Cultural

10-Day Italy Classic — Rome, Florence & Tuscany

The greatest hits without the rush — three nights in Rome, two in Florence, four in the Chianti hills.

10 days / 9 nights
Trip length
From $4,200
Per person

An easy-paced loop through Italy’s heart. Skip-the-line tickets at the Vatican and the Uffizi, a private wine tour in Chianti, and a free day to wander Florence on your own.

Highlights

Three regions, one trip

Rome's grandeur, Florence's art, Chianti's pace — without the rush.

Skip-the-line everywhere

Vatican, Colosseum, Uffizi — no waiting, just walking right in.

Stay where locals stay

A countryside agriturismo, not a chain hotel. Wine flights and breakfast on the terrace.

🍷

Authentic food + wine

Cooking class, vintner-led tour, pasta walk in Trastevere.

Itinerary at a glance

  1. Day 1

    Arrive Rome

    Private transfer to your hotel near the Spanish Steps. Easy first dinner.

  2. Day 2

    Vatican + Colosseum

    Skip-the-line tickets, English-speaking guide, lunch at a local trattoria.

  3. Day 3

    Free day in Rome

    Optional food walk through Trastevere, or a pasta-making class.

  4. Day 4

    Train to Florence

    Fast train (1.5 hrs). Afternoon Duomo + Ponte Vecchio walk.

  5. Day 5

    Uffizi + Accademia

    Skip-the-line tickets to see David and the Renaissance highlights.

  6. Day 6

    Drive into Chianti

    Pick up rental car, settle into your countryside agriturismo.

  7. Day 7

    Wine + village day

    Private wine tour with vintner. Lunch in San Gimignano.

  8. Day 8

    Val d'Orcia day trip

    Cypress hills, Pienza for cheese, and Montalcino for Brunello.

  9. Day 9

    Slow Tuscany day

    Cooking class at the agriturismo. Pool, books, naps.

  10. Day 10

    Fly home

    Drive to Florence airport, fly home rested and well-fed.

What's included

  • Round-trip airport transfers (Rome arrival + Florence departure)<br />
  • 3 nights Rome boutique hotel<br />
  • 2 nights Florence boutique hotel<br />
  • 4 nights Tuscan agriturismo<br />
  • Rental car (Florence to Tuscany)<br />
  • Vatican + Colosseum skip-the-line tickets with guide<br />
  • Uffizi + Accademia skip-the-line tickets<br />
  • Private Chianti wine tour with lunch<br />
  • Cooking class at the agriturismo<br />
  • 24/7 advisor support during your trip
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