Flexible Half-Day Discovery • 4 hours 5
(73)

Santiago Your Way: A Personalized 4-Hour Exploration

Discover Santiago in a flexible four hours, with a host who plans ahead and adapts in the moment to how you want to explore.

What makes this experience special

This half-day walk is shaped by what you want from the city. Your host plans around your interests, then adjusts in real time to fit your pace, mood, and curiosity.

Key highlights

  • Start in Santiago’s historic center, with space to shift the mood
  • Let your host plan around your interests, then adjust along the way
  • Pause in a leafy park, a sunny plaza, or a quiet gallery, your choice
  • Drift through creative corners, everyday markets, or side streets
  • Feel Santiago’s rhythm in murals, music, or slow-moving street scenes
  • Explore at your own pace, with no pressure to cover it all
  • Leave with a sense of the city’s texture, not just its highlights

What to know before you go

Here’s everything you need to know before your day unfolds.

4 hours
Fully tailored to your preferences
English Other languages may be requested
Walking experience may use public transport for long distances

What’s included

Tailored itinerary based on your preferences
A knowledgeable host who knows the hidden gems
Flexible start times to fit your day

What’s not included

Food, drinks and shopping expenses
Transport fares or attraction entry fees

Meeting point

Plaza de Armas de Santiago, Pl. de Armas, 8320341 Santiago, Región Metropolitana, Chile

Cancellation

Free cancellation up to 24 hours before the experience

What to bring

How your day could unfold

A flexible, unscripted experience designed entirely around your interests. Your host will adapt the day based on what excites you most

Here’s what your experience could look like

These are just suggestions from our hosts to inspire your day. Your host will tailor the experience to suit your interests and tastes

Meeting point

Plaza de Armas de Santiago, Pl. de Armas, 8320341 Santiago, Región Metropolitana, Chile

Santiago Your Way: A Personalized 4-Hour Exploration

Historic Pulse at Plaza de Armas

Where stories and city life converge

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Santiago Your Way: A Personalized 4-Hour Exploration

You’ll meet at the city’s central square, where Santiago’s past and present flow side by side. It’s a grounding place to begin, your host might share a few starting points, but from here, the day is yours to shape.

Santiago Your Way: A Personalized 4-Hour Exploration

Café or Creative Corner in Barrio Lastarria

A soft start, shaped by your mood

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Santiago Your Way: A Personalized 4-Hour Exploration

This could be a moment to settle into Santiago’s creative rhythm. Maybe a tucked-away spot calls you that sparks conversation or curiosity. Your host listens and adjusts, letting the tone of the day unfold naturally.

Santiago Your Way: A Personalized 4-Hour Exploration

Markets or Artisan Passages Nearby

Everyday details that draw you in

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Santiago Your Way: A Personalized 4-Hour Exploration

From books and crafts to textures and scents, this part of the city invites quiet discovery. You might follow your senses through a local passage or pause where life feels most real, no plan, just possibilities.

Santiago Your Way: A Personalized 4-Hour Exploration

Your Kind of Pause, Hilltop or Street-Level

See the city from above or stay in step with its pace

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Santiago Your Way: A Personalized 4-Hour Exploration

A short walk could lead to a shaded viewpoint, where the buzz fades and Santiago stretches out below. Or perhaps you stay closer to the street, watching daily life from a park bench, in no hurry to move.

Santiago Your Way: A Personalized 4-Hour Exploration

Santiago in Motion, Murals, Music, or Quiet Wander

Let the energy guide the final stretch.

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Santiago Your Way: A Personalized 4-Hour Exploration

As you make your way back toward the center, the city reveals itself in movement. You might pass murals mid-paint, hear street music echo between buildings, or simply enjoy how Santiago feels when you’re not trying to see everything.

1. Select a date
2. Select start time
3. Tailor your experience
Answer a few quick questions to help your host craft the perfect day tailored to you.
1. What’s your preferred hosting style?
2. How would you like the pace of your day?
3. What’s your walking comfort level?
4. Are you celebrating something special?

Real Stories, Real Connections

See our hosts and guests creating memories
City strolls and bright conversations

City strolls and bright conversations

A colorful embrace against iconic tiles

A colorful embrace against iconic tiles

Relaxing on the water with friends

Relaxing on the water with friends

Balcony views and happy family vibes

Balcony views and happy family vibes

Exploring grand architecture together

Exploring grand architecture together

Tasting local flavors, one bite at a time

Tasting local flavors, one bite at a time

Capturing memories inside a stunning landmark

Capturing memories inside a stunning landmark

Immersed in Mexico’s Colorful Fiesta Spirit

Immersed in Mexico’s Colorful Fiesta Spirit

Laughs on the move

Laughs on the move

Exploring Mexico City’s Bustling Streets with New Friends

Exploring Mexico City’s Bustling Streets with New Friends

Sun-Soaked Stroll Through Historic Streets

Sun-Soaked Stroll Through Historic Streets

Capturing Moments by the Iconic Talavera Tiles

Capturing Moments by the Iconic Talavera Tiles

Toasting to Authentic Cantina Vibes

Toasting to Authentic Cantina Vibes

Santiago

Santiago

Good Company, Great Tacos, and Cold Cervezas

Good Company, Great Tacos, and Cold Cervezas

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What travelers think of our Flexible Half-Day Discovery experiences in South America

Gigi Aug 2025

Very good

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Anthony Aug 2025

Donatella was incredible! She made us feel like home in Naples. She showed us so much of the city, gave us fascinating history and we had great conversation!

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Ashleigh Aug 2025
Thomas Aug 2025

Ross was brilliant, knowledgeable and friendly. He took us to some great food places, gave good history and answered all my questions too.

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Ray Aug 2025

Very nice tour of the city. Informative as well. A great way to start your trip. Highly recommended.

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Sarah Aug 2025

My tour with Delia was a great balance of information, conversation, time for my questions—we covered a lot of ground but the time seemed relaxed. She is knowledgeable, friendly, and an ideal guide for someone who wants to know about London’s history as well as current life in the city.

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FAQs

Your questions, answered

Is this a traditional tour?

No. Our experiences are unscripted and designed around you. Instead of following a rigid itinerary, your host will plan a personalized journey that feels natural, immersive, and unique.

What if I don’t know what I want to explore?

That’s completely fine! Select an experience theme or a flexible discovery experience, and after booking, answer a few questions so your host can design the perfect experience for you.

Will I know my itinerary in advance?

Yes, you will have the opportunity to chat with your host directly and agree on a plan for the day. However, there’s always room for spontaneity and local surprises!

Will I see famous landmarks or just hidden gems?

Both! Your host will take you to iconic sights if you want to see them, but they’ll also introduce you to places and stories most travelers miss.

Can I request specific places to visit?

Yes! After booking, you will receive a questionnaire where you can highlight must-visit spots and anything else you’d like to include, and your host will craft your experience around them.

Can my host meet me at my accommodation?

Hotel meet-ups are available upon request in central areas. If you're staying outside the city, your host will recommend the best meeting spot and guide you with directions.

How does personalization work?

After booking, you’ll complete a short questionnaire about your interests and travel style. We’ll match you with the best host who will tailor the experience to you. You'll have the opportunity to chat with them before the experience and agree on a plan.

Can I change the meeting place?

Yes, you will be in touch with your host before your experience, and you can agree on a different meeting point with them. Your host can meet you anywhere central that’s convenient.

How much walking is involved?

This depends on the experience, but your host can adjust the pace to suit your comfort level.