Unplanned Detours crafts immersive, serendipitous travel experiences where the detour becomes the destination. We partner with locals to design unexpected adventures—hidden alleys, spontaneous feasts, and unforgettable encounters—turning tourists into storytellers. No itineraries, just authentic moments.
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Most popular tours and activities from Unplanned Detours
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Santiago Skyline: Cable Car & San Cristobal Walking Tour
Discover Santiago from above on our Skyline Santiago: Explore San Cristóbal by Funicular & Cable Car tour! Start in vibrant Bellavista, home to colorful streets, bohemian nightlife, restaurants, and artisan shops. Skip-the-line to ride the historic funicular to the summit of Cerro San Cristóbal, home to the towering Virgin of the Immaculate Conception statue and breathtaking city views. Visit the Sanctuary, explore green terraces, and sample traditional treats like mote con huesillos. Then soar across the sky on the cable car, gliding over parks, gardens, and Santiago’s modern skyline. Walk through the peaceful Pedro de Valdivia Norte neighborhood and admire outdoor sculptures before ending the tour near the historic Teatro Oriente. This 2.5-hour guided experience is perfect for travelers who want to mix panoramic views, nature, and local culture in one unforgettable Santiago adventure!
2 hours and 30 minutes
easy
From$59
520
Santiago, La Moneda, Plaza de Armas & Santa Lucía Walking Tour
Explore the heart of Santiago on this small-group walking tour through its historic landmarks and hidden gems. Visit iconic sites like La Moneda Palace, Plaza de Armas, and the Metropolitan Cathedral. Stroll down charming streets like New York Street and pass by Casa Colorada as your guide shares fascinating stories of Santiago’s colonial roots and the city’s transformation over the centuries. Along the way, admire neoclassical architecture, lively plazas, and the everyday rhythms of local life. Enjoy local anecdotes, cultural insights, and photo stops that bring the city’s past and present together. The tour ends with panoramic views from Santa Lucía Hill — a scenic and symbolic spot where Santiago was founded. This 3-hour guided experience offers a rich and unforgettable look at the layers of history and culture that define Chile’s capital — ideal for curious travelers, history lovers, and first-time visitors alike.
5161
525
La Moneda Changing of Guard & Historic Santiago Walking Tour
Step into Santiago’s past on this 3-hour walking tour through the city’s historic center. Start at La Moneda Palace to witness the Changing of the Guard, then explore Plaza de Armas, the Metropolitan Cathedral, and other iconic landmarks. Stroll through charming streets like Calle Nueva York and discover hidden corners like Casa Colorada, while your guide shares vivid stories from colonial times to the present day.You’ll see how history and modern life blend as you walk past grand architecture, lively plazas, and bustling streets. The tour ends with sweeping city views from Santa Lucía Hill — the very spot where Santiago was founded.Ideal for anyone curious about Chile’s past and present, this small-group experience brings Santiago’s contrasts to life.
518
Cousino Macul Private Vineyard Tour with 6 Wine Tastings
Embark on an exclusive journey into Chilean wine history at Viña Cousiño Macul (est. 1856)—the country's only 19th-century winery still owned and operated by the founding family. Round-trip private transportation from Santiago is included for a stress-free experience.This immersive tour highlights the estate's tradition, history, and commitment to sustainable practices, including solar energy and regenerative agriculture, all designed to preserve its unique Maipo Valley terroir.Choose Your Experience:Daytime Premium Tour:The visit culminates in an extensive, two-part tasting featuring six signature wines: The Historical Tour: Your guided visit includes the magnificent century-old winery and the famous subway cellars—a brilliant feat of 19th-century engineering.Guided Tasting: Sample 3 core wines: Varietal, Reserva, Gran Reserva while touring the vineyard.Premium Pairing: Learn and taste 3 other premium wines (Gran Reserva & Premium selections), expertly paired to enhance their complexity. Enjoy free time to stroll the beautiful Macul Gardens and shop the boutique. You will receive a Cousiño Macul Wine Glass souvenir to take home.Historic Twilight Picnic: Experience a romantic sunset escape. This option includes Historic Cellar Tour: Your guided visit includes the magnificent century-old winery and the famous subway cellars—a brilliant feat of 19th-century engineering.Guided Tasting: Sample 3 core wines: Varietal, Reserva, Gran Reserva while touring vineyard.Sunset Picnic: As twilight approaches, head to the tranquil Jardín de Macul to settle onto a blanket. Enjoy a beautiful sunset over the Andes, complemented by an exquisite cheese board and your own full bottle of wine per person, often a Rosé, turning the Maipo sunset into a perfect, picturesque picnic. Ready for an unforgettable journey into history and wine?
111
Santiago Financial District, MUT & SkyCostanera Private Tour
Discover the vibrant economic heart of Santiago on this private walking tour through the modern financial district of Las Condes, locally known as "Sanhattan."Begin at the iconic Edificio Cruz del Sur, a symbol of Chile’s economic growth. Visit the historic Escuela Militar, where you’ll learn about Chile’s military heritage and architectural beauty. Stroll through Isidora Goyenechea Avenue, a hub of sleek architecture, trendy restaurants and Santiago’s financial hub. Discover the hidden gem of Titanium Park, an urban oasis with stunning views of Santiago’s surrounding hills and tour the recently open Mercado Urbano Tobalaba (MUT), a dynamic market blending commerce, culture, nature, and sustainability with over 300 shops and diverse culinary offerings inspired in Manhattan's Chelsea Market. End this 2.5 hour guided tour with panoramic views from the Sky Costanera, Latin America’s tallest building, and take in breathtaking views of Santiago and the Andes.
517
Haras de Pirque Private Vineyard Tour and Wine Tastings
Imagine sipping organic wine inside a giant, architecturally stunning horseshoe, gazing out at the Andes mountains. This is the experience at Haras de Pirque, where thoroughbred tradition meets the prestigious winemaking legacy of the Antinori family.Forget the hassle! We include private, round-trip transportation from Santiago.Choose Your Experience:- Classic: The essential story. Tour and taste 3 core wines— Albaclara Sauvignon Blanc, Hussonet Cabernet Sauvignon Gran Reserva & Galantas Cabernet Franc, the perfect introduction to the vineyard's heritage and flavor.- Icono: The crucial upgrade. Tour and taste 4 signature wines: Albaclara Sauvignon Blanc, Hussonet Cabernet Sauvignon Gran Reserva, Galantas Cabernet Franc & Albis Red Blend accompanied by pairing with snacks.- Private Albis: Tour with your personal guide and enjoy a 3 premium wine tastings - Albaclara Sauvignon Blanc, Hussonet Cabernet Sauvignon Gran Reserva & Albis Red Blend paired with fine cheeses and artisanal charcuterie in the spectacular tasting room inside the cellar.- Sunset Tour & Dinner: The ultimate escape. Includes a Tour, tasting, Gourmet Dinner, and a complimentary bottle of wine to take home!Ready to escape? This is more than a tasting—it's an unforgettable adventure.
2 hours and 30 minutes
easy
From$29
Sky Costanera & Las Condes Financial District Walking Tour
Discover the vibrant economic heart of Santiago on this private walking tour through the modern financial district of Las Condes, locally known as "Sanhattan."Begin at the iconic Edificio Cruz del Sur, a symbol of Chile’s economic growth. Visit the historic Escuela Militar, where you’ll learn about Chile’s military heritage and architectural beauty. Stroll through Isidora Goyenechea Avenue, a hub of sleek architecture, trendy restaurants and Santiago’s financial hub. Discover the hidden gem of Titanium Park, an urban oasis with stunning views of Santiago’s surrounding hills and tour the recently open Mercado Urbano Tobalaba (MUT), a dynamic market blending commerce, culture, nature, and sustainability with over 300 shops and diverse culinary offerings inspired in Manhattan's Chelsea Market. End this 2.5 hour guided tour with panoramic views from the Sky Costanera, Latin America’s tallest building, and take in breathtaking views of Santiago and the Andes.
2 hours and 30 minutes
easy
From$59
2 hours and 30 minutes
easy
From$39
3 hours and 30 minutes
easy
From$149
2 hours and 30 minutes
easy
From$89
4 hours and 30 minutes
easy
From$199
Itineraries by Unplanned Detours
Explore travel itineraries created by Unplanned Detours to inspire your next adventure.
