Cape Town, Cape Point & Stellenbosch: 3-Day Tour with Wine Tasting

Cape town to cape point and winelands with city cableway

You’ll trace Cape Town’s dramatic coastline to Cape Point, ride the Table Mountain cable car for sweeping views, visit penguins at Boulders Beach, and sample local wines in Stellenbosch and Franschhoek. Expect salty air, laughter with your guide, and moments where South Africa feels both huge and close enough to touch.

Step-by-step itinerary

Day 1 — Full Day Cape Peninsula

• Visit fishing village of Hout Bay
• Option boat trip to Seal Island
• Drive via Chapmans Peak Drive
• Explore Cape Point Nature Reserve
• Follow coastline along False Bay
• Visit Penguin colony at Boulders Beach

Day 2 — Half Day Cape Town City Tour

• Drive through Cape Town City Centre
• See Castle of Good Hope
• Ascend Table Mountain by cable car

Day 3 — Full Day Winelands Tour

• Visit Paarl and wine tasting
• Stop in Franschhoek for lunch and wine tasting
• Visit Stellenbosch and final wine tasting

The Experience

“You’ll never guess what’s around this bend,” our guide Musa grinned as we hugged the curves of Chapman’s Peak Drive, sea mist curling over the cliffs. I was still brushing croissant flakes off my lap from breakfast when we pulled into Hout Bay — seals barking somewhere out on the rocks, fishermen hauling buckets past us. The air smelled like salt and kelp and something frying nearby. At Cape Point, wind whipped so hard I had to laugh just to stay upright. We watched a troop of baboons eye someone’s backpack (not mine for once), then Musa pointed out tiny wildflowers pushing up through the sand. I didn’t expect to feel so small standing at the edge of Africa.

The next morning started in Cape Town city center — Castle of Good Hope looking stern under a pale sky. Our group shuffled along Dorp Street in Stellenbosch later that day, dodging puddles from last night’s rain. The Table Mountain cable car spun us slowly above everything; my ears popped and a kid behind me squealed when we saw the city drop away below. Up top it was quiet except for some birds, and I caught myself just staring at the clouds moving over Lion’s Head. It’s weird how you can be surrounded by people but feel completely alone with a view like that.

I’m not really a wine person (I always say that, then end up loving it), but tasting in Paarl surprised me — there was this peppery red that made everyone pause mid-sip. Lunch in Franschhoek was loud and warm; our server told us about her family coming from French settlers way back, which somehow made every bite taste more interesting. By the time we hit our last vineyard in Stellenbosch, I’d stopped trying to pronounce everything right and just enjoyed the sun filtering through old oak trees. The drive back felt slower, or maybe it was just me wanting it not to end yet.

Top questions

How long is the Cape Town to Cape Point & Winelands tour?

This is a three-day tour combining Cape Peninsula, Winelands, and city highlights.

Is hotel pickup included for this tour?

Yes, hotel pickup and drop-off are included from central Cape Town hotels.

Are wine tastings included on the Stellenbosch day?

Yes, wine tastings are included in Paarl, Franschhoek, and Stellenbosch.

Can you visit Table Mountain during this tour?

Yes, weather permitting you’ll ascend Table Mountain by revolving cable car.

Is lunch included during the Winelands part?

No, lunch is at your own expense during the Winelands day.

Are entrance fees covered for Cape Point Nature Reserve?

Yes, entry fees for Cape Point Nature Reserve are included.

Can children join this tour?

Children can join but those under 3 must use a car seat (available upon request).

Do you see penguins at Boulders Beach?

The itinerary includes visiting Boulders Beach penguin colony (entry fee not included).

What’s included

Your three days include hotel pickup and drop-off from central Cape Town hotels, all entry fees for places like Cape Point Nature Reserve and Castle of Good Hope, guided transport throughout with an English-speaking guide who knows their stuff (and has stories), plus wine tastings in Paarl, Franschhoek, and Stellenbosch before heading back each evening.