Luxury 7-Day Italy Road Trip from Trieste traveling south to Venice, Florence, Arezzo, and Bologna

Your luxury holiday in Italy begins as soon as you reach the city of Trieste, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Make Giants' Stairway your first stop of the day. Previous visitors have rated this point of interest an average of 4.3 out of 5 stars in 955 reviews.

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.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Trieste.

Esteemed for its , this restaurant offers a remarkable selection of cuisine. This esteemed -recipient consistently impresses guests, making it a must-visit spot during your holiday. With its recognition, it guarantees an unforgettable dining adventure.

Unwind after your meal by stepping into Bar X. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Torinese offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Urbanis, another top-rated bar in the area.

Raise a toast to the start of your 7-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Trieste and Miramare / Miramar. 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 Trieste, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Venice may take around 1 hour 51 min. Upon your arrival in Venice, you’ll be greeted with the opportunity to do some sightseeing and exploring.

An excellent attraction to start your day with is Roman Theatre of Trieste. This archaeological site is rated an average of 4.3 out of 5 stars in 3,576 reviews.

Continue your journey at Piazza della Borsa. This square is rated 4.5 out of 5 stars by 4,409 travelers from near and far.

Trieste is also the home of piazza Unità d'Italia. This square has an average rating of 4.8 out of 5 stars from 46,036 visitors.

You can continue your self-guided sightseeing tour at Molo Audace. Rated 4.7 out of 5 stars by 2,849 visitors, a visit to this top sight is time well spent.

When you arrive in Miramare / Miramar, it's time to take a break from the road.

When you're ready to see some sights, Miramare Castle is a great place to start. This giardino all'italiana is rated an average of 4.7 out of 5 stars by 21,372 visitors. Miramare Castle attracts more than 79,218 visitors every year.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Venice.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Venice so you can check out the menus and make advance reservations.

This popular restaurant holds , and offers an exceptional menu of cuisine. This acclaimed -recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. With a recognition, it promises an exceptional dining experience not to be missed.

After your meal, keep the night alive at a bar like Al Parlamento, known for its lively atmosphere. Adagio is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Mercante offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass and relax after another big day of your luxury holiday in Italy!

Wake up to day 3 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Venice. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Continue your road trip and head to your next destination, Florence. This car ride takes around 2 hours 55 min.

Make Rialto Bridge your first stop of the day. Previous visitors have rated this stone bridge an average of 4.7 out of 5 stars in 141,666 reviews.

Next up, make a stop at Teatro La Fenice. With an average rating of 4.7 out of 5 stars by 10,677 visitors, it's easy to understand why so many people visit this opera house every year.

Piazza San Marco is another attraction you can visit on this day of your vacation. This square has an average rating of 4.7 out of 5 stars by 152,982 visitors.

When you’re finished at Piazza San Marco, the perfect next stop is Doge's Palace. This palace is rated an average of 4.7 out of 5 stars in 24,775 reviews. Doge's Palace attracts approximately 318,104 visitors annually.

If you’re keen to explore even more, then consider a visit to Bridge of Sighs. This footbridge is a top place to visit, with a rating of 4.6 out of 5 stars from 18,223 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Florence.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Florence.

Renowned for its , this restaurant presents an outstanding menu of cuisine. This distinguished -recipient is a favorite among guests, making it a worthy addition to your holiday plans. With an acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to SE·STO on Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Archea Brewery 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 luxury holiday in Italy has plenty more in store for you.

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 Arezzo, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Siena and Florence.

Set your GPS to Siena and hit the road. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Siena beckons with new experiences!

Be one of the day’s first visitors at piazza del Campo. This square is rated an average of 4.8 out of 5 stars by 64,175 visitors.

Set your GPS to Arezzo and hit the road. Expect a journey of approximately 1 hour 4 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Arezzo beckons with new experiences!

When you’re ready for some sightseeing, make your way to piazzale Michelangelo. This much-appreciated square is rated 4.8 out of 5 stars in 77,744 reviews.

Next up is Basilica of Santa Croce in Florence. This church has an average rating of 4.7 out of 5 stars from 28,544 visitors.

Another top sightseeing recommendation is Galleria dell'Accademia. This national museum has been rated 4.6 out of 5 stars in 34,429 reviews. Every year, 1,719,645 travelers include this attraction on their travel itinerary.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Arezzo.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Arezzo. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Renowned as a restaurant, it offers an exceptional menu. This restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Nestled in the heart of the city, is an ideal choice for discerning foodies seeking culinary excellence.

Following your dinner, dive into the local bar culture at Liquid Bar.

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.

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

When you’ve had your share of Arezzo, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Florence. Your travel time is around 1 hour 5 min.

When you're ready to see some sights, Ponte Vecchio is a great place to start. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

Another popular attraction you can visit today is Uffizi Gallery. This national museum has an average rating of 4.7 out of 5 stars from 61,794 travelers. Every year, 2,011,219 travelers come to experience this site to make the most of their time in Florence.

We also recommend a stop at piazza della Signoria. The square has been rated an average of 4.8 out of 5 stars by 66,956 visitors.

If you're keen to explore more, consider visiting Cathedral of Santa Maria del Fiore. This church is a popular attraction with an average rating of 4.8 out of 5 stars from 76,359 reviews.

Central Market is another easily accessible place to visit on this day of your trip. Stop by this sightseeing destination, rated 4.4 out of 5 stars in 43,100 reviews, to discover more of what makes it unique.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Bologna.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Bologna.

This local establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Known as a top-rated , it's a top choice in the city.

After savoring a delicious meal, step into the vibrant nightlife at Bar Freud e Squisito, where the evening is just getting started. In the same way, Osteria del Sole offers a unique charm perfect for experiencing the local bar scene in Bologna. Macondo - Cocktail Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise a toast to another amazing day of your luxury holiday in Florence, Italy and seize the opportunity to celebrate.

Wake up to day 6 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Padua and Bologna. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Padua. This drive usually takes around 1 hour 29 min, without any stops or traffic disruptions.

Seize the day by visiting some of the best attractions in the area, like The Basilica of St. Anthony. This extraordinary church has an average rating of 4.8 out of 5 stars from 38,852 visitors.

Next, make your way to prato della Valle. This square is rated an average of 4.6 out of 5 stars in 47,576 reviews.

Padua’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Bologna behind. This drive usually takes around 1 hour 29 min. Padua welcomes you with a multitude of unique vacation experiences.

An excellent attraction to start your day with is Piazza Maggiore. This square is rated an average of 4.7 out of 5 stars in 64,523 reviews.

Continue your journey at Two Towers. This tower is rated 4.7 out of 5 stars by 25,975 travelers from near and far.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Trieste.

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 Trieste for you so you can browse their menus in advance and make a reservation.

Continue the enjoyment post-dinner at coktail bar Trieste | La Preferita, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, "LIFE" New Bar Torinese Snc offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out White Cafe. 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.

Today is the last day of your 7-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 -awardee earns consistently high praises from guests. As a top-rated it is an ideal choice in the city. Enjoy a lovely meal at Chimera di Bacco, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Sbecolez Trieste is another top choice with a popular menu.

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!