Luxury 6-Day Italy Road Trip from Trieste traveling south to Bologna, Rome, and Florence

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!

Kick off the day at Giants' Stairway, a top pick for today’s sightseeing. This sightseeing destination is rated 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.

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.

Experience a taste of local culinary excellence while in Trieste by securing a table at Harry's Piccolo. Esteemed as a 2-star Michelin restaurant, it features an exceptional creative menu.

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

Raise a toast to the start of your 6-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.

A top pick for your self-guided sightseeing tour today is Piazza della Borsa. Previous visitors have rated this square an average of 4.5 out of 5 stars in 4,409 reviews.

Piazza Unità d'Italia is a local recommendation that you also can pay a visit today. This square is rated an average of 4.8 out of 5 stars in 46,036 reviews.

Another attraction you won't want to miss is Cattedrale di San Giusto Martire. This church is rated an average of 4.6 out of 5 stars in 3,288 reviews.

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.

Journey into the unknown at Miramare Castle, a unique attraction awaiting your visit. This remarkable giardino all'italiana has an average rating of 4.7 out of 5 stars from 21,372 reviews. Every year, Miramare Castle welcomes more than 79,218 curious visitors.

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.

Discover the culinary delights of Bologna by securing a reservation at I Portici. Esteemed for its , this restaurant offers a remarkable selection of creative and contemporary cuisine. For an alternative dining experience, try Ahimè, renowned for its delicious country cooking dishes. This esteemed Bib Gourmand-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Trattoria di Via Serra, a highly recommended local eatery celebrated for its mouthwatering emilian menu. With its Bib Gourmand recognition, it offers an unforgettable dining adventure.

Unwind after your meal by stepping into Bar Freud e Squisito. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Osteria del Sole offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Macondo - Cocktail Bar, another top-rated bar in the area.

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

Wake up to day 3 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 Rome, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Bologna.

Start your sightseeing with a visit to Piazza Maggiore. This square is a popular stop on travelers’ itineraries in Bologna, with an average rating of 4.7 out of 5 stars by 64,523 visitors.

Two Towers is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 25,975 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Piazza Santo Stefano. Visitors have rated this square an average of 4.8 out of 5 stars in 7,617 reviews.

Arco del Meloncello is another unique site you can experience today. This attraction is an arch rated an average of 4.6 out of 5 stars in 3,755 reviews.

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

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 Rome so you can check out the menus and make advance reservations.

Start your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds , and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Explore the vibrant nightlife at La Botticella of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Sant' Eustachio Caffè for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino 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 luxury holiday in Italy has plenty more in store for you.

Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rome. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Make Capitoline Hill your first stop of the day. Previous visitors have rated this hill an average of 4.7 out of 5 stars in 19,557 reviews.

Next up, make a stop at Roman Forum. With an average rating of 4.7 out of 5 stars by 114,450 visitors, it's easy to understand why so many people visit this square every year.

Colosseum is another attraction you can visit on this day of your vacation. This roman amphitheatre has an average rating of 4.7 out of 5 stars by 328,821 visitors. Up to 7,400,000 travelers come to Rome every year to see Colosseum with their own eyes.

When you’re finished at Colosseum, the perfect next stop is Pantheon. This roman temple is rated an average of 4.8 out of 5 stars in 189,682 reviews. Pantheon attracts approximately 30,000,000 visitors annually.

If you’re keen to explore even more, then consider a visit to Trevi Fountain. This sculpture is a top place to visit, with a rating of 4.8 out of 5 stars from 343,494 reviews.

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

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

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds , and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

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 and Padua. 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're ready to see some sights, piazza della Signoria is a great place to start. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.

Another popular attraction you can visit today is Ponte Vecchio. This deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 travelers.

We also recommend a stop at piazzale Michelangelo. The square has been rated an average of 4.8 out of 5 stars by 77,744 visitors.

Padua’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 2 hours 33 min. Padua welcomes you with a multitude of unique vacation experiences.

When you’re ready for some sightseeing, make your way to prato della Valle. This much-appreciated square is rated 4.6 out of 5 stars in 47,576 reviews.

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

In Trieste, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

To truly maximize your evening out, consider visiting coktail bar Trieste | La Preferita after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to "LIFE" New Bar Torinese Snc, another bar with an inviting ambiance. Similarly, White Cafe also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Today is the last day of your 6-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 you approach the end of your journey in Italy, take a moment for some retail therapy in Trieste’s celebrated shopping district. Thanks to your stay’s premier location, you can easily visit the city’s commercial hubs and wander through its diverse range of local shops without rushing.

Whether you’re on a hunt for an ideal present to give to your friends or family or looking for a personal memento to remind you of Italy, a variety of items are waiting for you. Hold onto the magic of Italy with these wonderful souvenirs, ensuring your memories never fade.

Make the most of what's left of your luxury vacation and head out to the stunning Umberto Saba Statue. This extraordinary sightseeing destination and attraction is rated an average of 4.4 out of 5 stars in 270 reviews, and is an excellent choice for your last sightseeing in Trieste.

Treat yourself to a final feast. Savor the unique flavors of Trieste one last time before you head to the airport.

Have a fantastic dining experience at Chimera di Bacco, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Sbecolez Trieste offers an enticing alternative with its varied 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!