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Custom Italy adventures since 2003

Italy, Arranged Around You

Luxury custom Italy vacations designed by Italian-born planners. Every detail shaped around how you like to travel, from the hotels to the pace of each day, with someone in Houston who picks up the phone.

Since 2003

Custom Italy adventures, planned from Houston, Texas.

Italian-born planners

People who grew up in the places you are going.

Your party only

Drivers, guides and boats reserved for you. Nobody joins.

A line in Italy

Answered day and night, from arrival to the flight home.

Custom luxury Italy vacations

Not a Package. Your Italy, Planned From a Blank Page.

Tell us the occasion and the people traveling, and we build the trip around them. The guide in Rome knows your names before you land. The car is waiting in the arrivals hall at Fiumicino. The table on the terrace in Ravello is set for two, at the hour the light turns gold over the Gulf of Salerno.

We have designed custom Italy vacations since 2003, for honeymooners, multigenerational families of fifteen traveling with grandchildren as young as three, graduates seeing Europe for the first time, and couples celebrating fifty years together. Many come back to plan a second trip. Most new travelers arrive because someone they trust sent them.

Your Italy, planned in one conversation.

Tell us the occasion and who is traveling. A planner calls within one business day.

Ways to travel

Trips Designed Around the Occasion

Every trip begins with the reason for it. The route, the pace and the hotels follow from there.

Venice before the day cruises arrive, a vineyard lunch in Chianti, and a private boat to Capri. Planned for two, paced for two.

Pizza classes, gladiator stories at the Colosseum and a pace that keeps a three-year-old and a grandmother equally happy.

Rome, Florence, Cinque Terre and Venice for the graduate, with the support at home that lets parents relax.

The adventure builder

Build an Adventure. Make It Yours.

Every sample adventure on this site is a working plan, not a brochure. Build one and shape it the way you would with a planner across the desk. Nothing is booked and nothing is charged. When you send it, an Italy specialist calls to talk it through.

Change the nights

Add a night in Florence, take one from Venice. Every stop is yours to control.

Choose the hotel style

A five-star in the historic center, a countryside estate, or an intimate boutique hotel where you are welcomed like family. We name the property once we know your dates.

Add what you love

Food tours, a private boat day, a cooking class, the Vatican before the crowds. Interests are matched to each city.

Save it, then send it

Save the adventure to My Adventures, come back to it later, and send it to a planner when it feels right.

Signature adventures

Sample Adventures to Start From

Each one opens in the adventure builder. Change the nights, the hotels and the days, then send it to a planner.

9 nights · Venice, Tuscany, Amalfi Coast

Best for honeymooners and couples seeking both countryside quiet and coastal beauty

Water taxi arrival in Venice, four nights in the Tuscan countryside with Chianti tastings, then a private boat to Capri.

9 nights · Rome, Gaeta, Sorrento Countryside

Best for families seeking history, coastal beauty, and authentic southern Italy

Rome by electric tuk-tuk, Pompeii with a local expert, a Naples street food walk and a private boat to Capri.

10 nights · Venice, Verona, Milan

Best for honeymoon couples seeking romance, art, and lakeside elegance

Cicchetti in Venice, Murano glass, the Arena in Verona and Lake Como’s villas by private boat.

11 nights · Milan, Florence, Cinque Terre

Best for graduates seeking culture, adventure, and Italy’s full spectrum

Michelangelo’s David, the Cinque Terre trails, Lake Como by boat and the Colosseum, in twelve days.

5 nights · Rome, Florence

Best for travelers who seek rare garden access and Renaissance villas

The Vatican Gardens, the water theater at Villa Lante and Villa Gamberaia above Florence.

11 nights · Palermo, Ragusa, Taormina

Best for families seeking culture, coastline, and hands-on discovery across Sicily

Monreale’s gold mosaics, chocolate in Modica, a family cooking class in Taormina and Etna with a local expert.

Destinations

Where Would You Like to Begin?

Twenty regions, each with its own table, its own light and its own way of spending an afternoon.

Positano, Ravello, Capri

Chianti, Val d’Orcia, Florence

The Vatican, the Forum, Trastevere

The Grand Canal, Murano, Burano

Bellagio, Varenna, villa gardens

Palermo, Taormina, Etna

Ostuni, Lecce, Matera

Val Gardena, Cortina

How it works

How Your Trip Comes Together

01

Tell us about the trip

The occasion, the regions, the dates and the people traveling. The trip designer takes three minutes, or call us.

02

We draft it

Within a day or two a planner sends a first itinerary: the route, the nights in each place, the hotel style and the days we arrange.

03

We refine it together

Two or three rounds is normal. Swap a city, add a night on the coast, trade a museum morning for a cooking class.

04

We look after the rest

Private transfers, activities and guides, reserved tables, a briefing call before you leave and a line in Italy while you are there.

Before and during your trip

Looked After From the First Call

Ten days before you leave, your travel specialist walks you through your trip in a detailed one-on-one briefing, so you set off prepared and unhurried.

And once you are in Italy, you are never on your own. When you land, someone is waiting in the arrivals hall. In Venice, someone meets the train. If a connection is missed in Munich or a taxi is caught in traffic, we are usually on the phone before you are, with the new flight already found and the guide already told.

“I had just got through customs and was looking up the number to call when Trips2Italy called me. They told me exactly what to do and they already knew what flight we had been rebooked on.”
Valdez
In their words
“Every single guide was at the meeting place and on time. Every car driver, every water taxi, all perfect.”
Wilner
“This was the 5th trip you have planned for us. You planned the trip so that we were able to visit totally different sites than our first visit.”
Michael and Barbara Barbella
Talk to a planner

Start With a Conversation

Three quick answers and your details. An Italy Travel Expert calls you within one business day to listen first, then sketch the trip. Prefer the phone? We are in Houston, on Central time.

Custom adventures are designed around your budget.

Talk to a Trip Planner

Three quick answers and your details.

Or call 1-866-464-8259. No obligation.

Before you call

Questions We Hear Most

A package is a fixed product with your name added to it. A custom Italy vacation starts from what you tell us: the occasion, the regions that pull at you, the pace you keep and the people traveling. An Italy specialist builds the route, the nights in each place, the hotel style and the days we arrange, then refines it with you over two or three conversations. Where privacy matters, we arrange it. Where a small group adds to the experience, we arrange that too. Every choice is yours, and nothing is fixed until it feels right.

Yes, and most travelers do. Every sample adventure on this site opens in the adventure builder, where you can change the nights in each stop, choose the style of hotel, add interests matched to each city and send the result to a planner. You can also save it to My Adventures and come back to it later. The sample is a starting point; the trip we arrange is yours.

Your trip is designed by Italy specialists at an Italian-founded company that has been creating custom Italy vacations since 2003. Our office is in Houston, Texas, so you plan in your own time zone with people who know the country first-hand and return to it often.

You are never on your own. Before you leave, your travel specialist walks you through your trip in a detailed briefing. During the trip, you can reach a team dedicated to our travelers at any hour. If a flight is cancelled, a train runs late or you need medical help, we advise you, speak with everyone affected on your behalf, and make the arrangements to keep your trip on track. Some situations, like a museum closing on short notice, are outside our control. In those cases, we look at every option with you and find the best way forward.

For summer travel, the Amalfi Coast, Lake Como and Venice, six to nine months gives the widest choice of hotels and the best times at the Vatican and the Last Supper. Spring and autumn trips plan comfortably four to six months out. Honeymoons around a wedding date and family trips during school holidays benefit most from an early start, though we regularly arrange shorter-notice trips as well.

Yes, and many other kinds. Whether you are traveling solo, as a couple, with family or with a group of friends, we tailor the trip to your interests, pace and budget. That includes family vacations, honeymoons, anniversaries, milestone birthdays, graduation trips, heritage trips to the towns families came from, and trips shaped by food, wine, art, history or the outdoors. A slower pace and airport assistance for grandparents, a day on the water for a couple, a Grand Tour of Rome, Florence and Venice for a graduate seeing Europe for the first time: each trip is designed around the traveler, never around a standard format.

Ready when you are.

Italy Travel Experts in Houston, since 2003. No obligation.