We use essential cookies to make our site work. With your consent, we may also use non-essential cookies to improve user experience, personalize content, customize advertisements, and analyze website traffic. For these reasons, we may share your site usage data with our social media, advertising, and analytics partners. By clicking ”Accept,” you agree to our website's cookie use as described in our Cookie Policy. You can change your cookie settings at any time by clicking “Preferences.”
Design My Trip
Skip to main content
Stunning Lake Como scenic view with mountains in Northern Italy
Magnificent Florence Duomo and panoramic city view, Tuscany
Colorful Cinque Terre village on the Italian Riviera
Launch Offer: 30% OFF First 10 Travelers

Italy Planning for TravelersWho Want the Real City

Skip tourist traps. Eat where Romans eat. Get a custom itinerary + bookings + mobile app.

Check AvailabilitySee How It Works

Your Italy Pocket Companion

Everything You Need for Italy.
Nothing You Don't.

Your complete Italy itinerary, tickets, and interactive maps in your pocket. Access your entire plan instantly, get one-click directions via Google Maps, and never waste time searching for that hidden osteria again.

Interactive Itinerary

Day-by-day Italy schedule with timing

Curated Maps

Google Maps with all your Italy spots

Digital Wallet

All tickets and confirmations

Chic Trip app daily schedule view with real-time updates and notifications
Chic Trip mobile app showing interactive daily itinerary with activities and timing
Chic Trip app integrated Google Maps navigation with curated destinations
Chic Trip app offline mode showing full itinerary access without internet
Digital wallet in Chic Trip app storing all travel tickets and confirmations

6 Mistakes Travelers Make in Italy(That We Prevent)

Don't learn these lessons the hard way

Planning Venice to Amalfi Coast

Multi-city Italy gets complicated fast. We handle all the trains, transfers, and timing from Italy to Florence, Venice to Cinque Terre.

Queueing at the Uffizi & Accademia

Without skip-the-line tickets, you'll waste hours in Florence. We get you priority access to see David and all major museums.

Eating Near Tourist Hotspots

Those trattorias near the Trevi Fountain or St. Mark's Square? Tourist traps with frozen pasta. We send you where Italians actually eat in each city.

Navigating Italian Train System

Trenitalia vs Italo? Regional vs high-speed? We book all your trains and explain exactly how to navigate Italian rail.

Finding Hidden Gems in Tuscany

Beyond Florence, Tuscany is filled with hilltop towns, agriturismo farms, and family vineyards. We reveal the spots tourists never find.

Overpaying for Data Roaming

$10/day for slow data? We help you set up an affordable eSIM before you land, so you have high-speed internet the moment you step off the plane.

What You Get With Chic Trip Italy

Everything you need for the perfect Italy experience

Skip-the-Line Uffizi & Vatican

Priority access to museums across Italy

Authentic Italian Trattorias

From Roman osterie to Venetian bacari to Tuscan agriturismi

Multi-City Planning

Seamless logistics from Venice to Florence, Italy to Amalfi Coast. We handle all trains and transfers.

Cinque Terre & Hidden Gems

Access to secret coastal spots and hilltop Tuscan villages that tourists never find.

Launch Offer: 30% OFF for our first 10 clients

Italy Trip Pricing Calculator

Choose the level of support that fits your travel style. Pay for what you need.

2 travelers

3 days14 days

The Blueprint

DIY with Expert Guidance

$637$446

($223 per person)

2 travelers · 6-day Italy trip

  • Interactive Travel App (Itinerary, Maps & Budget)
  • Custom Day-by-Day Italy Itinerary
  • Curated Hotel Picks (Direct booking links)
  • Restaurant Recommendations (Reservation links)
  • Italy Logistics & Transport Guide
  • We do not handle bookings (You book yourself)
  • No Real-Time Support during the trip
Most Popular

The Concierge

For a Stress-Free Italy

$1224$857

($429 per person)

2 travelers · 6-day Italy trip

Everything in Blueprint PLUS:

  • Full Booking Service (Hotels, Trains, Dining)
  • Zero Markup Promise (You pay direct prices)
  • Skip-the-Line Vatican & Colosseum
  • Disruption Management (We rebook if cancelled)
  • Priority WhatsApp Support During Your Trip

Standard couple pricing. All prices shown with 30% launch discount applied.

The Math: Zero Markup Promise

We charge a flat planning fee. You pay real prices for Italy hotels and activities - no hidden markups.

With Chic Trip Italy

  • Planning Fee (6 days):$857
  • Hotel Markup:$0
  • Tours & Ticket Markups:$0
  • Flight Booking Fees:$0
  • Restaurant Reservation Fees:$0
  • Chic Trip Total:$857

Traditional Travel Agency

  • Planning Fee:~$600
  • Hotel Markup (30%):~$600
  • Tours & Ticket Markups:~$360
  • Flight Fees ($150/pp):~$300
  • Restaurant Reservation Fees:~$180
  • Total Extra Costs:~$2040

You save approximately $1183with Chic Trip on your 6-day trip for 2 travelers

Includes savings on planning fees, hotel markups, activity markups, flight ticketing fees, and restaurant booking fees

Frederic Canesso - Founder of Chic Trip, Franco-Italian travel expert

Meet the Team

Founded by Fred, a Franco-Italian passionate about authentic travel.

We are a team of passionate travelers building the service we wish we had. Too many travelers end up in tourist traps in Italy, overpaying for mediocre experiences. We wanted to change that.

Our job is simple: give you the Italy trip we'd plan for our own family. The real Italy, not the tourist version.

Local Expertise

Italy insider network

Curated Content

Authentic experiences

App-First

Modern travel tools

Email Us

Ready for the Italy Trip You Deserve?

Let's create your perfect Italy journey together.

Email Us

Takes less than 2 minutes - We respond within 24 hours

Planning a Multi-City Italy Tour?

Italy is often just the beginning. We curate the same authentic experiences from Venice to the Amalfi Coast.

Seamless Logistics

We handle trains and transfers between Italy, Florence, Venice, and beyond.

Unified Itinerary

One app, one contact for your entire Italian journey.

Same Standards

No tourist traps in Florence or Venice either.

Inquire about Multi-City Trips

Explore Italy, Florence, Venice, the Amalfi Coast, and more on one seamless journey.

Scenic Italian train journey connecting Italy, Florence, and Venice for multi-city travel

We make the complex Italy tour simple.

Frequently Asked Questions

Everything you need to know about planning your trip

We cover all of Italy! Italy, Florence, Venice, Milan, Cinque Terre, Amalfi Coast, Tuscany, Lake Como, and more. We specialize in multi-city trips with seamless train logistics.
A complete day-by-day plan on your phone with Google Maps links across all cities you're visiting. From Roman trattorias to Venetian bacari to Tuscan hilltop villages - everything mapped and timed perfectly.
We book all your Trenitalia and Italo trains, arrange car rentals for Tuscany/Amalfi Coast, and time everything perfectly. You get a unified itinerary across all regions - no stress about connections.
We send you secure, direct booking links. You pay the hotels and vendors directly (zero markups from us), ensuring you get the best public rate and full transparency.
Absolutely! We make the complex Italian rail system simple, get you skip-the-line museum access, and ensure you experience authentic Italy (not just tourist traps).