South Africa · Wine & Beer

5-Day Cape Town Tour with Winelands, Penguins and Whale Coast

5 Days Round trip from Cape Town Easy pace

The journey

Trip highlights
  • 01 Ride the cable car to the top of Table Mountain for panoramic city and ocean views
  • 02 Drive along Chapman's Peak and explore Cape Point and the Cape of Good Hope
  • 03 Visit Boulders Beach and Stony Point to see African penguins up close
  • 04 Watch whales from the cliffs of Hermanus during the season from June to November
  • 05 Hike through Kirstenbosch and Fernkloof Nature Reserve surrounded by indigenous fynbos
  • 06 Explore the vibrant streets of Bo-Kaap and discover local art in Woodstock

Discover the best of Cape Town on this immersive 5-day itinerary, blending natural wonders, cultural heritage, and world-class cuisine. Explore iconic landmarks such as Table Mountain and Cape Point, enjoy wine tastings in Stellenbosch and Franschhoek, encounter African penguins and seasonal whales along the coast, and wander through the colorful streets of Bo-Kaap and Woodstock.

Explore iconic landmarks such as Table Mountain and Cape Point, enjoy wine tastings in Stellenbosch and Franschhoek, encounter African penguins and seasonal whales along the coast, and wander through the colorful streets of Bo-Kaap and Woodstock.

From the itinerary

At a glance

What this trip includes

Duration 5 Days
Tour type Private
Activity level Easy
Accommodation Not included
Transport Included
Cities Cape Town, Stellenbosch, Franschoek, Hermanus, Table Mountain National Park, Betty's Bay
Languages Afrikaans, English, French

Day by day

The itinerary

1
Day 01

Arrival in Cape Town and Table Mountain Highlights

  • Arrive at Cape Town International Airport.
  • Transfer to your hotel and complete check-in.

  • Visit the Victoria & Alfred Waterfront for breakfast with views of Table Mountain.

  • Take a cable car up Table Mountain for panoramic city and ocean views.

  • Explore Kirstenbosch National Botanical Garden.

  • Enjoy Cape Malay cuisine at a local restaurant in the city centre.

2
Day 02

Cape Peninsula and Penguin Coast

  • Drive along Chapman's Peak Drive, a stunning coastal road.
  • Stop at Hout Bay for a boat trip to Seal Island.

  • Continue to Cape Point and the Cape of Good Hope.

  • Visit Boulders Beach to see the African penguin colony.

  • Return to Cape Town in the evening.

Dine at a restaurant in the Victoria & Alfred Waterfront.

3
Day 03

Stellenbosch and Franschhoek Winelands

  • Travel to Stellenbosch, known for its Cape Dutch architecture.
  • Walk along oak-lined streets and explore historic landmarks.

  • Visit top wineries for wine tasting experiences.

  • Enjoy lunch at a vineyard estate.

  • Continue to Franschhoek for further wine tasting.

  • Return to your hotel and have dinner at your accommodation or in town.

4
Day 04

Hermanus and the Whale Coast Escape

  • Drive to Hermanus, famous for whale watching during the season from June to November.
  • Walk the cliff path for breathtaking ocean views.

  • Visit boutique wineries in the Hemel-en-Aarde Valley.

  • Hike in Fernkloof Nature Reserve to see indigenous fynbos.

Dine on fresh seafood at a coastal restaurant in Hermanus.

5
Day 05

Betty's Bay, Bo-Kaap and Departure

  • Travel back via Route 44, stopping at Betty's Bay to visit the Stony Point penguin colony.
  • Explore the Harold Porter National Botanical Garden.

  • Return to Cape Town and visit the colorful Bo-Kaap neighborhood.

  • Browse art galleries and shops in Woodstock.

  • Purchase local souvenirs before departure.

  • Transfer to Cape Town International Airport for your flight or continue exploring South Africa.

Table Mountain, Chapman's Peak Drive, Boulders Beach, Stellenbosch

Where this trip takes you

Table Mountain, Chapman's Peak Drive, Boulders Beach, Stellenbosch

The route

Where you'll travel

Tour route map
Round trip from Cape Town 6 cities · 5 Days

The fine print

Trip details

What's Included

  • Transfers
  • Tour guide
  • Bottled water
  • Entrance fees to attractions
  • Air-conditioned vehicle
  • Driver

What's Not Included

  • Accommodation
  • Lunch and dinner
  • Personal expenses

What to bring

  • Comfortable shoes
  • Sun hat
  • Sunscreen
  • Camera

Know before you go

  • Experience a Mediterranean climate with wet winters and dry summers.
  • Visit during summer (December to February) for beaches and outdoor adventures.

  • Travel in winter (June to August) for cozy Winelands experiences.

  • Enjoy spring (September to November) and autumn (March to May) for hiking and fewer crowds.

  • Stay updated with local news and government travel advisories.

  • Avoid displaying valuables in public spaces.

  • Remain cautious in unfamiliar areas, especially after dark.

  • Use the South African Rand (ZAR) for all transactions.

  • Carry some cash for small vendors and tips.

  • Choose from budget to luxury accommodations and dining options.

  • Communicate easily in English, with Afrikaans and Xhosa also widely spoken.

  • Learn a few local phrases to connect with residents.

  • Access Wi-Fi in most urban areas, hotels, and cafes.

  • Keep routine vaccinations up to date.

  • Travel without needing special vaccinations for the region.

  • Access quality healthcare in cities and major towns.

  • Ensure you have comprehensive travel insurance.

  • Respect the diversity of cultures and traditions in the region.

  • Tip 10-15% in restaurants and for service staff such as taxi drivers and porters.

  • Travel responsibly and embrace the cultural and natural wonders of the Western Cape.

Logistics

Meeting & route

Meeting point
Cape Town, South Africa
Tour start
Cape Town, South Africa
Tour ends at the same location as the start point.
End of the journey

Your 5 days finish where they began, in Cape Town.

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