
Day trip · 25 hours
Cape Town: West Coast Overnight Tour with Wine Tasting
Explore the West Coast + Stellenbosch on an overnight tour from Cape Town. Visit seaside villages, winelands, enjoy wine tasting, savor the sunsets. Overnight at a sea...
Leo's Wine Bar is a wine bar in City Bowl, Cape Town.
Editorially verified September 26, 2026 by Elliot Marsh, TableJourney editor. Source.
Food program: Light bar snacks nightly, plus midweek pop-up chefs who take over the kitchen.
Tip: It is Max Bagels by day and Leo's by night, so the wine list only starts at 5pm.

Day trip · 25 hours
Explore the West Coast + Stellenbosch on an overnight tour from Cape Town. Visit seaside villages, winelands, enjoy wine tasting, savor the sunsets. Overnight at a sea...

Multi-day trip · 7 days
Embark on a 7-day tour of the Garden Route, Cape Winelands, Addo National Park, Cape Point, and southeast coast of South Africa. Look for wild animals, explore lush fo...

Day trip · 4h 30m
Explore Stellenbosch on horseback with a private guided ride through scenic vineyards, then unwind with local snacks and a bottle of wine. A perfect blend of adventure...
Address: 120 Bree Street, Cape Town 8001
Lunacy on Harrington Street pours a mostly local wine list with small sharing plates in a relaxed dive bar setting, an East City spot in Cape Town.
PourA glass from the mostly-local list, picked by whoever is behind the bar that night.
WineA mostly local wine list with a little international flare, run as a wine dive rather than a formal cellar.
FoodSeasonal small plates for sharing, from cold starters to oxtail gnocchi and grilled prawns.
TipBook a seat online for the seasonal small plates, from oxtail gnocchi to grilled prawns, with the mostly local list.
Judd's Local on Kloof Street runs a free wine tasting every Tuesday evening alongside its kitchen menu, a Gardens neighbourhood room in Cape Town.
PourWhatever is poured at the free Tuesday evening tasting, usually a small Cape producer.
WineA quality-first wine list on Kloof Street, with a standing Tuesday tasting slot.
FoodAn all day restaurant menu from 08:30, served alongside the wine shop list
TipTurn up for the free Tuesday tasting between 6pm and 9pm if you want to try before you commit to a bottle.
Lunacy on Harrington Street pours a mostly local wine list with small sharing plates in a relaxed dive bar setting, an East City spot in Cape Town.
PourA glass from the mostly-local list, picked by whoever is behind the bar that night.
WineA mostly local wine list with a little international flare, run as a wine dive rather than a formal cellar.
FoodSeasonal small plates for sharing, from cold starters to oxtail gnocchi and grilled prawns.
TipBook a seat online for the seasonal small plates, from oxtail gnocchi to grilled prawns, with the mostly local list.
Cultivar Wine Bar inside Time Out Market pours sommelier led flights of South African terroir, a boutique V&A Waterfront wine stop in Cape Town.
PourA sommelier led tasting flight across South African regions such as Stellenbosch and Swartland
WineA boutique, sommelier-led South African list inside Time Out Market, with terroir flights across Stellenbosch and Swartland.
FoodNo kitchen of its own; pair a glass with any of the market's food stalls.
TipIt has no kitchen, so order from any Time Out Market stall; the market trades to 23:00 from Thursday to Saturday.
Furny's Fine Wines and Taste Room pours over 70 wines by the glass beneath milkwood trees, a family run wine find in Noordhoek, near Cape Town.
PourWhatever is on the Friday complimentary tasting, drawn from the 400-bottle shop list.
WineOver 70 wines by the glass and 400 bottles to buy from the attached shop, family run beneath the milkwood trees.
FoodShared platters, cheese and charcuterie, plus a deli counter of local produce.
TipCome for the free Friday tasting from 4:30pm, and bring the family, they welcome children and dogs outdoors.
Buitenverwachting pours a five wine tasting for R150 in its thatched, 250 year old cellar on a historic Constantia farm, a short drive from central Cape Town.
PourA five wine tasting for R150, chosen from the estate's current list
WineA Constantia estate list running from Sauvignon Blanc and Hussey's Vlei to the Maximus red and a Brut Rose.
FoodCharcuterie platters with fresh baguettes at the tasting centre; Beyond Restaurant on the same farm covers full meals.
TipThe Double Cab is poured for tasting only on Fridays and Saturdays, so time a visit for those days to include it.
Steenberg's tasting room pours a benchmark cool climate Sauvignon Blanc flight on its Constantia estate, a short drive from central Cape Town.
PourA glass from the Sauvignon Blanc collection, the variety the estate is best known for
WineA global benchmark for cool-climate Sauvignon Blanc, tasted through a dedicated varietal flight and the small-batch Canvas Collection.
FoodNo kitchen at the tasting bar; Bistro Sixteen82 on the same estate covers meals.
TipBook ahead, since the tasting room takes no walk-ins, and bring a card, because the estate is a cashless facility.