Luxury 14-Day Relaxed Italy Road Trip Vacation from Bologna to Venice, Milan, and Florence

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
14 days & 13 nights
Available
Jan. - Dec.
Hotel
13 nights included
Car rental
14 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Sit back and enjoy a relaxed 14-day road trip in Italy with this laid-back self-drive vacation.

This self-drive package allows you to immerse in the local culture as you travel through the picture-perfect landscapes in Italy at a relaxed pace. Make yourself at home at top-rated hotels and stay 3 nights in Bologna, 4 nights in Venice, 4 nights in Milan, and 2 nights in Florence. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.

Experience an easy 14-day self-drive tour across Italy with this carefully arranged travel plan. We’ll help you from the beginning to the end of your vacation in Italy so you can leave with the best road trip memories.

Freedom of choice is key to a relaxing road trip in Italy. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Bologna, you’ll collect your rental car of choice. From there, you’ll begin your 14-day journey across Italy and discover its unique culture, history, and diverse scenery.

You’ll choose among the best hotels and places to stay in Italy. Each stop offers top-notch comfort and unique charm, designed to help you unwind and enjoy your journey. Rest assured, we’ll always offer you accommodations that fit your budget and needs, ensuring a seamless and enjoyable travel experience throughout Italy.

We’ll introduce you to some of the best travel destinations in Italy. This relaxed road trip features the stunning Cathedral of Santa Maria del Fiore in Florence. Another highlight of this self-drive tour is the captivating piazzale Michelangelo.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Ponte Vecchio. With this travel plan, you could also soak in the atmosphere of the memorable Piazza San Marco. Get close to the spectacular Rialto Bridge and the wonderful Duomo di Milano Museum. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

Between sightseeing, you can make the most of your downtime and join a popular tour in Italy. Tours offer a special way of discovering what else Italy has to offer.

This relaxed road trip also gives you plenty of time to stroll through Italy's shopping hotspots. Here you can visit shops, discover the locals’ way of life, or try various specialties. Check out all the souvenirs and gifts you can buy in the area and bring home a piece of the country that will remind you of your relaxing vacation in Italy.

By the end of your 14-day road trip through Italy, you’ll return home feeling refreshed and enriched by your experience. You’ll have many stories about your pleasant and relaxed road trip vacation in Italy and memories to cherish forever.

This self-drive vacation package includes everything you need for a stress-free, easy road trip through Italy. You’ll have a cozy place to stay for 13 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best car rental you can use throughout the 14 days of your self-drive road trip in Italy. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.

This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.

Spend an amazing 14-day vacation in Italy and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Italy today!

Read more

Included

Hotel, 13 nights
Rental car, 14 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Lido
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 2 nights
Photo of Italy Piazza Maggiore in Bologna old town tower of town hall with big clock and blue sky on background, antique buildings terracotta galleries.Bologna / 3 nights
High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 4 nights
Famous buildings, gondolas and monuments by the Rialto Bridge of Venice on the Grand Canal, Italy.Venice / 4 nights

Map

Attractions

photo of sunrise in san marco square with campanile and san marco's basilica. Panorama of the main square of the old town. Venice, Italy.Piazza San Marco
photo of beautiful view from the canal grande to the famous rialto bridge in Venice, Italy, without people and clear, emerald water.Rialto Bridge
photo of night panoramic view of Duomo square in Milano,Italy.Duomo di Milano Museum
photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
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 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
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of Sunset view of Sforza Castle (Castello Sforzesco) in Milan, Italy. Architecture and landmarks of Milan. Night cityscape of MilanSforzesco Castle Art Library
photo of bologna, Italy. Piazza maggiore with torre dell'orologio and torre dell’arengo, landmark in emilia-romagna historical province.Piazza Maggiore
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
Central Market
photo of Galleria dell'Accademia in Venice, Italy.Galleria dell'Accademia
PHOTO OF New business district Milano Porta Nuova Garibaldi (Gae Aulenti) .Piazza Gae Aulenti
Basilica of Santa Croce in Florence, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyBasilica of Santa Croce in Florence
PHOTOPP OF Arco della Pace (Arch of Peace), Porta Sempione, Milan, Italy .Arch of Peace
photo of view of Teatro La Scala- famous opera house in Milan, Italy.La Scala
photo of view Pinacothèque de Brera - Cour intérieure, Milan,Italy.Pinacoteca di Brera
photo of Bologna, Italy - Two Towers (Due Torri), Asinelli and Garisenda, symbols of medieval Bologna towers.Two Towers
photo of Night view of piazza San Marco and Doge's Palace (Palazzo Ducale) in Venice, Italy. Architecture and landmark of Venice. Night cityscape of Venice .Doge's Palace
Church of Santa Maria Novella at morning in Florence, Tuscany, ItalyBasilica di Santa Maria Novella, Firenze (FI)
photo of view A picture showing the National Museum of Science and Technology of Milan, Italy.Museo della Scienza e della Tecnologia "Leonardo da Vinci"
Photo of sunrise in San Marco square with Campanile and San Marco's Basilica, the main square of the old town, Venice, Veneto Italy.Saint Mark's Basilica
photo of The traditional bridge of the sighs of Barranco in Lima-PERU .Bridge of Sighs
photo of Milan, Italy panorama. View from Milan Cathedral. Royal Palace of Milan - Palazzo Realle and Velasca Tower in the background.Royal Palace of Milan
photo of view of MUDEC - Museum of Cultures, Milan, Italy.MUDEC - Museum of Cultures
PHOTO OF Santa Maria delle Grazie or Holy Mary of Grace is a church and Dominican convent in Milan, northern ItalySanta Maria delle Grazie Church
Basilica di Sant'Ambrogio, Municipio 1, Milan, Lombardy, ItalyBasilica di Sant'Ambrogio
Palazzo Contarini del BovoloPalazzo Contarini del Bovolo
Teatro La Fenice, Italy.Teatro La Fenice
Giardini della BiennaleGiardini della Biennale
photo of the Grand Canal and the Peggy Guggenheim Collection. Clear blue skies and wonderful water in the canal. Perfect water trip for a tourist venice italy.Peggy Guggenheim Collection
photo of Picturesque view of Gondolas on Canal Grande with Basilica di Santa Maria della Salute in the background, Venice, Italy. Selective focus on Gondolier .Santa Maria della Salute
photo of view Panorama picture of The Arsenale in Venice Italy.Venetian Arsenal
Milan Natural History Museum, Municipio 1, Milan, Lombardy, ItalyMilan Natural History Museum
photo of Piazza Santo Stefano .Piazza Santo Stefano
Piazza Duomo, Municipio 1, Milan, Lombardy, ItalyCathedral Square
 photo of Gallerie dell'Accademia ,venice,Italy.Gallerie dell'Accademia
photo of view of Triennale di Milano, Milanz, Italy.Triennale di Milano
Villa Necchi Campiglio, Municipio 1, Milan, Lombardy, ItalyVilla Necchi Campiglio
photo of Bologna, Italy. Piazza del Nettuno and Piazza Maggiore in Bologna, Italy landmark in Emilia-Romagna historical province.Fountain of Neptune, Bologna
Grand Canal, Venezia-Murano-Burano, Venice, Venezia, Veneto, ItalyGrand Canal
Amazing view of St. Mark's Basilica above the San Marco square in Venice, Italy.St Mark's Campanile
photo of view ofDucati Museum, casteldebole, Italy.Ducati Museum
photo of view Bologna aerial cityscape view with cathedral and old medieval city center with Altabella and Uguzzoni Towers, Bologna, Italy.Bologna Cathedral
photo of view of Arco del Meloncello, Bologna, Italy.Arco del Meloncello
Basilica of San Domenico
Garibaldi Gate, Municipio 9, Milan, Lombardy, ItalyGaribaldi Gate
Punta della DoganaPunta della Dogana - Pinault Collection
Ca' Pesaro International Gallery of Modern Art, Venezia-Murano-Burano, Venice, Venezia, Veneto, ItalyCa' Pesaro International Gallery of Modern Art
Grassi Palace, Venezia-Murano-Burano, Venice, Venezia, Veneto, ItalyGrassi Palace
photo of view Museo di san Matteo, entrata, Bologna, Italy.Pinacoteca Nazionale di Bologna
photo of view of Porta Castiglione, Bologna, Italy.Porta Castiglione
Tomb of glossator Egidio Foscherari at Piazza San Domenico in Bologna, Italy. Glossators were scholars of the 11th and 12th century legal schools in Italy.Tombs of the glossators of Bologna

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

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

Day 1 – Bologna - arrival day

  • Bologna - Arrival day
  • More
  • Porta Castiglione
  • More

Your slow-paced and relaxed road trip through Italy begins when you reach Bologna, where you’ll stay for a total of 3 nights.

Bologna is an outstanding hub for culture, comfort, and exploration. The city offers travelers plenty of experiences to look forward to, including the magnificent Porta Castiglione. Around 1,086 visitors have rated this fascinating city gate and travel destination an average of 4.4 out of 5 stars.

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. Take your pick and make it your home during your leisurely tour of the city.

Exploring the food culture in Bologna offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

An excellent example is Sfoglia Rina. This restaurant offers a menu of comforting meals and is rated an average of 4.5 out of 5 stars by 6,531 customers.

Va Mo Là serves great food and is a favorite among hungry travelers and locals. This popular restaurant in Bologna has a rating of 4.3 out of 5 stars from 2,876 reviews.

Trattoria dal Biassanot is another one of the city’s best restaurants. With an average rating of 4.4 out of 5 stars from 2,616 customers, Trattoria dal Biassanot is sure to provide you with an unforgettable dining experience.

If you’re curious about what Bologna looks like at night, a trip to some of the best bars near your accommodation is what you need next. Experience the local nightlife at Bar Freud e Squisito, our top recommendation in the city. Customers have rated this bar an average of 4.1 out of 5 stars in 1,703 reviews.

Osteria del Sole offers a variety of refreshing drinks and is one of the best places to relax in Bologna. This well-known city bar is rated an average of 4.6 out of 5 stars by 1,643 customers.

Locals like unwinding at Macondo - Cocktail Bar. This bar has an average rating of 4.3 out of 5 stars by 808 customers and is a perfect place for socializing.

Free your mind of worries and enjoy your first taste of relaxation in Italy! Expect more to come as you continue this laid-back and relaxed road trip in Italy!

Read more
Day 2

Day 2 – Bologna

  • Bologna
  • More

Drive 16 km, 45 min

  • Bologna Cathedral
  • Piazza Maggiore
  • Fountain of Neptune, Bologna
  • Arco del Meloncello
  • Ducati Museum
  • More

On day 2 of your relaxed road trip across Italy, you'll explore the best attractions in Bologna at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Bologna, where you can sample some delicious local food.

The accommodation you’ll be staying at for another 2 nights will be conveniently located close to several attractions, like the famous Bologna Cathedral. This incredible catholic cathedral has an average rating of 4.6 out of 5 stars from 3,852 travelers.

Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Bologna, the wonderful Piazza Maggiore. This square is rated an average of 4.6 out of 5 stars by 3,852 travelers.

You can then move on to the incredible Fountain of Neptune, Bologna. This fountain has received an average rating of 4.7 out of 5 stars by 3,952 visitors.

Another stop you might want to add to your self-drive itinerary is the remarkable Arco del Meloncello. This arch is sought after by many travelers from around the world. The popular attraction has received 4.6 out of 5 stars from 3,755 visitors.

If you want to discover more, consider stopping by the famous Ducati Museum. This amazing site is a wonderful industry museum with more than 4,028 wanderlust-filled travelers rating it an average of 4.5 out of 5 stars. By visiting this attraction, you’ll be one of the 7,600 people who do so each year.

Get a dose of thrill, excitement, and inspiration on day 2 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Bologna itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!

After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Bologna. One of our top recommendations includes a selection of delicious meals on its menu, Ristorante Enoteca da Lucia. This place is a local favorite and has an average rating of 4.5 out of 5 stars by 582 customers.

You may also try the variety of dishes served at Victoria Station, which is an excellent choice if you want a nice place to eat near your accommodation. Victoria Station is rated 4.2 stars out of 5 by 3,968 customers.

You can also eat at the highly recommended Trattoria da Me. This amazing restaurant has an average rating of 4.5 out of 5 stars by 2,763 food lovers.

After finishing your meal, it’s time to experience the amazing nightlife in Bologna and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular Bar Senza Nome. This vibrant bar is rated 4.5 out of 5 stars by 1,552 customers.

If you want to try a different bar, check out the popular Bar Maurizio. Rated 4.4 out of 5 stars by 581 customers, this bar is a great place to try some excellent liquor.

Another recommendation you shouldn’t miss is BrewDog Bar Bologna. Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks. BrewDog Bar Bologna has an average rating of 4.5 out of 5 stars by 1,504 bar goers.

Enjoy the rest of day 2 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!

Read more
Day 3

Day 3 – Bologna and Venice

  • Venice
  • Bologna
  • More

Drive 155 km, 2 hours 13 min

  • Basilica of San Domenico
  • Piazza Santo Stefano
  • Two Towers
  • Pinacoteca Nazionale di Bologna
  • More

Day 3 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Bologna. By the end of the day, you’ll drive in the direction of the city of Venice, where you’ll stay at a top-rated hotel of your choice for 4 nights.

When you’re ready to head to your first attraction of the day, the wonderful Basilica of San Domenico is waiting for you. This church has been rated an average of 4.7 out of 5 stars by 3,380 visitors.

The next stop on your road trip vacation is Piazza Santo Stefano. This unique square is a highly recommended place to visit, rated an average of 4.8 out of 5 stars by 7,617 visitors.

Don’t forget to make a stop at the incredible Two Towers. With an average rating of 4.7 out of 5 stars from 25,975 visitors, this tower is one of the top sights to visit in the area.

Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Bologna has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.

Turn on some soothing tunes in the car because it’s now time to drive to the city of Venice. In Venice, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.

With a lovely menu and an average rating of 4.6 out of 5 stars from 2,127 customers, you can’t go wrong with choosing Nevodi.

Locals also recommend Ristorante La Piazza as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Ristorante La Piazza as well. This local-favorite restaurant is rated an average of 4.7 out of 5 stars by 9,892 customers.

If you feel like having something else, you could also book a table at Bistrot de Venise. This restaurant has an average rating of 4.6 out of 5 stars from 1,931 customers.

If you would like to celebrate your vacation with a drink, we recommend going to a place like Al Parlamento. Al Parlamento is rated an average of 4.5 out of 5 stars by 1,028 customers and is one of the best bars you can visit tonight.

Another lively bar worth checking out tonight is Adagio. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4.9 out of 5 stars by 621 customers gives you an idea of what to expect from this bar.

Alternatively, head to Il Mercante. This popular bar will bring up your mood and give you a good ending to your night. Il Mercante is rated an average of 4.8 out of 5 stars by 666 customers.

Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!

Read more
Day 4

Day 4 – Venice

  • Venice
  • More

Drive 2 km, 32 min

  • Piazza San Marco
  • St Mark's Campanile
  • Saint Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

On day 4 of your relaxed road trip across Italy, you'll explore the best attractions in Venice at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Venice, where you can sample some delicious local food.

The accommodation you’ll be staying at for another 3 nights will be conveniently located close to several attractions, like the famous Piazza San Marco. This incredible square has an average rating of 4.7 out of 5 stars from 152,982 travelers.

Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Venice, the wonderful St Mark's Campanile. This bell tower is rated an average of 4.7 out of 5 stars by 152,982 travelers.

You can then move on to the incredible St Mark's Basilica. This cathedral has received an average rating of 4.7 out of 5 stars by 18,439 visitors.

Another stop you might want to add to your self-drive itinerary is the remarkable Doge's Palace. This palace is sought after by many travelers from around the world, or more than 318,104 people annually. The popular attraction has received 4.7 out of 5 stars from 24,775 visitors.

If you want to discover more, consider stopping by the famous Bridge of Sighs. This amazing site is a wonderful footbridge with more than 18,223 wanderlust-filled travelers rating it an average of 4.6 out of 5 stars.

Get a dose of thrill, excitement, and inspiration on day 4 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Venice itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!

After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Venice. One of our top recommendations includes a selection of delicious meals on its menu, Cantina Do Spade. This place is a local favorite and has an average rating of 4.4 out of 5 stars by 3,120 customers.

You may also try the variety of dishes served at Trattoria Al Gazzettino, which is an excellent choice if you want a nice place to eat near your accommodation. Trattoria Al Gazzettino is rated 4.3 stars out of 5 by 3,378 customers.

You can also eat at the highly recommended Trattoria Bar Pontini. This amazing restaurant has an average rating of 4.5 out of 5 stars by 4,176 food lovers.

After finishing your meal, it’s time to experience the amazing nightlife in Venice and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular The Irish Pub Venezia. This vibrant bar is rated 4.4 out of 5 stars by 1,420 customers.

If you want to try a different bar, check out the popular Dolce Vita Venezia. Rated 4.7 out of 5 stars by 559 customers, this bar is a great place to try some excellent liquor.

Another recommendation you shouldn’t miss is Devils Forest Pub. Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks. Devils Forest Pub has an average rating of 4.3 out of 5 stars by 1,537 bar goers.

Enjoy the rest of day 4 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!

Read more
Day 5

Day 5 – Venice and Lido

  • Venice
  • Lido
  • More

Drive 7 km, 1 hour 44 min

  • Giardini della Biennale
  • Venetian Arsenal
  • Rialto Bridge
  • Ca' Pesaro International Gallery of Modern Art
  • More

On day 5 of your relaxed road trip across Italy, you'll explore the best attractions in Lido at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Lido, where you can sample some delicious local food.

The accommodation you’ll be staying at for another 2 nights will be conveniently located close to several attractions, like the famous Giardini della Biennale. This incredible park has an average rating of 4.5 out of 5 stars from 10,729 travelers.

Get a dose of thrill, excitement, and inspiration on day 5 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Lido itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!

After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Lido. One of our top recommendations includes a selection of delicious meals on its menu, La Palanca. This place is a local favorite and has an average rating of 4.6 out of 5 stars by 1,258 customers.

You may also try the variety of dishes served at Farini, which is an excellent choice if you want a nice place to eat near your accommodation. Farini is rated 4.4 stars out of 5 by 2,615 customers.

You can also eat at the highly recommended Trattoria Dona Onesta. This amazing restaurant has an average rating of 4.4 out of 5 stars by 1,220 food lovers.

After finishing your meal, it’s time to experience the amazing nightlife in Lido and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular Bar Al Vecio Calice. This vibrant bar is rated 4.7 out of 5 stars by 397 customers.

Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks.

Enjoy the rest of day 5 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!

Read more
Day 6

Day 6 – Venice

  • Venice
  • More

Drive 4 km, 58 min

  • Punta della Dogana - Pinault Collection
  • Santa Maria della Salute
  • Peggy Guggenheim Collection
  • Gallerie dell'Accademia
  • More

On day 6 of your relaxed road trip across Italy, you'll explore the best attractions in Venice at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Venice, where you can sample some delicious local food.

The accommodation you’ll be staying at for another 1 night will be conveniently located close to several attractions, like the famous Punta della Dogana - Pinault Collection. This incredible museum has an average rating of 4.6 out of 5 stars from 2,371 travelers.

Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Venice, the wonderful Santa Maria della Salute. This votive church is rated an average of 4.6 out of 5 stars by 2,371 travelers.

You can then move on to the incredible Peggy Guggenheim Collection. This art museum has received an average rating of 4.6 out of 5 stars by 10,128 visitors. Up to 92,922 people visit this popular attraction each year.

Another stop you might want to add to your self-drive itinerary is the remarkable Gallerie dell'Accademia. This art museum is sought after by many travelers from around the world, or more than 210,149 people annually. The popular attraction has received 4.5 out of 5 stars from 7,950 visitors.

Get a dose of thrill, excitement, and inspiration on day 6 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Venice itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!

After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Venice. One of our top recommendations includes a selection of delicious meals on its menu, Pizzeria Birreria Barbanera. This place is a local favorite and has an average rating of 4.4 out of 5 stars by 1,540 customers.

You may also try the variety of dishes served at Irish Pub Santa Lucia, which is an excellent choice if you want a nice place to eat near your accommodation. Irish Pub Santa Lucia is rated 4.4 stars out of 5 by 1,226 customers.

You can also eat at the highly recommended Rio Novo. This amazing restaurant has an average rating of 4.6 out of 5 stars by 3,401 food lovers.

After finishing your meal, it’s time to experience the amazing nightlife in Venice and unwind at the coolest bars in the city.

Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks.

Enjoy the rest of day 6 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!

Read more
Day 7

Day 7 – Venice and Milan

  • Milan
  • Venice
  • More

Drive 267 km, 3 hours 40 min

  • Palazzo Contarini del Bovolo
  • Teatro La Fenice
  • Grassi Palace
  • Grand Canal
  • More

Day 7 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Venice. By the end of the day, you’ll drive in the direction of the city of Milan, where you’ll stay at a top-rated hotel of your choice for 4 nights.

When you’re ready to head to your first attraction of the day, the wonderful Palazzo Contarini del Bovolo is waiting for you. This best-rated sightseeing destination has been rated an average of 4.5 out of 5 stars by 11,745 visitors.

The next stop on your road trip vacation is Teatro La Fenice. This unique opera house is a highly recommended place to visit, rated an average of 4.7 out of 5 stars by 10,677 visitors.

Don’t forget to make a stop at the incredible Grassi Palace. With an average rating of 4.5 out of 5 stars from 2,160 visitors, this museum is one of the top sights to visit in the area.

Another unforgettable travel destination is the outstanding Grand Canal. This popular best-rated sightseeing destination and attraction has an average rating of 4.8 out of 5 stars by 3,806 people.

Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Venice has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.

Turn on some soothing tunes in the car because it’s now time to drive to the city of Milan. In Milan, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.

With a lovely menu and an average rating of 4.7 out of 5 stars from 823 customers, you can’t go wrong with choosing Contraste.

Locals also recommend Radisson Blu Hotel Milan as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Radisson Blu Hotel Milan as well. This local-favorite restaurant is rated an average of 4.3 out of 5 stars by 1,871 customers.

If you feel like having something else, you could also book a table at Bice Restaurant. This restaurant has an average rating of 4.3 out of 5 stars from 579 customers.

If you would like to celebrate your vacation with a drink, we recommend going to a place like Nottingham Forest. Nottingham Forest is rated an average of 4.4 out of 5 stars by 2,686 customers and is one of the best bars you can visit tonight.

Another lively bar worth checking out tonight is Armani/Bamboo Bar. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4.3 out of 5 stars by 272 customers gives you an idea of what to expect from this bar.

Alternatively, head to Mag Cafe. This popular bar will bring up your mood and give you a good ending to your night. Mag Cafe is rated an average of 4.4 out of 5 stars by 3,270 customers.

Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!

Read more
Day 8

Day 8 – Milan

  • Milan
  • More

Drive 1 km, 21 min

  • La Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano Museum
  • Cathedral Square
  • Royal Palace of Milan
  • More

On day 8 of your relaxed road trip across Italy, you'll explore the best attractions in Milan at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Milan, where you can sample some delicious local food.

The accommodation you’ll be staying at for another 3 nights will be conveniently located close to several attractions, like the famous La Scala. This incredible opera house has an average rating of 4.7 out of 5 stars from 26,219 travelers.

Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Milan, the wonderful Galleria Vittorio Emanuele II. This commercial gallery is rated an average of 4.7 out of 5 stars by 26,219 travelers.

You can then move on to the incredible Duomo di Milano Museum. This art museum has received an average rating of 4.8 out of 5 stars by 138,554 visitors. Up to 341,609 people visit this popular attraction each year.

Another stop you might want to add to your self-drive itinerary is the remarkable Cathedral Square. This best-rated sightseeing destination is sought after by many travelers from around the world. The popular attraction has received 4.8 out of 5 stars from 7,539 visitors.

If you want to discover more, consider stopping by the famous Royal Palace of Milan. This amazing site is a wonderful art museum with more than 17,538 wanderlust-filled travelers rating it an average of 4.6 out of 5 stars.

Get a dose of thrill, excitement, and inspiration on day 8 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Milan itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!

After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Milan. One of our top recommendations includes a selection of delicious meals on its menu, Nero 9. This place is a local favorite and has an average rating of 4.5 out of 5 stars by 573 customers.

You may also try the variety of dishes served at Ristorante la Brisa, which is an excellent choice if you want a nice place to eat near your accommodation. Ristorante la Brisa is rated 4.5 stars out of 5 by 578 customers.

You can also eat at the highly recommended UNAHOTELS Cusani Milano. This amazing restaurant has an average rating of 4.3 out of 5 stars by 1,217 food lovers.

After finishing your meal, it’s time to experience the amazing nightlife in Milan and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular Kilburn Cocktail Bar Milano. This vibrant bar is rated 4.5 out of 5 stars by 954 customers.

If you want to try a different bar, check out the popular Bar Frida. Rated 4.1 out of 5 stars by 4,527 customers, this bar is a great place to try some excellent liquor.

Another recommendation you shouldn’t miss is The Friends Pub Milano. Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks. The Friends Pub Milano has an average rating of 4.3 out of 5 stars by 1,689 bar goers.

Enjoy the rest of day 8 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!

Read more
Day 9

Day 9 – Milan

  • Milan
  • More

Drive 6 km, 56 min

  • Pinacoteca di Brera
  • Sforzesco Castle Art Library
  • Sempione Park
  • Triennale di Milano
  • Arch of Peace
  • More

On day 9 of your relaxed road trip across Italy, you'll explore the best attractions in Milan at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Milan, where you can sample some delicious local food.

The accommodation you’ll be staying at for another 2 nights will be conveniently located close to several attractions, like the famous Sforzesco Castle Art Library. This incredible library has an average rating of 4.6 out of 5 stars from 68,714 travelers.

Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Milan, the wonderful Parco Sempione. This park is rated an average of 4.6 out of 5 stars by 68,714 travelers.

You can then move on to the incredible Arch of Peace. This monument has received an average rating of 4.6 out of 5 stars by 27,502 visitors.

Get a dose of thrill, excitement, and inspiration on day 9 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Milan itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!

After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Milan. One of our top recommendations includes a selection of delicious meals on its menu, Vento di Sardegna. This place is a local favorite and has an average rating of 4.5 out of 5 stars by 1,063 customers.

You may also try the variety of dishes served at Palazzo Parigi Hotel & Grand Spa Milano, which is an excellent choice if you want a nice place to eat near your accommodation. Palazzo Parigi Hotel & Grand Spa Milano is rated 4.7 stars out of 5 by 1,550 customers.

You can also eat at the highly recommended Galleria Restaurant. This amazing restaurant has an average rating of 4.4 out of 5 stars by 2,024 food lovers.

After finishing your meal, it’s time to experience the amazing nightlife in Milan and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular BhangraBar. This vibrant bar is rated 4 out of 5 stars by 4,036 customers.

If you want to try a different bar, check out the popular Rufus Cocktail Bar. Rated 4.4 out of 5 stars by 643 customers, this bar is a great place to try some excellent liquor.

Another recommendation you shouldn’t miss is Ostello Bello Grande. Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks. Ostello Bello Grande has an average rating of 4.6 out of 5 stars by 3,635 bar goers.

Enjoy the rest of day 9 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!

Read more
Day 10

Day 10 – Milan

  • Milan
  • More

Drive 9 km, 59 min

  • Basilica di Sant'Ambrogio
  • Museo della Scienza e della Tecnologia "Leonardo da Vinci"
  • Santa Maria delle Grazie Church
  • MUDEC - Museum of Cultures
  • More

On day 10 of your relaxed road trip across Italy, you'll explore the best attractions in Milan at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Milan, where you can sample some delicious local food.

The accommodation you’ll be staying at for another 1 night will be conveniently located close to several attractions, like the famous Basilica di Sant'Ambrogio. This incredible church has an average rating of 4.7 out of 5 stars from 12,883 travelers.

Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Milan, the wonderful Museo della Scienza e della Tecnologia "Leonardo da Vinci". This technology museum is rated an average of 4.7 out of 5 stars by 12,883 travelers.

You can then move on to the incredible Santa Maria delle Grazie Church. This convent has received an average rating of 4.5 out of 5 stars by 13,490 visitors.

Another stop you might want to add to your self-drive itinerary is the remarkable MUDEC - Museum of Cultures. This ethnographic museum is sought after by many travelers from around the world, or more than 626,650 people annually. The popular attraction has received 4.4 out of 5 stars from 14,355 visitors.

Get a dose of thrill, excitement, and inspiration on day 10 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Milan itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!

After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Milan. One of our top recommendations includes a selection of delicious meals on its menu, Tommasi Milano. This place is a local favorite and has an average rating of 4.1 out of 5 stars by 638 customers.

You may also try the variety of dishes served at da Vic, which is an excellent choice if you want a nice place to eat near your accommodation. Da Vic is rated 4.6 stars out of 5 by 557 customers.

You can also eat at the highly recommended G. B. Bar. This amazing restaurant has an average rating of 4.6 out of 5 stars by 820 food lovers.

After finishing your meal, it’s time to experience the amazing nightlife in Milan and unwind at the coolest bars in the city. Drink the night away and celebrate this day of your relaxed road trip at the popular QC Termemilano. This vibrant bar is rated 4.2 out of 5 stars by 10,281 customers.

If you want to try a different bar, check out the popular Yguana Cafè. Rated 4 out of 5 stars by 1,776 customers, this bar is a great place to try some excellent liquor.

Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks.

Enjoy the rest of day 10 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!

Read more
Day 11

Day 11 – Milan and Florence

  • Florence
  • Milan
  • More

Drive 319 km, 4 hours 8 min

  • Villa Necchi Campiglio
  • Milan Natural History Museum
  • Garibaldi Gate
  • Piazza Gae Aulenti
  • More

Day 11 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Milan. By the end of the day, you’ll drive in the direction of the city of Florence, where you’ll stay at a top-rated hotel of your choice for 2 nights.

When you’re ready to head to your first attraction of the day, the wonderful Villa Necchi Campiglio is waiting for you. This museum has been rated an average of 4.7 out of 5 stars by 5,298 visitors.

The next stop on your road trip vacation is Milan Natural History Museum. This unique museum is a highly recommended place to visit, rated an average of 4.4 out of 5 stars by 8,412 visitors.

Don’t forget to make a stop at the incredible Porta Garibaldi. With an average rating of 4.4 out of 5 stars from 3,436 visitors, this best-rated sightseeing destination is one of the top sights to visit in the area.

Another unforgettable travel destination is the outstanding Piazza Gae Aulenti. This popular square and attraction has an average rating of 4.6 out of 5 stars by 30,398 people.

Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Milan has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.

Turn on some soothing tunes in the car because it’s now time to drive to the city of Florence. In Florence, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.

With a lovely menu and an average rating of 4.7 out of 5 stars from 1,046 customers, you can’t go wrong with choosing Ristorante Oliviero 1962.

Locals also recommend Caffe San Firenze as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Caffe San Firenze as well. This local-favorite restaurant is rated an average of 4.3 out of 5 stars by 1,268 customers.

If you feel like having something else, you could also book a table at Ditta Artigianale. This restaurant has an average rating of 4.3 out of 5 stars from 1,877 customers.

If you would like to celebrate your vacation with a drink, we recommend going to a place like Manifattura. Manifattura is rated an average of 4.7 out of 5 stars by 509 customers and is one of the best bars you can visit tonight.

Another lively bar worth checking out tonight is SE·STO on Arno Rooftop Bar. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4.5 out of 5 stars by 1,020 customers gives you an idea of what to expect from this bar.

Alternatively, head to Archea Brewery. This popular bar will bring up your mood and give you a good ending to your night. Archea Brewery is rated an average of 4.7 out of 5 stars by 723 customers.

Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!

Read more
Day 12

Day 12 – Florence

  • Florence
  • More

Drive 4 km, 1 hour 2 min

  • Ponte Vecchio
  • Uffizi Gallery
  • Piazza della Signoria
  • Basilica of Santa Croce in Florence
  • Piazzale Michelangelo
  • More

On day 12 of your relaxed road trip across Italy, you'll explore the best attractions in Florence at your own pace and immerse in the city's unique local culture. Today's laid-back tour features some of the best restaurants and bars in Florence, where you can sample some delicious local food.

The accommodation you’ll be staying at for another 1 night will be conveniently located close to several attractions, like the famous Ponte Vecchio. This incredible deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 travelers.

Make the most of your slow-paced travel adventure in Italy by seeing another popular site in Florence, the wonderful Uffizi Gallery. This national museum is rated an average of 4.7 out of 5 stars by 118,099 travelers.

You can then move on to the incredible piazza della Signoria. This square has received an average rating of 4.8 out of 5 stars by 66,956 visitors.

Another stop you might want to add to your self-drive itinerary is the remarkable Basilica of Santa Croce in Florence. This church is sought after by many travelers from around the world. The popular attraction has received 4.7 out of 5 stars from 28,544 visitors.

If you want to discover more, consider stopping by the famous piazzale Michelangelo. This amazing site is a wonderful square with more than 77,744 wanderlust-filled travelers rating it an average of 4.8 out of 5 stars.

Get a dose of thrill, excitement, and inspiration on day 12 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Florence itinerary and feel all the emotions in this wonderful city. Add a highly recommended tour to your vacation package now and make this refreshing new day of your self-drive through Italy extra special!

After a long day exploring the popular attractions in the city, it’s time to sample the different kinds of mouthwatering foods served at the best restaurants in Florence. One of our top recommendations includes a selection of delicious meals on its menu, Trattoria Da Burde. This place is a local favorite and has an average rating of 4.4 out of 5 stars by 1,907 customers.

You may also try the variety of dishes served at Ristorante Buca Mario, which is an excellent choice if you want a nice place to eat near your accommodation. Ristorante Buca Mario is rated 4.4 stars out of 5 by 1,879 customers.

You can also eat at the highly recommended Eataly Firenze. This amazing restaurant has an average rating of 4.1 out of 5 stars by 5,126 food lovers.

After finishing your meal, it’s time to experience the amazing nightlife in Florence and unwind at the coolest bars in the city.

Drink up and relax in this amazing bar that serves different kinds of alcoholic beverages and cocktail drinks.

Enjoy the rest of day 12 of your relaxed road trip across Italy, and prepare for another day of unhurried adventure!

Read more
Day 13

Day 13 – Florence and Bologna

  • Bologna
  • Florence
  • More

Drive 105 km, 1 hour 54 min

  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • Central Market
  • Basilica di Santa Maria Novella, Firenze (FI)
  • More

Day 13 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience two places in one day. You will start your day by exploring some of the best sights in the city of Florence. By the end of the day, you’ll drive in the direction of the city of Bologna, where you’ll stay at a top-rated hotel of your choice for 1 night.

When you’re ready to head to your first attraction of the day, the wonderful Cathedral of Santa Maria del Fiore is waiting for you. This church has been rated an average of 4.8 out of 5 stars by 76,359 visitors.

The next stop on your road trip vacation is Basilica di Santa Maria Novella, Firenze (FI). This unique archives is a highly recommended place to visit, rated an average of 4.7 out of 5 stars by 23,075 visitors.

Make the most of your relaxed road trip vacation by joining activities and tours that let you discover what else Florence has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your relaxed road trip in Italy. Browse all of your options and reserve your slot before our favorites get fully booked.

Turn on some soothing tunes in the car because it’s now time to drive to the city of Bologna. In Bologna, you can choose among the best hotels and places to rest and recharge to complement your relaxed road trip experience in Italy.

With a lovely menu and an average rating of 4.6 out of 5 stars from 1,531 customers, you can’t go wrong with choosing Trattoria del Tempo Buono.

Locals also recommend Cantina Bentivoglio as one of the top restaurants in the area. So if you’re feeling hungry, don’t forget to check out the menu at Cantina Bentivoglio as well. This local-favorite restaurant is rated an average of 4.4 out of 5 stars by 2,094 customers.

If you feel like having something else, you could also book a table at Ristorante San Pietro. This restaurant has an average rating of 4.5 out of 5 stars from 1,152 customers.

If you would like to celebrate your vacation with a drink, we recommend going to a place like Kinotto Bar. Kinotto Bar is rated an average of 4.4 out of 5 stars by 960 customers and is one of the best bars you can visit tonight.

Another lively bar worth checking out tonight is Mio Bar. This is the perfect place to enjoy a couple of drinks if you want to continue your celebrations. The average rating of 4.3 out of 5 stars by 295 customers gives you an idea of what to expect from this bar.

This popular bar will bring up your mood and give you a good ending to your night.

Raise your glass in celebration and anticipation of your memorable and relaxing road trip adventure through Italy!

Read more
Day 14

Day 14 – Bologna - departure day

  • Bologna - Departure day
  • More
  • Tombs of the glossators of Bologna
  • More

Day 14 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Bologna.

Depending on when you need to leave, you might be able to fit in some sightseeing or shopping. Embrace the beauty of Bologna once more and find some souvenirs to help you remember your time in the city. To end your relaxing road trip in Italy on top, we recommend visiting some of the following attractions.

Tombs of the glossators of Bologna is an extraordinary attraction that is perfect for your last day in Bologna. This top sight is a popular tomb, rated an average of 4.5 out of 5 stars by 330 visitors.

Unwind and look back at the past 14 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Bologna or just grab something light to keep you going.

Check out the menu at Donatello. Dining at Donatello is one of the best food experiences you can have in Bologna. This popular restaurant is rated an average of 4.5 out of 5 stars by 2,700 customers.

Another top recommendation in Bologna is Naama Cafè. If you go to Naama Cafè, you can expect delicious food, a nice ambiance, and great service. This restaurant has an average rating of 4.5 out of 5 stars by 1,538 customers.

Alternatively, you could also go to a place like Trattoria di Via Serra. If you haven’t yet, a trip to Trattoria di Via Serra is your opportunity to have a lovely meal before leaving the city. This restaurant is rated an average of 4.6 out of 5 stars by 1,547 customers.

Give yourself enough time to wave goodbye to Bologna and begin your journey home. The unforgettable experiences you’ve collected along your 14-day relaxed road trip in Italy is a story you will tell for the rest of your life.

Read more

Similar travel packages

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.