Sample Italy Itineraries

Every journey we plan is custom, but these sample itineraries show what's possible. Use one as a starting point, and we'll adjust the pace, hotels and experiences to fit you.

Venice

The Essence of Italy

10 days · Venice, Florence & Rome

Italy's three icons at a relaxed pace, with three nights in each city, connected by premium transportation.

Highlights

  • A private one-hour gondola ride through Venice's quiet side canals
  • Aperitivo with Prosecco on a hidden rooftop terrace above the lagoon
  • Hidden Florence walking tour, with courtyards, legends and the city's wine windows
  • A full day in Tuscany's Val d'Orcia, with wine and cheese tastings at family farms
  • Early access to the Vatican Museums and the Sistine Chapel, before public opening
  • A food tour of Rome by golf cart, including Testaccio Market

Day by day

  • Day 1, Venice: Arrive and check in.
  • Day 2, Venice: Private gondola ride, then a rooftop aperitivo.
  • Day 3, Venice: Murano, Burano and Torcello islands tour. Free afternoon.
  • Day 4, Florence: Premium transportation to Florence. Hidden Florence walking tour with a glass of Tuscan wine.
  • Day 5, Florence: Guided Accademia visit to see Michelangelo's David. Free afternoon.
  • Day 6, Val d'Orcia: Full-day countryside excursion with wine and cheese tastings.
  • Day 7, Rome: Premium transportation to Rome. Guided walk through the historic center to the Pantheon.
  • Day 8, Rome: Vatican Museums early access. Free afternoon.
  • Day 9, Rome: Food tour by golf cart. Free afternoon.
  • Day 10: Breakfast and departure.

Included: 9 nights in centrally located hotels, daily breakfast, all tours and tastings listed, premium transportation between destinations, and 24/7 local support in Italy.

Amalfi Coast

The Art of Italian Living

10 days · Venice, Florence, Sorrento & Rome

Italy's icons all the way down to Sorrento and the Amalfi Coast, with hands-on experiences along the way.

Highlights

  • Priority-access guided tour of the Doge's Palace in Venice
  • A private one-hour gondola ride through hidden canals
  • A Hidden Florence walk ending on the terraces of Brunelleschi's Dome, where few visitors ever step
  • A hands-on pasta and gelato class with local chefs
  • A guided walk through Sorrento's citrus groves, with limoncello tastings
  • A full day on the Amalfi Drive: Positano, Amalfi and Ravello
  • A food and wine tour through Trastevere and Rome's Jewish Ghetto

Day by day

  • Day 1, Venice: Arrive and check in.
  • Day 2, Venice: Doge's Palace guided tour, then a private gondola ride.
  • Day 3, Florence: Premium transportation to Florence. Free afternoon.
  • Day 4, Florence: Hidden Florence walk with the Dome terraces, then a pasta and gelato class.
  • Day 5, Sorrento: Premium transportation to Sorrento. Free evening on the coast.
  • Day 6, Sorrento: Citrus groves tour with tastings. Free afternoon.
  • Day 7, Amalfi Coast: Full-day Amalfi Drive with scenic stops.
  • Day 8, Rome: Premium transportation to Rome.
  • Day 9, Rome: Ancient Rome walking tour (Colosseum exterior, Roman Forum, San Clemente Basilica), then a Trastevere and Jewish Ghetto food and wine tour.
  • Day 10: Breakfast and departure.

Included: 9 nights in centrally located hotels, daily breakfast, all tours, classes and tastings listed, premium transportation between destinations, and 24/7 local support in Italy.

Cinque Terre

From Canals to Cliffs

10 days · Venice, Florence, Cinque Terre & Rome

Italy's art cities plus three nights by the Cinque Terre, lived through experiences you won't find on a standard grand tour.

Highlights

  • A private one-hour gondola ride through hidden canals
  • A Hidden Venice walk with cicchetti and wine at local bacari
  • A private vintage Fiat 500 drive through the Tuscan hills, with olive-oil tasting
  • Three nights by the Cinque Terre, with a two-day pass to hop between the villages
  • A hands-on pesto class in Vernazza with a local cook
  • A Colosseum tour with arena floor access, plus the Roman Forum and Palatine Hill

Day by day

  • Day 1, Venice: Arrive and check in.
  • Day 2, Venice: Private gondola ride, then the Hidden Venice cicchetti and wine walk.
  • Day 3, Florence: Premium transportation to Florence. Small-group, skip-the-line Accademia tour.
  • Day 4, Florence: Free morning, then a private vintage Fiat 500 tour through Tuscany.
  • Day 5, La Spezia: Premium transportation to La Spezia. Free afternoon.
  • Day 6, Cinque Terre: Explore Monterosso, Vernazza and Riomaggiore at your own pace.
  • Day 7, Cinque Terre: Free morning, then a pesto cooking class in Vernazza.
  • Day 8, Rome: Premium transportation to Rome. Food tour by golf cart.
  • Day 9, Rome: Colosseum arena floor, Roman Forum and Palatine Hill tour. Free afternoon.
  • Day 10: Breakfast and departure.

Included: 9 nights in centrally located hotels, daily breakfast, all tours and tastings listed, premium transportation between destinations, a 48-hour Cinque Terre Card, and 24/7 local support in Italy.

Make it yours

Pricing depends on the season, your travel dates and the hotels you choose, and we'll share a detailed quote with your custom proposal. International flights, tips and local city taxes are not included. We can add nights, upgrade hotels, swap experiences or combine destinations to create the trip that's right for you.

Plan Your Journey