Luxury 5-Day Italy Road Trip from Genoa to Milan and Florence

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
5 days & 4 nights
Available
Jan. - Dec.
Hotel
4 nights included
Car rental
5 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Experience travel that redefines comfort and elegance with this 5-day luxury road trip in Italy. Witness Italy's awe-inspiring scenery, delight in the finest culinary offerings, and enjoy the ultimate comfort in top-tier accommodations.

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 2 nights in Genoa, 1 night in Milan, and 1 night in Florence, experiencing the ultimate luxury vacation in Italy.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 5-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 5-day luxury self-drive holiday, including CDW insurance.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. These are only a few of the many spectacular attractions and sights you will find on your luxury travel itinerary in Italy.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 5-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Genoa, Milan, Bologna, and Florence at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.

The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!

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Included

Hotel, 4 nights
Rental car, 5 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Photo of beautiful landscape of panoramic aerial view port of Genoa in a summer day, Italy.Genoa / 2 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 1 night
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

Map

Attractions

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
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of bologna, Italy. Piazza maggiore with torre dell'orologio and torre dell’arengo, landmark in emilia-romagna historical province.Piazza Maggiore
PHOTO OF Old Port Porto Antico of Genoa (Genova) with yachts and boats with aquarium biosphere building under stormy sky. Genoa, ItalyAquarium of Genoa
Central Market
photo of Piazza De Ferrari .Piazza De Ferrari
photo of view of Teatro La Scala- famous opera house in Milan, Italy.La Scala
photo of Porto antico
photo of view of Genoa Cathedral of Saint Lawrence - Italy.Genoa Cathedral
photo of view Galata Museo del Mare in Genoa, Italy.Galata Museo del Mare (complex)
Via Garibaldi, Centro Est, Genoa, Liguria, ItalyVia Garibaldi

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 – Genoa - arrival day

  • Genoa - Arrival day
  • More
  • Porto antico
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Genoa. 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 Genoa. 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 Genoa.

Make your stay in Genoa one for the books by indulging in an unforgettable culinary experience at The Cook, a 1 Michelin star-rated gem acclaimed by food experts. Its delightful modern cuisine and the praise from satisfied patrons speak of its outstanding quality. The Cook, which has a Bib Gourmand award, gives you the best value for your money, and ensures your dining experience will be nothing short of extraordinary.

Another Michelin restaurant in Genoa you shouldn’t miss is San Giorgio. With 1 Michelin star rating, it’s a haven for food lovers and enthusiasts. San Giorgio proudly maintains an outstanding reputation, attracting diners from near and far, all delighted by its modern and ligurian culinary offerings.

Il Marin is not just another restaurant in Genoa. Its 1-Michelin star menu promises to tantalize your taste buds and take you on a gastronomic adventure. This restaurant’s seafood and contemporary dishes and numerous glowing reviews from satisfied patrons have solidified its reputation as a culinary gem in Genoa.

As your first day in Genoa 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.

When you’ve finished your meal, visit Scurreria Beer & Bagel for a well-deserved after-dinner drink. One of the best bars in the city, Scurreria Beer & Bagel has an average rating of 4.5 out of 5 stars from 1,480 customers.

If you’d rather go to a different spot, Soho is another great option. This bar enjoys an average rating of 4.4 out of 5 stars from 1,307 bar-goers.

Rustichello Restaurant is also a great city bar with a welcoming atmosphere. Rustichello Restaurant has an average rating of 4.5 out of 5 stars from 861 customers.

Raise a toast to the start of your 5-day luxury vacation in Italy and look forward to more fantastic days to come!

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Experiences

Day 2

Day 2 – Genoa and Milan

  • Genoa
  • Milan
  • More

Drive 141 km, 2 hours 20 min

  • Piazza De Ferrari
  • Genoa Cathedral
  • Aquarium of Genoa
  • Galata Museo del Mare (complex)
  • More

Wake up to day 2 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 Milan, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Genoa and Milan.

When you’re ready for some sightseeing, make your way to piazza De Ferrari. This much-appreciated square is rated 4.6 out of 5 stars in 34,312 reviews.

Next up is Genoa Cathedral. This cathedral has an average rating of 4.6 out of 5 stars from 8,971 visitors.

Another top sightseeing recommendation is Aquarium of Genoa. This public aquarium has been rated 4.5 out of 5 stars in 62,259 reviews. Every year, 1,200,000 travelers include this attraction on their travel itinerary.

Galata Museo del Mare (complex) is another attraction you have the opportunity to visit today. This building complex has an average rating of 4.5 out of 5 stars from 8,322 reviews.

Embrace the thrill of the open road as you wave goodbye to Genoa and set your GPS to Milan. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 55 min. Upon reaching Milan, unwind, observe, and explore. 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 Milan.

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

At the top-rated restaurant Galleria Restaurant, you can enjoy a mouthwatering selection of both food and drinks. This restaurant has an average rating of 4.4 out of 5 stars by 2,024 customers.

If you feel like having something else, Palazzo Parigi Hotel & Grand Spa Milano is another great option. This fantastic restaurant has an average rating of 4.7 out of 5 stars by 1,550 customers.

A third restaurant you could check out is Vento di Sardegna. Vento di Sardegna offers a menu of delicious dishes that are sure to satisfy your hunger. We'll let its excellent rating of 4.5 out of 5 stars by 1,063 customers speak for itself.

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

When an after-dinner drink sounds enticing, visit Mag Cafe, one of the best bars in the city of Milan. This bar has an average rating of 4.4 out of 5 stars from 3,270 customers.

Get drinks as good as this day's adventure at Nottingham Forest. Considered one of the most popular bars in the city of Milan, this bar is rated an average of 4.4 out of 5 stars by 2,686 customers.

The Friends Pub Milano is also a great bar where you can have nice chats over delicious bites. The Friends Pub Milano has an average rating of 4.3 out of 5 stars from 1,689 customers.

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

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Experiences

Day 3

Day 3 – Milan, Bologna, and Florence

  • Milan
  • Bologna
  • Florence
  • More

Drive 335 km, 4 hours 29 min

  • La Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano Museum
  • Piazza Maggiore
  • More

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Milan, Bologna, and Florence. The day's journey will conclude in Florence, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Drop by the renowned La Scala. This popular opera house has been rated an average of 4.7 out of 5 stars by 26,219 visitors.

Another unforgettable place to experience is Galleria Vittorio Emanuele II. Rated 4.7 out of 5 stars by 91,394 visitors, this commercial gallery deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Duomo di Milano Museum. Hosting around 341,609 visitors every year, the fascinating Duomo di Milano Museum is one of the best places to visit in Milan. This art museum has been rated an average of 4.8 out of 5 stars in 138,554 reviews.

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 Bologna may take around 2 hours 28 min. Upon your arrival in Bologna, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Take the opportunity to see Piazza Maggiore. This attraction has an average rating of 4.7 out of 5 stars from 64,523 visitors.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Florence. This drive usually takes around 1 hour 47 min, without any stops or traffic disruptions.

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

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Florence.

Check out Ristorante Paoli. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.9 out of 5 stars from 6,031 reviews.

Locals also recommend Osteria Vecchio Cancello as one of the best restaurants to have dinner at in Florence. Osteria Vecchio Cancello is rated an average of 4.8 out of 5 stars by 1,589 customers, including locals as well as travelers.

Alternatively, for another culinary experience you will remember, book a table at Ristorante Oliviero 1962. This popular restaurant has an average rating of 4.7 out of 5 stars by 1,046 customers.

Florence also has many fantastic bars that cater to all travel budgets.

If you’re up for classic drinks with a modern flair, consider going to Manifattura. Around 509 customers have given this incredible bar an average rating of 4.7 out of 5 stars.

Locals of Florence also enjoy the cocktails at Caffe Concerto Paszkowski. This place is rated an average of 4.3 out of 5 stars by 4,000 customers and is one of the best you can experience in the city.

Another top-rated alternative for an expertly crafted celebratory drink is Ristorante Buca Mario. This bar has an average rating of 4.4 out of 5 stars by 1,879 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.

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Experiences

Day 4

Day 4 – Florence and Genoa

  • Florence
  • Genoa
  • More

Drive 248 km, 3 hours 32 min

  • Piazza della Signoria
  • Ponte Vecchio
  • Cathedral of Santa Maria del Fiore
  • Central Market
  • Piazzale Michelangelo
  • More

Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence and Genoa. 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 Genoa adds a touch of comfort to your journey.

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

Ponte Vecchio is a worthwhile attraction you can visit next. This deck arch bridge is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 118,099 reviews.

Today is also the perfect opportunity to drop by Cathedral of Santa Maria del Fiore. This church has been rated an average of 4.8 out of 5 stars by 76,359 visitors.

If you’re keen to explore more, head to Central Market. A trip to this popular sightseeing destination is also your opportunity to see if it lives up to the reputable 4.4 out of 5-star rating as given by 43,100 previous visitors.

Another top place to visit is piazzale Michelangelo. This square enjoys an average rating of 4.8 out of 5 stars from 77,744 local and international travelers.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Genoa. Your travel time is around 2 hours 50 min.

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

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Genoa.

For a culinary experience you will remember, have a look at the menu at Pizzeria La Funicolare. With an average rating of 4.6 out of 5 stars by 2,023 customers, it’s truly one of the best restaurants in the whole of Genoa.

If you feel like having something slightly different, check out Trattoria delle Grazie. This is one of the most recommended restaurants in the city. Considering its average rating of 4.6 out of 5 stars by 1,979 customers, it’s one that most guests enjoy.

Trattoria Vegia Zena is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Genoa, and has an impressive average rating of 4.3 out of 5 stars by 2,039 customers.

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

Cap off the evening at Les Rouges Cucina & Cocktails. This bar has an average rating of 4.4 out of 5 stars from 928 customers and is one of the best bars in Genoa.

Another popular place to go for refreshing drinks and delicious bites is Irish Pub. Rated an average of 4.3 out of 5 stars by 657 customers, this spot offers customers an unforgettable bar experience.

Eataly Genova is a great bar with a rating of 4 out of 5 stars from 3,866 customers. With this impressive average rating, Eataly Genova is certainly a great place to indulge in an exquisite glass of a cold, bubbly drink.

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.

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Experiences

Day 5

Day 5 – Genoa - departure day

  • Genoa - Departure day
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  • Via Garibaldi
  • More

Today is the last day of your 5-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 Genoa before saying goodbye.

As your final day in Italy unfolds, don’t miss the chance for a last-minute shopping spree in Genoa’s shopping district. Your accommodation’s convenient location near the city’s shopping area offers the luxury of time, so you don’t have to limit yourself from leisurely strolling its streets amidst a collection of establishments.

Look for the perfect gift for your loved ones back home, or buy yourself a little keepsake to remind you of Italy.

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

This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.4 out of 5 stars from 1,814 reviews.

Alternatively, if you’re curious to try a local favorite, check out Sà Pesta. This restaurant is rated an average of 4.5 out of 5 stars by 1,568 customers and guarantees you a nice dining experience to end your day.

If your taste buds call for something different, book a table at Trattoria dell'Acciughetta. This popular restaurant has an average rating of 4.4 out of 5 stars by 1,398 customers.

You will then say farewell to Genoa 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!

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Experiences

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