Luxury 7-Day Italy Road Trip from Florence to Milan, Pisa, 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!

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.

Before you know it, it’s time to head out for dinner. Treat yourself to a delicious meal at a nice restaurant in Florence.

Enoteca Pinchiorri is the Bib Gourmand restaurant to visit if you’re craving culinary excellence. This 3-star Michelin restaurant has a diverse and enticing menu selection, which includes its delicious and signature italian contemporary meals.

Elevate your dining experience at a 2-star Michelin restaurant in Florence, Santa Elisabetta. At this Bib Gourmand awardee, savor a combination of exceptional flavors with a memorable dining experience. This renowned restaurant’s meal selection includes its signature creative and mediterranean dishes, which are sure to tickle your taste buds.

Another culinary gem in Florence you shouldn’t miss is Gucci Osteria da Massimo Bottura. Enjoy a menu that has earned it a prestigious 1-star Michelin rating. Delivering a food experience like no other, this Bib Gourmand restaurant’s italian contemporary and international menu and exceptional service make it a must-visit destination for those seeking exceptional dining in the area.

After dinner, you can enjoy some downtime at your hotel or head out to a bar for a couple of drinks. Immerse yourself in the local culture by sampling a signature cocktail or regional specialty.

One of the top bars in Florence is Manifattura. This claim is supported by 509 customers who have rated it an average of 4.7 out of 5 stars.

Another great bar with an extensive drink menu is Caffe Concerto Paszkowski. If you ask the 4,000 customers who have rated it an average of 4.3 out of 5 stars, Caffe Concerto Paszkowski is the perfect place for a unique drinking experience.

Locals also enjoy Ristorante Buca Mario, a great place to experience the local scene and unwind during your visit. This bar has an average rating of 4.4 out of 5 stars by 1,879 customers.

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

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 Florence and Milan. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries. Your stay of 1 night at a luxury hotel in Milan adds a touch of comfort to your journey.

A top pick for your self-guided sightseeing tour today is piazza della Signoria. Previous visitors have rated this square an average of 4.8 out of 5 stars in 66,956 reviews.

Uffizi Gallery is a local recommendation that you also can pay a visit today. This national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews. The attraction welcomes 2,011,219 visitors every year.

Another attraction you won't want to miss is Cathedral of Santa Maria del Fiore. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Piazza della Repubblica is another outstanding experience in Florence. Around 22,356 travelers have rated this square an average of 4.6 out of 5 stars.

The attraction gets an estimated 2,011,219 visitors every year.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Milan. This drive usually takes around 3 hours 23 min. When you arrive, enjoy some sightseeing.

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

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

For a culinary experience you will remember, have a look at the menu at Galleria Restaurant. With an average rating of 4.4 out of 5 stars by 2,024 customers, it’s truly one of the best restaurants in the whole of Milan.

If you feel like having something slightly different, check out Palazzo Parigi Hotel & Grand Spa Milano. This is one of the most recommended restaurants in the city. Considering its average rating of 4.7 out of 5 stars by 1,550 customers, it’s one that most guests enjoy.

Vento di Sardegna is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Milan, and has an impressive average rating of 4.5 out of 5 stars by 1,063 customers.

When you’ve finished your dinner at the best restaurant of your choice, and you’re in the mood for a drink, check out some of the best bars in the city.

Whether you prefer your drink shaken or stirred, Mag Cafe is a great place to enjoy a well-deserved celebratory drink. This bar is rated an average of 4.4 out of 5 stars from 3,270 customers.

Alternatively, check out Nottingham Forest, a place many travelers consider their favorite in Milan. Nottingham Forest offers drinks for every taste and is rated an average of 4.4 out of 5 stars by 3,270 guests.

If you want to continue your night at another bar, try The Friends Pub Milano and soak in its inviting ambiance. This bar is one of the best drinking spots in Milan and is rated an average of 4.3 out of 5 stars in 1,689 reviews.

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

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Milan and Pisa. The day's journey will conclude in Pisa, 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.

An excellent attraction to start your day with is La Scala. This opera house is rated an average of 4.7 out of 5 stars in 26,219 reviews.

Continue your journey at Galleria Vittorio Emanuele II. This commercial gallery is rated 4.7 out of 5 stars by 91,394 travelers from near and far.

Milan is also the home of Sforzesco Castle Art Library. This library has an average rating of 4.6 out of 5 stars from 68,714 visitors.

You can continue your self-guided sightseeing tour at Parco Sempione. Rated 4.6 out of 5 stars by 72,914 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Duomo di Milano Museum. With an average rating of 4.8 out of 5 stars from 138,554 reviews, it’s hard to refuse the opportunity to see this art museum. Approximately 341,609 people visit this attraction every year.

As you’ve unraveled the marvels of Milan, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 3 hours 15 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

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

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

Locals enjoy eating at Osteria I Santi, one of the most recommended restaurants in Pisa. This city restaurant has an average rating of 4.4 out of 5 stars from 3,094 customers.

If you have an appetite for something else, check out Filter Coffee Lab. Around 2,414 customers have given this fantastic restaurant an average of 4.6 out of 5 stars.

With an average rating of 4.5 out of 5 stars from 1,163 customers, Ristorante alle Bandierine is another excellent alternative that serves a whole menu of delectable dishes. Many patrons praise its unique ambiance and attentive service, making it a must-visit for both locals and tourists alike.

Pisa also has several great bars that will fit every travel budget.

When an after-dinner drink sounds enticing, visit Bar Mocambo, one of the best bars in the city of Pisa. This bar has an average rating of 4.7 out of 5 stars from 359 customers.

Get drinks as good as this day's adventure at Skyline American Bar. Considered one of the most popular bars in the city of Pisa, this bar is rated an average of 4.3 out of 5 stars by 510 customers.

Sud is also a great bar where you can have nice chats over delicious bites. Sud has an average rating of 4.6 out of 5 stars from 784 customers.

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 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 2 nights. The day's itinerary unfolds with a diverse array of experiences in Pisa, Lucca, and Rome.

Make Piazza del Duomo, Pisa one of your first sightseeing stops in Pisa. Rated an average of 4.7 out of 5 stars by 104,550 travelers, a visit to this local attraction makes for a great introduction to the area.

Leaning Tower of Pisa is a worthwhile attraction you can visit next. This bell tower is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 116,882 reviews. Up to 3,200,000 travelers visit this site every year to make their time in Pisa special.

Set your GPS to Lucca and hit the road. Expect a journey of approximately 28 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Lucca beckons with new experiences!

When you’ve had your share of Lucca, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Rome. Your travel time is around 3 hours 52 min.

When you arrive, enjoy some sightseeing.

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 exploring top attractions in the area, 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 the city for you, so you can check out the menus and make your reservation in advance.

At the top-rated restaurant Tonnarello, you can enjoy a mouthwatering selection of both food and drinks. This restaurant has an average rating of 4.7 out of 5 stars by 62,881 customers.

If you feel like having something else, Ristorante Pancrazio dal 1922 is another great option. This fantastic restaurant has an average rating of 4.7 out of 5 stars by 2,946 customers.

A third restaurant you could check out is Cantina e Cucina. Cantina e Cucina offers a menu of delicious dishes that are sure to satisfy your hunger. We’ll let its excellent rating of 4.6 out of 5 stars by 7,907 customers speak for itself.

As the day is coming to an end, you can head back to your hotel to relax, or, go out for a drink.

When you’ve finished your meal, visit RoYaL Art Cafè Roma for a well-deserved after-dinner drink. One of the best bars in the city, RoYaL Art Cafè Roma has an average rating of 4.4 out of 5 stars from 3,972 customers.

If you’d rather go to a different spot, Ai Tre Scalini is another great option. This bar enjoys an average rating of 4.4 out of 5 stars from 2,950 bar-goers.

Centro is also a great city bar with a welcoming atmosphere. Centro has an average rating of 4.4 out of 5 stars from 1,488 customers.

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 5 of your luxury itinerary in Rome will be filled with memorable experiences. With magnificent attractions, delicious food, and great entertainment, you're guaranteed a lovely day in the city. Make the most out of the 1 night you have left of your luxury holiday in Rome.

This activity is one of many you can add to your luxury travel plan to make your vacation in Italy truly memorable.

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.

As your first day in Rome is coming to an end, retreat to a bar for some celebration. Immerse yourself in the local culture by sampling a signature cocktail or regional specialty.

One of the top bars in Rome is DEROMA - Farine Romane. This claim is supported by 1,432 customers who have rated it an average of 4.3 out of 5 stars.

Another great bar with an extensive drink menu is Hotel Hassler Roma. If you ask the 895 customers who have rated it an average of 4.8 out of 5 stars, Hotel Hassler Roma is the perfect place for a unique drinking experience.

Locals also enjoy VinAllegro, a great place to experience the local scene and unwind during your visit. This bar has an average rating of 4.3 out of 5 stars by 1,167 customers.

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 6 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rome, Vatican City, and Florence. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries. Your stay of 1 night at a luxury hotel in Florence adds a touch of comfort to your journey.

While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. The best things to do, see, and eat are waiting for you.

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

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.

According to reviews, Il Vezzo is one of the absolute best places to eat in Florence. At this restaurant, you’ll enjoy a great atmosphere and a fantastic food and drinks menu. Il Vezzo is rated an average of 4.8 out of 5 stars by 862 customers.

Alternatively, if you’re curious to try a local favorite, check out Le Vespe Cafè. This restaurant is rated an average of 4.7 out of 5 stars by 773 customers and guarantees you a nice dining experience to end your day.

When your taste buds call for something different, you may want to pay Ristorante Le Volte Firenze a visit instead. This restaurant is a top recommendation often mentioned by both travelers and locals. Ristorante Le Volte Firenze has an average rating of 4.7 out of 5 stars by 536 customers.

After dinner, visit some of the best bars in the city of Florence. Strike up a conversation with the friendly locals to end the day perfectly.

Celebrate this wonderful day with sumptuous cocktails at Villa Cora, a terrific bar to unwind after a busy day. Around 699 customers rated this bar with an impressive average of 4.8 out of 5 stars.

You can continue your amazing night of celebration at Osteria Tripperia Il Magazzino. This bar has been rated an average of 4.4 out of 5 stars by 951 customers, and is an excellent place to mingle with locals and fellow travelers.

Transform your evening at Archea Brewery. This popular bar rated 4.7 out of 5 stars by 723 customers, offers great cocktails, good service, and a lovely atmosphere.

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

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 Florence before saying goodbye.

As you approach the end of your journey in Italy, take a moment for some retail therapy in Florence’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.

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

If you have an appetite for something else, check out Ristorante Romantico il Paiolo. Around 2,523 customers have given this fantastic restaurant an average of 4.4 out of 5 stars.

With an average rating of 4.4 out of 5 stars from 2,228 customers, Ristorante La Spada is another excellent alternative that serves a whole menu of delectable dishes. Many patrons praise its unique ambiance and attentive service, making it a must-visit for both locals and tourists alike.

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!