The Grand Daddy Boutique Hotel, Cape Town
If you are looking for an accommodation experience full of character, The Grand Daddy Boutique Hotel on Cape Town’s bustling Long Street is a legendary pick. Operating as a hotel since 1895 (originally called the Hotel Metropole), this Victorian-era landmark seamlessly blends historic architecture with playful, modern design. Inside, you can ride what is believed to be the oldest operational elevator in the city.
The hotel’s ultimate claim to fame sits right on its roof. The property features an authentic rooftop trailer park made of seven vintage Airstream trailers imported directly from the United States. Each shiny silver trailer has been individually reworked by local interior designers to represent a different stop on a classic South African road trip, from the Cape Winelands to a rooftop safari.
Up on the deck alongside the trailers, you will find the Sky Bar and the Pink Flamingo Rooftop Cinema. It is a popular spot for both travelers and locals to catch an outdoor movie under the stars or sip a cocktail against the dramatic backdrop of Table Mountain.
The central location makes exploring the city effortless. A quick walk brings you to the historic Greenmarket Square, the lush Company’s Gardens, and the South African National Gallery.
Expert reviews
“The recipe is simple: wade through a mountain of red tape; hoist seven vintage Airstream trailers to a downtown rooftop; tell seven renowned artists to throw rules out the window when designing the interiors; sprinkle with city views.”
What guests liked
- Rooftop bar
- Friendly staff
- Top location
- Comfortable beds
- Free Wifi

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