10 Days in Italy: Free Itineraries for Your Dream Vacation in Italy

From the enchanting canals of Venice to the rolling hills of Tuscany
italy vacation

Italy, a land of timeless beauty and rich history, beckons travelers with its promise of unforgettable experiences.

From the enchanting canals of Venice to the rolling hills of Tuscany, Italy offers a diverse array of attractions that cater to every type of traveler. Here’s why you should pack your bags and embark on a journey to Italy.

Chapter Trail

Why You Should Take a Vacation to Italy

levanzo italy
Photo by Angela Marin on Unsplash

Here are just a few reasons why a trip to Italy should be on everyone’s travel bucket list.

Cultural Heritage

Italy is a treasure trove of cultural heritage, boasting more UNESCO World Heritage Sites than any other country in the world. Cities like Rome, Florence, and Venice are like open-air museums, each street and building telling a story of a glorious past. 

Wander through the ruins of the Colosseum, marvel at Michelangelo’s David in Florence, and get lost in the romantic labyrinth of Venice’s canals. Every corner of Italy is steeped in history and art.


Italian cuisine is beloved worldwide, and there’s no better place to experience it than in its birthplace. Each region has its own culinary specialties, from the pizza and pasta of Naples to the rich risottos of Milan. 

Savoring authentic Italian dishes, made with fresh, locally-sourced ingredients, is a treat for the senses. Don’t forget to pair your meals with exquisite Italian wines, from the robust reds of Tuscany to the sparkling Prosecco of the Veneto region.

Breathtaking Landscapes

Italy’s landscapes are as varied as they are beautiful. The Amalfi Coast offers stunning seaside vistas with colorful cliffside villages. The serene lakes of Northern Italy, such as Lake Como and Lake Garda, provide idyllic spots for relaxation. 

For those who love the mountains, the Dolomites offer dramatic peaks and world-class skiing. Tuscany’s rolling vineyards and the picturesque countryside of Umbria are perfect for a tranquil escape.

Art and Architecture

Italy has been a hub of artistic innovation for centuries. It is the birthplace of the Renaissance, and its influence can be seen in the magnificent artworks and architecture throughout the country. 

Florence, in particular, is home to masterpieces by Leonardo da Vinci, Raphael, and Botticelli. Rome’s Vatican City houses the awe-inspiring Sistine Chapel and St. Peter’s Basilica. The architecture, from ancient Roman structures to Renaissance palaces, is a testament to Italy’s rich artistic heritage.

Itinerary 1: Puglia and Matera

houses in puglia italy
Photo by Alessio Roversi on Unsplash

On this ten day journey, you will be able to discover the beautiful jewels of the region of Puglia. Discover the coastal towns, the local flavors and the magnificent wines of this amazing part of Italy.

Day 1: Bari - Fasano

  • Transfer from the airport to the hotel.

Day 2: Fasano - Alberobello - Locorotondo

  • Guided tour of Alberobello (UNESCO World Heritage Site) with over 1,000 Trulli houses.
  • Afternoon visit to Locorotondo, a picturesque village with Baroque architecture and stunning views.

Day 3: Polignano A Mare & Monopoli

  • Guided visits to Monopoli and Polignano a Mare, ancient coastal towns with rich history and dramatic landscapes.

Day 4: Fasano

  • Cooking class at a Masseria, learning to make local dishes like “orecchiette pugliese” paired with local wine.

Day 5: Fasano - Matera

  • Transfer to Matera, experience local bread-making in historic ovens.
  • Guided city tour of Matera, exploring ancient sassi (cave dwellings) and learning its rich history.

Day 6: Matera - Grottaglie - Lecce

  • Hot air balloon ride over Matera.
  • Transfer to Lecce with a stop in Grottaglie.

Day 7: Lecce

  • Guided walking tour of Lecce, known as “The Florence of Southern Italy,” exploring Baroque architecture and historic sites.

Day 8: Lecce - Galatina - Gallipoli

  • Visit Galatina, renowned for its Basilica of Santa Caterina d’Alessandria and historic pastry shop.
  • Explore Gallipoli, with its ancient charm and seaside beauty, ending with an apéritif by the sea.

Day 9: Lecce - Otranto - Porto Badisco-Sant'Emiliano

  • Guided tour of Otranto’s historic streets and mosaics.
  • Afternoon trekking from Porto Badisco to Sant’Emiliano, through unspoiled nature and archaeological sites.

Day 10: Lecce - Bari Airport - Departure

  • Transfer to Bari Airport for departure.

Itinerary 2: Grand Tour with Beauties of Italy

church in florence italy
Photo by Jonathan Körner on Unsplash

Italy, a land that offers an experience of a lifetime. Visit it’s spectacular cities, look at many of the ancient ruins, and enjoy a beautiful natural scenery. With its natural beauty, incredible food, art, and style, Italy is a destination you can’t miss if you are travelling to Europe.

Day 1: Arrival in Florence

  • Arrival in Florence.

Day 2: Florence Highlights

  • Guided city tour: Cathedral, Baptistery, Signoria Square, Ponte Vecchio, Santa Croce Church, Pitti Palace.
  • Afternoon options: Cooking class (pizza and gelato), food and wine tour, visit Accademia Gallery or Uffizi Palace.

Day 3: Tuscany Villages

  • Explore Tuscany’s villages: San Gimignano, Chianti, Siena.
  • Option for guided Chianti wine tour with visits to two wineries.

Day 4: Pisa and Vinci

  • Visit Pisa: Square of Miracles, Leaning Tower, Cathedral, Baptistery, Monumental Graveyard.
  • Option to visit Da Vinci Museum in Vinci.

Day 5: Cinque Terre

  • Hike the famous Trail #2 in Cinque Terre.
  • Option for wine tasting and boat trip or kayaking trip from Monterosso.

Day 6: Venice

  • Guided tour: St. Mark’s Square, Dodge’s Palace, Grand Canal, Rialto Bridge, Bridge of Sighs.
  • Options: Cooking class, ice-cream making, Peggy Guggenheim Collection, Gallerie dell’Accademia, mask workshop, gondola rowing lesson.

Day 7: Murano and Burano

  • Half-day trip to Murano (glass-making) and Burano (colorful houses).
  • Options: Visit St. Mark’s Basilica, Doge’s Palace.

Day 8: Rome

  • Private walking tour: Spanish Steps, Trevi Fountain, Pantheon, Navona Square, Colosseum.
  • Options: Food tour in Prati, underground Rome tour, catacombs, mosaic-making workshop.

Day 9: Vatican

  • Visit St. Peter’s Basilica, Sistine Chapel, Vatican Museums.
  • Options: Gelato making workshop, Ponza Island day trip, bike tour of Appian Way, visit Castle Saint Angelo.

Day 10: Pompeii and Amalfi Coast

  • Day trip to Pompeii ruins and Amalfi Coast, including Positano.

Itinerary 3: Apulia Roadtrip

10 Days in Italy: Free Itineraries for Your Dream Vacation in Italy
Photo by reisetopia on Unsplash

Discover the Puglia region with its rich history, stunning landscapes, and local flavors on this eight-day journey.

Day 1: Welcome to Bari

  • Explore the historic center of Bari, featuring:
    • Basilica of San Nicola
    • Romanesque Basilica of San Gregorio
    • Cathedral of San Sabino
    • Norman-Swabian Castle
  • Wander through Bari Vecchia, with its charming alleys, fresh pasta, and local focaccia.
  • Visit:
    • Piazza Mercantile
    • Column and Library of Santa Teresa dei Maschi

Day 2: Polignano a Mare - Monopoli - Bari

  • Polignano a Mare:
    • Medieval village with white houses and sea views.
    • Visit the “Pino Pascali” Museum Foundation.
    • Take a boat tour to explore Polignano’s caves.
  • Monopoli:
    • Discover the historic center with art and history.
    • Visit Porta Vecchia, city walls, and the baroque Cathedral of Santa Maria della Madia.

Day 3: Trani - Andria - Bari

  • Pick up a rental car (economy, manual drive with AC, full insurance included).
  • Trani:
    • Visit Castel del Monte, a mysterious XIII-century building with perfect geometrical design.

Day 4: Castellana Grotte - Alberobello - Martina Franca

  • Castellana Grotte:
    • Explore the most important speleological complex in Italy and Europe.
  • Alberobello:
    • Discover the city of Trulli, with its unique white houses and conical roofs.

Day 5: Matera - Martina Franca

  • Matera:
    • Visit one of the oldest cities in the world.
    • Take a guided tour of the Sassi district, a UNESCO World Heritage site with cave dwellings.

Day 6: Ostuni - Martina Franca

  • Ostuni:
    • Known as the White City for its whitewashed houses.
    • Explore the historic center and the coastal dunes park.

Day 7: Lecce - San Cesario Di Lecce

  • Lecce:
    • Known for its artistic and cultural heritage.
    • Take a pasta-making class with Matilde and enjoy a traditional Pugliese meal.

Day 8: Gallipoli - San Cesario Di Lecce

  • Gallipoli:
    • Visit the ancient village and its historic churches.
    • Explore the Cathedral of Sant’Agata and other baroque landmarks.

Day 9: Otranto - Roca Vecchia - Torre Dell'Orso - San Cesario Di Lecce

  • Otranto:
    • Relax on beautiful beaches and explore local shops and restaurants.
  • Grotta della Poesia:
    • Visit Torre Sant’Andrea and admire the limestone formations and crystal-clear sea.

Day 10: Departure from San Cesario di Lecce

  • Return the rental car to the nearest rental office.


barcelona arc spain
Photo by Mattia Bericchia on Unsplash

Italy is a destination that promises to captivate and inspire every traveler. Its rich history, stunning landscapes, delectable cuisine, and vibrant culture make it a must-visit for anyone seeking an unforgettable vacation. 

Whether you’re an art enthusiast, a foodie, a nature lover, or simply looking for a romantic escape, Italy has something extraordinary to offer. So why wait? Start planning your Italian adventure today and discover the magic of this timeless destination.

Plan your next dream trip with one of our hand-picked, highly experienced, licensed, and insured Local In-destination Experts!

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