Travel around Montevideo with Bobby
I chose to visit Montevideo because I’d heard so much about its unique blend of old-world charm and modern coastal energy, and I couldn’t resist the chance to explore it myself. The idea of strolling along La Rambla with its endless views of the ocean and vibrant local life sounded too inviting to pass up. I was also drawn to Ciudad Vieja, Montevideo’s historic heart, known for its colonial architecture and hidden tango bars that really bring out the city’s character. The local food scene, especially the legendary asado at Mercado del Puerto, was another big reason – I just had to try authentic Uruguayan barbecue! Plus, Montevideo seemed like a more relaxed, under-the-radar destination compared to other South American cities, which felt like the perfect escape.
Day 1Wandering Through the Heart of Montevideo
Arriving in Montevideo, I felt a calm vibe, something you don’t always get in bustling capitals. After dropping off my bags at my cozy, centrally located hotel, I was ready to dive into Ciudad Vieja, the city’s historic district. Stepping onto its cobblestone streets, I felt as if I’d stepped back in time. The buildings here have this old-world charm, faded colors, and gorgeous colonial architecture that tell the stories of Montevideo’s past.
My first stop was Plaza Independencia, the largest square in Montevideo, where the impressive Solís Theatre stands. It’s the oldest theater in Uruguay, dating back to 1856, and is still a stunning architectural feat. A local guide recommended I take a quick tour of the theater, and I was glad I did – the place has a grand, timeless feel, with plush red seats and high ceilings that made me imagine the performances from decades past.
Just a short walk from the theater is Puerta de la Ciudadela, one of the few remnants of Montevideo’s old fortress walls. Passing through it felt symbolic, like I was leaving the present behind to explore the city’s roots. Nearby, I stumbled upon Mercado del Puerto, famous for its food stalls and bustling energy. The smell of grilled meats filled the air, and I quickly settled in for some asado – Uruguay’s beloved barbecue. The flavors were rich and smoky, perfectly paired with a glass of Tannat, the country’s signature wine.
If you want a taste of Montevideo’s history, start in Ciudad Vieja. Get lost in the streets, take a tour of the Solís Theatre, and don’t miss the Mercado del Puerto for an authentic meal.
Day 2A Day Along the Rambla
Waking up early, I decided today would be all about Montevideo’s famous Rambla. This coastal walkway stretches for miles along the city’s coastline, and it’s where locals go to relax, exercise, and enjoy the waterfront. I rented a bike from a nearby shop, which was a great way to cover more ground, and began my journey with the morning sun casting a golden glow over the water.
As I biked along the Rambla, I saw people fishing, kids playing, and couples strolling hand-in-hand – it’s a slice of everyday life in Montevideo. My first major stop was Parque Rodó, a scenic park right along the coast. With its shady trees, quiet ponds, and charming amusement park, it felt like a little retreat within the city. I joined some locals for a game of fútbol (soccer) on one of the open fields, and even though I’m not a pro, the friendly banter made it one of my favorite parts of the day.
Lunchtime came around, and I found myself at a small seaside café where I tried chivito, Uruguay’s beloved steak sandwich. It’s stacked with meat, cheese, eggs, and sometimes even bacon – essentially the perfect fuel for an afternoon of exploring. I wrapped up my Rambla adventure with a stop at Playa Pocitos, Montevideo’s favorite beach. It was relaxing to sit by the ocean, watching the waves roll in as the day turned to evening.
Lunch was a classic Uruguayan chivito sandwich at a seaside café. This sandwich was loaded with juicy steak, cheese, and toppings – incredibly filling and flavorful! It was the perfect meal for a day of biking and exploring along the coast.
Food
The same boutique hotel in Ciudad Vieja continued to impress with excellent service. They had a breakfast spread with fresh pastries and local delicacies, which was a great start to my day. The staff’s friendly recommendations helped me plan my route along the Rambla.
Accomodation
Biking along the Rambla was exhilarating, with endless ocean views and Montevideo’s daily life unfolding around me. The vibe along the promenade was relaxed, and my stop at Parque Rodó added a peaceful touch to the day. Playa Pocitos at sunset was the perfect finale.
Activity
Biking the Rambla is a must-do – it’s the best way to experience Montevideo’s coastal charm. Don’t forget to try the chivito for lunch and unwind at Playa Pocitos.
Day 3Arts, Markets, and Local Flavors
After two days of exploring the city’s most iconic areas, I decided it was time to get a little deeper into Montevideo’s culture and arts. I started my morning at the Museo Nacional de Artes Visuales, located near Parque Rodó. This museum houses Uruguay’s largest art collection, and I was particularly drawn to works by Joaquín Torres García, a Uruguayan modernist whose style is fascinating.
By midday, I was ready for some food, and what better place to grab a bite than the Feria de Tristán Narvaja, Montevideo’s most famous market? This bustling market is held every Sunday, and it has everything from antiques to fresh produce and local foods. I grabbed a few empanadas and wandered through the stalls, marveling at the range of goods – from vintage records to handmade jewelry.
The afternoon led me to the neighborhood of Palermo, known for its vibrant street art and murals. Walking through the streets here is like exploring an open-air gallery, with walls painted in bright colors and creative scenes. I ended the day with dinner at a family-owned restaurant nearby, where I had a traditional dish called cazuela de mariscos – a rich seafood stew that was warm and comforting.
The street food at Feria de Tristán Narvaja was a feast for the senses, especially the fresh, savory empanadas. The bustling market had endless options, from fresh produce to local snacks, making it a paradise for food lovers. It’s the best way to try authentic, budget-friendly bites.
Food
Returning to my boutique hotel, I appreciated its quiet ambiance, ideal after a busy market day. The decor, inspired by Montevideo’s art scene, added a creative vibe to the space. It was a comfortable retreat after walking through the city’s markets and museums.
Accomodation
Visiting the Museo Nacional de Artes Visuales was enlightening, especially seeing the works of Joaquín Torres García. The vibrant street art in Palermo rounded off the day’s artistic journey, adding a dynamic and colorful layer to Montevideo’s culture.
Activity
If you’re visiting on a Sunday, don’t miss the Feria de Tristán Narvaja for a real taste of Montevideo’s market culture. The street art in Palermo is also a must-see for art lovers.
Day 4Montevideo After Dark
For my last day, I wanted to experience Montevideo’s nightlife. During the day, I explored a bit of the neighborhood of Punta Carretas, known for its upscale vibe and boutique shops. I stopped at Punta Carretas Shopping, a mall housed in a former prison – a fascinating blend of modernity and history. After some shopping, I enjoyed a late lunch at a trendy café, savoring a few more local flavors before the night ahead.
As evening set in, I headed to Bar Fun Fun, a legendary spot that’s been around since 1895. Known for live tango performances and candombe music, it’s the kind of place where you can feel Montevideo’s soul come alive. Watching the dancers and listening to the passionate music, I felt fully immersed in Uruguay’s unique culture. I finished the night with a drink of grappa miel, a honey-flavored spirit that’s a local favorite.
As the night continued, I explored more of Montevideo’s vibrant nightlife scene, hopping between a few cozy bars in the Palermo neighborhood. This area is known for its bohemian vibe, with laid-back venues featuring live music, craft beers, and an artsy crowd. I found myself at a small jazz club, where local musicians played soulful tunes, adding a mellow yet electric atmosphere to the night. It was the perfect contrast to the energy of Bar Fun Fun and showed me a quieter, more intimate side of Montevideo’s nightlife. With each place I visited, it became clear that this city has a genuine passion for music, connection, and creativity, making for an unforgettable evening.
I had dinner at a stylish café in Punta Carretas, where I savored grilled seafood with a local twist. The flavors were fresh, and the presentation was superb – a great final meal before experiencing Montevideo’s nightlife. A memorable last dinner in the city!
Food
My final night at the boutique hotel felt bittersweet, as I had grown fond of the place. It was convenient, cozy, and had all the essentials for a comfortable stay. The staff even offered a late check-out, letting me soak in every last bit of Montevideo.
Accomodation
Bar Fun Fun was a highlight of the trip! The live tango music, candombe beats, and energetic vibe gave me a taste of Uruguay’s nightlife. The drink grappa miel was the perfect way to end my Montevideo adventure.
Activity
Montevideo’s nightlife is warm and inviting, with Bar Fun Fun offering an authentic glimpse into the local scene. Whether you’re a fan of tango or just want a taste of the culture, it’s a place you shouldn’t miss.
Summary of My Trip
Montevideo truly surprised me in the best way possible. From the moment I arrived, the city’s calm yet vibrant atmosphere drew me in, with its mix of history, culture, and coastal charm. Wandering through Ciudad Vieja felt like stepping back in time, surrounded by colonial architecture and lively markets where locals gather. The food was a highlight too – from the smoky asado at Mercado del Puerto to the iconic chivito sandwich by the sea. Every meal was an opportunity to taste the heart of Uruguay, and each flavor seemed to capture the city’s warmth and authenticity.
The people here have a relaxed friendliness that makes you feel welcome, and their pride in their city is contagious. I loved biking along the Rambla, watching families, joggers, and friends enjoying Montevideo’s scenic coast – it was such a genuine slice of local life. And the nightlife! Bar Fun Fun gave me a true taste of the Uruguayan spirit, with live tango and candombe that were electric. Montevideo might not be as flashy as some other South American cities, but that’s part of its charm. If you’re after a destination that’s rich in history, alive with local culture, and wonderfully unhurried, Montevideo is the place to be.
Through Bobby's eyes
My experiences
Montevideo left me with a deep appreciation for its unique blend of history, relaxed coastal lifestyle, and rich cultural vibe. Each experience, from exploring attractions to tasting local cuisine, gave me a sense of the city’s authenticity and warmth. While it may not be as bustling as other South American capitals, Montevideo’s charm lies in its welcoming people, scenic landscapes, and affordable, accessible offerings.
Mercado del Puerto’s asado was unforgettable. The meat was perfectly grilled, rich in smoky flavor, and complemented by a robust Tannat wine. The bustling market vibe made the experience even more memorable. This was truly an authentic taste of Uruguay!
Food
I stayed in a boutique hotel right in Ciudad Vieja, blending classic colonial charm with modern amenities. The room was cozy and clean, and I loved the warm, welcoming vibe. Its location made it easy to walk around and explore the historic heart of Montevideo.
Accomodation
Exploring Ciudad Vieja and taking a tour of the Solís Theatre was like stepping into Montevideo’s cultural roots. The theater’s elegance and the history in the square were captivating, and I couldn’t get enough of the colonial architecture. A must-do if you love history and culture!
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