The speaker is going on a 10-day holiday trip to three cities in Italy - Rome, Venice, and Florence. In Rome, they will visit landmarks like the Colosseum and Pantheon over 4 days. They will then take a train to Venice and spend 3 days visiting St. Mark's Square, the Doge's Palace, and touring the canals by gondola. The final destination is Florence, where over 2 days they will see landmarks such as the Cathedral, Palazzo Vecchio, and Uffizi Gallery. They aim to enjoy the beautiful scenery and delicious food during their trip to the historic Italian cities.