A 3-Day Private Tour Exploring Chile: Santiago, Valparaiso, and the Andes
Chile is full of contrasts—urban sophistication, vibrant culture, and jaw-dropping natural beauty. If you’re looking to see the highlights in a relaxed yet well-organized way, this 3-day private tour offers an immersive experience starting from Santiago, venturing through coastal towns, vineyards, and up into the majestic Andes. With a personal guide dedicated to your party, you’ll get both insider insights and the flexibility to explore at your pace. Priced at $640 per person, this experience offers good value considering the private nature and inclusions such as meals, wine tastings, and transportation.
What we particularly like about this tour is the balanced itinerary—it combines city sightseeing, cultural enrichment, and breathtaking landscapes—delivered in a way that feels personal and relaxed. The fact that it’s private means you can skip the crowds and go at your own pace, allowing for more meaningful interactions with your guide, Juanito, as mentioned in reviews. The inclusion of a wine tasting at Concha y Toro and a visit to El Yeso Reservoir for mountain scenery are definite highlights, offering tangible moments of connection with Chile’s diverse landscapes.
One potential consideration is the long days involved, especially on day two with a drive into the Andes. If you’re not used to busier days or variable mountain weather, it’s worth packing accordingly. This tour suits travelers who appreciate a comprehensive, personalized experience and are eager to see both urban and natural Chile, especially those who want to avoid the hassle of planning multiple excursions independently.
If you’re keen on a well-rounded, authentic glimpse of Chile—covering its capital’s heartbeat, its coastal charm, and its mountain majesty—this tour is an excellent fit.
Key Points
- Private and personalized experience with a dedicated guide.
- Diverse sights, including Santiago’s historic sites, Valparaiso’s colorful hills, and Andean landscapes.
- All-Inclusive: meals, wine tastings, entrance fees, and transport.
- Perfect for travelers who want a comprehensive Chilean adventure without the hassle of planning.
- Long but rewarding days with a mix of walking, driving, and scenic stops.
- Family-friendly and suitable for most travelers, with easy access and a relaxed pace.
An In-Depth Look at the 3-Day Private Tour of Chile

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Starting in Santiago: City Highlights and Cultural Riches
The tour begins with pickup from your hotel in Santiago, making it easy to start your adventure stress-free. Your guide, Juanito, will lead you through the city’s most notable sights, providing context and stories that bring the places alive.
The day’s first stops focus on Santiago’s core—La Moneda Palace and Constitution Square—places heavy with Chilean history. You’ll learn about the military coup that changed the country’s course. Moving to the Plaza de Armas, you’ll see the Metropolitan Cathedral and observe local artists and the Mapuche Monument, giving you a taste of Chile’s cultural tapestry. Not only do these sites offer fascinating stories, but they also showcase the city’s layered past.
A highlight for many is the Central Market, where the vibrant seafood stalls and local cuisine tempt you to sample Chile’s famous dishes. Nearby, the Fine Arts Museum offers a window into Chilean creativity, and the bohemian Bellavista neighborhood provides lively street art and a chance to see Pablo Neruda’s house, La Chascona. It’s a well-rounded introduction to Santiago’s art, history, and vibrant street life.
Your ascent to Cerro San Cristobal completes the day with panoramic views. The cable car ride offers a fun, relaxed way to see the city from above and take some memorable photos.
Day Two: Mountains, Valleys, and Vines
This day is a shift from city streets to the rugged beauty of the Andes. After a scenic drive of approximately an hour, you arrive at the Cajon del Maipo, a lush canyon with dramatic mountain views. The highlight here is Embalse El Yeso, a stunning reservoir with clear blue waters nestled among peaks. The 3 km walk along the reservoir is manageable but offers incredible photo opportunities—perhaps spotting condors or eagles soaring overhead, as some travelers have noted.
Before heading back, the tour makes a stop at Concha y Toro, one of Chile’s most famous wineries. The one-hour tour and tasting give you insight into Chile’s renowned wine industry. You’ll get a chance to savor local varietals in a beautiful setting, which many reviewers find to be both enjoyable and educational.
This day balances active exploration with relaxing wine tasting—a perfect way to connect with Chile’s rural side and its celebrated viticulture.
Day Three: Chile’s Coastal & Artistic Flair
The final day takes you westward to the coast, starting with a visit to Concón Dunes and the seaside resort of Viña del Mar. The views from the dunes are spectacular, and you get to see the contrasting landscapes of Chile’s coast—sand, sea, and salt flats. The Flower Clock and the Vina del Mar Casino showcase the city’s lively, tourist-friendly vibe.
Next, you’ll visit Valparaiso, a UNESCO World Heritage site famed for its colorful hills and street art. Walking through Cerro Alegre and Cerro Concepcion, you’ll see the vibrant murals, narrow winding streets, and a lively arts scene. The Paseo 21 de Mayo viewpoint offers sweeping views of the port and city, perfect for photos and souvenir browsing.
This day combines scenic coastal views with culture, capturing the artistic spirit that makes Valparaiso so unique. It’s a relaxed way to wrap up your Chilean adventure, with plenty of opportunities to explore or simply soak in the scenery.
Why This Tour Works for You
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This tour offers a comprehensive look at Chile that’s hard to match on your own—without the stress of planning multiple excursions. The private guide ensures you get personalized attention and flexible pacing, which reviewers greatly appreciated. The inclusion of meals, wine tastings, and transportation enhances the value, especially considering the private setting.
The itinerary’s mix of urban history, natural beauty, and coastal charm makes it ideal for travelers keen on experiencing Chile’s diverse landscapes and culture in a short time. If you prefer a balanced, comfortable, and insightful tour with a personable guide, this experience fits the bill.
Final Thoughts on Value and Experience
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At $640 per person, this private three-day adventure may seem like a sizable investment, but it’s quite reasonable given the inclusions—private transport, guided tours, meals, and wine. The convenience of having everything organized allows you to focus on enjoying each moment rather than logistics.
The long days and extensive travel are suited for those who want an all-encompassing trip, but be prepared for some early mornings and full days. The small group size (up to 20 travelers, but usually private) means you’ll get more personalized attention, which many reviewers find enhances the overall experience.
This tour is especially valuable for first-time visitors to Chile who want a guided introduction that covers the highlights and some hidden gems, all with knowledgeable locals who bring Chile’s stories to life. It’s also perfect for those who prefer to travel comfortably, with a trusted guide handling transportation and logistics, freeing you to focus on making memories.
Frequently Asked Questions
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Is this tour suitable for families?
Yes, it’s family friendly and suitable for most travelers, including children aged 0-3, who travel for free.
What’s included in the price?
The tour covers hotel pickup and drop-off, private transport, a guide, meals (breakfast), winery tour and tasting, and entrance fees to sites.
Are drinks or food outside of meals included?
No, additional food and drinks are not included unless specified separately.
How many people are in a typical group?
It’s a private tour operated just for your party, with a maximum of 20 travelers overall, but usually more intimate.
Is the tour operated in multiple languages?
Yes, it may be offered in multiple languages, depending on the guide.
What should I wear?
Comfortable clothes for walking, layers for mountain weather, and sturdy shoes are recommended.
Can I customize the itinerary?
While the itinerary is set, your guide can offer insights or minor adjustments based on your interests.
How long are the driving periods?
Most drives are manageable—about an hour to the Andes, with scenic stops along the way.
Are meals included?
Yes, breakfast is included each day, and some tours include a picnic or local cuisine.
What is the cancellation policy?
You can cancel up to 6 days in advance for a full refund. Less notice may incur penalties.
To sum it up, if you want a well-rounded, personalized way to discover Chile’s city streets, coastal towns, vineyards, and mountain peaks without the stress of planning, this private tour is a solid choice. It offers a deep dive into Chilean culture, scenery, and history, all delivered with expert guidance and genuine hospitality. Perfect for first-timers and those seeking authentic experiences combined with convenience.
More Private Tours in Santiago
- Private Escape to Maipo Cajon and Thermal Hill
- Private Walking Tour to Barrio Yungay Santiago
- Andes Portillo & Aconcagua Premium vineyard tasting semi private
- Semi-Private Premium Wine Tour at Santa Rita Winery
- Private tour Cajón del Maipo and Natural hot springs
- Concha y Toro semi-private tour with 3 wine tastings
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- Private Escape to Maipo Cajon and Thermal Hill
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- Transportation from the Airport to the City of Santiago
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More Santiago experiences we've covered
- Private Escape to Maipo Cajon and Thermal Hill
- Half-Day Small Group Undurraga Vineyard Tour – Winetasting Included
- Horseback riding on beach, Winery, Alpacas, penguins & cowboyBBQ
- Transportation from the Airport to the City of Santiago
- Private Walking Tour to Barrio Yungay Santiago
- Full Day Tour in Valparaiso and Vina del Mar
- Cajon del Maipo – Embalse el Yeso LGBT+
- Disconnection in the Natural: Termas de Colina and Embalse el Yeso
- Traditional Dinner Show in Santiago
- Andes Portillo & Aconcagua Premium vineyard tasting semi private
- Sunset Mapocho River Bike Tour
- Transfer from Santiago To Valle Nevado, Farellones, Colorado or La Parva ski
