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3-Day Private Cape Town Highlights Tour — Table Mountain, Robben Island, Cape Point & Winelands - Cape Town

3-Day Private Cape Town Highlights Tour — Table Mountain, Robben Island, Cape Point & Winelands

Cape Towneasy

Difficulty

easy

Duration

3 days (approx. 8–9 hours per day)

Fitness Level

Minimal fitness required for sightseeing; be prepared for walking, standing and short hikes on uneven terrain.

Overview

Three days of Cape Town’s essential experiences: a ferry to Robben Island with a former political prisoner, cableway ascent of Table Mountain, coastal drives to Cape Point and a day in the Winelands. This private tour bundles skip-the-line access, wine tastings and wildlife viewing into full, guided days.

3-Day Private Cape Town Highlights Tour — Table Mountain, Robben Island, Cape Point & Winelands

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On the first morning the city is low and clear; the V&A Waterfront hums with fishermen and ferries while the silhouette of Table Mountain — a flat-backed giant — waits above. Guests are collected from central Cape Town and steered through the harbor to the Nelson Mandela Gateway, where a 9:00 ferry cuts across choppy water to Robben Island. The wind pushes the boat forward; the island’s grey prison walls make an immediate, sober contrast to the ocean’s movement. An ex-political prisoner guides the group through Mandela’s cell and the Long March to Freedom, turning stones and dates into a compact oral history of South Africa’s transition.

Adventure Photos

3-Day Private Cape Town Highlights Tour — Table Mountain, Robben Island, Cape Point & Winelands photo 1

Adventure Tips

Dress in layers

Cape Town’s weather changes fast—wind can cut coastal mornings; a light windbreaker and breathable layers keep you comfortable.

Wear sturdy walking shoes

Boardwalks, rocky shorelines and uneven paths at Robben Island and Table Mountain require supportive, grippy footwear.

Stay hydrated and sun-protected

Long days and high UV mean bring a refillable water bottle, sunscreen and a wide-brim hat.

Respect wildlife viewing rules

At Boulders and Seal Island stay on boardwalks and keep distance—do not feed or touch animals to avoid fines and disturbance.

Local Insights

Wildlife

  • African penguin
  • Cape fur seal

History

Robben Island served as a political prison during apartheid; Nelson Mandela’s imprisonment there transformed it into a key historical site and UNESCO symbol of memory.

Conservation

The penguin colony and coastal reserves face pressure from habitat loss, pollution and fishing—stick to boardwalks, avoid single-use plastics, and follow guide instructions to minimize impact.

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Adventure Hotspots in Cape Town

Frequently Asked Questions

Recommended Gear

Sturdy walking shoes

Essential

Support and traction for boardwalks, rocky trails and cobbled streets.

Windproof/light rain jacket

Essential

Protects against cold coastal winds and sudden showers, especially in winter and spring.

winter specific

Reusable water bottle with filter

Essential

Hydration for full days and urban taps are safe—filters useful on hot days.

summer specific

Sun protection (hat + SPF 30+)

Essential

Strong UV requires reliable protection during midday stops and mountain exposure.

summer specific