Rolling Retro Digital Edition 2021 Pop Ups

Retro Surfboard Rental Pop Ups This Weekend in Cape Town

In order to help Cape Town surfers get their entries in for the 2021 Digital Rolling Retro, the are will be doing board rental pop ups this weekend. Surfers can come down to the West Coast on Saturday 22 May and along the Southern Peninsula on Sunday 23 May to rent a board, get filmed and walk away with a limited edition 2020 Tshirt (The event was cancelled due to covid). 

A wide variety of the Rolling Retro collection’s Single Fins, Twin Fins and Thrusters will be on offer. Surfers are also invited to bring their own retro craft and show them off to us, go surf them and get filmed. 

Surfboard Rental: R300 (You get a 2020 Event T-shirt after you return the board)


Saturday 22 May – 8am Big Bay to Melkbos (We will choose the best spot early and notify on FB and IG accounts

Sunday 23 May – 8am Llandudno to Scarborough (We will choose the best spot early and notify on FB and IG accounts)

All Covid protocols will be followed and we ask everyone joining us to observe the following:

  1. Wear your Mask
  2. Keep your distance (1.5m)
  3. Don’t gather in large groups on the beach.
  4. You will be required to take your temperature and sign an indemnity form. 
  5. If you have been in contact with anyone with Covid or displaying symptoms, please don’t risk others. 
  6. We have sanitization on site. 

All videos will be put into edits and your clips will count for the Digital Competition. You can win these epic prizes:


Grom Winner: Vudu Retro Replica Surfboard, Skullcandy Pack

Ladies Winner: 12 cases Southfields (year’s supply) + Care Pack (Key ring, Cap, sticker pack), Skullcandy Headphones

Mens Winner: 12 cases Southfields (year’s supply) + Care Pack (Key ring, Cap, sticker pack), Skullcandy Headphones

Best Wave: Flights & Accommodation (Hout Bay Beach House) for the 2022 Rolling Retro (1 Person, 2 Nights Accommodation with breakfast), Skullcandy Pack, Jack Black Hamper (Case of Beer, Cap, T-shirt)

Jack Black Art Surfboard: IG Competition 

Running Dates:

4 May – Competition Open for entries 

Thursday 6 May: Jack Black Social Media Competition Launches – Win the Jack Black Art Board  

Tuesday 08 June: Cut Off for Entries

Tuesday 11 June: Men, Grom and Ladies Finalists Announced (4 per category) – Have 2 weeks to get 3x Final entries

Wednesday 23 June: Cutoff For Finalists Entries 

Wednesday 30 June: Winners Announced (Including JB IG Surfboard Winner) 

Terms & Conditions: 

This contest is in no way affiliated with Facebook or Instagram.

By entering the contest and submitting your videos, you give Rolling Retro and the sponsors permission to use that footage commercially and online. 

The Judges decisions are final.

The Prizes are not transferable and if you cannot for any reason take your prize we will choose an alternate winner. 

No Alcohol prizing for anyone under the age of 18 – Anyone under 18 years of age can enter the Junior Category. 

Any queries can be directed to 

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