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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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Classics

Amalfi coast
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Rome & the Splendid Amalfi Coast

Rome, Colosseum, Trevi Fountain, and Amalfi Coast
Discover Rome’s iconic sights before joining a small-group escorted tour of the Amalfi Coast, exploring Pompeii, Capri, Sorrento & Positano.
9 days
From US$4,160/p.p.
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Classics

Roman Coliseum
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Classic Italy: Rome, Florence & Venice

Venice, Rialto Bridge, Florence, Rome, Colosseum, and Trevi Fountain
Discover Italy for the first time, from Rome’s ancient wonders to Tuscany’s rolling hills and Venice’s romantic canals.
9 days
From US$5,260/p.p.
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Trevi Foutain
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Timeless Treasures: Rome, Florence & Cinque Terre

Florence, Rome, Sistine Chapel, Colosseum, and Trevi Fountain
Stroll through Italy’s rich tapestry, where every step reveals historical gems. Wander from Rome's grandeur to Cinque Terre’s stunning coastline on this captivating tour.
9 days
From US$4,352/p.p.
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Family Vacations

Italy, the perfect family destination
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Italy for Families

Venice, Rialto Bridge, Florence, Rome, Sistine Chapel, 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 US$5,043/p.p.
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Atrani, Amalfi Coast Italy
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Italy Deluxe: Rome, Florence & Amalfi Coast

Amalfi Coast, Florence, Rome, Sistine Chapel, Colosseum, and Trevi Fountain
Italy beckons with its rich history and culture. Stroll through timeless streets in Rome, savour Renaissance treasures in Florence, and bask in Amalfi's coastal charm.
10 days
From US$7,471/p.p.
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perfect trip idea?
Request a custom quote.

Turn your travel dreams into reality with Goway. Our customized vacations take travellers to all corners of the world.

What do Goway's travellers say?

“Farnaz Bagheri - Specialist”
We decided to go to France for 3 weeks in September and knew we needed help planning the trip (we made this decision in August so a very short time frame. We had traveled with Goway a few years ago and were hoping they could help. Our specialist, Farnaz Bagheri, was fantastic, she listened to what we wanted to do and where we wanted to go. She literally arranged everything with her French partners. The guides and drivers were wonderful the accommodations were excellent. Communication was easy from the first discussion to the time we got home. Farnaz planned for us an exceptional trip in a very short time frame. Promise next trip we will contact Goway much earlier. Thanks again
Sue Blake
“50th Anniversary trip to Europe”
October 9, 2026, was our 50th wedding anniversary. To celebrate, I wanted to take my bride to Europe for 50 days. Also, other than the flight over, I wanted to make the trip by train. I contacted Farnaz at Goway. The trip we planned ultimately extended to 60 days. It was absolutely flawless. We had great hotels, great tours. Even though this trip was complex and had a lot of moving parts, there were no problems. Farnaz and the folks at Goway done a great job. I highly recommend them and will definitely use them on any future trips
Daniel Graff
“Fantastic Croatia experience. ”
We had a fabulous Croatia vacation with a cruise from Dubrovnik to Split, followed by land tours on Split and Opatija. Lodging was always comfortable and conveniently located. Tours and activities were perfectly suited to our interests. We have used GoWay for 2 vacations and are currently working on another.
Karen
“Great experience planning our Greece Vacation”
We recently worked with Jacqueline to plan our trip to Greece and had a wonderful experience. We made several revisions to our itinerary and Jacqueline was patient, understanding and prompt in responding to our needs. In addition to the specific tours she booked, she provided extra options and local suggestions for each place we visited in Greece. Her attention to detail and responsiveness made our trip incredibly memorable.
Mark Mendell
“Italy Trip to Rome and the Amalfy Coast”
Our GoWay tour representative, Michael Keon, was on top of all of our concerns and questions in a professional manner and we look forward to working with him in the future. Michael was very easy to work with and treated us like family.
Thomas
“Our travel agent”
Our travel agent, Melissa Moses, created the perfect itinerary for our recent holiday to Portugal. Melissa had also planned our previous trip to England/Scotland. We have a great deal of confidence in her ability as she really listens to what we are looking for and she caters the plans according to our comfort levels and interests.
customer
“Jacqueline F”
Jacqueline F. made our trip exceptional. Everything she planned or reserved worked out as it was supposed to. Croatia was amazing and I feel we were able to explore a lot of it because of Jacqueline.
Allen
“Fabulous Italy and Greece”
This was the first time we had utilized Goway. We wanted a custom itinerary for a 3 week Italy, Athens and Greek Island adventure. Edwina Brislane was receptive to our goals for the trip, had helpful suggestions and reacted well to our requested revisions. Lisa Dachuk helped "tie a ribbon" on the trip and ensured we had considered all aspects of the experience. Lisa dealt quickly with a couple of requests while on the trip and celebrated a successful trip with us. We enjoyed working with both Edwina and Lisa. Their knowledge and enthusiasm contributed to our very memorable trip.
Dan & Gail
“Greece Islands and Inland”
I recently traveled to Greece with friends, and our entire experience was exceptional thanks to the planning support we received from Avery at GoWay. Every part of our itinerary was organized with care, accuracy, and great attention to detail. Our accommodations — Hera Hotel Athens and Sofitel Athens Airport — were comfortable, well‑located, and exactly what we needed. All airfares from Calgary and the multiple transfers (airport to city centre, city centre to Piraeus Port, and back again) were perfectly coordinated and made the trip completely stress‑free. The 7‑night Idyllic Aegean Cruise was a major highlight. It was beautifully arranged and gave us an unforgettable way to explore the islands. Our excursions were equally impressive: Skip‑the‑Line Acropolis & Acropolis Museum timed entry, which made sightseeing smooth and efficient Classical Greece: Olympia, Delphi & Meteora, a breathtaking and well‑paced journey through some of Greece’s most iconic historical sites Avery was consistently responsive, knowledgeable, and proactive throughout the planning process. Every confirmation, transfer, and timing detail was handled flawlessly, allowing us to simply enjoy the trip without worrying about logistics. I highly recommend GoWay Travel — and especially Avery — for anyone planning a trip to Greece. This was one of the best travel experiences I’ve had, thanks to their outstanding service and organization.
Lorraine
“Great Irish experience.”
My wife and I have just returned from our 5th trip with Goway. Once again everything ran smoothly from first day to last. This trip was the 9 day all Ireland tour which covered both north & south Ireland. The tour was operated by Rabbies tours whom we used in Scotland and the 16 passenger van only had 6 passengers including us.Other than a couple of days the weather was prety good although the wind did get a bit wild. The pub food was delicious & i got a taste for real Guiness. We spent a few extra days in Dublin and found it very expensive, the excange rate didn't help. Our travel consultant Jaqueline personalised the trip and was very helpful.
George Croome
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.

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
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.
St. Peter's Basilica, Vatican

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, 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...

Siena

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...

Milano Duomo

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...

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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