Italy

Italy Vacation Packages and Travel Planning

It should come as no surprise that Italy is called Bel Paese - it means "beautiful country" in Italian.

Our passion for connecting Tenon travelers with other cultures is evident in the itineraries we plan for couples, solo travelers, families and groups.

Relax and rejuvenate along the Amalfi Coast.

Taste your way through the cities of Italy on a culinary tour - and even take a private cooking class.

Visit wine country, cruise on a Vespa, tour crypts in Rome and so much more.

Whether you’re looking for a vacation getaway or a once in a lifetime experience, we have everything you need to create the perfect package.

Sample Italy Itineraries

All of our trips are completely customizable based on your preferences.

We are adding new itineraries. Check back soon!

Choose Your Tour Type

Hopper Tours

Don’t want to drive yourself but not interested in hiring a personal driver guide? Let’s meet in the middle. Our Hopper Tours offer just enough structure, providing transportation from town-to-town and city-center accommodations, but enough flexibility to allow you to spend your time as you wish.

Self-Drive Tours

Travel through time as you experience thousands of years of history on “the Boot”. Whether you want to relax along the Lakes of Northern Italy, drink wine in the Tuscan Countryside, fight in the Colosseum or perform in the theater of Syracuse, we can help! Our self-drive packages allow you to experience all that Italy has to offer at your own pace.

Chauffeur Tours

Need a little more guidance on your trip? Or perhaps looking to add a bit of luxury to your experience? Maybe looking for your Caesar? Hire an expert private driver-guide to take you through Italy. Experience all of Italy’s most famed hot spots and highlights as well as hidden secrets as your very own driver takes you from place to place. There’s no way to beat the added touch of a knowledgeable local giving you insight into your trip!

Honeymoon Tours

Congratulations to you and yours! Nothing quite says romance like exploring the Tuscan countryside with your new hubby or wife without any of the stress of planning. Your Personal Travel Specialist will help you sort through your options so that you can focus on your wedding plans. You may join a tour, hit the road on a self-drive trip or even get a taste of luxury while hiring a chauffeur driver to show you around. Cozy B&B’s, luxury castles or fancy hotels rooms- it’s your choice.

Private Group Tours

We’ve had a number of groups travel with us throughout the years – some small, some huge (1,000 people for the Emerald Isle Classic!). Below you’ll find sample itineraries for the groups who have traveled with us in the past. These are just examples of the types of trips we can put together, and we specialize in customizing your tour to make it your own! One of our favorite group travel options is a customized Hopper Tour – we’ll set up your hotels and transportation, but you get to decide what you want to do with your time! Check out the list below for some ideas.

Regions of Italy to Visit

Ready to Start Planning Your Trip?

Our Travel Specialists are ready to craft the perfect Italy vacation!

Best Time to Visit Italy

There can be a large variety in weather depending on where you’re traveling.

We put together this helpful chart to help you decide on the ideal timing for your Italy trip.

Discover More About Italy

Our Favorite Restaurants in Italy

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Italy Accommodations

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Italy’s Most Cherished Custom: Aperitivi Italiani

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