Luxury 11-Day Italy Road Trip from Trieste to Venice, Verona, Florence, and Bologna
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Summary
Description
Experience travel that redefines comfort and elegance with this 11-day luxury road trip in Italy. Witness Italy's awe-inspiring scenery, delight in the finest culinary offerings, and enjoy the ultimate comfort in top-tier accommodations.
Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.
Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 2 nights in Trieste, 2 nights in Venice, 1 night in Verona, 3 nights in Florence, and 2 nights in Bologna, experiencing the ultimate luxury vacation in Italy.
Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 11-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.
Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 11-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.
Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.
Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.
This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 11-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.
To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Trieste, Miramare / Miramar, Venice, Lido, Verona, Florence, Bologna, and Padua at your own pace.
Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.
The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!
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Day 1 – Trieste - arrival day
- Triest - Arrival day
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- Umberto Saba Statue
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Your luxury holiday in Italy begins as soon as you reach the city of Trieste. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!
Begin your sightseeing with a visit to Umberto Saba Statue. This extraordinary sightseeing destination is rated an average of 4.4 out of 5 stars by 270 visitors.
Tonight, you will be treated to a stay at one of the best luxury hotels in Trieste. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.
After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Trieste. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.
Explore the vibrant nightlife at Bar X after your meal, a hub for lively evenings and memorable moments. Or, head to Antico Caffè Torinese for a great selection of flavorful drinks and a charming setting. Furthermore, Urbanis is perfect for those looking to extend their night with a touch of local flavor.
Raise a toast to the start of your 11-day luxury vacation in Italy and look forward to more fantastic days to come!
Day 2 – Trieste, Miramare / Miramar, and Venice
- Venice
- Triest
- Miramare / Miramar
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Drive 179 km, 2 hours 38 min
- Risiera di San Sabba
- Piazza della Borsa
- Piazza Unità d'Italia
- Molo Audace
- Miramare Castle
- More
Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Trieste and Miramare / Miramar. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.
Set your GPS to Venice and hit the road. Expect a journey of approximately 1 hour 51 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Venice beckons with new experiences!
Begin your sightseeing with a visit to San Sabba Rice Mill National Monument and Museum. This extraordinary museum is rated an average of 4.6 out of 5 stars by 5,204 visitors.
Next, make your way to Piazza della Borsa. This top attraction is a square with an average rating of 4.5 out of 5 stars by 4,409 visitors.
We also recommend a visit to piazza Unità d'Italia. This square is rated 4.8 out of 5 stars by 46,036 travelers.
If you’re keen to keep exploring, visit Molo Audace. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 2,849 travelers.
Fasten your seatbelt and make your way to your next stop. Miramare / Miramar, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in Miramare / Miramar, we highly recommend checking out some of the top attractions.
Make Miramare Castle your first stop of the day. Previous visitors have rated this giardino all'italiana an average of 4.7 out of 5 stars in 21,372 reviews. More than 79,218 people visit this place of interest every year.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Venice.
Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Venice.
Esteemed as a restaurant, it features an exceptional menu.
Continue the enjoyment post-dinner at Al Parlamento, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Adagio offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Mercante. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.
Day 3 – Venice
- Venice
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Drive 4 km, 1 hour 5 min
- Saint Mark's Basilica
- Doge's Palace
- Bridge of Sighs
- Venetian Arsenal
- Piazza San Marco
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Day 3 of your luxury road trip in Italy begins and concludes in the city of Venice. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Venice, where you still have 1 night nights remaining.
Take the opportunity to see St Mark's Basilica. This attraction has an average rating of 4.7 out of 5 stars from 18,439 visitors.
Doge's Palace is another sightseeing hotspot in the area. This palace has been rated an average of 4.7 out of 5 stars by 24,775 travelers. Up to 318,104 people visit Doge's Palace every year.
Venice is also the home of Bridge of Sighs. Around 18,223 people have rated this footbridge an average of 4.6 out of 5 stars.
Another place you’ll want to visit is Venetian Arsenal. With an average rating of 4.6 out of 5 stars from a total of 8,749 reviews, a visit to this naval arsenal is a great idea.
This day of your vacation in Venice is also your chance to admire Piazza San Marco. This must-visit square enjoys an average rating of 4.7 out of 5 stars from 152,982 reviews.
After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Venice for you so you can browse their menus in advance and make a reservation.
This renowned restaurant holds , and offers an exceptional menu of cuisine.
Unwind after your meal by stepping into The Irish Pub Venezia. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Dolce Vita Venezia offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Devils Forest Pub, another top-rated bar in the area.
Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.
Day 4 – Venice, Lido, and Verona
- Verona
- Venice
- Lido
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Drive 131 km, 3 hours 3 min
- Rialto Bridge
- Palazzo Contarini del Bovolo
- Teatro La Fenice
- Giardini della Biennale
- Peggy Guggenheim Collection
- More
Wake up to day 4 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Verona, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Venice and Lido.
Verona’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Venice behind. This drive usually takes around 1 hour 32 min. Verona welcomes you with a multitude of unique vacation experiences.
A top pick for your self-guided sightseeing tour today is Rialto Bridge. Previous visitors have rated this stone bridge an average of 4.7 out of 5 stars in 141,666 reviews.
Palazzo Contarini del Bovolo is a local recommendation that you also can pay a visit today. This sightseeing destination is rated an average of 4.5 out of 5 stars in 11,745 reviews.
Another attraction you won't want to miss is Teatro La Fenice. This opera house is rated an average of 4.7 out of 5 stars in 10,677 reviews.
Peggy Guggenheim Collection is another outstanding experience in Venice. Around 10,128 travelers have rated this art museum an average of 4.6 out of 5 stars. The attraction hosts 92,922 visitors annually.
When you’re ready for some sightseeing, make your way to Giardini della Biennale. This much-appreciated park is rated 4.5 out of 5 stars in 10,729 reviews.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Verona.
Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Verona.
After your meal, keep the night alive at a bar like Archivio, known for its lively atmosphere. La Segreteria Café is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Duchi Café offers an excellent atmosphere for those looking to amp up the evening.
Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.
Day 5 – Verona and Florence
- Florence
- Verona
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Drive 248 km, 3 hours 25 min
- Castelvecchio Museum
- Ponte Scaligero
- Verona Arena
- Piazza delle Erbe
- Ponte Pietra
- More
On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Verona. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.
As you’ve unraveled the marvels of Verona, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Florence may take around 2 hours 49 min. Upon your arrival in Florence, you’ll be greeted with the opportunity to do some sightseeing and exploring.
Journey into the unknown at Castelvecchio Museum, a unique attraction awaiting your visit. This remarkable art museum has an average rating of 4.6 out of 5 stars from 13,854 reviews. Every year, Castelvecchio Museum welcomes more than 35,031 curious visitors.
When you’re ready to continue your sightseeing, Castelvecchio Bridge is a recommended place to visit. This arch bridge is rated an average of 4.7 out of 5 stars in 12,156 reviews.
Another must-see attraction in Verona is Verona Arena. This spectacular opera house gets over 195,540 visitors every year. Rated an average of 4.7 out of 5 stars by 123,818 travelers, this popular tourist destination in Verona offers an experience you will remember.
Piazza delle Erbe is another popular stop on travelers' itineraries in Verona. This square promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 11,777 reviews.
Lastly, don't miss out on Ponte Pietra. Rated 4.7 out of 5 stars by 12,284 local and international travelers, it's a popular place to visit.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Florence.
In Florence, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.
Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to SE·STO on Arno Rooftop 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.
Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.
Day 6 – Florence
- Florence
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Drive 1 km, 25 min
- Cathedral of Santa Maria del Fiore
- Piazza della Repubblica
- Piazza della Signoria
- Uffizi Gallery
- Ponte Vecchio
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Day 6 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 2 nights nights remaining.
Be one of the day’s first visitors at Cathedral of Santa Maria del Fiore. This church is rated an average of 4.8 out of 5 stars by 76,359 visitors.
When you’re finished at Cathedral of Santa Maria del Fiore, head to Piazza della Repubblica. This one-of-a-kind square is rated an average of 4.6 out of 5 stars in 22,356 reviews.
Beyond the above-mentioned attractions, you also have the opportunity to visit piazza della Signoria. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.
If you’re keen to explore more, then consider a visit to Uffizi Gallery. This national museum is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 61,794 visitors. Around 2,011,219 travelers visit Uffizi Gallery every year.
To round off your sightseeing experience, make your way to Ponte Vecchio. This famous deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 travelers.
Discover a world of culinary delights in Florence, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 7 – Florence
- Florence
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Drive 9 km, 1 hour 25 min
- Piazzale Michelangelo
- The Boboli Gardens
- Pitti Palace
- Basilica of San Lorenzo
- Central Market
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Day 7 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 1 night nights remaining.
Seize the day by visiting some of the best attractions in the area, like piazzale Michelangelo. This extraordinary square has an average rating of 4.8 out of 5 stars from 77,744 visitors.
Next, make your way to The Boboli Gardens. This park is rated an average of 4.2 out of 5 stars in 25,341 reviews.
While in Florence, we also recommend a visit to Pitti Palace. Hosting around 198,270 visitors every year, Pitti Palace is one of the best places to visit. This art museum has been rated an average of 4.6 out of 5 stars in 23,445 reviews.
If you’re keen to explore even more, then consider a visit to Basilica of San Lorenzo. With an average rating of 4.6 out of 5 stars by 9,628 travelers, this parish church is a highly recommended stop on your sightseeing around Florence.
Make your way to Central Market, perhaps the most famous sightseeing destination in Florence. This attraction is rated an average of 4.4 out of 5 stars in 43,100 reviews.
Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Florence.
Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.
Day 8 – Florence and Bologna
- Bologna
- Florence
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Drive 106 km, 2 hours 4 min
- Basilica of Santa Croce in Florence
- David of Michelangelo
- Galleria dell'Accademia
- Basilica di Santa Maria Novella, Firenze (FI)
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Wake up to day 8 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.
Fasten your seatbelt and make your way to your next stop. Bologna, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Florence to Bologna may take around 1 hour 24 min without traffic disruptions. Upon arrival in Bologna, we highly recommend checking out some of the top attractions.
Make Basilica of Santa Croce in Florence your first stop of the day. Previous visitors have rated this church an average of 4.7 out of 5 stars in 28,544 reviews.
Next up, make a stop at David. With an average rating of 4.8 out of 5 stars by 10,476 visitors, it's easy to understand why so many people visit this statue every year.
Galleria dell'Accademia is another attraction you can visit on this day of your vacation. This national museum has an average rating of 4.6 out of 5 stars by 34,429 visitors. Up to 1,719,645 travelers come to Florence every year to see Galleria dell'Accademia with their own eyes.
When you’re finished at Galleria dell'Accademia, the perfect next stop is Basilica di Santa Maria Novella, Firenze (FI). This archives is rated an average of 4.7 out of 5 stars in 23,075 reviews.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Bologna.
After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Bologna for you so you can browse their menus in advance and make a reservation.
This renowned restaurant holds , and offers an exceptional menu of cuisine.
Continue your lively evening at Bar Freud e Squisito, a perfect place for winding down or revving up the night, depending on which mood you’re in. Osteria del Sole is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Macondo - Cocktail Bar ensures a night out tailored to your taste.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 9 – Bologna
- Bologna
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Drive 2 km, 32 min
- Piazza Santo Stefano
- Two Towers
- Fountain of Neptune, Bologna
- Piazza Maggiore
- Basilica of San Domenico
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Day 9 of your luxury road trip in Italy begins and concludes in the city of Bologna. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Bologna, where you still have 1 night nights remaining.
Make Piazza Santo Stefano your first stop of the day. Previous visitors have rated this square an average of 4.8 out of 5 stars in 7,617 reviews.
Next up, make a stop at Two Towers. With an average rating of 4.7 out of 5 stars by 25,975 visitors, it's easy to understand why so many people visit this tower every year.
Fountain of Neptune, Bologna is another attraction you can visit on this day of your vacation. This fountain has an average rating of 4.7 out of 5 stars by 3,952 visitors.
When you’re finished at Fountain of Neptune, Bologna, the perfect next stop is Piazza Maggiore. This square is rated an average of 4.7 out of 5 stars in 64,523 reviews.
If you’re keen to explore even more, then consider a visit to Basilica of San Domenico. This church is a top place to visit, with a rating of 4.7 out of 5 stars from 3,380 reviews.
After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Bologna. Savor the local cuisine and relax as you recount the day's experiences.
This renowned restaurant holds , and offers an exceptional menu of cuisine.
To truly maximize your evening out, consider visiting Bar Senza Nome after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Maurizio, another bar with an inviting ambiance. Similarly, BrewDog Bar Bologna also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.
Day 10 – Bologna, Padua, and Trieste
- Triest
- Padua
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Drive 332 km, 4 hours 28 min
- Scrovegni Chapel
- Prato della Valle
- The Basilica of St Anthony
- Piazza dei Signori
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Wake up to day 10 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Trieste, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Padua.
When you’ve had your share of Bologna, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Padua. Your travel time is around 1 hour 31 min.
An excellent attraction to start your day with is Scrovegni Chapel. This chapel typically receives around 9,387 visitors every year and is rated an average of 4.8 out of 5 stars in 11,849 reviews.
Continue your journey at prato della Valle. This square is rated 4.6 out of 5 stars by 47,576 travelers from near and far.
Padua is also the home of The Basilica of St. Anthony. This church has an average rating of 4.8 out of 5 stars from 38,852 visitors.
You can continue your self-guided sightseeing tour at Piazza dei Signori, Padua. Rated 4.7 out of 5 stars by 12,510 visitors, a visit to this top sight is time well spent.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Trieste.
After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Trieste. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.
Keep the evening going at coktail bar Trieste | La Preferita, a great choice for enjoying the after-dinner hours with a drink. You could also go to "LIFE" New Bar Torinese Snc, which offers a similarly pleasant setting and great drinks. Another option is White Cafe, which provides an inviting environment for unwinding after a busy day out.
Raise a toast to another amazing day of your luxury holiday in Padua, Italy and seize the opportunity to celebrate.
Day 11 – Trieste - departure day
- Triest - Departure day
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- Giants' Stairway
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Today is the last day of your 11-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Trieste before saying goodbye.
As your final day in Italy unfolds, don’t miss the chance for a last-minute shopping spree in Trieste’s shopping district. Your accommodation’s convenient location near the city’s shopping area offers the luxury of time, so you don’t have to limit yourself from leisurely strolling its streets amidst a collection of establishments.
Look for the perfect gift for your loved ones back home, or buy yourself a little keepsake to remind you of Italy. Keep the spirit of your trip to Italy alive with these special souvenirs.
Treat yourself to a final feast. Savor the unique flavors of Trieste one last time before you head to the airport.
This renowned restaurant holds , and offers an exceptional menu of cuisine.
You will then say farewell to Trieste and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Italy in your luggage!
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