Travel around Cape Town with Bobby

I chose to visit Cape Town because it’s one of those cities where adventure and beauty are around every corner. I had always heard about Table Mountain and the idea of seeing the city from that iconic height was irresistible. The rich history, from Robben Island to the colorful Bo-Kaap neighborhood, called to my curiosity as a traveler. Plus, the thought of experiencing Cape Point, where two oceans meet, was too intriguing to pass up. And let’s not forget the food scene—there’s nothing like enjoying fresh seafood by the waterfront. Cape Town truly promised the perfect mix of nature, culture, and unforgettable experiences.

Day 1From Sea to Sky – Discovering Cape Town's Heart

I arrived in Cape Town early in the morning and checked into my charming hotel in the City Bowl area. The location was perfect—close to everything yet offering peaceful views of Table Mountain. First stop? Naturally, the iconic Table Mountain. I took the cable car up, and let me tell you, the 360-degree views of the city and ocean are even more breathtaking in person. Once I reached the top, I spent a good few hours walking the trails and absorbing the scenery. Later, I made my way to the V&A Waterfront, a lively area filled with shops, restaurants, and street performers. I enjoyed lunch at a seafood restaurant, feasting on Cape Malay-style prawns—spicy, sweet, and perfectly cooked.

For dinner, I couldn’t resist the temptation of trying local cuisine at a cozy spot called Gold Restaurant. The 14-course African-inspired tasting menu took me on a culinary journey across the continent. From bobotie (a traditional Cape Malay dish) to Moroccan lamb, each dish was more flavorful than the last.

If you’re visiting Cape Town, make sure to start with Table Mountain—it sets the tone for the rest of your trip. Also, don’t skip the Waterfront; it’s the perfect blend of relaxation and excitement.

Day 2History and Heritage – A Day of Reflection

Today was all about Cape Town’s deep and complex history. I took the ferry to Robben Island, where Nelson Mandela was imprisoned for 18 years. The tour was led by a former prisoner, which made the experience even more powerful. Walking through the tiny cell where Mandela spent so many years was sobering. After returning to the mainland, I wandered through the colorful streets of Bo-Kaap, one of Cape Town’s most photographed neighborhoods. I visited the Bo-Kaap Museum, learning about the Muslim community and the rich cultural heritage of the area.

Lunch was at a local spot in Bo-Kaap where I tried the famous Cape Malay curry—a fantastic explosion of spices. In the evening, I strolled along Long Street, known for its vibrant nightlife. I stopped at a rooftop bar for sundowners, sipping on a gin cocktail while the sun set over the city. The energy of the street below was contagious, with live music and laughter filling the air.

Robben Island is a must-visit for history buffs, but the tour can get a bit emotional—just be prepared. As for Bo-Kaap, take your time wandering through the streets and enjoy a local meal here; the flavors are unique and unforgettable.

Day 3Cape Point Adventure – Where Oceans Collide

I rented a car today for a road trip down to Cape Point, one of the southernmost points of Africa. The drive along the coastal route was simply stunning—Chapman’s Peak Drive alone is worth the trip! At Cape Point, I hiked up to the lighthouse and was rewarded with jaw-dropping views where the Atlantic and Indian Oceans meet. There’s something magical about standing at the edge of the continent, surrounded by vast, untamed ocean. On the way back, I stopped at Boulders Beach to visit the famous colony of African penguins. Watching these little creatures waddle around was a delightful contrast to the dramatic cliffs of Cape Point.

Dinner tonight was in the coastal town of Kalk Bay, where I had fresh fish at a restaurant right on the water. The seafood here was unbeatable, and the laid-back vibe of the town made it the perfect way to end an adventurous day.

If you have the time, rent a car and explore beyond the city—Cape Point is one of the most beautiful places I’ve ever seen. Don’t miss the penguins at Boulders Beach; they’re guaranteed to make you smile.

Day 4Wine, Dine, and the Winelands

Today was a day of indulgence in the Cape Winelands. I joined a guided tour that took me to Stellenbosch, a charming town surrounded by vineyards. Our first stop was at a family-owned winery, where we enjoyed a wine tasting paired with local cheeses. The pinotage, South Africa’s signature wine, was rich and bold, unlike any wine I’ve tasted before. I spent the afternoon strolling through Stellenbosch’s oak-lined streets, popping into art galleries and boutiques. Lunch was at another winery, this time with breathtaking views of the vineyards and mountains. I had a simple yet delicious meal of farm-fresh produce and paired it with a crisp sauvignon blanc. The atmosphere was so peaceful; I almost didn’t want to leave.

If you’re a wine lover, the Winelands are non-negotiable. Even if you’re not, the scenery alone is worth the trip. Stellenbosch offers a charming escape from the city and is an easy day trip.

Day 5Art, Markets, and Nightlife

On my final day in Cape Town, I decided to explore the city’s creative side. I spent the morning at the Zeitz Museum of Contemporary Art Africa (MOCAA), housed in a converted grain silo at the V&A Waterfront. The exhibits were fascinating, showcasing the works of contemporary African artists, and the building itself was an architectural masterpiece.

For lunch, I headed to the Neighbourgoods Market at the Old Biscuit Mill in Woodstock, a hip neighborhood known for its street art and creative vibe. The market was bursting with life, with stalls offering everything from gourmet burgers to artisanal ice cream. It was the perfect spot to pick up some local crafts and souvenirs.

As night fell, I decided to experience Cape Town’s famous nightlife scene. Long Street was buzzing with energy, so I popped into a few bars before settling at Fiction Bar, which had a great mix of music and a friendly crowd. It was the perfect way to end my trip on a high note.

Long Street is the heart of Cape Town’s nightlife, so if you’re in the mood for a fun night out, this is the place to be. Just be mindful of your belongings, as the area can get quite busy.

Summary of My Trip

Cape Town left an unforgettable mark on me, blending adventure, history, and culture in ways few cities can. The sheer beauty of Table Mountain, with its panoramic views, set the tone for the trip, while Cape Point felt like standing at the edge of the world. I was particularly moved by Robben Island; walking through such a significant place in history was both humbling and eye-opening. The food scene here was another highlight—whether it was fresh seafood at the waterfront or a fine dining experience in the winelands, Cape Town impressed me at every turn. The people were warm and welcoming, which made exploring the city even more enjoyable. Even though I only spent five days, I felt like there was always more to uncover, from the creative energy of Woodstock to the lively nightlife on Long Street. Driving along Chapman’s Peak was easily one of the most scenic drives I’ve ever experienced, and the penguins at Boulders Beach were the perfect quirky touch to a city full of surprises. Cape Town has an energy and vibrancy that pulls you in, and it’s a place I’d love to return to someday. My advice? Don’t rush it—this is a city that deserves time to truly appreciate its magic.

Through Bobby's eyes

My experiences

Cape Town offers a rich and diverse travel experience that combines breathtaking natural beauty, deep historical significance, and vibrant local culture. During my time in the city, I found each aspect of the trip—from its iconic landmarks to the delicious food and friendly people—left a lasting impression. Here’s how I would rate the different elements of my Cape Town journey:

Attractions
95%
Value for Money
88%
Cuisine
90%
People and Culture
92%
Accommodation
85%
Cleanliness and Environment
85%
Transportation
80%
Shopping
80%
Safety
75%
Overall Experience
90%

A Detailed Guide For Cape Town

If you’d like to explore Cape Town in greater depth with detailed information and exclusive tips, feel free to check out my tour page for a comprehensive guide