14 Day Italy Trip-Rome, Tuscany, Amalfi Coast, Naples

Watch for Rescheduled Dates 

20 Guests/Tour

From $4,700


  • Day 1-Arrive in Rome, transfer to Hotel in Rome’s historical center.  Check-in, relax before Welcome group dinner in the evening.


  • Day 2- Morning guided walking tour of the historical “must see” destinations in Rome, including The Pantheon, Piazza Navona, Fontana di Trevi, Spanish Steps, Campo di Fiori & The Roman Forum. Afternoon, for those interested, a professional English speaking guide will lead you through the Coloseum.  For those not interested in attending Coloseum Tour, free to relax and enjoy La Dolce Vita Rome style.  Dinner on your own this evening.

  • Day 3- For those interested a guided, no wait in line tour of the Vatican will be organized to depart hotel at 8 am.  For others, another free day to enjoy Rome on your own.  Dinner this evening in the vibrant and energetic neighborhood of Trestevre.


  • Day 4- Depart Rome and head to the Tuscan countryside where we will stay in one of our favorite Agriturismo dotting the Chianti landscape.  We will check-in and relax to enjoy the scenery and atmosphere and enjoy some local chianti wine and snacks.  Dinner in Panzano with Dario the Butcher


  • Day 5-We will start the day with a trip to Siena, here we will have a few hours to roam the streets and alleyways of this medieval walled city.  Climb the bell tower, Torre del Mangia to enjoy the sweeping views, bask in the famous fan-shaped central square, Piazza del Campo, visit the frescoed Duomo….


  • When ready, we will depart Siena for San Gimignano, a tiny and quaint must see town of storybook quality just 30 mins from Siena.  San Gimignano is famous for its tall stone towers or skyscrapers, nicknamed little Manhattan.  During medieval times there once stood over 70 towers in this small village.  Great to stroll, shop, sip a spritz cocktail and once again enjoy La Dolce Vita!  


  • Depart San Gimignano and enjoy a group dinner at one of our favorite countryside Trattoria’s.


  • Day 6-Today we will relax at our Tuscan villa.  We can drive into town to shop for tonight’s outdoor dinner preparations at the villa.


  • Day 7- Day Trip to Florence. Dinner on your own in Florence


  • Day 8-Tuscan Winery Tour and tasting with Lunch in the cellars.  Visit the hilltop town of either Montalcino or Montepulciano.


  • Day 9-12 - Depart Tuscany and head to Positano on the Amalfi Coast. Here we will spend 3 days enjoying the views from this magnificent town.    Day trips could include Pompeii & Capri, or visit the town of Nerano by boat along the coast.


  • Day 12- Depart Positano and head to Naples. Check-in hotel.  Free night to explore this fascinating city where pizza di Napoletano is not to be missed!


  • Day 13- Walking Tour of Naples


  • Day 14-Depart Naples


*All tour Itineraries are subject to change based on group size, availability and group preference.

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