7-Day Italy Road Trip from Milan to Pisa, Rome, and Florence

Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.
Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
7 days & 6 nights
Available
Jan. - Dec.
Hotel
6 nights included
Car rental
7 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Have the adventure of a lifetime with this 7-day road trip through Italy.

This incredible self-drive vacation package will take you through the best destinations in Italy. With this perfectly planned travel package, you will stay 2 nights in Milan, 1 night in Pisa, 2 nights in Rome, and 1 night in Florence, experiencing the ultimate road trip in Italy. Your road trip will enable you to discover the country's most popular attractions and restaurants in Milan, Pisa, Rome, and Florence. We'll help you experience the best 7 days in Italy you can imagine so you can leave happy and inspired.

Upon arriving in Milan, you'll collect the rental vehicle of your choice. From there, you'll be off to discover some of the most popular attractions in Italy, including the stunning Duomo di Milano Museum and Leaning Tower of Pisa.

You'll have an extensive selection of accommodations to choose from throughout your road trip. We've handpicked the best hotels and places to stay across the country, catering to all budgets. Whether you're in the mood for luxurious five-star hotels or cozy, budget-friendly accommodations, we've got you covered.

Your road trip will bring you close to the best attractions and most incredible sights in Italy. From the magnificent Trevi Fountain to the breathtaking Colosseum and Pantheon, your journey will take you on a thrilling adventure through some of the most iconic travel destinations in the country. Your discovery doesn't end there. Make sure to marvel at the remarkable Piazza Navona and learn more about the unique St. Peter's Basilica to truly immerse yourself in the local culture. As you hit the open road and drive through Milan, Pisa, Rome, and Florence, you'll also have plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you're exploring enchanting small towns, discovering scenic routes, or indulging in local cuisine, there's always something new and exciting to experience in Italy.

Add tours and tickets to each day of your trip to make the most of your time in Italy. You'll have the opportunity to choose from the best tours and activities that your travel destinations have to offer, meaning you'll never have a boring moment on your road trip through Italy.

Your travel plan itinerary also gives you multiple opportunities to look for souvenirs to memorialize your road trip in Italy.

You'll return home having experienced the very best of everything Italy has to offer. Each twist and turn of the journey adds a unique charm to your travel tales.

You can customize each day of your road trip vacation itinerary with flexible trip planning before and after booking. Enjoy the benefits of exploring all these great attractions at your own speed.

Your travel plan includes everything you need to experience the best of Italy. You'll be booked at the best hotels for 6 nights, with plenty of top-rated breakfast and restaurant options nearby. We'll provide you with the best car rental for 6 days during your self-drive road trip, including CDW insurance.

You'll have access to 24/7 travel support, a personal travel agent, and a step-by-step guide via our flexible mobile app. All taxes are included in your vacation package price. You can choose and add your flight preferences as needed. Make your vacation in Italy extra special by adding tours and tickets to each day of your itinerary.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your self-drive road trip in Italy today!

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Included

Hotel, 6 nights
Rental car, 7 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 2 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
Aerial panoramic cityscape of Rome, Italy, Europe. Roma is the capital of Italy. Cityscape of Rome in summer. Rome roofs view with ancient architecture in Italy. Rome / 2 nights
Pisa - city in ItalyPisa / 1 night

Map

Attractions

photo of trevi fountain at sunrise beautiful full view, Rome, Italy.Trevi Fountain
photo of Colosseum in Rome at sunrise, Italy, Europe.Colosseum
photo of view of Pantheon in the morning. Rome. Italy.Pantheon
photo of piazza navona in Rome, Italy. Rome navona square. Ancient stadium of Rome for athletic contests. Italy architecture and landmark. Piazza navona is one of the main attractions of Rome and Italy.Piazza navona
photo of night panoramic view of Duomo square in Milano,Italy.Duomo di Milano Museum
St. Peter's Basilica, Vatican CitySt Peter's Basilica
photo of medieval leaning tower of pisa (Torre di pisa) at piazza dei miracoli (Piazza del duomo), Tuscany, Italy.Leaning Tower of Pisa
photo of panoramic view of ancient ruins of a roman forum or foro romano at sunrise in rome, Italy. view from capitoline hill.Roman Forum
photo of piazza di spagna in rome, italy. Spanish steps in rome, Italy in the morning. One of the most famous squares in Rome, Italy. Rome architecture and landmark.Piazza di Spagna
photo of panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
photo of one of the world's oldest shopping malls galleria vittorio emanuele II at night in milan, lombardia, Italy.Galleria Vittorio Emanuele II
photo of piazza del popolo (People's square) named after the church of santa maria del popolo in Rome, Italy.Piazza del Popolo
photo of View of statue of david on Piazzale Michelangelo at morning  in Florence, Italy.Piazzale Michelangelo
Cathedral of Santa Maria del Fiore, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyCathedral of Santa Maria del Fiore
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of holy angel castle, also known as hadrian mausoleum in the morning, Rome, Italy.Castel Sant'Angelo
photo of Sunset view of Sforza Castle (Castello Sforzesco) in Milan, Italy. Architecture and landmarks of Milan. Night cityscape of MilanSforzesco Castle Art Library
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
photo of altare della patria, national monument to victor emmanuel II the first king of a unified Italy, located in Rome.Altare della Patria
PHOTO OF New business district Milano Porta Nuova Garibaldi (Gae Aulenti) .Piazza Gae Aulenti
photo of Tower and cathedral, famous landmarks of Pisa, Italy .Cattedrale di Pisa
Aerial view of the Rotunda della Besana. Blue sky. Historical buildings in the city. A cruciform church surrounded by a wall. Rotonda della Besana
photo of Campo santo .Campo santo

Travel details

Travel dates
Jan 1 - Jan 7

Include flights?

Yes
No

Flights

Round trip
Economy
Round trip
Economy

Travelers

Rooms

1 traveler1 room
1 traveler1 room

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1 – Milan - arrival day

Day 1

Day 1 – Milan - arrival day

  • Milan - Arrival day
  • More
  • Rotonda della Besana
  • More

Your road trip adventure in Italy begins as soon as you reach the incredible city of Milan. You’ll stay in Milan for 2 nights, experiencing all the best things to do and see in the city.

Milan has many popular destinations you can explore. You could visit attractions like the incredible Rotonda della Besana. This attraction is a top-tier point of interest and has an average rating of 4.4 out of 5 stars by 2,614 visitors.

When you're done sightseeing for the day, you'll check in at one of the best hotels or places to stay in the city. Your stay promises to be a delightful continuation of your exploration, providing comfort and tranquility to recharge for the adventures that lie ahead.

When you’re ready for dinner, we recommend you try one of the best restaurants in the city of Milan, Galleria Restaurant. The restaurant is rated an average of 4.4 out of 5 stars by 2,024 customers.

Another of the best restaurants in the city of Milan is Vento di Sardegna. This restaurant is rated an average of 4.5 out of 5 stars by 1,063 customers.

Locals recommend Nero 9 as one of the best restaurants in the city of Milan. This restaurant has an average rating of 4.5 out of 5 stars by 573 customers.

Milan also has several great bars that will fit all travel budgets. One of the best bars in the city of Milan is The Friends Pub Milano. This bar has an average rating of 4.3 out of 5 stars by 1,689 customers.

Another of the best bars in the city of Milan is Camparino in Galleria. This bar is rated an average of 4.4 out of 5 stars by 1,473 customers.

Locals also enjoy G. B. Bar. This bar has an average rating of 4.6 out of 5 stars by 820 customers.

Enjoy toasting the start of your 7-day vacation in Italy!

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Experiences

Day 2 – Milan and Pisa

Day 2

Day 2 – Milan and Pisa

  • Milan
  • Pisa
  • More

Drive 294 km, 3 hours 51 min

  • Galleria Vittorio Emanuele II
  • Sforzesco Castle Art Library
  • Sempione Park
  • Piazza Gae Aulenti
  • Duomo di Milano Museum
  • More

Day 2 of your road trip through Italy gives you the opportunity to experience two places in one day. You'll start your day with some exploring in the city of Milan and end it at a top-rated hotel in the city of Pisa. You will stay in Pisa for 1 night. Have a hearty breakfast and get excited for a wonderful day ahead!

One of the best places to visit today in Milan is the amazing Galleria Vittorio Emanuele II. This attraction is a commercial gallery that is rated an average of 4.7 out of 5 stars by 91,394 visitors.

You could also stop at the incredible library, Sforzesco Castle Art Library. With an average rating of 4.6 out of 5 stars by 68,714 visitors, this attraction is one of the top sights in the area.

Another unforgettable travel destination in the Milan is the outstanding Parco Sempione. This popular park and travel destination has an average rating of 4.6 out of 5 stars by 72,914 visitors.

The spectacular Piazza Gae Aulenti is another popular attraction you can visit today. This fascinating square and attraction has an average rating of 4.6 out of 5 stars from 30,398 visitors.

If you’re keen to explore even more, then consider a visit to the fantastic Duomo di Milano Museum. This attraction is a popular art museum that has an average rating of 4.8 out of 5 stars from 138,554 visitors. Duomo di Milano Museum hosts around 341,609 visitors annually, so be sure to stop at this attraction so you won't miss out!

You can make the most of your new day in Milan by joining activities and tours that let you discover what else the city has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your road trip in Italy. Browse all of your options and reserve your slot before it's too late.

At the end of the day, you will drive to the city of Pisa, where you will access the best hotels and places to stay.

After a long day of driving and exploring, we recommend you try Ristorante alle Bandierine, one of the best restaurants in the city of Pisa. This restaurant has an average rating of 4.5 out of 5 stars by 1,163 customers.

Locals also recommend Restaurant -Pizzeria Il Mio Capriccio as one of the best restaurants in the city of Pisa. Restaurant -Pizzeria Il Mio Capriccio is rated an average of 4.4 out of 5 stars by 1,225 customers.

Another of the best restaurants in the city of Pisa is Il Peperoncino. This restaurant has been rated an average of 4.6 out of 5 stars by 961 customers.

After dinner, visit Bar Mocambo, which is considered one of the best bars in the city of Pisa. This bar is rated an average of 4.7 out of 5 stars by 359 customers.

You can also enjoy drinks at a popular bar like Skyline American Bar. This bar has an average rating of 4.3 out of 5 stars by 510 customers.

Alternatively, La Cantina Di Tipì is one of the best bars that locals recommend in the city of Pisa. This bar is rated an average of 4.7 out of 5 stars by 217 customers.

Raise your glass in celebration of your incredible road trip adventure through Italy!

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Experiences

Day 3 – Pisa and Rome

Day 3

Day 3 – Pisa and Rome

  • Pisa
  • Rome
  • More

Drive 353 km, 4 hours 14 min

  • Piazza del Duomo, Pisa
  • Campo santo
  • Cattedrale di Pisa
  • Leaning Tower of Pisa
  • More

As you rise to greet the dawn on day 3 of your epic road trip in Italy, you'll awaken to the bustling city of Milan. Today, you'll hit the road once again, setting off on a journey towards the stunning city of Rome. You’ll stay in Rome for 2 nights. But before you begin your drive, we recommend taking the time to explore some of Milan’s must-see attractions and local hotspots.

If you’re curious to see more of Milan, start your day with a visit to the amazing Piazza del Duomo, Pisa. This much-appreciated square and attraction is rated 4.7 out of 5 stars by 104,550 visitors.

You could also stop at another of the best local travel destinations in the area, the fascinating Campo santo. This cemetery and spectacular attraction has an average rating of 4.6 out of 5 stars from 586 visitors.

We also recommend you spend some time at the popular Pisa Cathedral to make the most of your road trip across Italy. The spectacular Pisa Cathedral is a cathedral that has been rated an average of 4.8 out of 5 stars by 8,361 visitors.

The lovely Leaning Tower of Pisa is yet another attraction you could pay a visit. Around 116,882 visitors have left this bell tower average ratings of 4.7 out of 5 stars. This popular attraction gets around 3,200,000 visits every year.

After soaking up all the sights and sounds that Milan has to offer, you'll be ready to hit the open road and continue your unforgettable road trip towards the city of Rome. Rome offers plenty of options for top-rated hotels and other places to stay that fit all travel budgets.

After you’ve settled into your accommodation, we recommend a dinner at the popular Cantina e Cucina. This popular restaurant is one of the locals’ most recommended restaurants in the city, with ratings of 4.6 out of 5 stars in 7,907 reviews.

The remarkable Ai Tre Scalini is another top restaurant in Rome we recommend. This restaurant offers an unforgettable dining experience and is rated an average of 4.4 out of 5 stars by 2,950 customers.

If you would rather go somewhere else, the famous 433 is also an excellent choice. This well-loved restaurant is rated an average of 4.4 out of 5 stars by 2,341 customers.

After your meal, we recommend you drink at one of the best bars in Rome, the fantastic D’Angelo Caffè & Gastronomia - Bar Bistro Caffetteria Napoletana a Roma. This bar has an average rating of 4.7 out of 5 stars by 1,054 customers.

Celebrate another amazing vacation day filled with adventure in Italy!

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Experiences

Day 4 – Rome

Day 4

Day 4 – Rome

  • Rome
  • More

Drive 17 km, 1 hour 3 min

  • Castel Sant'Angelo
  • Trevi Fountain
  • Piazza di Spagna
  • Colosseum
  • Roman Forum
  • More

On day 4 of your road trip across Italy, you’ll have the perfect day exploring the wonderful city of Milan. You’ll stay in Milan for 1 night, meaning you have plenty of time to discover the best things to see and do in the area.

We recommend you stay at the Relais Castrum Boccea, one of the best 4-star hotels in the city of Milan. This hotel has an average rating of 4 out of 5 stars by 630 guests.

The best luxury hotel option in the city of Milan is the 5-star Hotel Caravita. The hotel is rated an average of 4.4 out of 5 stars by 262 guests.

One of the best hotels we recommend in the city of Milan is the 3-star Hotel Sirenetta. This 3-star hotel has an average rating of 4.1 out of 5 stars by 4,089 guests.

Our flexible booking system will automatically provide you with the best alternatives if these hotels are not available.

You'll have easy access to popular travel destinations in the city of Milan, like the outstanding Castel Sant'Angelo. This attraction has an average rating of 4.7 out of 5 stars by 72,431 visitors and gathers around 918,591 every year.

Trevi Fountain is another popular attraction you could visit in the city of Milan. This incredible attraction is a sculpture and has been rated an average of 4.8 out of 5 stars by 343,494 visitors.

One of the best attractions you could visit in the city of Milan is the extraordinary Piazza di Spagna. This square is rated an average of 4.7 out of 5 stars in 113,658 reviews.

As the day moves along, one attraction you’ll probably want to visit is the incredible Colosseum. Up to 7,400,000 people visit this attraction every year. Around 328,821 visitors have given this roman amphitheatre an average rating of 4.7 out of 5 stars.

Today you'll also have the opportunity to spend some time at the fantastic Roman Forum. Roman Forum is a popular square, rated an average of 4.7 out of 5 stars by 114,450 travelers.

Come to Milan prepared by adding some tours and tickets to your vacation package. Book a popular and budget-friendly activity you can do on this day in Milan.

After a day of exploring, try one of the best restaurants in the city of Milan.

We recommend you eat at a delicious restaurant that locals enjoy, like Roma Sparita, after your day of exploring the city of Milan. This excellent restaurant has an average rating of 4.4 out of 5 stars by 2,073 customers.

Ristorante Amedeo is another of the best restaurants in the city of Milan. This restaurant is rated an average of 4.3 out of 5 stars by 1,798 customers.

Locals recommend VinAllegro, one of the best bars in the city of Milan, for a refreshing evening drink to finish your day. This bar is rated an average of 4.3 out of 5 stars by 1,167 customers.

Alternatively, you could choose another of the most popular bars in the city of Milan, Ristorante Tema. This bar has an average rating of 4.4 out of 5 stars by 939 customers.

Bar Tornatora Rome is also one of the best bars in the city of Milan. This bar is rated an average of 4.3 out of 5 stars by 952 customers.

It's a perfect place to relax and enjoy another amazing evening in Italy.

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Experiences

Day 5 – Rome, Vatican City, and Florence

Day 5

Day 5 – Rome, Vatican City, and Florence

  • Rome
  • Florence
  • More

Drive 286 km, 3 hours 44 min

  • Altare della Patria
  • Pantheon
  • Piazza navona
  • Piazza del Popolo
  • St Peter's Basilica
  • More

You’ll stay in Florence for 1 night.

One of the best places to explore in the city of Milan today is Altare della Patria. This excellent attraction is an architectural structure that has been rated an average of 4.8 out of 5 stars by 49,843 visitors. Each year, Altare della Patria attracts over 1,683,070 local and international travelers.

We also recommend you visit the amazing Pantheon, an outstanding roman temple, in the city of Milan. Around 189,682 travelers rated this attraction with 4.8 out of 5 stars. Given the incredible Pantheon's popularity, more than 30,000,000 people stop by Pantheon to explore it.

Another of the best travel destinations you can visit in the city of Milan is Piazza Navona. This amazing attraction is a square and is rated an average of 4.7 out of 5 stars by 158,771 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit the outstanding piazza del Popolo. This square and place of interest is rated an average of 4.6 out of 5 stars by 89,807 visitors.

To experience the local culture, see more of Italy, and meet new people at the same time, we highly recommend you go on a tour. You’ll find many top-rated and popular tours in the city, offering unique experiences that will inspire you. On this tour, you can go on an epic adventure to some of the best places to visit in Italy. You also get to admire popular places of interest.

You could then travel to St. Peter's Basilica for some unforgettable sightseeing experience. This popular attraction is a major basilica and is rated an average of 4.8 out of 5 stars by 131,043 visitors. Approximately 11,000,000 people visit Vatican every year to see the fantastic St. Peter's Basilica.

You’ll have your choice of the best hotels and places to stay in the city of Florence.

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in the city of Florence, Ristorante Paoli. This restaurant has an average rating of 4.9 out of 5 stars by 6,031 customers.

Locals recommend Ristorante Oliviero 1962 as one of the best restaurants in the city of Florence. Ristorante Oliviero 1962 is rated an average of 4.7 out of 5 stars by 1,046 customers.

Another of the best restaurants in the city of Florence is Il Vezzo. This restaurant has been rated an average of 4.8 out of 5 stars by 862 customers.

After dinner, visit one of the top bars in the city of Florence, Manifattura. This popular bar is rated an average of 4.7 out of 5 stars by 509 customers.

You could also relax with a drink at a popular bar like Ditta Artigianale. This bar has an average rating of 4.3 out of 5 stars by 1,877 customers.

Archea Brewery is a popular bar that locals recommend in the city of Florence. This bar is rated an average of 4.7 out of 5 stars by 723 customers.

Be sure to celebrate another day of your incredible road trip adventure through Italy with a toast!

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Experiences

Day 6 – Florence and Milan

Day 6

Day 6 – Florence and Milan

  • Florence
  • Milan
  • More

Drive 312 km, 3 hours 49 min

  • Piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Uffizi Gallery
  • Piazzale Michelangelo
  • More

Day 6 of your road trip through Italy gives you the opportunity to experience two places in one day. You'll start your day with some exploring in the city of Milan and end it at a top-rated hotel in the city of Milan. You will stay in Milan for 1 night. Have a hearty breakfast and get excited for a wonderful day ahead!

One of the best places to visit today in Milan is the amazing piazza della Signoria. This attraction is a square that is rated an average of 4.8 out of 5 stars by 66,956 visitors.

You could also stop at the incredible church, Cathedral of Santa Maria del Fiore. With an average rating of 4.8 out of 5 stars by 76,359 visitors, this attraction is one of the top sights in the area.

Another unforgettable travel destination in the Milan is the outstanding Uffizi Gallery. This popular national museum and travel destination has an average rating of 4.7 out of 5 stars by 61,794 visitors.

The spectacular piazzale Michelangelo is another popular attraction you can visit today. This fascinating square and attraction has an average rating of 4.8 out of 5 stars from 77,744 visitors.

You can make the most of your new day in Milan by joining activities and tours that let you discover what else the city has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your road trip in Italy. Browse all of your options and reserve your slot before it's too late.

At the end of the day, you will drive to the city of Milan, where you will access the best hotels and places to stay.

After a long day of driving and exploring, we recommend you try Bice Restaurant, one of the best restaurants in the city of Milan. This restaurant has an average rating of 4.3 out of 5 stars by 579 customers.

Locals also recommend Camparino in Galleria as one of the best restaurants in the city of Milan. Camparino in Galleria is rated an average of 4.4 out of 5 stars by 1,473 customers.

Another of the best restaurants in the city of Milan is G. B. Bar. This restaurant has been rated an average of 4.6 out of 5 stars by 820 customers.

After dinner, visit Armani/Bamboo Bar, which is considered one of the best bars in the city of Milan. This bar is rated an average of 4.3 out of 5 stars by 272 customers.

You can also enjoy drinks at a popular bar like Dessert Bar Milano. This bar has an average rating of 5 out of 5 stars by 144 customers.

Alternatively, Carico is one of the best bars that locals recommend in the city of Milan. This bar is rated an average of 4.4 out of 5 stars by 125 customers.

Raise your glass in celebration of your incredible road trip adventure through Italy!

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Experiences

Day 7 – Milan - departure day

Day 7

Day 7 – Milan - departure day

  • Milan - Departure day
  • More

Day 7 of your road trip in Italy is your departure day. This is your chance to catch one last glimpse of Milan before saying goodbye to this wonderful destination. When you have time to explore the area before you make your way home, we recommend visiting some of the following attractions.

Take a stroll along the main shopping streets of Milan and find some souvenirs to remind you of your road trip in Italy.

You could then enjoy your last meal in the city of Milan at DeRos Restaurant before you travel home. This popular restaurant is rated an average of 4.7 out of 5 stars by 285 customers.

Alternatively, we also recommend Dessert Bar Milano for your last chance at a meal in the city of Milan. The Dessert Bar Milano restaurant has an average rating of 5 out of 5 stars by 144 customers.

If you'd prefer a popular restaurant that locals enjoy, try Alto Ristorante. This restaurant has an average rating of 4.8 out of 5 stars by 137 customers.

You’ll then say farewell to Milan. We wish you a pleasant journey home, with many wonderful memories of your unforgettable vacation in Italy!

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Experiences

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