Destinations / Italy Italy

Italy, one region at a time

Italy is really many regions that happen to share a language. On the Amalfi Coast, the day is shaped by the sea and a long lunch. By train through Rome, Florence and Venice, you see how each city's art, food and civic pride grew up differently.

Length
8 days, 7 nights
Routes
Three to choose from
Seasons
Spring, early summer, September
Plans from
$507.3/mo
See datesBook a call
Ways to see Italy

Choose your route

Each Italy route covers different regions at a different pace. All of them are fully handled by our team.

The Amalfi CoastDates available

The coast, the lemon groves and a private boat day, with the sea setting the pace.

Amalfi Coast · Capri · Pompeii · Naples · Sorrento · Postiano
Italy by TrainDates available

Rome, Florence and Venice by train, with the art, food and character of each city.

Rome · Florence · Venice
What makes Italy with us different

The parts that are hard to arrange on your own

The Amalfi Coast from the water

On our Amalfi Coast route, a private boat day shows you the cliffs and villages the way they were meant to be seen, from the sea.

Art cities by train

Rome, Florence and Venice each grew up with their own art, food and pride. Traveling between them by train lets you feel the change from one region to the next.

Meals that take their time

Italian meals are meant to be long. We plan group dinners that leave room for a second course and a second conversation.

The route

Where the Italy trip goes

Stops vary a little by departure. Each trip page shows its exact day by day.

1Naples
2Pompeii
3Capri
4Amalfi Coast
5Postiano
6Sorrento
Choose your dates

Every Italy departure

Route:|
Apr 18 to Apr 25, 2027Rome, Florence & Venice: 8-Day All-Inclusive Italy Group TripOpen for booking$1,058/moView trip
Jun 28 to Jul 5, 2027Amalfi Coast Group Trip: 8-Day All-Inclusive with a Private Boat DayOpen for booking$648/moView trip
Jul 9 to Jul 16, 20278-Day All-Inclusive Amalfi Coast Group Tour: Capri, Pompeii & PositanoOpen for booking$608/moView trip
Jul 29 to Aug 5, 2027Italy by Train: 8-Day Lake Garda & Venice Sunlit Summer with Jordan BauthOpen for booking$507/moView trip
May 27 to Jun 3, 2028Early Summer on the Amalfi Coast: 8-Day Exclusive Italy Group TripOpen for bookingView trip
Jun 8 to Jun 15, 2028Amalfi Coast in June: 8-Day Exclusive Sorrento & Capri Group TourOpen for bookingView trip
Sep 4 to Sep 11, 2028Amalfi Coast in September: 8-Day Exclusive Late Summer Group TripOpen for bookingView trip
Sep 16 to Sep 23, 2028Amalfi Coast Group Trip: 8-Day Exclusive Capri & Positano by BoatOpen for bookingView trip
Jun 18 to Jun 25, 2027Amalfi Coast Women's Trip: 8-Day All-Inclusive Italy Group TourWaitlist openJoin the waitlist
Jul 19 to Jul 26, 2027Amalfi Coast Summer Group Trip: 8-Day All-Inclusive Italy VacationWaitlist openJoin the waitlist
On the ground

Italy with our groups

In their words

Travelers and hosts on their trip

Italy questions

Before you go to Italy

How much walking should I expect?

A fair amount. These are adventure-style trips with historic streets, stairs and cobblestones. Trips carry a Prepare to Walk or Lots of Walking tag when it applies.

Do I need a visa?

Most of our destinations do not require a visa for U.S. citizens. If you hold a different passport, check the entry rules for your nationality before booking. We are happy to help you find them.

Will there be food I can eat?

Yes. Share your dietary preferences at checkout. Vegetarian options are always provided at group meals. Fully vegan diets can be trickier in some destinations, so tell us early and we will plan with you.

Are flights included?

Flights are not included, on purpose, so you never get stuck with long layovers we picked for you. You choose the flight that suits you and we help you find good rates. Land within the Day 1 arrival window shown at checkout and our team greets you just outside arrivals.

Want to talk Italy through first?

Our team will walk you through dates, rooms and payment options, and tell you honestly whether this is the right trip for you.
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