One of Cape Town's most quirky and beloved boutique hotels on Long Street features the famous Airstream rooftop trailer park, where seven converted vintage Airstream caravans provide unique accommodation with city views. The hotel also has stylish standard rooms, a popular rooftop bar, and the Pink Flamingo drive-in cinema.
The Grand Daddy Hotel sits on Long Street in the heart of Cape Town's City Centre, a lively strip of bars, live-music venues, vintage stores, and antique shops. The Company's Garden, the Iziko South African Museum, and the Slave Lodge are all within a 10-15 minute walk, and the hotel is roughly a 20-minute drive from Table Mountain's cable car and V&A Waterfront, with MyCiTi bus stops nearby for onward transit. Occupying a converted early-20th-century building, the property is one of Cape Town's most playful boutique addresses, run by the Liz McGrath Collection and known for mixing colonial-era bones with pop-art interiors and quirky, design-led details throughout the public spaces. Standard rooms and suites are decorated in bold, contemporary South African style, but the signature stay is on the rooftop: seven fully restored vintage Airstream trailers, each individually themed, parked above the street with skyline views. Dining centres on Grand Deli Eats, serving hearty South African breakfasts and grab-and-go gourmet fare, while the rooftop Sky Bar pours cocktails alongside the Pink Flamingo, an outdoor drive-in cinema screening films most evenings. The hotel has no spa or swimming pool, trading wellness facilities for its rooftop entertainment concept. Service leans social and design-conscious rather than formal, with staff geared toward guests drawn to the hotel's creative, nightlife-adjacent character, and the central Long Street address makes it a practical base for couples and groups exploring the CBD on foot.
Amenities
- rooftop bar
- drive-in cinema
- Airstream trailers
- restaurant
- wifi
Location
38 Long Street, Cape Town, 8001
-33.9253, 18.4222 View on map
Highlights
- Seven individually themed vintage Airstream trailers on the rooftop, each with private outdoor decking and city views
- Pink Flamingo, an outdoor rooftop drive-in cinema screening films most nights
- Rooftop Sky Bar with skyline and mountain views for sundowners
- Central Long Street location within walking distance of the Company's Garden and Iziko South African Museum
- Pop-art, design-led interiors set inside a converted early-20th-century building
Tips for visiting
- Book the Airstream trailers well in advance, as there are only seven and they sell out fastest for weekend stays
- Long Street is a busy nightlife strip, so request a room away from street-facing windows for a quieter night
- Check the Pink Flamingo cinema schedule at check-in, as films are shown outdoors and depend on weather
- Walk to the Company's Garden, Iziko museums, and District Six Museum rather than driving, since parking on Long Street is limited