A Luxury Italy Vacation That Skips the Clichés and Leans Into the Magic

Italy is popular for a reason—but that doesn’t mean your trip has to feel like everyone else’s. With us, you’ll trade selfie-stick crowds for private vineyard lunches, tour Venice with a local historian instead of a megaphone-toting guide, and eat the best pasta of your life… in someone’s home, not a hotel restaurant. We design immersive, custom Italy itineraries that go deeper—blending beloved highlights with hidden gems, boutique stays, and real-deal local experiences most travelers never even hear about.

Signature Experiences

Private Vineyard Lunch in Tuscany

Dine among the vines at a family-run estate where the wine is poured by the winemaker and the olive oil comes from their own grove.

After-Hours Tour of the Vatican Museums

See the Sistine Chapel in near silence on a private evening tour—no lines, no shoulder-to-shoulder crowds, just awe.

Hidden Canals & Artisan Stops in Venice

Explore the lesser-known sestieri of Venice by foot and boat, with stops at paper marblers, mask-makers, and a quiet campo for espresso.

Pasta-Making Class at the Pope’s Summer Palace

Learn to make handmade ravioli inside the papal estate at Castel Gandolfo, using ingredients sourced from the on-site farm—including, yes, the “holy” cows.

Why Our Clients Love the Italy Trips We Plan

  • We skip the tourist traps—without skipping the icons. You’ll see the Colosseum and the canals, of course. But we’ll help you experience them in ways that feel personal, not packaged.
  • We know all the best places. The trattoria that doesn’t have a website. The palazzo-turned-boutique hotel with frescoes above the bed. The town that’s somehow not on Instagram yet. We’ll take you there.
  • We personalize every bite and every view. Prefer Michelin stars or street food? Bustling cities or quiet countryside? We match your energy, appetite, and travel style with the perfect regions and experiences.
  • We make the logistics seamless. Italy’s trains, transfers, ferries, and local quirks can get messy fast. We smooth every connection so your trip flows as beautifully as a Puccini aria.
  • We get the pacing just right. We design itineraries with breathing room—so you can linger over that second glass of wine, wander down a street you weren’t planning to, or simply rest your feet without missing a thing.
  • We add moments you’ll never forget. A midnight gelato in a sleepy piazza. A surprise serenade on a gondola. That one sunset on the Amalfi Coast when everything just felt… right. These are the memories we build your trip around.

Coming Soon

Sample Italy itineraries (like Florence → Tuscany → Rome → Amalfi), plus city-by-city destination guides, villa picks, and tips for eating like a local.

Want to See the Italy Most Travelers Miss?

Let’s plan a luxury Italy vacation that feels personal, soulful, and just a little secret.