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Discover Tailor-Made Italy Vacations

Steeped in history, natural beauty, and world-class cuisine, Italy is one of the planet’s great travel destinations

As the centre of Etruscan civilization, the seat of the Roman Empire, and the birthplace of the Renaissance, Italy is a dreamland for lovers of history and art. But its warm and friendly locals live very much in the present, ready to share la dolce vita with anyone who visits. From the gondolas of Venice to the sun-kissed beaches of Sicily, its attractions will astound. The time to go is now.

Featured Highlights

  • Taking in the architectural wonders of Rome, from the Colosseum to the Pantheon
  • Gazing on the Raphaels and Botticellis in Florence’s Uffizi Gallery
  • Gliding through the canals of Venice in a private gondola
  • Sampling the glories of cosmopolitan Milan, from opera to fashion
  • Sipping a limoncello after a day of swimming and sunworshipping on the Amalfi Coast
  • Wandering through gorgeous Taormina as Mount Etna looms in the distance
Explore Trip Ideas to Italy

Featured Italy Trip Ideas

Italy has inspired travellers for centuries, making it one of the most-visited (and sometimes crowded) countries in the world.

How best to experience it on your terms and at your pace? A tailor-made tour with Goway is the answer, allowing you to go beyond the classic, much-trafficked sights to include more personal, less commonplace activities. 

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Classic Vacations

Spanish Steps, Rome
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Classic Italy: Rome, Florence & Venice

Venice, Rialto Bridge, Florence, Rome, Colosseum, and Trevi Fountain
Discover Italy's rich heritage and charm. Explore ancient Rome, indulge in Italian cuisine, and enjoy the art of Florence before wandering the enchanting canals of Venice.
8 days
From C$5,526/p.p.
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Classic Vacations

Positano, with it's pastel-hued houses clinging to the cliffside is the jewel of the A,alfi Coast
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Rome & the Splendid Amalfi Coast

Rome, Colosseum, Trevi Fountain, and Amalfi Coast
Experience the beauty of Italy on a trip from Rome to the Amalfi Coast. Explore ancient sites, relax in coastal towns, and savor delicious cuisine along the way.
9 days
From C$5,886/p.p.
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Food & Drink

The Ponte Vecchio Bridge crossing the Arno River at twilight.
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Italian Indulgence: A Culinary Exploration

Tuscany, Rome, Colosseum, and Trevi Fountain
Explore Italy's enchanting landscapes and cultures on this journey from Rome to Venice, featuring medieval villages, culinary delights, and stunning coastal views.
13 days
From C$7,454/p.p.
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Italy, the perfect family destination
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Italy for Families

Venice, Rialto Bridge, Florence, Rome, Colosseum, and Trevi Fountain
Italy offers an enchanting playground for families, blending history with mouth-watering cuisine. Relish private tours and hands-on cooking classes in Rome, Florence, and Venice.
10 days
From C$6,220/p.p.
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Visit the medieval hilltop town of Montepulciano
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Tuscany & Umbria In Style

Rome, Colosseum, Trevi Fountain, Florence, and Tuscany
Discover Tuscany and Umbria's enchanting landscapes on this deluxe tour, sampling exquisite wines while exploring historic towns and renaissance treasures.
8 days
From C$10,755/p.p.
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Food & Drink

Piazza Armerina in the Enna province of Sicily in Italy. Piazza Armerina cityscape with the Cathedral SS. Assunta and old town, Sicily, Piazza Armerina, Province of Enna, Sicily, Italy, Europe.
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Splendours of Sicily

Sicily
Sicily whispers tales of ancient civilisations and culinary delights. Savour olive oils, marvel at Greek ruins, and ride to the summit of Mt. Etna. A feast awaits!
10 days
From C$5,379/p.p.
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Turn your travel dreams into reality with Goway. Our customized vacations take travellers to all corners of the world.

Explore All Italy Trip Ideas

What do Goway's travellers say?

Beautiful view of Amalfi on the Mediterranean coast with lemons in the foreground
Ireland tour
I visited Ireland in September 2025. The trip was amazing and the second time I’ve booked with Goway travel. Well organized, we hit all the best sites and some we wouldn’t have known about without Goway’s expertise. Our agent. Farnaz Bagheri was professional , knowledgeable and very helpful during planning and when we had questions while travelling. Wonderful experience - highly recommend Farnaz and Goway
K. Kane customer
Switzerland by Train
Michael Keon planned a first-class two week trip for my husband me in Switzerland. We travelled by train to each destination with a first class Swiss travel pass - highly recommended. All our hotels were within walking distance of the train station and were very comfortable, most with balconies, and each one was very unique, giving a great flavour of the different cultures in Switzerland - lakeside, skiing village, French, Italian, German. Michael booked several excursions to tops of mountains on cogwheel trains or in gondolas. All very well organized!
Jacqui
Portugal/Spain
Had the pleasure of working with Heidi to plan a Portugal/Spain get away. She listened to our budget constraints and still pulled off a fabulous itinerary! We had a wonderful time!
Regina Cregin
Phenomenal service experience
I had the pleasure of working with Kyah for an Italian adventure for a family of 6. Kyah has been extremely helpful from the very beginning! She had a three-way call with the client and myself to get the “vision” firsthand. Not only did Kyah deliver the most amazing properties and itinerary, she literally saved this booking! The client was indecisive and the process lingered over a month. Kyah was very patient and after working more with the client, we delivered the PERFECT fit to secure the booking!!! I cannot thank her enough!
Jillian Hambright
Goway travel advisor Edwina
We used Goway agent Edwina who was very caring & receptive to our wishes and went out of her way to have happy customers. She was very prompt to replies & always worked with us the customers to get the vacation we wanted. She worked on a very personal level & we will use her again for future travel.
G K
UK & France! Fantastic Experience
We booked our trip to the United Kingdom and France with Farnaz Bagheri, a destination specialist with Goway. Farnaz, and the Goway team have exceeded our expectations. Farnaz and Goway were extremely attentive and accommodating. This was our first time in Europe, which brought a lot of excitement, but also anxiety as there was a lot of new elements for us to navigate. Our anxiety quickly faded when our journey began and the itinerary that Farnaz crafted for us came to life, and went flawlessly. We are so grateful to have had such a flawless first trip to Europe thanks to Farnaz and Goway. We are so happy we put our trust in Farnaz and Goway and would absolutely book with them again!
Brooke Hatfield
Our Trip to Italy with Goway!
My husband and I are seasoned travelers and for our much anticipated trip to Italy we wanted to see the country independently for 3-4 weeks. Melissa worked with us to get an independent itinerary that combined the type of hotels, activities and excursions that we wanted. She also arranged for all of our transportation - trains, and drivers, as well as a car rental. The entire trip went very smoothly. Melissa got us exactly what we were hoping for. This is our second trip planned with Goway - our first to Japan, Singapore and Thailand and we would not hesitate to use them again. Thank you Melissa and Goway!
Diane Chomik
Fantastic Experience
Fantastic experience working with Ani at Goway Travel. She and her team were so attentive and accommodating. Everything was so appreciated!
Brenda
Italy ! Amazing once in a lifetime trip!
Thank you Goway , especially Jacqueline and Valerie for organizing our long itinerary wish list! Your weeks of travel planning created such a fantastic Italy experience! Great hotel locations in Florence, Milan, Palermo, Taormina and Cinque Terre . Good choices to help us understand cultural highlights. Great food tours. Some skip the line in Florence and Milan. We liked that good use of our vacation time. On any issue the team was easy to communicate with using WhatsApp.
Diane Greer
European Excellence
My wife and I just got back from a 4 week-long trip to Croatia, Italy, and Switzerland. I contacted Goway in March and we dealt with Melissa Moses, who was fantastic. I explained to her what I was looking for and she offered suggestions for our trip. One of those suggestions was to join a Group Tour in Italy. Melissa set everything up very well and the support from Goway was very professional. I would certainly consider using Goway again and, if going to Europe, would try to get Melissa.
Richard Remnant
Travel Information about Italy

Get to know Italy before you go.

Best Time To Visit

Very much a year-round destination, Italy offers travelers something for everyone, no matter the season. 

July and August tend to see the biggest crowds and the highest prices, as the temperatures soar (especially in the south) and everyone (including Italians) hit the beaches. Travel at this time of year usually requires pre-booking to secure your preferred hotel and restaurant picks. 

Autumn, meanwhile, is an ideal time to explore the country: The tourist crowds have dwindled and the fall harvests have begun, showcasing the best of Italian food and wine. Celebrations such as Alba’s world-renowned Truffle Festival are among the must-dos for foodies. September to November is also perfect for hikers and bikers to explore the countryside. 

Italy’s cities come alive from December to March, the country’s official off season. The cultural calendar from Milan and Venice to Rome and Naples hums with festivals, art shows, concerts and more, from opera at La Scala to the Carnival of Venice. Public squares are especially magical during Christmas and New Year's, when light shows, fireworks displays and live concerts abound. Prices also tend to be at their lowest during the winter months and crowds have dropped to their sparsest.

Spring, finally, is considered by many as the best season to experience Italy. The country bursts into colour after the winter and travellers can enjoy near-empty beaches, shorter lines at famous venues, and cheaper accommodations. Festivals celebrating the planting season abound in the countryside, and hundreds of heritage buildings become open to the public free of charge during the Giornate FAI di Primavera, giving visitors a chance to experience normally off-limits sites.

Whatever the season, Goway can help you make the most of your Italian trip with expert advice on what and when to book. For more information and ideas, visit our guide on the Best Time to Visit Italy.

Learn More About the Best Time to Visit Italy

What do the experts say?

Jacqueline Fagioli

Jacqueline Fagioli

Destination Specialist
Learn More About This Expert
Italy is full of hidden culinary gems, but one place that really stands out is Trattoria di Via Serra in Bologna. It’s beloved by locals for its authentic Emilian dishes like handmade tortellini in brodo and rich tagliatelle al ragù
Learn More About This Expert
Jacqueline Fagioli

Jacqueline Fagioli

Destination Specialist
Learn More About This Expert
One unforgettable tradition travelers should try to experience is a sagra—a local food festival that celebrates a specific dish, ingredient, or harvest. These are often held in small towns, especially in the summer and fall, and they offer an amazing window into real Italian life
Alisa Grigoryeva

Alisa Grigoryeva

Destinations Specialist
Learn More About This Expert
Italy is not just Rome, Venice, Florence and Amalfi Coast... Every region or small town has its own history, art, traditions, culture, peculiarity
Jacqueline Fagioli

Jacqueline Fagioli

Destination Specialist
Learn More About This Expert
Most tourists don’t realize just how deeply regional Italy is. Not just in terms of food, but also in language, traditions, and identity. Italian culture is really a patchwork of local cultures

Places to Go in Italy

Handcrafted journeys to our most popular places to visit in Italy.
Colosseum in Rome without people in the morning

Rome

Rome stands as The Eternal City, a living, breathing museum of epic proportions. This legendary...

Rome stands as The Eternal City, a living, breathing museum of epic proportions. This legendary metropolis on the Tiber River has a history unfolding over nearly the past 3,000 years, and its ancient...

Sunset in Florence Italy

Florence

Florence is a captivating city in the heart of Italy with timeless beauty, rich history, and an...

Florence is a captivating city in the heart of Italy with timeless beauty, rich history, and an unparalleled amount of historical art and culture. Florence's reputation as a veritable art haven is...

Grand canal on sunny day in Venice

Venice

Venice is an Italian city steeped in timeless appeal, often regarded as one of the most beautiful...

Venice is an Italian city steeped in timeless appeal, often regarded as one of the most beautiful and romantic destinations on the planet. Navigating its tangled streets, free from the chaos of...

Beautiful view of the Mediterranean coast with lemons in the foreground

Amalfi Coast

Italy's Amalfi Coast, a breathtaking stretch of coastline along the southern edge of the Salerno...

Italy's Amalfi Coast, a breathtaking stretch of coastline along the southern edge of the Salerno Gulf, is a Mediterranean jewel that will leave you utterly captivated. This UNESCO World Heritage Site...

Famous gallery with tuscan architecture

Tuscany

Tuscany rests in the heart of Italy with captivating history and artistic splendour, making it a...

Tuscany rests in the heart of Italy with captivating history and artistic splendour, making it a quintessential destination for globetrotters on an Italian vacation. Tuscany is home to seven UNESCO...

Duomo di Milano church in the early morning before sunrise

Milan

Milan is more than a financial, commercial, and industrial centre. It is a historical fashion,...

Milan is more than a financial, commercial, and industrial centre. It is a historical fashion, design, and trade fair hub. Milan, Italy’s second-most populated city, is a dynamic metropolis with much...

Travel Styles

Explore Italy by Travel Type
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Ways to Travel

Discover your perfect travel style—crafted for every dream and journey.

Road Trips
Themes

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Immersive adventures shaped by passion, such as food, culture, wellness, and wild discovery.

Collections

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Curated journeys that capture the spirit, beauty, and essence of travel.

Featured

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Extraordinary experiences handpicked to inspire, delight, and spark your wanderlust.

Frequently Asked Questions

For moderate temperatures and smaller crowds, spring or fall are the best times to visit Italy. Summer, however, is ideal for beachgoing, while Italy’s cultural calendar comes alive in winter. 

With so much to see and do, longer-term stays are rewarded in Italy. Travelers with only a week or two should concentrate their travels to specific cities or regions.

Italy is packed with iconic places and attractions, but cities and regions such as Rome, Venice, Tuscany, and the Amalfi Coast almost never disappoint.

Depending on length of stay and specific interests, the cost of visiting Italy can vary immensely. A Goway travel expert can help you plan your perfect vacation based on your own budget.

Goway can tailor your Italian travels to suit your specific needs, including multigenerational family holidays or romantic honeymoons.

Don't see the perfect option? Request a custom quote.
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