Top Santiago Trips & Tours in September 2025

Enjoy a day trip outside of Santiago to one of South America's and one of the world's most renowned wineries - Concha y Toro. The scenery is expansive rolling hills draped with vineyards with the snowcapped Andes mountains as a backdrop. Don't miss the famous Casillero del Diablo - the cellar of the devil!

This 13-day tour of Chile takes you from Northern Chile's Atacama Desert, to Santiago, the Lake District, then Torres del Paine. Along the way, enjoying hiking, biking, wine tasting, rafting, and other activities as you experience both the metropolitan and natural sides of Chile.

Visit two distinct and atmospheric cities with a day tour of Chile's Pacific Coast. Begin in Viña del Mar, a leading beach destination and South America's second popular tourist city. Glimpse the ornate wooden buildings that line this charming coastal town before heading inland to Valparaiso, where you can explore cobblestone streets and wander historical markets.

Start exploring Santiago, the capital of Chile, on this half-day tour! Visit La Moneda, and Plaza de Armas. Climb Cerro Santa Lucía and make your way through Bellavista's neighborhood.

Tour Perez Cruz, a boutique winery located on the estate grounds of the Perez Cruz family, then head towards Santa Rita winery to experience its grape variety garden. Enjoy a delicious lunch in Santa Rita's traditional restaurant, "Doña Paula," a beautiful mansion of colonial architecture with paintings displayed from artistic movements.

Sample some of Chile’s internationally renowned wines on this three-day getaway in the enchanting Colchagua Valley, exploring the vineyards in style via walking and horseback riding before spending the nights in luxury accommodations after full days of wine-induced decadence.

Enjoy a 3-day tour to the Chilean coast to visit the cities of Valparaiso and Viña del Mar. Explore the chic beach-side cities and taste local wines before returning to Santiago.

Take in the sights, sounds, food, and culture as you explore Santiago, Buenos Aires, and Rio de Janeiro. This 10 day itinerary includes free days and optional activities so you can set the pace of your South American vacation!

Enjoy a 5-day All-Inclusive Nayara Alto Atacama tour near San Pedro de Atacama, Chile. Visit salt flats, geysers, lagoons, and Andean peaks with expert guides. Try stargazing with a private telescope and enjoy small-group excursions. The lodge blends with its surroundings, offering views and a sustainable desert stay.

Explore Rapa Nui on this 5-day Easter Island trip. Uncover the mysteries of an enigmatic culture as you stroll around Hanga Roa village, connecting with the earth and learning the legends and traditions of the Rapa Nui.