For a 2026 Italian itinerary, the best way to combine Cinque Terre is with the Portofino Peninsula and Pisa. Since you usually arrive via Pisa Airport, spending a morning at the Leaning Tower before taking the 1-hour train to La Spezia is a high-value "two-for-one." Just north of the five villages lies Santa Margherita Ligure and the iconic Portofino; these spots offer a more glamorous "Jet Set" vibe compared to the rustic charm of Cinque Terre. You can also easily add a day trip to Lucca, a stunning walled city in Tuscany, or explore the "Gulf of Poets" and the town of Portovenere, which is often called the "sixth village" of Cinque Terre but is much less crowded. Combining these areas allows you to experience the rugged Ligurian cliffs, the high-fashion Italian Riviera, and the historic heart of Tuscany all within a single, manageable 7-to-10-day loop using Italy's efficient regional rail network.