Valparaíso

The best time to visit Valparaíso is from November to March, when summer brings warm, dry days and clear skies, ideal for exploring the hills and coastline. January and February are the warmest months, though also the rainiest stretch, with occasional showers. Spring (September to November) and autumn (April to May) offer mild temperatures and fewer crowds, but expect more overcast days. The city's famous New Year's fireworks on the bay are a highlight if you visit in late December.

Stay in Cerro Alegre or Cerro Concepción for the classic Valparaíso experience: colorful houses, street art, and cafes. These hills suit first-timers and walkers. The city center, around Sotomayor Square, is convenient for transport and history. For a quieter, more residential feel, consider the lower slopes near the coast. Hotels like Ayca La Flora, Casa Galos, and Hotel Boutique Acontraluz are in these areas.

Start at Sotomayor Square, the city's historic heart, then walk to Prat Pier for harbor views. Climb to Paseo 21 de Mayo for the classic postcard panorama of the bay and hills. Visit La Sebastiana, Pablo Neruda's quirky house-museum, and the Open-Air Museum for murals on Cerro Alegre. The Flower Clock and Piano Staircase are quick, iconic photo stops. The Valparaiso Cultural Park offers contemporary art in a converted prison.

You can take a full-day tour to Viña del Mar, a coastal city with beaches and gardens, and to Santiago, where you can see the capital's landmarks and wineries. The tours also include a sailing trip along the Valparaíso and Viña del Mar coast, and a surfing and sandboarding outing with sea lions. For a classic day trip, you could also visit the nearby port town of Concón, known for its dunes and seafood.

Plan 2 to 3 days. In two days, you can see the Flower clock, Sotomayor Square, Prat Pier, and La Sebastiana, plus wander the hillside neighborhoods. Add a third day for the Open-Air Museum, Baburizza Palace, and the Piano Staircase. If you want a day trip to Viña del Mar, add an extra day.