Street Art in Valparaiso and Wines in Casablanca from Santiago
Santiago, Chile

Street Art in Valparaiso and Wines in Casablanca from Santiago

Outty Ranking 84 4.9 · 148 traveler reviews9 hoursFrom $125
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Outty Ranking

84/100

Exceptional. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 148 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Street Art in Valparaiso and Wines in Casablanca from Santiago worth booking?

Street Art in Valparaiso and Wines in Casablanca from Santiago is a 9-hour experience in Santiago, Chile, from $125 per person. It scores 84 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 4.9/5 rating across 148 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
84 / 100
Rating
4.9/5 (148)
Duration
9 hours
From
$125 per person

Designed for travelers, not tourists—specifically those who typically avoid rushed group tours. While "tourism" sticks to crowded spots in a couple of hills, we offer an "Extended Route." We venture deeper to show you why Valparaíso is the world's street art capital, exploring multiple hills that are, in fact, fully painted, kilometer after kilometer. Our 5 Key Differences: 1. Max 8 people. We reject the "cattle-class" feel. We prioritize personal space for a relaxed drive. 2. Smart Logistics (Downhill Only): We explore strictly downhill. You get full immersion without the physical struggle. 3. Culinary Autonomy: No tourist traps. We provide free time in a vibrant zone where you can choose exactly what to eat, or simply use the time to explore more. 4. The Real Coast: We go to the beach next to the popular fish market to witness the true port atmosphere and all its fauna—both animal and human. 5. The Wine Break: A sensory stop in Casablanca Valley for a signature wine tasting.

What you get

    About this experience

    Designed for travelers, not tourists—specifically those who typically avoid rushed group tours. While "tourism" sticks to crowded spots in a couple of hills, we offer an "Extended Route." We venture deeper to show you why Valparaíso is the world's street art capital, exploring multiple hills that are, in fact, fully painted, kilometer after kilometer. Our 5 Key Differences: 1. Max 8 people. We reject the "cattle-class" feel. We prioritize personal space for a relaxed drive. 2. Smart Logistics (Downhill Only): We explore strictly downhill. You get full immersion without the physical struggle. 3. Culinary Autonomy: No tourist traps. We provide free time in a vibrant zone where you can choose exactly what to eat, or simply use the time to explore more. 4. The Real Coast: We go to the beach next to the popular fish market to witness the true port atmosphere and all its fauna—both animal and human. 5. The Wine Break: A sensory stop in Casablanca Valley for a signature wine tasting.

    What's included

    Included

    • Private transportation
    • funicular
    • wine tasting

    What you'll see and do

    1. Caleta Portales

      Our first stop on Chilean coastine is the pacific itself (beach)and the traditional fish market

      60 minutes here

    2. Cerro Bellavista

      Here you can visit Pablo Neruda's house or Discover the enchanting charm of Cerro Bellavista on your Valparaiso tour! This vibrant hillside stop is a visual feast, adorned with colorful street art and narrow alleyways. The Museo a Cielo Abierto showcases local and international artists, while panoramic views of the Pacific Ocean provide a breathtaking backdrop. Explore hidden cafes, boutique shops, and galleries, and don't miss La Sebastiana, once home to poet Pablo Neruda. Cerro Bellavista is a condensed immersion into Valparaiso's artistic and cultural soul, a must-visit gem on your journey.

      60 minutes here · Admission not included

    3. Plaza Bismark

      Set against the backdrop of the square, indulge in panoramic views that showcase the unique blend of architecture, culture, and daily life. From the square's vantage point, witness the city's rhythm unfold – locals engaged in lively conversations, street vendors adding authentic flavors, and a constant flow of activity that defines Valparaiso. Take a moment to savor the breathtaking scenery, appreciating the city's charm and character from this central viewpoint. Bismark Square is not just a geographical center; it's a panoramic gateway into the essence of Valparaiso, where the view becomes a captivating narrative of the city's dynamic spirit

      15 minutes here

    4. Cerro Alegre

      We start a walking tour through (down the hill) through the Alegre Hill, where every cobblestone tells a story and every corner is a canvas of charm! This enchanting hillside gem is a kaleidoscope of colors, showcasing the artistic soul of Valparaiso. As you wander through the winding streets of Cerro Alegre, be prepared to be captivated by its bohemian allure. Admire the whimsical street art, stumble upon hidden cafes and boutiques, and soak in the panoramic views that elevate your senses. The vibrancy of this hillside haven creates a captivating symphony of culture and creativity. Cerro Alegre isn't just a destination; it's a captivating experience that promises to paint your memories with the lively hues of Valparaiso. Join us on a tour to Cerro Alegre and let the magic of this artistic enclave leave an indelible mark on your travel story! Don't miss out – book your journey now and immerse yourself in the vibrant spirit of Cerro Alegre!

      60 minutes here

    5. Cerro Concepcion

      Get ready to elevate your Valparaiso experience as we take you to the next enchanting stop on our tour – Cerro Concepción! This iconic hill, perched high above the city, promises a delightful blend of history, charm, and breathtaking views. Cerro Concepción invites you to stroll through its historic streets adorned with colonial-era architecture and vibrant murals that echo the city's rich heritage. As you ascend, you'll discover cozy cafes, boutique shops, and quaint galleries, each contributing to the hill's unique personality.

      60 minutes here · Admission not included

    6. Ascensor Concepcion

      We leave Concepción Hill using one of the iconic elevators of valparaiso from 1883

      10 minutes here · Admission included

    7. Muelle Prat

      You have the option of Bracing yourself for a nautical journey that unveils the city's coastal splendor in all its glory. Feel the sea breeze on your face as our boat cruises along the iconic bay, providing unrivaled views of Valparaiso's colorful hills and architectural wonders. Gaze upon the city's skyline from a unique vantage point, where the hills meet the ocean in a harmonious dance of nature and urban charm. As the sun dips toward the horizon, casting a warm glow on the water, you'll be treated to a mesmerizing spectacle. Snap Insta-worthy photos of Valparaiso's panoramic beauty, with the city's kaleidoscope of colors reflecting on the bay.

      45 minutes here · Admission not included

    8. Casablanca

      Cap off your Valparaiso escapade with a taste of luxury at our final stop – a charming winery nestled in the renowned Casablanca Valley. As we journey back to Santiago, immerse yourself in the picturesque landscapes and anticipate a wine-lover's paradise awaiting your arrival. Upon entering the lush vineyards, the air is filled with the sweet aroma of ripening grapes. Our winery stop promises not just exquisite wines but an experience that indulges all your senses. Sip on award-winning vintages, each glass a testament to the terroir and craftsmanship that defines the Casablanca Valley, where the vines stretch as far as the eye can see, creating a backdrop of natural beauty. Relax in the winery's charming surroundings, savoring a delectable meal paired with the finest wines. The ambiance is set for a leisurely afternoon, making this final stop a celebration of the rich flavors that make Casablanca Valley a wine enthusiast's haven.

      60 minutes here

    Where it starts and ends

    Hotel pickup

    Pickup is included for all travelers. Pickup begins about 30 minutes before departure.

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    pt, en, es
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 8 travelers per booking
    Operated by
    Progressive Tours

    Know before you go

    • Wheelchair accessible
    • Infants and small children can ride in a pram or stroller
    • Service animals allowed
    • Public transportation options are available nearby
    • Specialized infant seats are available
    • Transportation options are wheelchair accessible
    • All areas and surfaces are wheelchair accessible
    • Suitable for all physical fitness levels

    Photos

    Street Art in Valparaiso and Wines in Casablanca from Santiago, photo 2Our guests appreciating one of the amazing murals of Inti, chilean artist., Street Art in Valparaiso and Wines in Casablanca from SantiagoEddie and Joey amazed with La Loica's work., Street Art in Valparaiso and Wines in Casablanca from SantiagoOur wine tasting in Casablanca's Valley, Street Art in Valparaiso and Wines in Casablanca from SantiagoEnjoy this colorful and vibrant city with our unique walk, Street Art in Valparaiso and Wines in Casablanca from SantiagoStreet Art in Valparaiso and Wines in Casablanca from Santiago, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 148 traveler reviews. Written by us, not quoted from reviewers.

    Knowledge and storytelling

    8 mentions

    Reviewers describe the commentary as informative rather than scripted.

    The guide

    6 mentions

    Travelers single out the guide as the reason the experience works.

    Food and drink

    6 mentions

    The tastings and food stops are a highlight for most reviewers.

    Pace and timing

    5 mentions

    Several reviewers comment on how the schedule is paced.

    Small groups

    4 mentions

    The group size is repeatedly described as intimate rather than packed.

    Photo opportunities

    2 mentions

    The views and photo stops come up again and again.

    Traveler reviews

    148 verified traveler reviews for Street Art in Valparaiso and Wines in Casablanca from Santiago. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    139
    4 star
    4
    3 star
    2
    2 star
    2
    1 star
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    Sort
    GoPlaces634727 · October 2026

    Wonderful day! Excellent guide

    Daniel was a great guide in a number of ways. He was very knowledgeable and informative about Chile and the region we were visiting, as well as the history of the country in general. He took the time to share information during our drive to and from the venues. We were taken to a bio dynamic winery in the Casablanca region at a time where there were no other tourists present, so we were able to have a more personalized experience and take in the beautiful scenery in a more serene setting. Once in Valparaiso, Daniel was excited to share information about the art and the artists who painted the impressive murals. We were given time on our own to wonder in the area and have lunch in a place or our choosing. We were never rushed and Daniel seemed genuinely concerned about making sure all our questions were answered and that we were enjoying our time. It was my favourite place in Chile- in part thanks to Daniel!

    via Tripadvisor

    hopey787 · October 2026

    Wonderful day in quirky Valparaiso

    Daniel picked me and another guest up and shared the history of the region along the drive. We stopped at a winery which wasn’t my favorite vintage but the spot was beautiful and the tasting intimate. In Valparaiso Daniel shared his favorite street art and restaurant recommendations while giving my companion and I time to move at our own pace. I have a relative buried at the cemetery of dissidents and he graciously made a detour so I could pay my respects. Daniel is a wealth of knowledge and curious. The weather was great and we had a lovely day.

    via Tripadvisor

    Steven_S · September 2026

    Amazing day of adventures

    Daniel is a master guide who loves to share the true beauty and culture of Chile, particularly Valparaiso and the valleys between Santiago. I'm confident that he could stick to a published itinerary but is keen to tweak his day to meet the desire and interests of his guests. This is not a "checklist" tour, it is an exploration of daily life through the eyes of the local peoples: a perfect day for the curious traveler as opposed to conventional tourism. Advance communication via WhatsApp was timely and informative, even modifying pick up to our hotel which wasn't available on the reservation form. Stops were timed to avoid peak tourism times so we had more intimate experiences. We were never rushed at any location and encouraged to explore on our own after Daniel's introduction. Whilst food and drink not included, a variety of options were offered, each with its own unique appeal. We parted this tour with a much better understanding of this rich culture and will consider Daniel a friend and resource regarding all things Chile!

    via Viator

    Q7641MYmegana · August 2026

    Chilean experience, not a tourist experience.

    I am not a fan of tours in general but I wanted something to help ground and direct my time in Valparaiso because the art is so vast. I was hesitant to book a tour because I find them rushed and centred on experiencing the country as a tourist. When I travel, I want to experience the places I'm visiting as the local people experience them. I am grateful that Progressive Tours made it feel like a Chilean experience, not a tourist experience. Our host, Daniel, never made the group feel rushed, and knew people at each one of the stops we encountered, so we got to visit with more Chilean people who were all so happy to welcome us. The art was phenomenal, but Progressive Tours made the the day feel truly exceptional. Chile is now a vacation destination for me in large part because of this experience. Highly recommend.

    via Tripadvisor

    Clint_W · July 2026

    5 star tour. Would recommend to all

    Daniel let an informative and entertaining group tour to Valparaiso. Very enjoyable and learned a lot about Chilean art, history and commerce during the day. The city is a wonderland of art and the citizens obviously take a great deal of pride in their city. Enjoyed stop offs at the harbor, looking at amazing murals and city views of the ocean, and a funicular ride as well which is always enjoyable. Definitely feel this trip helps flesh out a trip to Santiago and gives some added color without having to travel too far. Very enjoyable day!

    via Viator

    Good to know

    Duration
    9 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Hotel pickup
    Included for all travelers
    Booked in 30 days
    52
    Verdict
    Exceptional

    Why this scores 84

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)91
    Review evidence (18% weight)70
    Booking momentum (14% weight)65
    Value for money (12% weight)100
    Listing quality (10% weight)85
    Local standing (8% weight)75
    Booking flexibility (8% weight)100

    Street Art in Valparaiso and Wines in Casablanca from Santiago: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for Santiago.

    How much does Street Art in Valparaiso and Wines in Casablanca from Santiago cost?

    +

    Prices start at $125 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Santiago usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Street Art in Valparaiso and Wines in Casablanca from Santiago take?

    +

    Plan for about 9 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Santiago is not rushed.

    Is Street Art in Valparaiso and Wines in Casablanca from Santiago worth it?

    +

    It holds an Outty Ranking of 84 out of 100, which we label "Exceptional". That score blends traveler sentiment (4.9/5 across 148 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Santiago, and how flexible the cancellation terms are.

    Can I cancel or reschedule Street Art in Valparaiso and Wines in Casablanca from Santiago?

    +

    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is Street Art in Valparaiso and Wines in Casablanca from Santiago suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Street Art in Valparaiso and Wines in Casablanca from Santiago?

    +

    Around 52 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Santiago can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

    +

    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Santiago and add a light layer if any part of the 9-hour experience runs outdoors or after sunset.

    Where does Street Art in Valparaiso and Wines in Casablanca from Santiago start and how do I get there?

    +

    The exact meeting point and directions are on your voucher once you book, and they sit in central Santiago within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in Santiago?

    +

    On Outty we rank every Santiago experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Maipo Valley Wine Region: 4 Wineries, Tastings & Foodie Tour, Valparaiso Port and Viña del Mar with Casablanca Wine Tasting, Tour to Valparaíso, Viña del Mar, Pablo Neruda Museum and Vineyard. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit Santiago?

    +

    Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in Santiago?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

    +

    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

    What is included in Street Art in Valparaiso and Wines in Casablanca from Santiago?

    +

    Included: Private transportation; funicular; and wine tasting. Always check the voucher for the final list before you travel.

    Does Street Art in Valparaiso and Wines in Casablanca from Santiago include hotel pickup?

    +

    Yes, pickup is offered for every traveler from 22 listed pickup locations in and around Santiago. Be ready about 30 minutes before the start time. You can also enter a custom pickup address when booking.

    What languages is Street Art in Valparaiso and Wines in Casablanca from Santiago offered in?

    +

    It is offered in Portuguese, English and Spanish. Pick your language when choosing a date and time, as not every departure runs in every language.

    Will I get instant confirmation and a mobile ticket for Street Art in Valparaiso and Wines in Casablanca from Santiago?

    +

    Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.

    Is Street Art in Valparaiso and Wines in Casablanca from Santiago wheelchair or stroller accessible?

    +

    The operator notes: Wheelchair accessible; Infants and small children can ride in a pram or stroller; Specialized infant seats are available; and Transportation options are wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Street Art in Valparaiso and Wines in Casablanca from Santiago if the weather is bad?

    +

    It generally runs rain or shine, so dress for the forecast in Santiago. Standard cancellation terms apply: free cancellation up to 24 hours before the start.

    What do travelers say about Street Art in Valparaiso and Wines in Casablanca from Santiago?

    +

    Across 148 reviews averaging 4.9 out of 5, recurring themes include knowledge and storytelling, the guide, food and drink. Reviewers describe the commentary as informative rather than scripted. One thing to know: Several reviewers comment on how the schedule is paced.

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