8-Day Cape Town Itinerary – Fixed Departure Tour with Tailwinds Travels
Cape Town Itinerary From Singapore

Boulders Beach
Discover the vibrant culture, dramatic landscapes, and rich heritage of South Africa with our specially curated 8-day Cape Town itinerary. Tailwinds Travels brings you a fixed departure tour that promises unforgettable experiences, guided explorations, and seamless travel planning – perfect for solo travelers, couples, or small groups.
👉 View the full package here: Cape Town Itinerary Tour Package
Join our fixed departure Cape Town tour from June 7–14, 2025. Seats are limited – book early to secure your spot! This package includes flights only.. Seats are limited – book early to secure your spot!
Arrival at Cape Town International Airport
Private transfer to your luxury hotel
Free evening to relax or explore the V&A Waterfront
Welcome dinner with your group and guide introduction
Ascend Table Mountain via cable car for panoramic views
Visit Company’s Garden, Greenmarket Square, and Bo-Kaap
Afternoon tea at a local café
Return to hotel for a relaxing evening
Full-day tour of the Cape Peninsula: Scenic drive along Chapman's Peak Visit Cape Point & Cape of Good Hope Walk with penguins at Boulders Beach
Group dinner at a seafood restaurant
Travel to the Cape Winelands
Wine tasting at award-winning vineyards
Explore historic Stellenbosch and gourmet lunch in Franschhoek
Return to Cape Town in the evening
Morning ferry to Robben Island – tour Nelson Mandela’s prison cell
Afternoon township tour in Langa with local guide
Cultural dinner and storytelling experience
Free day for shopping, spa, or optional activities: Shark cage diving Helicopter ride over the Atlantic Day trip to Aquila Private Game Reserve (Big 5 Safari)
Dinner at leisure
Morning visit to Kirstenbosch National Botanical Garden
Afternoon at leisure
Sunset champagne cruise from the V&A Waterfront
Farewell dinner with the group
Breakfast and check-out
Private transfer to Cape Town International Airport
End of tour with beautiful memories and new friendships
Return flights from Singapore to Cape Town
Meet & Greet at Cape Town Airport and hotel transfer
5 nights in Cape Town – The Commodore Hotel in Deluxe Rooms (B&B)
5 lunches and 4 dinners
Half Day City Tour with Table Mountain Cable Car (weather dependent)
Full-day Cape Point Tour (excludes lunch)
Full-day Winelands Tour
Robben Island Tour
Township Tour Drumming at Gold Restaurant
Transfer from Cape Town hotel to Cape Town airport
Internal flight from Hoedspruit Airport to Cape Town
2 nights at Greenfire Safari Lodge on full board with activities
Transfer from Greenfire Safari Lodge to Hoedspruit Airport
Domestic flights & high-speed train tickets not mentioned
All meals not specified above
Personal items, tipping, personal refreshments and extras
Internal Flight (approx. USD 600)
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