Start your tour at Plaza Mayor, Madrid’s historic heart, a grand square surrounded by ochre-coloured buildings with arcades and bustling energy. Admire the equestrian statue of Philip III and the Casa de la Panadería’s frescoed façade. From here, head west along Calle Mayor, a lively street with shops and cafés, soaking in the city’s regal charm.
After about 10 minutes, you’ll reach Mercado de San Miguel (just off Plaza de San Miguel), a beautifully restored iron-and-glass market. It’s perfect for a quick lunch of tapas, think jamón ibérico, croquetas, or gambas al ajillo. Arrive early to avoid crowds; no reservations needed, but it’s a local favourite. Grab a glass of vermut to sip as you explore the stalls.
Continue east along Calle Mayor towards Puerta del Sol, Madrid’s bustling central square, home to the iconic bear and strawberry tree statue and the Kilometre Zero marker. Nearby, pop into Chocolatería San Ginés (Pasadizo de San Ginés, 5), a legendary spot since 1894, for churros con chocolate, thick, rich hot chocolate with crispy churros. It’s open late, no bookings, so expect a queue.
Next, head north up Calle de Preciados, a pedestrianised shopping street, towards Plaza de Callao. You’re now in the heart of Madrid’s theatre district, with the Art Deco Cine Callao building as a striking backdrop. From here, it’s a short walk to Gran Vía, Madrid’s answer to Broadway, lined with grand early 20th-century architecture. Pause to admire the Edificio Metrópolis at the corner of Calle de Alcalá, its dome topped with a golden statue.
Continue east along Gran Vía, then turn right onto Calle de Alcalá towards Plaza de Cibeles, where the stunning Palacio de Cibeles (now City Hall) and its fountain create a postcard-perfect scene. Nearby, you’re steps from Paseo del Prado, home to the Museo del Prado, Spain’s premier art museum. If time allows, dip in for a quick look at masterpieces by Goya, Velázquez, or El Greco (a highlights tour takes about an hour).
Loop back west via Calle de Huertas, in the vibrant Barrio de las Letras, where literary quotes are embedded in the pavement. Stop at Casa Alberto (Calle de las Huertas, 18), a historic tavern from 1827, for a quick vermouth or a tapa of albóndigas. It’s a classic, no-reservations spot, so arrive promptly to snag a table.
End your tour at Plaza de Santa Ana, a charming square with lively terraces. If you fancy a final treat, visit La Mallorquina (Calle Mayor, 2, near Puerta del Sol) for a Napolitana pastry or ensaïmada. Alternatively, relax at a café in the plaza, soaking up Madrid’s lively atmosphere.This 3-4 km route captures Madrid’s historic grandeur, culinary delights, and cultural gems, perfect for a four-hour stroll. Wear comfortable shoes for the mix of cobbled and paved streets
