11-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling south to Venice, Arezzo, Rome, Florence, and Pisa

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Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.
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Experience the freedom of the open road on an unforgettable 11-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Milan, Valeggio sul Mincio, Verona, Venice, Arezzo, Rome, Florence, Pisa, and Genoa.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 3 nights in Milan, 1 night in Venice, 1 night in Arezzo, 3 nights in Rome, 1 night in Florence, and 1 night in Pisa. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have you covered.

Upon arriving in Milan, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of Piazza San Marco.

As you hit the open road and drive through Milan, Valeggio sul Mincio, Verona, Venice, Arezzo, Rome, Florence, Pisa, and Genoa, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodations, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

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

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Driver’s age is 30 - 65
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Day 1

Day 1

  • Milan - Arrival day
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  • Piazza Gae Aulenti
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Say hello to Milan! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Milan for 2 nights before you continue your adventure!

Milan is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Piazza Gae Aulenti. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Milan. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Milan, it's often a good idea to reserve a table in advance.

Treat yourself to a wonderful meal at Hotel Morfeo Milano, a top-rated dining spot in Milan. If you're in the mood for something new, try Contraste, another premier location with a delectable menu. You might also want to book a table at UNAHOTELS Galles Milano. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Milan.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Nottingham Forest, known for its inviting atmosphere. Armani/bamboo Bar is another great option if you’re looking for a place to get the night started. Similarly, Mag Cafe provides a great setting to enjoy the night away.

Raise a toast to the start of your 11-day road trip in Italy!

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Day 2

Day 2

  • Milan
  • More

Drive 4 km, 39 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • Castello Sforzesco
  • Sempione Park
  • More

Day 2 of your road trip will take you to the best attractions Milan has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Milan.

Duomo Di Milano Museum is must-visit church and a great option for a daytime tour of the area. Continue your journey to Galleria Vittorio Emanuele Ii, a top-rated shopping mall, located just a leisurely stroll away. Next, head to La Scala, a history-steeped opera house, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Milan. When you're ready, let your sightseeing route take you to the spectacular Sforzesco Castle Art Library. If you’re looking for more, Parco Sempione is also a famous attraction that is worthwhile a visit.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

For an unforgettable shopping experience, visit Via della Moscova, the top shopping destination in Milan. Browse local boutique shops and stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Via della Moscova has to offer, including cafes, attractions, essential services, and vibrant community activities.

Indulge in a memorable dining experience at one of Milan's most popular restaurants, and connect with friendly locals for a true cultural experience.

Begin your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary 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 Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Kilburn Cocktail Bar Milano stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Frida offers an ideal atmosphere to enjoy the pleasures of the night. The Friends Pub Milano is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass to another unforgettable day in Italy!

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Day 3

Day 3

  • Milan
  • Venice
  • More

Drive 293 km, 4 hours 28 min

  • Parco Giardino Sigurtà
  • Castelvecchio Bridge
  • Castelvecchio Museum
  • Verona Arena
  • More

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Valeggio sul Mincio and Verona. At the end of the day, you will retreat to the hotel of your choice in Venice, where will spend 1 night.

No visit to Milan is complete without Parco Giardino Sigurtà. This popular botanical garden is one of the top attractions in the town. Proceed to Castelvecchio Bridge, another must-visit attraction.

As you wander through the inviting streets of Milan, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Castelvecchio Museum. This interesting museum is a traveler-favorite. Not far away, you’ll find Verona Arena, another key site on your sightseeing itinerary.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Venice. Venice offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Venice. Enjoy a relaxing evening as you savor delicious local cuisine.

Prepare for an extraordinary culinary adventure in Venice by booking a table at Local, a 1-star Michelin restaurant that boasts an exceptional contemporary menu. For a different flavor experience, head to Wistèria, renowned for its delectable contemporary and venetian dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Quadri, a local gem known for its delightful modern cuisine in Venice. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Following your dinner, dive into the local bar culture at Al Parlamento. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to The Caffe Rosso, the perfect place for those looking to experience the best of the nightlife. Similarly, Adagio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Savor another day of unforgettable experiences in Italy!

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Day 4

Day 4

  • Venice
  • Arezzo
  • More

Drive 330 km, 3 hours 44 min

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

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Venice. When you’re not sightseeing, take time to relax at your chosen hotel in Arezzo, where you’ll be staying for 1 night.

To truly experience Venice, make sure to drop by Rialto Bridge. This timeless historical landmark is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza San Marco, one of the city’s best highlights.

Next, check out St Mark's Basilica, one of the most popular places to see in Venice. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Doge's Palace. Wander around and soak in the enchanting atmosphere this palace offers.

When you’re done exploring for the day, you’ll drive to your hotel in Arezzo. Check in and relax before you head out to tour the city.

Arezzo is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Arezzo.

Dive into a culinary adventure like no other in Arezzo by booking a table at Octavin. This popular restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. If you're in the mood to try something new, consider La Clandestina, another top spot with a mouthwatering menu.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Liquid Bar stands out as an excellent choice for a post-dinner cocktail.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 5

Day 5

  • Arezzo
  • Rome
  • More

Drive 227 km, 2 hours 52 min

  • Vatican Museums
  • Sistine Chapel
  • Saint Peter's Square
  • St Peter's Basilica
  • More

Your itinerary for day 5 of your road trip in Italy includes 1 stop and features some of the highlights of Vatican City. At the end of the day, enjoy the comforts of a top-rated hotel in Rome, where you'll spend 3 nights.

Experience Vatican Museums, a wondrous art museum in the city.

After exploring the square, visit the iconic St. Peter's Basilica.

At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Rome, it's often a good idea to reserve a table in advance.

Experience a taste of local culinary excellence while in Rome by securing a table at La Pergola. An esteemed 3-star Michelin restaurant, it features an exceptional mediterranean and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean and creative cuisine lovers seeking top-notch culinary experiences.

Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, which provides an inviting environment for unwinding after a busy day out.

Head back to your accommodation in Rome and get some rest to prepare for another magical day of your road trip in Italy.

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Day 6

Day 6

  • Rome
  • More

Drive 9 km, 1 hour 5 min

  • Villa Borghese
  • Basilica di Santa Maria Maggiore
  • Colosseum
  • Roman Forum
  • Altare della Patria
  • More

On day 6 of your road trip, you will have an entire day to discover what to see in Rome. You’ll stay in Rome for 2 nights.

Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Check out the famous park, Villa Borghese. Afterward, continue to Basilica Di Santa Maria Maggiore, a church every traveler should visit. As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Colosseum. This iconic archeological site is an essential stop. Following that, head to Roman Forum, another must-visit site that will enhance your experience. Don’t forget to stop by Altare Della Patria, a well-known monument in the city.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

Make sure to reserve a table at RomAntica, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Coso Ristorante, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you’re not ready to end the night just yet, Sant' Eustachio Caffè offers a perfect venue to relax and savor a drink. Similarly, Yellowsquare Rome is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

Savor another day of unforgettable experiences in Italy!

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Day 7

Day 7

  • Rome
  • More

Drive 9 km, 1 hour 13 min

  • Circus Maximus
  • largo di Torre Argentina
  • Campo de' Fiori
  • Piazza Navona
  • Castel Sant'Angelo
  • More

Day 7 offers an itinerary packed with the best things to see in Rome. You’ll stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Look forward to a unique sightseeing adventure at the popular Circus Maximus and allow yourself time to explore. Just a short distance away you'll find your next stop, Largo Di Torre Argentina, a historic archeological site that draws visitors from far and near.

Continue your journey to Campo De' Fiori, one of the city’s most astonishing spots that you shouldn’t miss. Another great site to visit is the world-famous Piazza Navona. When you're finished at the public square, Castel Sant'angelo awaits your visit. This castle is a visually striking highlight on today's itinerary.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine.

Don’t miss out on dining at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 8

Day 8

  • Rome
  • Florence
  • More

Drive 278 km, 3 hours 40 min

  • Pantheon
  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • piazza del Popolo
  • More

Dive into day 8 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Rome. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 1 night.

Visiting Pantheon is always a good idea. This iconic monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the remarkable wonders of Trevi Fountain, a must-see monument in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Piazza Di Spagna. This wondrous public square offers an enriching experience. For a change of pace, head to Spanish Steps, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Piazza Del Popolo. These sights offer a fulfilling end to a perfect day.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, 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.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 9

Day 9

  • Florence
  • Pisa
  • More

Drive 88 km, 1 hour 56 min

  • piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • piazzale Michelangelo
  • More

On day 9 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Florence are on today's agenda. In the evening, you’ll end up in Pisa, where you will stay for 1 night.

Piazza Della Signoria makes a great addition to your morning plans. This extraordinary public square is a visually striking place to see in Florence. Continue your discovery at Cathedral Of Santa Maria Del Fiore, a visually striking church with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Ponte Vecchio. This wondrous historical landmark offers a history-steeped encounter with Florence. Next, make your way to Uffizi Gallery to add another highlight to your day. After that, visit Piazzale Michelangelo, a famous observation deck that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

When you’re done exploring for the day, you’ll drive to your hotel in Pisa. Check in and relax before you head out to tour the city.

Indulge in a memorable dining experience at one of Pisa's most popular restaurants, and connect with friendly locals for a true cultural experience.

Dine in style at Anima di Grano Pizzeria Napoletana Pisa Italy, a top recommendation for dinner tonight. Or, for a change of pace, il Mercante boasts a menu that's sure to impress. Also, be sure to check out La Ghiotteria. Known as a local hotspot, it’s a great choice for tonight in Pisa.

Explore the vibrant nightlife at Jeffer Cocktails & Friends after your meal, a hub for lively evenings and memorable moments. Or, head to Le Parisien Wine Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Las Volta Cocktailbar is perfect for those looking to extend their night with a touch of local flavor.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

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Day 10

Day 10

  • Pisa
  • Milan
  • More

Drive 302 km, 3 hours 59 min

  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Priaruggia
  • More

Experience an unparalleled adventure on day 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Pisa and Genoa. At the end of the day, you will retreat to the hotel of your choice in Milan, where will spend 1 night.

Check out the world-famous monument, Leaning Tower Of Pisa. Afterward, continue to Piazza Del Duomo, Pisa, a public square every traveler should visit. As you explore Pisa’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Pisa Cathedral. This worthwhile church is an essential stop. Following that, head to Spiaggia Pubblica Di Priaruggia, another must-visit site that will enhance your experience.

At the end of the day, you will drive to Milan, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Milan. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at Bice Restaurant, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Alto Ristorante, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Nero 9, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After savoring a delicious meal, step into the vibrant nightlife at Bhangrabar, where the evening is just getting started. In the same way, Rufus Cocktail Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Ostello Bello Grande is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

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Day 11

Day 11

  • Milan - Departure day
  • More
  • Arch of Peace
  • More

Day 11 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Milan before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, we recommend visiting Arch Of Peace, a masterful monument before you head out.

Take some time to indulge in shopping at Milan’s popular marketplace, Galleria Vittorio Emanuele II. Look for keepsakes or souvenirs to remind you of your trip. If you’re in the mood for luxury shopping, high-end stores await you.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Milan.

If you're in the mood to try something new, consider Pasticceria San Carlo, another top spot with a mouthwatering menu.

You’ll then say farewell to Milan. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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