Grab a drink from Ogie's, walk to the end of the harbour breakwater, and sit with your feet over the edge as the sun sets over the Hottentots Holland mountains. Dolphins sometimes surface in the harbour mouth.
Start drinks at Gordon's Bay harbour, then drive the 20km Clarence Drive to Rooi-Els as the sun sets. Pull over at the lookout points. Return for a nightcap. One of the most scenic coastal roads in the world.
On full moon nights in summer, locals gather on Bikini Beach with blankets and cooler boxes. It is informal and unorganised -- just show up with a bottle of wine and enjoy the moonlight on the water.
The definitive Gordon's Bay sundowner spot. Perched right on the harbour with boats bobbing below your table. Craft beer on tap (R65), decent wine list, and pub grub that punches above its weight. The calamari and chips (R95) is the go-to order. Live acoustic music on Friday evenings in summer.
Casual beach bar steps from the sand. Cold beers, frozen cocktails, and a relaxed vibe that matches the beach. The frozen margarita (R75) is dangerously drinkable. Open-air seating means you can watch swimmers and surfers while you drink. Closes at sunset in winter, 21:00 in summer.
Quirky gastropub with an eclectic interior and the widest craft beer selection in the Helderberg. 12 taps rotating local breweries -- Devil's Peak, CBC, and Jack Black are regulars. Their gourmet burgers (R110-R145) are the best in Gordon's Bay. Trivia nights on Wednesdays draw a loyal crowd.