To prepare your family for this trip, practice stopping suddenly while you walk. So you'll be ready for the remarkable views. Then pick the most delectable pesto alla Genovese and pecorino toscano you can find. Finally get your fill of just-off-the-boat fresh seafood, friendly people, warm sunlight, the azure sea, cypress trees and hill towns. You've got a good start.
1-2 Explore two distinct regions of Italy in one amazing trip Hike through the dramatic landscape to Portovenere, taking in sweeping vistas of the Golfo della Spezia Feast on fresh seafood on Palmaria Island Explore the Cinque Terre's spectacular coastline, a World Heritage site, by foot and train Well-groomed paths lined by ancient stone walls lead from stunning Riomaggiore through cliffside Manarola, quiet Corniglia and colorful Vernazza to inviting Monterosso al Mare.
3 Pass trompe l'oeil-adorned villas en route to pretty Portofino, playground of the rich and famous A walk along Portofino's postcard-perfect waterfront is a must before heading inland to Chianti.
4 Stroll through quintessential Tuscan villages, vineyards and cypress-flanked lanes Enjoy the distant views of Siena as you walk from historical Badia a Passignano Abbey to Greve in Chianti, and perhaps shop for local delicacies A classic Tuscan landscape, with vistas of the medieval hamlet of Montefioralle, spreads out before you Sip regional wines at a fun and informative tasting.
5-6 Bold balsamic vinegars dance across your tongue in ancient ridgetop Radda, the epicenter of Chianti Classico Visit Volpaia, a medieval village-turned-winery Soak up grand pastoral panoramas from the strada bianca (white road), surrounded by vineyards.