Luxury 6-Day Italy Road Trip from Florence to Venice, Siena, and Rome and surrounding area

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

Your sightseeing of the day begins at Piazza Della Signoria, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Tonight, you will be treated to a stay at one of the best luxury hotels in Florence. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

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 Florence. Savor the local cuisine and relax as you recount the day's experiences.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Caffe San Firenze offers an enticing alternative with its varied menu. Additionally, Ditta Artigianale is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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 Florence. The day's journey will conclude in Venice, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Start your sightseeing with a visit to Abbazia Di San Miniato Al Monte. This church is rated an average of 4.8 out of 5 stars from 4,435 visitors.

Piazzale Michelangelo is another popular attraction you could visit today. This square has a rating of 4.8 out of 5 stars from 77,744 visitors.

Porta Romana is also highly recommended by travelers. This point of interest has a rating of 4.4 out of 5 stars from 4,489 visitors.

Parco Delle Cascine is an attraction you won’t want to miss. This park is rated an average of 4.3 out of 5 stars in 14,875 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Venice. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Discover a world of culinary delights in Venice, 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.

Begin your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary, and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Let the evening flow smoothly from dinner to drinks at Al Parlamento, a top-rated bar in the area. For other recommendations, Adagio provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Mercante offers a memorable night with diverse drink options and excellent service.

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

When you're ready to see some sights, Bridge Of Sighs is a great place to start. This footbridge is rated an average of 4.6 out of 5 stars by 18,223 visitors.

Another popular attraction you can visit today is Piazza San Marco. This square has an average rating of 4.7 out of 5 stars from 152,982 travelers.

We also recommend a stop at Rialto Bridge. The stone bridge has been rated an average of 4.7 out of 5 stars by 141,666 visitors.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Verona. This drive usually takes around 1 hour 24 min, without any stops or traffic disruptions.

Seize the day by visiting some of the best attractions in the area, like Verona Arena. This extraordinary opera house has an average rating of 4.7 out of 5 stars from 123,818 visitors. Each year, around 195,540 people visit this remarkable site to admire its features and learn more about it.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Siena. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Siena for you, so you can check out the menus and make your reservation in advance.

Enjoy a delicious meal at Antica Trattoria Papei, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Osteria Quattro Venti, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Siena this evening.

After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena provides an excellent environment for a relaxed and enjoyable evening.

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.

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 Siena, and Vatican City. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Make Piazza Del Campo your first stop of the day. Previous visitors have rated this square an average of 4.8 out of 5 stars in 64,175 reviews.

As you’ve unraveled the marvels of Siena, it’s time to gear up for the next part of your road trip adventure. Set course for Vatican City! Under favorable conditions, your drive to Vatican City may take around 2 hours 39 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Drop by the renowned Sistine Chapel. This popular chapel has been rated an average of 4.7 out of 5 stars by 52,083 visitors.

Another unforgettable place to experience is St. Peter's Basilica. Rated 4.8 out of 5 stars by 131,043 visitors, this major basilica deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Vatican Museums. Hosting around 1,612,530 visitors every year, the fascinating Vatican Museums is one of the best places to visit in Vatican City. This art museum has been rated an average of 4.6 out of 5 stars in 133,310 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of mediterranean, and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative, and innovative dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean, and creative menu. With a 2-star Michelin 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 Rome.

If you’re not ready to end the night just yet, La Botticella Of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Sant' Eustachio Caffè is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

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

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rome. The day's journey will conclude in Florence, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Begin your sightseeing with a visit to Roman Forum. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

Next up, make your way to Colosseum. This roman amphitheatre has an average rating of 4.7 out of 5 stars from 328,821 reviews. Usually, around 7,400,000 people visit Colosseum every year.

When you’re ready for your next sight of the day, continue to Pantheon. This roman temple has an average rating of 4.8 out of 5 stars from 189,682 visitors. Up to 30,000,000 people visit this place of interest annually.

Beyond the above-mentioned attractions, you also have the opportunity to visit Piazza Navona. This square is rated an average of 4.7 out of 5 stars by 158,771 visitors.

If you’re keen to explore even more, then consider a visit to Trevi Fountain. This sculpture is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 343,494 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, renowned as a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience in Florence, Santa Elisabetta shines as one of the top destinations, known for its delicious creative, and mediterranean cuisine. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Gucci Osteria da Massimo Bottura is known as a top local spot for its delicious italian contemporary, and international cuisine in Florence. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

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.

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 Florence before saying goodbye.

Make the most of your final day in Italy by visiting Florence’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Central Market. This extraordinary point of interest and attraction is rated an average of 4.4 out of 5 stars in 43,100 reviews, and is an excellent choice for your last sightseeing in Florence.

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

Have a fantastic dining experience at Tijuana, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Djària - American Bar offers an enticing alternative with its varied menu.

You will then say farewell to Florence 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!