Day 1: Cape Town → Darling → Langebaan


Driving time: ±1h30 from the city
Kick off your road trip with a slow meander up the R27, with the kind of road-trip soundtrack that matches the scenery: dusty farmlands, wide skies, and the occasional ostrich.
No West Coast road trip is complete without a pit stop at the Puma R27 West Coast and Convenience Store. This is padkos royalty: think smoky roosterkoek straight off the coals, rich moerkoffie brewed the old-school way, and some of the chunkiest biltong you'll find this side of the N7.
Mid-morning stop: Darling
This dinky inland town is pure personality. Expect murals, humour, and a community that doesn’t take itself too seriously.
Pop into Evita se Perron - a former train station turned theatre café by local legend Pieter-Dirk Uys. Swing by Darling Sweet for handcrafted toffees and take-home treats, then taste your way through the terroir at Groote Post or Darling Cellars.
Late afternoon: Langebaan Check-in
Settle into this easygoing lagoon town. It's got all the trappings of a chilled beach break: paddle-friendly shallows, a good wind for kite surfing, and even better seafood, complete with breezy sundowners.
Stay: Club Mykonos for family fun, or go the boutique B&B route for a softer landing. Shark Bay is also a lesser-known spot for sun-chasers, with the Shark Bay Hotel an ideal base.
Eat: Dinner at Pearly’s on the Beach or head to the classic braai on the beach style cooking at Die Strandloper – toes-in-the-sand seafood feasts, but book early, especially in the busy season.
Other worthwhile stops:
- Wine-tasting Groote Post, Darling Cellars or grab a cold one at Darling Brew
- Farm tour at Darling Olives, with tasting