Skip to main content

italy

Italy is a dream destination, offering an irresistible mix of ancient history, breathtaking landscapes, and world-renowned cuisine. From the ruins of Rome to the canals of Venice, the rolling hills of Tuscany to the sun-soaked Amalfi Coast, every corner of Italy tells a story

BOOK NOW

classic italy

Day one

Arrive in Venice and Private Transfer to Hotel

Begin in Venice. During flexible private touring, visit favorite local neighborhoods, museums, architectural landmarks, outdoor markets and specialty shops. Also, take a private cruise through the fascinating Venetian lagoon to visit islands such as Murano, which is famous for its glass, Burano and Torcello.

Day two

Venice

Explore hidden studios in the Dorsoduro or Cannaregio districts or join a local guide or food tour through bacari, traditional Venetian wine bars. Take an after hours tour of St. Mark’s Basilica or dive into the city’s eerie legends on a guided night tour.

Day three

Venice

Enjoy a private boat tour of Lagoon Islands or private Venetian mask-painting lesson, a gondola ride, or special access to museums or art sites

Day four

Private Transfer from Venice to Florence

Enjoy the drive from Venice to Florence with a stop in Bologna, one of Italy’s great gastronomic centers. Enjoy skip-the-line access at world-renowned museums such as the Uffizi and Accademia, browse antiques and artisan workshops of the Oltrarno district, tour historic squares, learn about Tuscan cuisine at specialty food shops and the Mercato Centrale, see the impressive Great Synagogue or stroll through the beautiful Boboli Gardens.

Day five

Florence

Discover Florence’s quirky wine windows, tiny openings in old palace walls once used to sell wine directly to customers or join a perfume workshop to create your own personalized scent while learning about Florence’s long history in fragrance making.

Day six

Tuscany Day Trip

Enjoy a private excursion into Tuscany and travel through olive groves and vineyards to explore celebrated hill towns such as Siena and San Gimignano. Walk medieval alleys and admire palazzi and ancient towers, and enjoy free time to browse for olive oil, wine, baskets, cheeses, olive wood, and ceramics. Taste wines at their source, listen to white-robed monks sing haunting Gregorian chants in a Romanesque church, or shop for designer goods at excellent outlet shops.

Day seven

Private Transfer from Florence to Rome

Enjoy comprehensive private touring and experience the best of Roman culture, history and lifestyle. Discover ancient pagan and Christian monuments, the splendors of Baroque and Renaissance palaces and churches, and the surprising urban additions of the modern city. Highlights include the Roman and Imperial Forums, the Colosseum, the Pantheon, the Vatican, Saint Peter’s Basilica, the Sistine Chapel, Via Veneto, the morning fruit and flower market of Campo dei Fiori, Trevi Fountain, the Spanish Steps, Villa Borghese, the Jewish Quarter, the ruins along the Appian Way, beautiful Aventine Hill, and the catacombs and “Underground Rome.”

Day eight

Rome

Enjoy la dolce vita by exploring the city’s excellent restaurants and boutiques. Join a local nonna in their home for authentic cooking classes and end the day with a night tour of the Colosseum or the Vatican. 

Day nine

Rome

Explore the Via Appia Antica, one of Rome’s oldest roads or enjoy wine tastings in ancient Roman and medieval cellars.

Day ten

journey home

truewander Preferred Hotels we love with this itinerary!

Venice

Aman Venice

Florence

Hotel Savoy, A Rocce Forte Hotel

Rome Hotels

Six Senses Rome

amalfi coast

Day one

Arrive in Naples-Private Transfer to Amalfi Coast

En route from the airport to the Amalfi Coast, enjoy cultural and culinary touring in Naples or tour ruins such as Pompeii and Herculaneum. With your private driver, continue to the breathtaking Amalfi Coast. Visit seaside villages such as picture-perfect Positano, Ravello, Sorrento or Amalfi. Depending on your interests, opt to browse local markets, visit historic gardens and churches, or stop by studios specializing in local items such as ceramics, cameos and sandals.

Day two

Amalfi Coast

Take a hands-on Italian cooking class in a traditional Positano or Ravello villa with sea views. Learn to make local dishes like fresh gnocchi, eggplant parmigiana, or seafood risotto, then dine al fresco with your hosts. Finish the day with a sunset kayaking trip exploring hidden coves, sea caves, and quiet beaches unreachable by foot.

Day three

Amalfi Coast and Capri

Enjoy an excursion by private boat to the fabled island of Capri. Tour the village of Anacapri, take a private cruise to the Blue Grotto, and enjoy time to explore Capri’s shops and cafes.

Day four

Amalfi Coast

Unwind, relax and enjoy the views at your stunning hotel pool. 

Day five

Amalfi Coast to Sicily

Fly to Palermo, the vibrant capital of Sicily. During private touring, explore the city’s cultural and culinary highlights, including lively food markets, favorite Sicilian specialty shops, private museums, and UNESCO sites such as the Norman Palace and Cappella Palatina. Also take a private excursion to the UNESCO-listed Monreale Cathedral, a masterpiece of Arab, Norman, and Byzantine art and architecture

Day six

Palermo and Monreale

Enjoy a private excursion to the town of Monreale and tour the Monreale Cathedral and panoramic views over the Conca d’Oro valley.

Day seven

Palermo – Segesta & Erice – Sciacca

Transfer through the Sicilian countryside, stopping to visit the well-preserved ancient theater and Doric temple of Segesta. Also visit Erice, a hilltop medieval village filled with cobblestone streets, flowering vines and the aroma of almond pastries, a local specialty. Visit ceramics and coral studios in the nearby town of Sciacca, take a private excursion to a renowned local winery to sample top Sicilian wines.

Day eight

Sciacca

Take the day to visit ceramics and coral studios in Sciacca or take a private excursion to a renowned local winery to sample top Sicilian wines, and venture to a nearby hill town for breathtaking views over the region

Day nine

Sciacca – Agrigento – Taormina

Transfer to Agrigento to tour the Valley of the Temples, an outstanding archaeological site of well-preserved ancient Greek ruins that has been inscribed on the UNESCO World Heritage List.

Day ten

Taormina and Mount Etna

Continue to spectacular Taormina, an ancient clifftop town overlooking the sea that has a Greek theater, beautiful gardens, bougainvillea-lined backstreets and upscale boutiques. One day, enjoy a private excursion to Mount Etna, an active volcano with fertile slopes that support vineyards, orchards and farms. Tour some of the most interesting volcanic sites on the mountain and enjoy a lunch that incorporates fresh local produce and wine.

Day eleven

Taormina and Syracuse

Enjoy a private excursion to Syracuse, one of the largest and most powerful cities in antiquity and now a UNESCO World Heritage Site. Explore the historic city center on the island of Ortygia, including the fascinating cathedral and charming neighborhoods filled with elegant architecture. Also see highlights such as the Greek theater, the Roman amphitheater and the cave known as the Ear of Dionysius.

Day twelve

journey home

truewander Preferred Hotels we love with this itinerary!

Amalfi Coast

Palazzo Avino

Palermo

Villa Igiea, a Rocco Forte Hotel

Sciacca

Vendura Resort, a Rocce Forte Hotel

Taormina

San Domenico Palace, Taormina, A Four Seasons Hotel

start planning your dream trip

MAKE AN ENQUIRY

why travel with us

full service

Travel experiences including hotels, private homes, flights, activities – whatever we can do for a memorable experience

all about you!

Personalized trips created to meet your needs.  We know travel can be complex – think about your next adventure and leave the rest to us!

experience

Over 18 years experience in the travel industry working for world class brands in the hotel and online travel space

partnered with the best

other destinations

Portugal

Explore ancient castles, fairytale palaces

South America

Buenos Aires and Patagonia: The Perfect Argentina Adventure

Sign up for exclusive
travel content and informative webinars.

SIGNUP NOW