The Grand Daddy Boutique Hotel

The Grand Daddy Boutique Hotel In the heart of Cape Town, our boutique hotel is proud to reflect our vibrant country's culture, enhanced by original, proudly South African design.
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With 24 Boutique Hotel Rooms, 2 ultra-luxurious Suites and 7 designer Rooftop Airstream Trailers, The Grand Daddy Boutique Hotel is The Mother City’s most original, convenient and fun place to stay. Pop in to Trailer 38 Cafe for the best coffee and sandwiches in Town, enjoy sundowners on the rooftop in our Sky Bar with Table Mountain views, or book The Daddy Cool Bar for your next corporate event, intimate wedding or bespoke celebration!

38 Long Street's Grand Daddy Boutique Hotel, is the ideal base for your Cape Town Experience!

A room with personality. 🎨Bold interiors, colourful details and cosy spaces come together to make your stay at the Grand...
05/10/2026

A room with personality. 🎨

Bold interiors, colourful details and cosy spaces come together to make your stay at the Grand Daddy anything but ordinary.

From the moment you walk in, every detail has a story to tell. Come check in, settle down and make yourself at home.

Book your stay:
[email protected]
021 207 8888
WhatsApp 066 104 5113

SOUL SOCIETY: HALLOWEEN EDITION returns to the rooftop of Grand Daddy Boutique Hotel for a day of soulful house, R&B, si...
02/10/2026

SOUL SOCIETY: HALLOWEEN EDITION returns to the rooftop of Grand Daddy Boutique Hotel for a day of soulful house, R&B, signature cocktails, great food and incredible city views.

On the decks:
Will ST | DJ Ready D | Jay Coly | Autumn Erin | DJ Fabo | KG Something | DJ Arch

Date: 31 October 2026
Time: 12:00 – 21:30
Tickets: From R100 on Quicket | R150 at the door

Book now on Quicket: https://www.quicket.co.za/events/399558-soul-society-halloween-edition/ #/

🐇 DOWN THE RABBIT HOLE WE GO…First Thursday doesn’t end at Grand Daddy. When the evening winds down, the night takes a t...
29/09/2026

🐇 DOWN THE RABBIT HOLE WE GO…
First Thursday doesn’t end at Grand Daddy. When the evening winds down, the night takes a turn down the rabbit hole. 🃏✨
Join us for The BangBroek After-Party, featuring a BangBroek Bar Takeover, followed by a night of music from DJ Qhom Master, DJ Will ST, DJ Jay Coly & DJ Lellow.
📍 Grand Daddy Boutique Hotel
📅 1 October 2026
🕗 20:00 – 01:30
Come for the art. Stay for the music. Follow the rabbit. 🐇

Meet the Artists. 🎨✨From live performances in the Alice Room to music on the Rooftop and a creative showcase in the Gran...
25/09/2026

Meet the Artists. 🎨✨

From live performances in the Alice Room to music on the Rooftop and a creative showcase in the Grand Daddy Lobby, there’s more than one way to experience First Thursday at Grand Daddy.

🎤 Lubabalo Nontwana — Alice Room | 17:45
🎤 Nankoo — Alice Room | 18:15
🎤 Kwezy E — Alice Room | 18:45
🎸 Thabo & The Crows — Rooftop | 18:30–19:45
👨‍🎨. Amosi Retyu (BLAXSEEED) — Main Showcase Artist | Alice Room
🎨 Kunye Art Foundation — Grand Daddy Lobby | From 17:00

Swipe through and meet the artists bringing First Thursday to life. 🌹

📍 Grand Daddy Boutique Hotel
📅 Thursday, 1 October

Who will you be catching first?

Your First Thursday, your way. 🃏✨From live music on the Rooftop to creative experiences in the Alice Room, there’s more ...
25/09/2026

Your First Thursday, your way. 🃏✨

From live music on the Rooftop to creative experiences in the Alice Room, there’s more than one way to spend your First Thursday at Grand Daddy.

🎶 Live music
🎨 Creative activations with Kunye Art Foundation
💉 Live tattooing
🔮 Fortune telling & live readings
🍴 Gourmet treats at Grand Deli, open 7AM–9PM

Swipe through and discover what’s waiting for you across Grand Daddy. 🌹

📍 Grand Daddy Boutique Hotel
📅 Thursday, 1 October

Which stop will be your first? 👀

Golden hour hits differently at The Grand Daddy’s Sky Bar. Set among seven iconic Airstreams with Table Mountain views, ...
25/09/2026

Golden hour hits differently at The Grand Daddy’s Sky Bar.

Set among seven iconic Airstreams with Table Mountain views, it’s the perfect spot for sundowners, cocktails and unforgettable celebrations.

Enquire: call 021 207 8888 or WhatsApp 066 104 5113.

Happy Heritage Day! 🇿🇦✨Here’s to celebrating the vibrant cultures, stories and traditions that make South Africa one of ...
24/09/2026

Happy Heritage Day! 🇿🇦✨

Here’s to celebrating the vibrant cultures, stories and traditions that make South Africa one of a kind. Today, we raise a glass to our shared heritage and the moments that bring us together.

Wishing you a beautiful Heritage Day from all of us at Grand Daddy Boutique Hotel. ❤️

Celebrating the vibrant cultures, shared stories and warm hospitality that make South Africa unlike anywhere else. 🇿🇦Hap...
24/09/2026

Celebrating the vibrant cultures, shared stories and warm hospitality that make South Africa unlike anywhere else. 🇿🇦

Happy Heritage Day.

Meet Bloomin’ Daisies 🌼 A whimsical Airstream inspired by the wildflowers of Namaqualand.It has romantic details, West C...
23/09/2026

Meet Bloomin’ Daisies 🌼 A whimsical Airstream inspired by the wildflowers of Namaqualand.

It has romantic details, West Coast inspired charm and direct access to the Rooftop outdoor lounge.

Book your stay: [email protected] | 021 207 8888 | WhatsApp 066 104 5113.

Planning a private celebration? The Rabbit Hole offers a full bar, main lounge, dance floor and a separate Tropical Loun...
21/09/2026

Planning a private celebration? The Rabbit Hole offers a full bar, main lounge, dance floor and a separate Tropical Lounge perfect for VIP or private gatherings.

For bookings: email [email protected], call 021 207 8888 or WhatsApp 066 104 5113.

The Grand Daddy’s iconic Airstreams bring a quirky, colourful stay to the heart of Cape Town. Perfect for a weekend away...
18/09/2026

The Grand Daddy’s iconic Airstreams bring a quirky, colourful stay to the heart of Cape Town. Perfect for a weekend away or a spontaneous city escape.

Ready for something a little different? Book your stay today. Call 021 207 8888, email [email protected] or WhatsApp 066 104 5113.

There’s a new rabbit hole on Long Street. Mind the Mad Hatter.Grand Daddy Boutique Hotel is stepping onto the First Thur...
17/09/2026

There’s a new rabbit hole on Long Street. Mind the Mad Hatter.

Grand Daddy Boutique Hotel is stepping onto the First Thursdays map this October with The Mad Hatter’s Table, an inaugural First Thursdays experience made for the curious.

Wander through The Lobby Gallery with a curated exhibition by Kunye Art Foundation, sip and savour at Grand Deli Café, step into the Parlour of Aces & Spades for live acts and spoken word, then make your way to the rooftop for curious market finds, electronic sets and late-night energy in the Rabbit Hole.

Come as you are. Leave as someone you haven’t met yet.

Grand Daddy Boutique Hotel x First Thursdays
1 October
38 Long Street, Cape Town

We’re all mad here.
And we hope you are too.

Take your Heritage Day to new heights at Grand Daddy Boutique Hotel.Join us on the rooftop for a proper South African sp...
17/09/2026

Take your Heritage Day to new heights at Grand Daddy Boutique Hotel.

Join us on the rooftop for a proper South African spitbraai, Cape Town views, good company and lekker local flavours.

Expect smoky fires, welcome drinks, live local music from Thabo & The Crows, bottomless popcorn on arrival, and a few cheeky Grand Daddy twists along the way.

24 September 2026
13:00 to 19:00
R299 per person
Kids under 12: R150

Book your spot and celebrate Heritage Day, Grand Daddy style: https://www.quicket.co.za/events/398292-heritage-day-grand-daddy-style/ #/

Set the scene for something special. Looking for a venue with atmosphere? From intimate dinners to celebrations and spec...
16/09/2026

Set the scene for something special. Looking for a venue with atmosphere?

From intimate dinners to celebrations and special occasions, The Grand Daddy offers a setting that brings a little more character to every event.

Enquire about your next event: call 021 207 8888 or WhatsApp 066 104 5113.

Bold colours, playful details and plenty of comfort, our rooms are designed to make your Cape Town stay feel anything bu...
14/09/2026

Bold colours, playful details and plenty of comfort, our rooms are designed to make your Cape Town stay feel anything but ordinary.

Come check in, settle down and make yourself at home.

Book your stay: call 021 207 8888, email [email protected] or WhatsApp 066 104 5113.

A rooftop setting made for unforgettable moments. From celebrations to private events, the Grand Daddy offers a one-of-a...
11/09/2026

A rooftop setting made for unforgettable moments.

From celebrations to private events, the Grand Daddy offers a one-of-a-kind setting surrounded by The Mother City, and our iconic Airstreams.

Planning something special? Let’s make it one to remember.

Enquire about private events: Call 021 207 8888 or WhatsApp 066 104 5113.

Cocktails, city views and good times. Take your Cape Town experience to new heights at the Grand Daddy Sky Bar. Soak up ...
10/09/2026

Cocktails, city views and good times. Take your Cape Town experience to new heights at the Grand Daddy Sky Bar.

Soak up the atmosphere, enjoy a drink and take in the city from above. Because some evenings deserve a better view.

Make your reservation: email [email protected], call 021 207 8888 or WhatsApp 066 104 5113.

A stay unlike any other. Step into one of The Grand Daddy’s iconic Airstreams and experience Cape Town with a little ext...
07/09/2026

A stay unlike any other. Step into one of The Grand Daddy’s iconic Airstreams and experience Cape Town with a little extra magic.

Quirky, colourful and full of character, these unique spaces make for an unforgettable stay right in the heart of the city.

Book your stay: Call 021 207 8888, email [email protected] or WhatsApp 066 104 5113.

Make your room part of the experience. Bold patterns and rich textures give every Grand Daddy room its own personality.A...
04/09/2026

Make your room part of the experience.

Bold patterns and rich textures give every Grand Daddy room its own personality.

A stay as memorable as the Mother City itself.

Book your stay today. Call 021 207 8888, email [email protected] or WhatsApp 066 104 5113.

Congratulations to Ashraf Booley, the winner of our Ultimate Cape Town Luxury Escape giveaway with Grand Daddy Boutique ...
04/09/2026

Congratulations to Ashraf Booley, the winner of our Ultimate Cape Town Luxury Escape giveaway with Grand Daddy Boutique Hotel and Shimansky South Africa.

A huge thank you to everyone who entered and joined in the excitement.

The Grand Daddy Boutique Hotel team will be in contact privately to finalise the prize details.

Check into one of The Grand Daddy’s iconic Airstreams and experience Cape Town with a little extra magic. These unique s...
02/09/2026

Check into one of The Grand Daddy’s iconic Airstreams and experience Cape Town with a little extra magic.

These unique spaces turn an ordinary getaway into an unforgettable city stay.

Book your stay: Call 021 207 8888, email [email protected] or WhatsApp 066 104 5113.

We invite you to come soak up the colour, character and creative energy of Cape Town at The Grand Daddy this spring.
01/09/2026

We invite you to come soak up the colour, character and creative energy of Cape Town at The Grand Daddy this spring.

A room with personality. Bold interiors, colourful details and cosy spaces make The Grand Daddy the perfect base for a m...
31/08/2026

A room with personality. Bold interiors, colourful details and cosy spaces make The Grand Daddy the perfect base for a memorable Cape Town escape.

Make your stay one to remember.

Book your stay: Call 021 207 8888, email [email protected] or WhatsApp 066 104 5113.

Our Alice in Wonderland-inspired setting where every event feels a little more magical. From celebrations and exhibition...
28/08/2026

Our Alice in Wonderland-inspired setting where every event feels a little more magical. From celebrations and exhibitions to private functions.

our whimsical venue features a built-in stage, private kitchen and space for up to 120 guests.

For bookings: Call 021 207 8888, email [email protected] or WhatsApp 066 104 5113.

Inspired by South Africa’s rich mining heritage, the Gold Rush Airstream blends vintage glamour, golden interiors, and b...
26/08/2026

Inspired by South Africa’s rich mining heritage, the Gold Rush Airstream blends vintage glamour, golden interiors, and boutique luxury into one unforgettable rooftop stay.

Book now [email protected]
📞021 207 8888 WhatsApp 066 104 5113.

Address

38 Long Street
Cape Town
8001

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