Completely custom trips to Italy that offer more places to go, more sites to see, and more things to do than any other travel site.
Get a Custom ItineraryCompletely custom trips to Italy that offer more places to go, more sites to see, and more things to do than any other travel site.
Get My Custom ItineraryCustom
Itineraries
Boutique
Hotels
The Finest
Food & Wine
Local
Guided Tours
Flights &
Transportation
Flexible
Scheduling
Simply tell us a little bit about where you'd like to go, and what you'd like to do. Our Italy travel experts will do the rest.
Tell us exactly what you want
Starts with a simple, 4 question survey that takes only minutes to complete
Designed around your interests like ideal locations, activities & food
Each trip we build is 100% custom-crafted for you, and no one else
Travel, accommodations & activities
Including everything you'll need for a perfect trip to Italy
Crafted by experts in Italian travel with over 30 years of experience
With an itinerary designed just for you and your interests
Every detail planned to perfection
One of kind experiences you can't get anywhere else
A Travel itinerary based on exactly the things you want to do
Backed by our exclusive Flexible Travel guarantee
We know you have options when it comes to booking your Italian vacation. Find out what truly sets Trips2Italy apart from the rest.
Most travel sites sell a handful of the same pre-packaged vacations. At Trips2Italy, we custom design each trip with thoughtfully selected destinations, activities and itineraries so you get the vacation of your dreams - not someone else's.
You don't want to see Italy, you want to live it & no one can do that better than Trips2Italy. Our founder Tommaso & his 100% Italian-born team have dedicated their lives to building the most extraordinary, one of a kind Itailan vacation experiences.
From exquisite destinations like Rome & Florence to lesser-crowded yet breath taking regions like Piedmont & Umbria. Whether you want to be beach-side or country-side, spend time in vineyards or at monuments - Trips2Italy will build a vacation that's perfect just for you.
With an Italian vacation custom-crafted just for you and no one else, you won't just see Italy - you'll live it
From where you go, to the amazing sites you see while you're there, your custom Italian vacation from Trips 2 Italy will be personalized around the things you like to do. Our Italian-born travel experts blend their insider knowledge of the country with over 15 years of custom vacation experience to create trip that's incomparable to any vacation you've experienced before. No matter what type of vacation you have in mind, an Italian getaway by Trips 2 Italy will create memories that will last a lifetime.
The process of planning your getaway with us is personal from beginning to end. From hand-selecting destinations, activities, and tours during the planning process to utilizing our 24/7 assistance while on your honeymoon, our custom vacations offer couples the chance to be personally catered to. Packages can include a single destination or multiple cities and regions, exciting touring experiences or open time in the itinerary to relax, food and wine tours or fine dining – the choice is yours.
Exclusively from Trips2Italy, our new Flexible Travel Plan allows our guests to reschedule their trips up to 30-days before their scheduled departure date with absolutely zero fees or costs to enroll. Should changes occur to your itinerary or the international travel situation after you have booked your trip, we will contact you to discuss the changes to the itinerary and your options, which could include modifying or postponing the trip. If you decide to postpone your trip, Trips 2 Italy will issue a letter of credit valid for 100% of your payment made toward the booking.
Get your free custom itinerary today
"Thank you, thank you, thank you - the trip was fabulous! The plans were set up perfectly and everything went off like clockwork. The cooking class in Florence was an amazing, small-group group experience. The chefs were entertaining and really made the cooking a joy."
Robin and Michael
"Our Italian honeymoon was one we'll remember for a lifetime. Every detail of our trip was perfect from the guided tours, to the free wine and champagne at every hotel. The restaurant recommendations were done with such care and thoughtfulness too. The trip was just perfect."
Rachel and Chase
"Trips2Italy planned the honeymoon of our dreams - it was truly everything we could have asked for and we can't imaging a better trip, or an easier planning experience. Our favorite excursions were the boat trip to Capri and the wine tasting in the Chianti region of Tuscany."
Allison and Joshua
No more scrolling travel sites looking for the perfect fit. Just give us a few details about your ideal vacation, and let our travel experts do the rest!
... and so much more!
"We honestly had the most incredible trip ever - everything was perfect from start to finish. Tours were amazing, the hotels were charming, the transfers allowed us to feel safe and secure. We truly indulged in the Italian culture."
| Rome & Venice
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Can't wait? Call 1-866-464-8259