
1 day, 6 stops
Cape Peninsula day
Photo: South African Tourism from South Africa / Wikimedia Commons, CC BY 2.0
A long sightseeing day, not a gentle toddler itinerary. Leave early and keep Hout Bay brief so Cape Point remains the main morning outing. Chapman’s Peak’s official site displayed CLOSED when checked on 14 November 2026: this coastal leg is conditional (check before you go). If closed, use Constantia Nek and Ou Kaapse Weg, allowing extra time.
Suits: For two
Day 1 Around the Peninsula
Morning

Hout Bay Harbour
Start with a brief harbour look, then continue south. Save boat trips and a long breakfast for another day.
Photo: South African Tourism from South Africa / Wikimedia Commons, CC BY 2.0
Morning

Chapman's Peak Drive
Only take this toll road if the operator confirms it is open. Stop only in designated parking areas. If closed, omit this stop and follow the inland route in the blurb.
Morning

Cape Point
Continue to Cape Point for the main outing. Use viewpoints near vehicle access if walking is difficult; the lighthouse approach includes stairs, so it is not a continuous pushchair route.
Photo: Cape Hatteras National Seashore / Wikimedia Commons, Public domain
Lunch

Cape Point
Eat within Cape Point before leaving the reserve; confirm current food service and bring backup snacks (check before you go).
Photo: Cape Hatteras National Seashore / Wikimedia Commons, Public domain
Afternoon

Boulders Beach
Use the Foxy Beach penguin-viewing boardwalk with a pushchair. This is a viewing stop, not time set aside for swimming or scrambling over boulders.
Afternoon

Kalk Bay
Make a brief final stop only if there is daylight and energy left, then return to Cape Town. Pavements and harbour edges need care with a pushchair; skip this stop if earlier delays mount up.
Photo: Octagon / Wikimedia Commons, Public domain
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Cape Point, on the way back, about 16 min (estimate)
Cape Point, then Simon’s Town
- MorningCape Point
- LunchBertha's Tier 3
Leave the park and stop for lunch in Simon’s Town on the way back. Allow extra time for the park roads.
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Hout Bay, about 13 min drive (estimate)
Hout Bay and Massimo’s
- MorningHout Bay Harbour
- LunchMassimo's Tier 3
Explore the harbour, then head to Massimo’s for a meal during its confirmed service.
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False Bay, about 6 min drive (estimate)
Boulders and Simon’s Town lunch
- MorningBoulders Beach
- LunchBertha's Tier 3
See the penguin colony before a meal in Simon’s Town.
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False Bay, In town
Kalk Bay and Kalky’s
Explore Kalk Bay and stop for a casual harbour meal.











