Travel around Havana with Bobby
I chose to visit Havana because I’ve always been drawn to cities rich in history. The colorful streets, colonial buildings, and classic cars lining the avenues immediately caught my attention. I wanted to immerse myself in Cuban culture, experiencing its vibrant, music-filled lifestyle firsthand. Plus, watching the sunset along the Malecon and chatting with locals promised a unique energy I couldn’t resist. Havana, where history and modern life intertwine, felt like the perfect place to explore and truly connect with the spirit of the city.
Day 1A Step Back in Time
As soon as I landed in Havana, I could feel the pulse of history all around me. My first stop was Habana Vieja (Old Havana), a UNESCO World Heritage site that’s like a living museum. I strolled through Plaza de la Catedral, where the stunning Havana Cathedral towers over cobblestone streets, and wandered into Plaza Vieja, with its colorful, colonial buildings that look straight out of a postcard. One of the highlights was visiting El Capitolio, a grandiose building that rivals the U.S. Capitol.
For lunch, I dined at Doña Eutimia, a cozy spot tucked away near the cathedral. The ropa vieja, a traditional Cuban shredded beef dish, was so flavorful, and I couldn’t get enough of the black beans and rice. Walking through the streets, I admired the vintage cars passing by, each one a vibrant reminder of Cuba’s fascinating past.
I ended the day watching the sunset along El Malecón, Havana’s famous seawall, where locals gather to fish, play music, and socialize. The view of the ocean with the sun dipping below the horizon was magical.
Old Havana is best explored on foot. Spend time getting lost in the streets—you’ll stumble upon hidden gems like tiny cafes, art galleries, and musicians playing salsa on the corners.
Day 2From Revolution to Relaxation
Day two was all about getting to know Cuba’s revolutionary history. I headed to the Museo de la Revolución, housed in what was once the Presidential Palace. The museum gave me deep insight into Cuba’s tumultuous past and the role of Fidel Castro and Che Guevara. Right next door is Granma Memorial, where the boat that brought Castro and his crew to Cuba is displayed. It’s incredible how much history is packed into these spaces.
By the afternoon, I needed some relaxation, so I caught a taxi to Playa Santa María, just 20 minutes outside Havana. The white sand and turquoise water were exactly what I needed after a morning of diving into history. I sipped on a mojito from a beachside bar and watched the waves roll in—it was the perfect escape.
For dinner, I visited La Guarida, one of Havana’s most iconic paladares (private restaurants). The ambiance in this grand old mansion was unreal, and the seafood was fresh and delicious.
Dinner at La Guarida was one of the highlights of my trip. The restaurant, set in a grand old mansion, offered exceptional seafood with a creative twist on traditional Cuban flavors. The upscale atmosphere was perfect for a special night out, though it’s on the pricier side.
Food
My casa particular continued to be a great base, with its warm hospitality and close proximity to central sites. The only minor drawback was occasional noise from the bustling streets outside, but earplugs solved that issue.
Accomodation
Visiting the Museo de la Revolución was an immersive dive into Cuba’s history. The exhibits were detailed, and I left with a much deeper understanding of the country’s revolutionary past. Balancing this with an afternoon at Playa Santa María was a perfect combination, offering both education and relaxation.
Activity
If you're a history buff, the Museo de la Revolución is a must, but be sure to balance it with some beach time. Havana’s nearby beaches are serene and less crowded, making them perfect for unwinding.
Day 3Classic Cars and Cuban Cigars
The third day kicked off with a ride in one of Havana’s famous classic cars. I hopped into a bright pink 1950s Cadillac and took a tour around the city, cruising down Paseo del Prado and the tree-lined streets of Vedado, a more modern part of Havana. There’s nothing quite like feeling the wind in your hair as you pass colorful buildings and lively squares.
Next, I made my way to the Partagas Cigar Factory for a tour. Watching the cigar-making process from start to finish was fascinating, and I couldn’t leave without purchasing a few to bring back home. Even if you’re not a smoker, it’s worth experiencing this iconic Cuban tradition.
Lunch was at Paladar Los Mercaderes, where I tried the lobster tail—an absolute treat! I wrapped up the afternoon at Finca Vigía, Ernest Hemingway’s former home just outside of Havana. Walking through the rooms where the famous writer lived and worked was an inspiring experience.
Lunch at Paladar Los Mercaderes was delightful. The lobster tail was cooked to perfection, and the atmosphere was intimate yet lively. The service was attentive, though the menu was a bit limited for those seeking a variety of Cuban dishes.
Food
After another night in my casa particular, I appreciated the personal touches and homey feel. The location made it easy to access the city’s main attractions, but the facilities could benefit from some modern upgrades.
Accomodation
Riding through Havana in a classic 1950s car was the ultimate Cuban experience. The Partagas Cigar Factory tour was equally captivating, giving me a behind-the-scenes look at one of Cuba’s most iconic exports. These activities felt quintessentially Cuban and left me with unforgettable memories.
Activity
Don’t miss the classic car tour! It’s a fun and stylish way to see the city, and you can even customize your route. Plus, a trip to Havana wouldn’t be complete without visiting the cigar factory—it’s a piece of Cuban heritage.
Day 4Vibrant Art and Nightlife in Vedado
I started my day at the Museo Nacional de Bellas Artes, where I spent hours admiring Cuban art, from colonial pieces to modern masterpieces. The museum is massive, so give yourself plenty of time to explore. Afterward, I walked over to the Fábrica de Arte Cubano (FAC), an old factory turned into an art and performance space. The place was buzzing with creativity—there were galleries, live performances, and even a rooftop bar.
As the sun set, it was time to dive into Havana’s famous nightlife. I headed to El Floridita, known as the birthplace of the daiquiri and a favorite spot of Hemingway. The atmosphere was electric, with live music filling the air and locals and tourists mingling. I ended the night dancing to salsa at Casa de la Música, where the rhythm of Cuba truly comes alive.
Dinner at El Floridita was not just a meal, but an experience. Known for its daiquiris, this spot lived up to its reputation with delicious drinks and fresh seafood. The historical significance of the bar added an extra layer of charm, though it was a bit crowded due to its fame.
Food
Staying in Vedado for the night provided a different perspective on Havana, with its tree-lined streets and quieter vibe. My guesthouse here was comfortable and modern, offering a nice change from the more rustic feel of Old Havana.
Accomodation
The visit to Fábrica de Arte Cubano was a highlight, blending art, music, and nightlife in an unforgettable way. The creativity of the space was inspiring, and the mix of locals and tourists created a unique vibe. For nightlife, Casa de la Música brought the city’s salsa scene to life, making it an absolute must for music lovers.
Activity
Havana’s art scene is dynamic and ever-changing. FAC is a must-see for art lovers, but even if you’re not an art enthusiast, the energy of the place is contagious. For nightlife, embrace the local music scene—salsa dancing is the heart of Havana’s spirit.
Summary of My Trip
My time in Havana was nothing short of mesmerizing. The city’s historic charm, where the old world seamlessly blends with the new, left a lasting impression on me. The colorful streets, classic cars, and friendly locals made every day feel like an adventure. The food was incredible; Cuban cuisine, especially the ropa vieja and fresh seafood, delighted me every time. Staying in casa particulares gave me a unique glimpse into local life, offering a warm atmosphere, though the amenities were somewhat basic.
Walking around the city was a joy, with each corner offering a surprise or a story. Cultural spots like the Fábrica de Arte Cubano allowed me to dive into Havana’s vibrant arts scene. The nightlife was equally exciting—salsa dancing and live music filled the air with energy. I would never tire of exploring this city again. Havana strikes the perfect balance between lively and laid-back, and it’s definitely a destination worth visiting.
Through Bobby's eyes
My experiences
Havana offers an unforgettable experience with its rich history, vibrant culture, and unique atmosphere. Every corner of the city tells a story, and its warm people, delicious cuisine, and historical significance provide a fresh perspective for travelers. Here's my rating of the city based on my experiences:
I had lunch at Doña Eutimia, where I tried the traditional Cuban dish, ropa vieja. The flavors were rich and the accompanying rice and black beans were perfectly cooked. The ambiance was cozy and authentic, but the small space filled up quickly, so reservations are a good idea.
Food
I stayed at a casa particular in Habana Vieja, offering a charming, local experience. The room was simple but comfortable, with a lovely host who made fresh breakfast each morning. While the amenities were basic, the location was unbeatable, right in the heart of the old town.
Accomodation
Exploring Old Havana on foot was an unforgettable experience. The historic streets, colonial architecture, and lively atmosphere made every corner feel like a treasure waiting to be discovered. The only downside was that some areas can be crowded with tourists, but it added to the vibrant energy of the city.
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