Italy tours & tailor-made trips

Plan your dream trip to Italy with a local expert

See a different side to Italy on a trip built just for you, by someone who lives there.

Custom itinerary planningHandpicked local experts
Complete peace of mindASTA membership, financial protection & 24/7 local support
A fairer way to travelBenefiting local communities
Florence city panorama as seen from Giardino Bardini, Italy

A journey to Italy is never just a trip; at every moment, it’s an opportunity for self-discovery and understanding.

Each experience along the way nurtures the soul and wants to be enjoyed slowly—for only at this unhurried pace will you find the deepest and most illuminating pleasures, whether you’re marveling at humanity laid bare through Renaissance art, sampling carefully honed flavors at family-run vineyards and trattorias, or sailing out on Mediterranean waters, in search of quiet islands and new perspectives.

We believe that to truly experience Italy, you need more than just a trip. You need a journey shaped by those who know it best. That’s why we connect you with handpicked local travel agents, who bring Italy’s heart and soul into every detail of an itinerary that’s uniquely yours.

Your Italy adventure awaits

Best time to visit

Shoulder seasons: April to May, September to October
Fall’s wine and harvest season: Late August to December, peaking September to October for wine
Skiing, Christmas markets and festivities: December to February

Destination highlights

To truly witness Italy’s diversity, head away from the mainland to spend time on its Mediterranean islands. Sardinia’s ancient Nuragic ruins, vineyards that grow in the shadow of Sicily’s Mount Etna, the volcanic secrets of the Aeolian Islands... There's much to explore, and island-hopping rewards travelers with plenty of unexpected landscapes and cultural surprises.

Price overview

US $4,500 - $5,000

All of our tailor-made trips can be 100% customized to your style—from budget stays to higher-end escapes.

Best time to visit

How it works

How would you like to plan your trip?

Build a trip from scratch with a local Italy expert, or pick a curated itinerary as your starting point and customize it until it's yours.

  • Share your preferencesTravel dates, budget, experiences and more
  • Connect with your local expertReceive your first itinerary within 48 hours
  • Refine your trip togetherFull flexibility and a hassle-free, personal service
  • Book with confidence24/7 support, secure payment, ASTA protected

Free to plan. No commitment until you book

Trip ideas

Recommended trips to Italy

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Meet your local experts

Your trip, planned by someone who actually lives there

Our local experts aren’t travel agents working from a brochure. They’re people who live locally and know the destination like the back of their hand. Alongside them, you’ll craft an authentic and immersive trip, filled with intimate knowledge and passion for the place they call home.

Start planning your trip
Florence city panorama as seen from Giardino Bardini, Italy
  • Jean-Pierre

    In my experience, Italy is best enjoyed slowly. I’ll show you how to spend more time in fewer places and explore off the beaten path.

  • Martina

    Working with TravelLocal has helped us grow our business and support our local community.

  • Jean-Pierre

    I'd recommend an extra day in Rome to explore a market. The Mercato Testaccio is a fantastic option for trying regional specialties and interacting with the locals.

Traveler stories

What our travelers are saying

Photo by traveler John Gawa in Italy
Even with the unfortunate weather we had a great experience in all the locations we travelled. One particular experience we enjoyed most was horse riding on the Appian Way.

John GawaTraveled in May 2026
Traveler Marc Lilley
Thanks to TravelLocal and [our local expert] Stefania we had an exciting, interesting, enlightening, educational and romantic Italy trip, all in one!

Marc LilleyTraveled in October 2025
Photo by traveler Ericca Terry in Italy
Everything was planned to perfection. From the time we landed and departed. My husband and I had a trip of a lifetime.

Ericca TerryTraveled in September 2025
Susan in Italy
Our local Italian travel guides planned a beautiful trip for us and were responsive to our wants, needs and questions.

Susan RobertsTraveled in November 2024
Photo by traveler John Gawa in ItalyTraveler Marc LilleyPhoto by traveler Ericca Terry in Italy+78k

78,000+ travelers have had a more authentic, tailor-made vacation

Places & highlights

Learn more about Italy

View of Punta Molentis Beach in Sardinia, Italy

A beginner’s guide to Sardinia

In this essential Sardinia travel guide, we run through the regional sights and experiences you won’t want to miss on a first visit.

Good to know

Frequently asked questions about Italy

Kathedrale in Florenz, Italien
  • April, May, and September are the best months to visit Italy. You’ll find comfortable temperatures, fewer crowds, and more affordable prices. July and August are the busiest and hottest months, particularly in popular cities such as Rome, Venice, and Florence. October is one of Italy's best-kept secrets: harvest festivals, truffle season, and temperatures still warm enough to enjoy the coast.

  • Italian is the official language. English is widely spoken in hotels, restaurants, and tourist areas across major cities and popular destinations. In smaller towns and rural areas, less English is spoken. While it’s easy to get around by using English, a few basic Italian phrases go a long way and are appreciated by locals.

  • US citizens can visit Italy visa-free for up to 90 days within any 180-day period under the Schengen Agreement. Your passport must be valid for at least three months beyond your departure date, though six months is recommended, and you'll need at least two blank pages for entry stamps. Always check current entry requirements before you travel, as rules can change.

  • Italy uses the euro (€). Cards are widely accepted in cities and tourist areas, though smaller restaurants, markets, and rural businesses often prefer cash, so it's worth carrying some euros. ATMs are easy to find in most towns and cities, but foreign transaction fees may apply depending on your bank.

  • Italy is a boot-shaped peninsula in southern Europe, extending into the Mediterranean Sea and bordered by France, Switzerland, Austria, and Slovenia to the north. Rome is the capital, with Florence roughly in the center and Venice to the northeast. Italy also has nearly 450 islands, including Sicily and Sardinia, which are accessible by flight or ferry from the mainland.

  • Italy is a well-established, popular destination and is generally safe for travelers. Petty theft, including pickpocketing, is the most common concern in busy tourist areas, and standard travel precautions apply. For the latest travel advisories and safety guidance, check the US Government Travel Advisory for Italy before you go.

Next steps

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