Luxury One-Week Italy Road Trip from Florence traveling east to Siena, and Rome

Your luxury holiday in Italy begins as soon as you reach the city of Florence, where you'll be staying for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Kick off the day at Central Market, a top pick for today’s sightseeing. This point of interest is rated an average of 4.4 out of 5 stars in 43,100 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 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 Florence for you so you can browse their menus in advance and make a reservation.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Caffe San Firenze beckons with its unique menu offerings. Also, consider Ditta Artigianale. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.

Raise a toast to the start of your 8-day luxury vacation in Italy and look forward to more fantastic days to come!

Day 2 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.

Take the opportunity to see Basilica Di Santa Maria Novella, Firenze (fi). This attraction has an average rating of 4.7 out of 5 stars from 23,075 visitors.

Cathedral Of Santa Maria Del Fiore is another sightseeing hotspot in the area. This church has been rated an average of 4.8 out of 5 stars by 76,359 travelers.

Florence is also the home of Galleria Dell'accademia. This national museum gets more than 1,719,645 visitors on an annual basis. Around 34,429 people have rated this national museum an average of 4.6 out of 5 stars.

Another place you’ll want to visit is Basilica Of Santa Croce In Florence. With an average rating of 4.7 out of 5 stars from a total of 28,544 reviews, a visit to this church is a great idea.

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.

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.

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

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

Make Piazza Della Signoria one of your first sightseeing stops in Florence. Rated an average of 4.8 out of 5 stars by 66,956 travelers, a visit to this local attraction makes for a great introduction to the area.

Uffizi Gallery is a worthwhile attraction you can visit next. This national museum is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 61,794 reviews. Up to 2,011,219 travelers visit this site every year to make their time in Florence special.

Today is also the perfect opportunity to drop by Ponte Vecchio. This deck arch bridge has been rated an average of 4.7 out of 5 stars by 118,099 visitors.

If you’re keen to explore more, head to Pitti Palace and find out why 198,270 people visit this spot every year. A trip to this popular art museum is also your opportunity to see if it lives up to the reputable 4.6 out of 5-star rating as given by 23,445 previous visitors.

Another top place to visit is The Boboli Gardens. This park enjoys an average rating of 4.2 out of 5 stars from 25,341 local and international travelers.

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.

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

Make sure to reserve a table at Antica Trattoria Papei, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Osteria Quattro Venti, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Osteria da Divo, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Meet Life Cafè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Maudit Pub, another bar with an inviting ambiance. Similarly, Bar Impero Siena 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.

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Vatican City. The day's journey will conclude in Rome, a city that offers you comfort and relaxation for 3 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Fasten your seatbelt and make your way to your next stop. Vatican City, 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 Siena to Vatican City may take around 2 hours 40 min without traffic disruptions. Upon arrival in Vatican City, we highly recommend checking out some of the top attractions.

Start your sightseeing with a visit to Sistine Chapel. This chapel is rated an average of 4.7 out of 5 stars from 52,083 visitors.

St. Peter's Basilica is another popular attraction you could visit today. This major basilica has a rating of 4.8 out of 5 stars from 131,043 visitors. St. Peter's Basilica attracts up to 11,000,000 visitors every year.

Saint Peter's Square is also highly recommended by travelers. This square has a rating of 4.8 out of 5 stars from 38,954 visitors.

Vatican Museums is an attraction you won’t want to miss. Around 1,612,530 people visit this place every year. This art museum is 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 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.

Have a memorable dining experience in Rome by booking a table at La Pergola, renowned as a 3-star Michelin restaurant presenting an exceptional mediterranean, and contemporary menu. For a different culinary experience in Rome, Il Pagliaccio shines as one of the top destinations, known for its delicious creative, and innovative 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, Enoteca La Torre is known as a top local spot for its delicious mediterranean, and creative cuisine in Rome. This 2-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Sant' Eustachio Caffè is another bar that offers an enjoyable setting. Similarly, Caffè Portofino is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 5 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 2 nights nights remaining.

Start your sightseeing with a visit to Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars from 343,494 visitors.

Piazza Di Spagna is another popular attraction you could visit today. This square has a rating of 4.7 out of 5 stars from 113,658 visitors.

Spanish Steps is also highly recommended by travelers. This monumental staircase has a rating of 4.5 out of 5 stars from 57,211 visitors.

Piazza Del Popolo is an attraction you won’t want to miss. This square is rated an average of 4.6 out of 5 stars in 89,807 reviews.

Another attraction you have the opportunity to visit today is Villa Borghese. This urban zone of rome has received an average rating of 4.6 out of 5 stars from 69,749 travelers.

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

Enjoy a delicious meal at DEROMA - Farine Romane, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Centro. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Rome this evening.

Following your dinner, dive into the local bar culture at The Apartment Bar Roma. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Hotel Hassler Roma, the perfect place for those looking to experience the best of the nightlife.

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 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 1 night nights remaining.

A top pick for your self-guided sightseeing tour today is Castel Sant'angelo. Over 918,591 travelers visit this attraction every year. Previous visitors have rated this museum an average of 4.7 out of 5 stars in 72,431 reviews.

Piazza Navona is a local recommendation that you also can pay a visit today. This square is rated an average of 4.7 out of 5 stars in 158,771 reviews.

Another attraction you won't want to miss is Pantheon. This roman temple is rated an average of 4.8 out of 5 stars in 189,682 reviews. Every year, around 30,000,000 travelers visit this site to discover its unique features.

Roman Forum is another outstanding experience in Rome. Around 114,450 travelers have rated this square an average of 4.7 out of 5 stars.

If you long for more, Colosseum is not far away. This roman amphitheatre is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 328,821 reviews.

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 Rome for you, so you can check out the menus and make your reservation in advance.

Treat yourself to a wonderful meal at Ristorante Tema, a top-rated dining spot in Rome. If you're in the mood for something new, try Maccheroni, another premier location with a delectable menu. You might also want to book a table at RoYaL Art Cafè Roma. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

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

Wake up to day 7 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 Florence, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Orvieto.

As you’ve unraveled the marvels of Rome, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Orvieto may take around 1 hour 38 min. Upon your arrival in Orvieto, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Take the opportunity to see Orvieto Cathedral. This attraction has an average rating of 4.8 out of 5 stars from 15,057 visitors.

Museo Dell'opera Del Duomo is another sightseeing hotspot in the area. This art museum has been rated an average of 4.5 out of 5 stars by 238 travelers. Up to 37,892 people visit Museo Dell'opera Del Duomo every year.

Orvieto is also the home of Orvieto Underground. This archaeological site gets more than 37,000 visitors on an annual basis. Around 1,517 people have rated this archaeological site an average of 4.6 out of 5 stars.

Orvieto’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Rome behind. This drive usually takes around 1 hour 38 min. Orvieto welcomes you with a multitude of unique vacation experiences.

Begin your sightseeing with a visit to Well Of St. Patrick. This extraordinary point of interest is rated an average of 4.5 out of 5 stars by 14,274 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.

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 Florence for you, so you can check out the menus and make your reservation in advance.

Treat yourself to a delightful dinner at Tijuana, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Djària - American Bar? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Buca Niccolini as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

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.

Today is the last day of your 8-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.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Florence's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Piazzale Michelangelo. This extraordinary square and attraction is rated an average of 4.8 out of 5 stars in 77,744 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.

If you're in the mood to try something new, consider Ristorante Le Volte Firenze, another top spot with a mouthwatering 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!