovery at Grotta Gigante, a gorgeous cave with stories to tell.

As you stroll around Trieste, take in the distinct atmosphere and learn what makes this hamlet so unique. Maximize your sightseeing with a visit to Rilke Trail / Pešpot Rilke. This often recommended hiking area offers a mesmerizing encounter with Trieste. Next, make your way to Sito Paleontologico Villaggio Del Pescatore to add another highlight to your day. After that, visit Duino Castle, an underrated castle that’s sure to impress. 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.

In Venice, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Italy.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Venice, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Experience a taste of local culinary excellence while in Venice by securing a table at Local. An esteemed 1-star Michelin restaurant, it features an exceptional contemporary menu. For an alternative taste experience, visit Wistèria, famous for its scrumptious contemporary and venetian dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Quadri, a local favorite celebrated for its exquisite modern cuisine in Venice. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for modern cuisine lovers seeking top-notch culinary experiences.

After dinner, it’s time to fall in love with the amazing nightlife in Venice and unwind at some of the best bars in the city.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Al Parlamento stands out as an excellent choice for a post-dinner cocktail. Alternatively, The Caffe Rosso offers an ideal atmosphere to enjoy the pleasures of the night. Adagio is also a great option that provides a perfect setting for a relaxing evening.

Soak in the unique atmosphere of Venice as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Italy!

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Day 5

Day 5

  • Venice
  • More

Drive 2 km, 6 min

  • Bridge of Sighs
  • St Mark's Campanile
  • St Mark's Basilica
  • Rialto Bridge
  • Doge's Palace
  • More

Day 5 of your relaxed road trip through Italy means 24 hours of making the best memories in Venice. You’ll go sightseeing at famous attractions in Venice. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Venice!

One of the most interesting attractions included on the itinerary is Bridge Of Sighs. This UNESCO world heritage-designated monument will help you start your sightseeing on top. Then, take a leisurely stroll to St Mark's Campanile and learn what makes this history-steeped monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the well-known St Mark's Basilica. After exploring the church, head to Rialto Bridge. This iconic historical landmark is a highlight in Venice. As your day continues, stop by Doge's Palace, known for its visually striking features.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Venice. There are so many fun and eye-opening activities to try out in Venice that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Venice to find the best options for you!

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Venice, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

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.

As the day is coming to an end, stop at some of Venice’s best bars to celebrate this day of your slow-paced adventure in Italy.

Explore the vibrant nightlife at Il Mercante after your meal, a hub for lively evenings and memorable moments. Or, head to The Irish Pub Venezia for a great selection of flavorful drinks and a charming setting. Furthermore, Ai Stagneri is perfect for those looking to extend their night with a touch of local flavor.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across Italy.

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Day 6

Day 6

  • Venice
  • More

Drive 19 km, 39 min

  • Piazza San Marco
  • Basilica S.Maria Gloriosa dei Frari
  • Teatro La Fenice
  • Murano
  • Burano
  • More

Your relaxed road trip in Italy continues on day 6 with more unforgettable memories to make. Today, you’ll get to know Italy better by exploring the top attractions of Venice and beyond. With 2 nights left in Venice, you’ll still have time to eat and unwind at popular restaurants and bars in the city.

Enjoy all that Piazza San Marco has to offer. This is a world-famous public square you should not miss. Another must-see is Santa Maria Gloriosa Dei Frari, a curiosity-inducing church in Venice.

When you’re ready for the next sight, head to Teatro La Fenice. From there, take a leisurely stroll to Murano, another of the city’s worthwhile attractions. We recommend continuing your self-guided tour at Burano, a gorgeous place of interest in the city.

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

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Venice.

Treat yourself to a delightful dinner at Osteria Alla Staffa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bistrot de Venise? It's another excellent option with a diverse menu. Consider reserving a table at Corte Sconta as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Venice.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

After savoring a delicious meal, step into the vibrant nightlife at Dolce Vita Venezia, where the evening is just getting started. In the same way, Tarnowska's American Bar offers a unique charm perfect for experiencing the local bar scene in Venice. Bar All'angolo is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

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Day 7

Day 7

  • Venice
  • More

Drive 2 km, 6 min

  • Gallerie dell'Accademia
  • Punta della Dogana - Pinault Collection
  • Peggy Guggenheim Collection
  • Santa Maria della Salute
  • More

On day 7 of your leisurely self-drive tour across Italy, you’ll go deep into Venice, where you'll stay for 1 night, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Venice, and meet locals along the way!

Gallerie Dell'accademia is perfect for a self-paced visit during the day. This historic art gallery is sure to impress.

While exploring and sightseeing, take time to savor the culture of Venice by sampling some local delicacies. When you’re ready for more sightseeing, head to Peggy Guggenheim Collection. This enchanting art gallery is an essential place to visit for anyone looking for the full Venice experience. We also recommend visiting Santa Maria Della Salute, an often recommended church.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Venice offers a wide selection of experiences for every traveler.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Venice, explore the city like a local by trying out the best restaurants in the area.

Make sure to reserve a table at Cantina Do Spade, 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 Trattoria Al Gazzettino, 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 Local, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Before calling it a day, visit one of the best bars in Venice. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

If you’re not ready to end the night just yet, Devils Forest Pub offers a perfect venue to relax and savor a drink. Similarly, Bar Venetico is well-suited for those looking to unwind in a social setting. L'archivio is another excellent spot to enjoy a nightcap after a delightful meal.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

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Day 8

Day 8

  • Venice
  • Triest
  • More

Drive 466 km, 5 hours 9 min

  • Bologna Cathedral
  • Piazza Maggiore
  • Fountain of Neptune, Bologna
  • More

Day 8 of your leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. You’ll stay in Trieste for 1 night.

Make time for Bologna Cathedral, a curiosity-inducing church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Maggiore, enchanting visitors with its enchanting appeal. Continue your exploration at Fountain Of Neptune, Bologna. This monument is one of the city’s most beloved spots.

When you’re not exploring beautiful places, you can relax in Trieste. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the city.

Exploring new places makes you hungry. Luckily, Trieste has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

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

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Following your dinner, dive into the local bar culture at Al Ciketo. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Aqvedotto Caffè, the perfect place for those looking to experience the best of the nightlife.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

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Day 9

Day 9

  • Triest - Departure day
  • More

Day 9 of your relaxed road trip in Italy is your departure day. If you’re flying home, return your rental car with time to spare. For a stress-free farewell, book a later flight and enjoy a final, relaxed day in Trieste.

Take some time to indulge in shopping at Trieste’s popular marketplace, Piazza Unità d'Italia. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces. Wrap up your shopping with a drink and some pastries at a cozy cafe.

Over a good meal, take a moment to unwind and reflect on the past 9 days of your relaxed road trip. Savor one last traditional dish in Trieste, or keep it light with a quick bite before you go.

Give yourself enough time to wave goodbye to Trieste and begin your journey home. The unforgettable experiences you’ve collected along your 9-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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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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