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    Home » Chile

    Day Trip to Valparaiso: Walking Tour, Street Art, and a Wine Tasting

    Updated: Nov 15, 2024 · Published: Oct 16, 2024 by Dave Lee

    On our last full day in Santiago, Kel and I embarked on a full-day tour of the coastal cities of Vina del Mar and Valparaiso. The trip's highlight was a walking tour through Valparaiso's colorful streets, which were filled with murals and graffiti.

    After a scenic lunch at a rooftop restaurant, we concluded the day with a wine tasting in the Casablanca Valley on our drive back to Santiago. The day was an ideal blend of art, culture, food, and wine.

    Colorful buildings.
    Colorful buildings in Valparaiso

    The day trip to Valparaiso offered the perfect opportunity for Kel to see a little of the Chilean coast before we flew back to the United States. It was also a chance to make up for the rainy weekend I spent there in 2012. The port city was rather dreary, and the wet weather wasn't conducive to leisurely art walks and scenic views.

    Thankfully, the autumn weather was brilliant this time around. We had bright blue skies and plenty of sun for our day on Chile's Pacific Coast. In this article, I'll share what you can expect from a typical tour of Valparaiso from Santiago (we booked ours through Viator).

    Table of Contents

    • Departing Santiago
    • Vina del Mar
      • Flower Clock
      • Moai
    • Valparaiso
      • The Beach and Fish Market
      • Street Art Tour
      • Lunch
    • Casablanca Valley
      • Wine Tasting
      • Alpacas

    Departing Santiago

    Our guide, Nacho, created a WhatsApp group the day before our tour and shared the weather and pickup schedule with everyone. Kel and I were to be picked up first at 8 a.m. from the Mandarin Oriental. We made seven more stops at various Santiago hotels before departing the city.

    It took about 45 minutes to collect everyone and another two hours to reach our first stop along the coast (including a coffee and bathroom break halfway there). Our first few stops along the coast were photo ops in the beach town of Vina del Mar.

    Vina del Mar

    Vina del Mar, which translates to "Vineyard of the Sea" in Spanish, is a city of grandeur. Its beautiful beaches, parks, and flower gardens have earned it the nickname "Garden City." The upscale resorts, palm-lined streets, and proximity to Valparaiso make it a sought-after vacation spot for Chileans and foreigners.

    Vina del Mar is famous for its annual Vina del Mar International Song Festival, which started in 1960 and is the longest-running music festival in Latin America.

    Flower Clock

    Flower Clock in Vina del Mar.
    Flower Clock

    Our first tour stop was to see the Flower Clock ("Reloj de Flores") created for the 1962 World Cup. Vina del Mar was one of several host cities. The Swiss designed and built the original clock mechanism, which is installed on a hill near Playa Caleta Abarca.

    When vandals destroyed the clock in 2013, the city used the occasion to commission a new, more modern design by Relojes Olvera III Generacion in Mexico. Today, it remains an attractive landmark worth a quick look.

    Moai

    An original moai statue from Easter Island.
    Moai statue from Easter Island

    It was about a 10-minute drive east from the Flower Clock to our second stop, a moai statue from Easter Island outside Museo Fonck. The 9.5-foot-tall Moai del Ahu was donated by the Rapa Nui in 1951 and displayed in Vina del Mar.

    Kel and I had just spent a week on Easter Island and seen dozens of similar statues made from volcanic rock. For visitors to Chile who can't make it out to Easter Island to see them in their original surroundings, the moai in Vina del Mar is the next best thing.

    Valparaiso

    Valparaiso, a vital port city in Chile, is steeped in history and charm. Its colorful hillside homes, funiculars, and rich maritime history earned it recognition as a UNESCO World Heritage Site in 2003.

    "The colonial city of Valparaiso presents an excellent example of late 19th-century urban and architectural development in Latin America. In its natural amphitheatre-like setting, the city is characterized by a vernacular urban fabric adapted to the hillsides that are dotted with a great variety of church spires. It contrasts with the geometrical layout utilized in the plain. The city has well preserved its interesting early industrial infrastructures, such as the numerous 'elevators' on the steep hillsides."

    UNESCO

    Valparaiso boasts a blend of bohemian charm and artistic expression. The historic quarter's streets and buildings are a canvas on which incredible murals have been painted.

    The city's labyrinthine alleys, unique architecture, and panoramic views of the Pacific Ocean make it a must-visit destination for those seeking an authentic and creative urban environment. But before we ascended the steep streets of Valparaiso for an art walk, Nacho gave us a chance to sink our toes on a sandy beach.

    The Beach and Fish Market

    Playa Diego Portales in Valparaiso.
    Playa Caleta Portales

    It took us about 20 minutes to drive from the moai statue in Vina del Mar to the beach, Playa Diego Portales (aka Playa Caleta Portales). While we only spent a few minutes there, I'm glad it was a stop on our itinerary, as I hadn't visited the beach during my prior trip to Valparaiso. I imagine it's a popular spot for sunsets.

    We also walked through the adjacent fish market, starting with the piers in the back, where sea lions gather for whatever trimmings are thrown their way.

    Once we returned to our van, Oscar, the driver, drove past Plaza Sotomayor, where a military event was taking place, and up the steep streets of Valparaiso to the historic neighborhoods.

    Starting at Plaza San Luis, Nacho led us on a 2.5-hour walking tour that included a little over one hour to get lunch on our own.

    Street Art Tour

    Streets of Valparaiso, Chile.
    Streets of Valparaiso

    Valparaiso's street art scene began to flourish in the late 1990s, following the end of Chile's dictatorship, which opened the door to greater artistic freedom and expression.

    The city's tangled streets and hillside neighborhoods became a canvas for local and international artists, turning Valparaiso into one of the world's most renowned hubs for urban art.

    Street art gained popularity for its bold and vibrant aesthetics and role in telling the city's stories, reflecting its social and political struggles, and celebrating its culture. Today, murals and graffiti line nearly every corner, making Valparaiso a living gallery that continues to inspire and evolve.

    An artist's representation of the fictional Harley Quinn comic book character.
    The fictional Harley Quinn comic book character
    Kel walking down painted stairs.
    Kel walking down painted stairs

    It was a luxury to have Nacho lead us through the streets and alleys on a warm, clear day, pointing out the best murals along the way.

    This contrasted my first visit when rainy weather muted the city's vibrant walls and buildings. I also didn't join a tour then and wandered alone, hoping to stumble across cool art.

    Previous street art tours in Mexico City and Buenos Aires have taught me that guided experiences are worth the money. Not only are you guaranteed to see some of the most incredible murals, but you can rest assured it's a more efficient use of your time.

    Colorful graffiti covers the facade of a pizza shop.
    Graffiti surrounds the window of a pizza shop.
    "You Are Never Alone" painting.
    "You Are Never Alone"

    Not to mention, all my guides, including Nacho in Valparaiso, are knowledgeable about the history of their city's art scenes and the local artists who made a name for themselves while contributing to the community.

    Our tour guide talking about the history of Valparaiso street art.
    Our tour guide, Nacho
    Street art as seen on a tour of Valparaiso.
    Street art

    Among the many painted walls were cafes, restaurants, ice cream shops, and souvenir vendors. Had we been spending the weekend in Valparaiso, I'd have enjoyed wandering around, stopping in these places, and supporting the local economy.

    The Portena de Corazon ice cream shop.
    The Portena de Corazon ice cream shop

    We enjoyed scenic views of the Pacific Ocean from outlooks like Mirador Paseo Atkinson. Numerous commercial and naval ships could be seen in Valparaiso Bay.

    Nacho also showed us the inner workings of the Cerro Concepcion funicular, which opened in 1883 to assist residents in climbing and descending a steep hill. It's one of 16 historic funiculars that still exist. Collectively, they're a National Monument of Chile.

    At about 1 p.m., Nacho gave us some restaurant recommendations, and we had about an hour and 25 minutes to eat and explore.

    Lunch

    View of Vina del Mar from the El Terrat rooftop restaurant in Valparaiso.
    View from El Terrat restaurant.

    I believe El Terrat was one of Nacho's recommendations, and I'm so glad we took it. The rooftop offered a spectacular view across the bay toward Vina del Mar. And given that they cater to tourists, I found the prices quite reasonable.

    The menu offers Mediterranean food, and I was pretty pleased with my choice of salmon tartare with avocado for 13,800 pesos (about $14). Kel got steak with a hearty side of vegetables. El Terrat also offers paella and a variety of fish and meat dishes.

    Salmon tartare with avocado at El Terrat during our Valparaiso walking tour.
    Salmon tartare with avocado

    In the interest of time and variety, I chose to skip dessert at the restaurant and buy something from one of the local ice cream shops or bakeries.

    My choice? A giant alfajor covered in coconut shavings. Alfajors are a traditional Argentine cookie. At their most basic, two shortbread-type cookies sandwich a dulce de leche spread.

    Alfajor with coconut shavings on the streets of Valparaiso.
    Alfajor with coconut

    They're best from a bakery but can also be found for sale in convenience and grocery stores. I became a big fan during my two months of traveling through Argentina (which preceded my first visit to Santiago and Valparaiso).

    After reuniting with Nacho and the tour group, we took the 1902 Reina Victoria funicular down the hillside. Our tour bus driver was waiting for us at the bottom. From there, it was about a 45-minute drive to our last stop of the day for a wine tasting.

    Casablanca Valley

    Situated between the Pacific Coast and Santiago, the Casablanca Valley has emerged as one of Chile's most important wine regions. It's mainly known for its cool-climate varietals, such as Chardonnay and Sauvignon Blanc.

    Viticulture in the valley began in the 1980s when winemakers recognized the region's distinctive combination of coastal breezes and morning fog, which create ideal conditions for growing crisp, aromatic wines.

    Today, the Casablanca Valley is celebrated for its boutique wineries and innovative winemaking techniques, making it a popular destination for wine enthusiasts worldwide.

    Wine Tasting

    The tasting room at Emiliana Organic Vineyards.
    The tasting room

    Our Valparaiso tour concluded with a wine tasting at Emiliana Organic Vineyards. I'm glad we stopped at this winery on our way back to Santiago, as it's notable for a few reasons.

    Emiliana was the first organic winery in Chile and has since grown into the world's largest. In 1998, the winery's owners began redeveloping the conventional vineyards on the property using organic and biodynamic agriculture.

    The winery's website features a timeline of notable accomplishments. Most recently, Emiliana became Rengerative Organic Certified.

    Our wine tasting began on the rear-covered deck with pours of the 2023 Adobe Reserve Sauvignon Blanc and 2022 Novas Carmenere (Colchagua Valley).

    Wine tasting at Emiliana Organic Vineyards (photo by Kelly Lemons).
    Wine tasting (photo by Kelly Lemons)

    We entered the attractive tasting room and shop, which offered a window into the beautiful Casablanca Valley. While chatting with one of the staff at the bar about how Kel only likes sweet wines, she offered her a taste of one. I mentioned that I enjoy Chardonnay, and she also poured me a sample.

    I liked all three wines I tried during our visit, and I'm going to look for Emiliana Organic Vineyards wines in the U.S.

    Chile's Casablanca Valley as seen from Emiliana Organic Vineyards.
    The Casablanca Valley

    Alpacas

    After we'd finished with the wines, I joined Kel in taking a closer look at the resident alpacas. As part of Emiliana's commitment to biodynamic practices, they maintain "alpacas, horses, cows, birds, chickens, coots, and sheep" to interact with the native flora.

    Of course, most tourists love alpacas for their cute faces and goofy grins. And a few in our tour group took pleasure in feeding them leaves. Emiliana's alpaca welcomed the attention with enthusiasm.

    Feeding alpacas.
    Alpacas

    At 4 p.m., we rolled out of the winery and drove back to Santiago. As Kel and I were the first to be picked up, we were also the last to be dropped off. It took about an hour and 45 minutes from the winery to reach the entrance to the Mandarin Oriental Hotel, where we began the day.

    Overall, it was a fantastic day out. Despite spending a lot of time driving in the tour van, I saw some new sights and gained a much better appreciation for the beauty of Valparaiso. The wine tasting on the return trip was a bonus.

    To book your full-day city tour from Santiago to Valparaiso, visit Viator.

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    Dave Lee

    Dave Lee

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    I'm on a mission to find the best food in Texas and beyond.

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