Luxury 7-Day Italy Road Trip from Ancona to Rome, Florence, and Venice and surrounding area

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

Set off on the ultimate travel extravagance with this 7-day luxury road trip across Italy. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure in Italy.

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 Ancona, 1 night in Rome, 1 night in Florence, and 2 nights in Venice, 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 7-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 7-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

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 7-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 Ancona, Loreto, Serra San Quirico, Rome, Florence, Padua, Venice, Miramare / Miramar, and Trieste 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, 6 nights
Rental car, 7 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

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 / 1 night
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
Miramare / Miramar
Marche - state in ItalyAncona / 2 nights
Serra San Quirico
Photo of beautiful view of canal with statues on square Prato della Valle and Basilica Santa Giustina in Padova (Padua), Veneto, Italy.Padua
Loreto
Photo of Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.Triest
Famous buildings, gondolas and monuments by the Rialto Bridge of Venice on the Grand Canal, Italy.Venice / 2 nights

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 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 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 dell unita d'Italia in trieste Italy.Piazza Unità d'Italia
Prato della Valle square in historical city centre of Padua (Padova), elliptical square with green island at the center, small canal with statues, Abbey of Santa Giustina church, Veneto Region, Italy.Prato della Valle
The Basilica of St. Anthony, Padua, Padova, Veneto, ItalyThe Basilica of St Anthony
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
photo of Beautiful summer view of Miramare Castle. Adorable morning seascape of Adriatic sea. Spectacular outdoor scene of Italy, Europe. Traveling concept background.Miramare Castle
church inside cave in Italy - Marche - the temple of Valadier church near Frasassi caves in Genga Ancona .Frasassi Caves
Sanctuary of the Holy House of Loreto, Loreto, Ancona, Marche, ItalySanctuary of the Holy House of Loreto
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 View of Piazza dei Signori in Verona, Italy. Verona is a popular tourist destination of Europe.Piazza dei Signori
Cappella degli Scrovegni in Padova, Italy in autumn day.Scrovegni Chapel
photo of view of La Borsa - the Stock Market, Trieste, Italy.Piazza della Borsa
Parco Naturale Regionale Gola della Rossa e di Frasassi, Serra San Quirico, Ancona, Marche, ItalyParco Naturale Regionale Gola della Rossa e di Frasassi
Molo Audace - Già "Molo S. Carlo", Città Nuova-Barriera Nuova-San Vito-Città Vecchia, Triest, UTI Giuliana / Julijska MTU, Friuli-Venezia Giulia, ItalyMolo Audace
Passetto beach with fishermans' boats and pope chair rock - Ancona - ItalyPassetto
Plebiscito square (or Pope square) with San Domenico Church in Ancona. Marche Region, Italy.Piazza del Plebiscito

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 – Ancona - arrival day

  • Ancona - Arrival day
  • More
  • Passetto
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Ancona. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Your sightseeing of the day begins at Passetto, a remarkable sightseeing destination where it’s easy to get lost in exploration. This top attraction is rated an average of 4.5 out of 5 stars in 2,797 reviews.

Tonight, you will be treated to a stay at one of the best luxury hotels in Ancona. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Ancona so you can check out the menus and make advance reservations.

Treat yourself to an extraordinary dining experience at Sot'Ajarchi, a Bib Gourmand restaurant offering an incredible seafood and from the marches menu. As a top-rated it is an ideal choice in the city.

To truly maximize your evening out, consider visiting Posa bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to bar four roses, another bar with an inviting ambiance. Similarly, Amarillo Beer Bar Ancona also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 2

Day 2 – Ancona, Loreto, Serra San Quirico, San Vittore, and Rome

  • Rome
  • Loreto
  • Serra San Quirico
  • More

Drive 368 km, 4 hours 46 min

  • Sanctuary of the Holy House of Loreto
  • Parco Naturale Regionale Gola della Rossa e di Frasassi
  • Frasassi Caves
  • 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 Rome, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Loreto, Serra San Quirico, and San Vittore.

As you’ve unraveled the marvels of Ancona, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Loreto may take around 31 min. Upon your arrival in Loreto, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Start your sightseeing with a visit to Sanctuary of the Holy House of Loreto. This church is rated an average of 4.8 out of 5 stars from 19,100 visitors.

Embrace the thrill of the open road as you wave goodbye to Loreto and set your GPS to Serra San Quirico. 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 55 min. Upon reaching Serra San Quirico, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Journey into the unknown at Parco Naturale Regionale Gola della Rossa e di Frasassi, a unique attraction awaiting your visit. This remarkable park has an average rating of 4.6 out of 5 stars from 3,515 reviews.

Set your GPS to San Vittore and hit the road. Expect a journey of approximately 13 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. San Vittore beckons with new experiences!

Journey into the unknown at Frasassi Caves, a unique attraction awaiting your visit. This remarkable show cave has an average rating of 4.8 out of 5 stars from 20,728 reviews.

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

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

Start your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds , and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Continue your lively evening at La Botticella of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Sant' Eustachio Caffè is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

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Day 3

Day 3 – Rome and Florence

  • Florence
  • Rome
  • More

Drive 286 km, 3 hours 51 min

  • Roman Forum
  • Colosseum
  • Pantheon
  • Piazza navona
  • Trevi Fountain
  • More

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rome. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Make Roman Forum one of your first sightseeing stops in Rome. Rated an average of 4.7 out of 5 stars by 114,450 travelers, a visit to this local attraction makes for a great introduction to the area.

Colosseum is a worthwhile attraction you can visit next. This roman amphitheatre is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 328,821 reviews. Up to 7,400,000 travelers visit this site every year to make their time in Rome special.

Today is also the perfect opportunity to drop by Pantheon. This roman temple has been rated an average of 4.8 out of 5 stars by 189,682 visitors. Up to 30,000,000 people travel to this site annually.

If you’re keen to explore more, head to Piazza Navona. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 158,771 previous visitors.

Another top place to visit is Trevi Fountain. This sculpture enjoys an average rating of 4.8 out of 5 stars from 343,494 local and international travelers.

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

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Florence. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its , this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Following your dinner, dive into the local bar culture at Manifattura. Alternatively, go to SE·STO on Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 4

Day 4 – Florence, Padua, and Venice

  • Venice
  • Padua
  • More

Drive 280 km, 3 hours 48 min

  • The Basilica of St Anthony
  • Prato della Valle
  • Piazza dei Signori
  • Scrovegni Chapel
  • 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 Padua. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Padua. Expect your car journey to take a minimum of 2 hours 46 min. When you arrive in Padua, it's time to take a break from the road.

Take the opportunity to see The Basilica of St. Anthony. This attraction has an average rating of 4.8 out of 5 stars from 38,852 visitors.

Prato della Valle is another sightseeing hotspot in the area. This square has been rated an average of 4.6 out of 5 stars by 47,576 travelers.

Padua is also the home of Piazza dei Signori, Padua. Around 12,510 people have rated this square an average of 4.7 out of 5 stars.

Another place you’ll want to visit is Scrovegni Chapel, which hosts up to 9,387 visitors every year. With an average rating of 4.8 out of 5 stars from a total of 11,849 reviews, a visit to this chapel is a great idea.

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

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

Experience a harmony of flavors at Local in Venice by securing a reservation in advance. Known for its 1-star Michelin status, Local offers a delightful variety of dishes highlighting its delicious contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Wistèria, a highly recommended restaurant known for its enticing contemporary and venetian cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Quadri, a highly acclaimed restaurant celebrated for its exceptional modern menu.

Keep the evening going at Al Parlamento, a great choice for enjoying the after-dinner hours with a drink. You could also go to Adagio, which offers a similarly pleasant setting and great drinks. Another option is Il Mercante, which provides an inviting environment for unwinding after a busy day out.

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

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Day 5

Day 5 – Venice, Miramare / Miramar, and Trieste

  • Venice
  • Miramare / Miramar
  • Triest
  • More

Drive 318 km, 4 hours 9 min

  • Miramare Castle
  • Molo Audace
  • Piazza Unità d'Italia
  • Piazza della Borsa
  • More

On day 5 of your stress-free luxury holiday in Italy, you will explore the surroundings of Venice. You have 1 night left in Venice, giving you enough time to explore the region.

After soaking in Venice’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Miramare / Miramar. Expect your car journey to take a minimum of 1 hour 51 min. When you arrive in Miramare / Miramar, it's time to take a break from the road.

Kick off the day at Miramare Castle, a top pick for today’s sightseeing. Attracting approximately 79,218 visits every year, this attraction is a must-see. This giardino all'italiana is rated an average of 4.7 out of 5 stars in 21,372 reviews.

Continue your road trip and head to your next destination, Trieste. This car ride takes around 17 min.

Kick off the day at Molo Audace, a top pick for today’s sightseeing. This landmark is rated an average of 4.7 out of 5 stars in 2,849 reviews.

Today is also your chance to visit piazza Unità d'Italia. Piazza Unità d'Italia is a square with an average rating of 4.8 out of 5 stars from 46,036 reviews.

Piazza della Borsa is another top attraction we highly recommend you visit today. This square is rated an average of 4.5 out of 5 stars by 4,409 visitors.

When you’ve completed everything you want to see and do, you will drive back to your luxury accommodation in Venice.

Discover a world of culinary delights in Venice, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

After savoring a delicious meal, step into the vibrant nightlife at The Irish Pub Venezia, where the evening is just getting started. In the same way, Dolce Vita Venezia offers a unique charm perfect for experiencing the local bar scene in Venice. Devils Forest Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 6

Day 6 – Venice and Ancona

  • Ancona
  • Venice
  • More

Drive 365 km, 3 hours 55 min

  • Rialto Bridge
  • Doge's Palace
  • Piazza San Marco
  • Saint Mark's Basilica
  • More

Wake up to day 6 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 Ancona, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Venice.

Journey into the unknown at Rialto Bridge, a unique attraction awaiting your visit. This remarkable stone bridge has an average rating of 4.7 out of 5 stars from 141,666 reviews.

When you’re ready to continue your sightseeing, Doge's Palace is a recommended place to visit. This palace is rated an average of 4.7 out of 5 stars in 24,775 reviews. Based on recent data, the attraction hosts 318,104 visitors per year.

Another must-see attraction in Venice is Piazza San Marco. Rated an average of 4.7 out of 5 stars by 152,982 travelers, this popular tourist destination in Venice offers an experience you will remember.

St Mark's Basilica is another popular stop on travelers' itineraries in Venice. This cathedral promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 18,439 reviews.

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

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Ancona for you, so you can check out the menus and make your reservation in advance.

Unwind after your meal by stepping into Alla Tazza D'Oro. This venue is celebrated for its extensive drink selections and cozy vibes.

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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Day 7

Day 7 – Ancona - departure day

  • Ancona - Departure day
  • More
  • Piazza del Plebiscito
  • More

Today is the last day of your 7-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Ancona before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Ancona’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Italy, you’re in for a treat. A variety of goods and gifts await your discovery. Bring a bit of Italy home with you through these charming souvenirs.

Make the most of what's left of your luxury vacation and head out to the stunning piazza del Plebiscito. This extraordinary square and attraction is rated an average of 4.4 out of 5 stars in 2,631 reviews, and is an excellent choice for your last sightseeing in Ancona.

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

Dine in style at Vino E Cucina Miscia, a top recommendation for dinner tonight. Or, for a change of pace, Mixer Bar boasts a menu that's sure to impress.

You will then say farewell to Ancona 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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