Arrive in Cape Town
Meet the group, settle in and enjoy the first evening; no riding required.
Grand Tours
Proposed 2027 departure · Enquiries open
South Africa Grand Tour
Cape Town · Winelands · Route 62 · Oudtshoorn · Garden Route · Cape coast · Cape Town
8–21 November 2027 · 14 days / 13 nights
More time on the road. More time in each place.
A Cape-to-Karoo-to-coast motorcycle journey with time to stop, dine well and enjoy the places between the roads. Two-night bases in Cape Town, Franschhoek and Oudtshoorn lead to three nights around Knysna and its riding loops.
Designed for a small group of 8–10 customer bikes, with a target average of around 150 miles on normal riding days. Riders, pillions, couples and solo travellers are welcome.
Dates, hotels, route, bike-hire options and final inclusions are being developed. Flights are not included. Email or call Julian about the tour and your travel plans. No deposit or commitment to enquire.
Ask about booking dates
Tour prices
Prices to be confirmed
| Component | Price |
|---|---|
| Rider tour fare · own bike | TBC |
| Sharing pillion tour fare | TBC |
| Hire supplement · per motorcycle | TBC |
| Rider including one hire bike | TBC |
Pillions share the rider’s room and motorcycle. Their fare excludes motorcycle hire and is the same with a hired or own motorcycle.
The hire-bike price covers the motorcycle-hire charge, paid by Boss Hogg once the provider confirms the arrangement. You sign the provider’s rental agreement and must meet its rider requirements. A separate security deposit or card pre-authorisation may apply. We’ll confirm its amount and refund or release conditions, any excess and other provider charges before you book. Fuel is extra. Rental details · Full booking information
Choose your riders, pillions and motorcycle option in your basket. Saving your plans does not reserve a place or take a payment.
The proposed journey
Day by day
Cape Peninsula loop
Chapman’s Peak and the peninsula when road and weather conditions permit; second night in Cape Town.
Cape Town to Franschhoek
Head for the Winelands through the coastal and inland riding country.
Winelands loop
A full riding day from Franschhoek, returning to the same hotel for dinner.
Franschhoek to Montagu
Cross toward the Klein Karoo, with time for scenic stops.
Montagu to Oudtshoorn
Follow Route 62; a longer riding stage, with an early start and an unhurried lunch.
Oudtshoorn loop
Explore the Klein Karoo on suitable paved roads; return to the same hotel.
Oudtshoorn to Knysna
Ride south through the Outeniqua country to the Garden Route.
Knysna coast loop
A scenic loop towards Plettenberg Bay and Tsitsikamma, returning to Knysna.
Garden Route loop
A second day without moving hotels: coast, forest and time to enjoy the area.
Knysna to Swellendam
A longer westbound coastal riding stage, with planned rest stops.
Swellendam to Hermanus
Ride towards the Cape coast with time for lunch and the views.
Hermanus to Cape Town
A final coastal ride and farewell dinner in Cape Town.
Depart Cape Town
Fly home or extend your stay independently.
Target approximately 150 miles across normal riding days. The two longer transfer days may approach 180–195 miles; final road routing, timing and sightseeing stops need a local recce. Gravel passes and roads affected by flood repairs are not part of the guaranteed route. Motorcycle hire, support, hotels and final inclusions remain subject to confirmation.
Photographs
Photographs show the actual regions on the proposed route and do not show a Boss Hogg departure. Chapman’s Peak Drive — Kallerna / Wikimedia Commons, CC licence. Displayed in a cropped frame. Knysna, Garden Route — South African Tourism / Wikimedia Commons, CC licence. Displayed in a cropped frame.
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Passports and entry requirements
This proposed fly-in tour stays in South Africa. Each guest must check the passport, visa and entry conditions that apply to their own nationality and circumstances, including any independently arranged transit. Riders will also need a full suitable motorcycle licence and must meet the hire provider’s conditions once the motorcycle arrangements are confirmed.
Check current official guidance before booking and again before travelling: UK travel advice for South Africa.
Configure your journey
Plan your tour with Julian
Contact Julian to discuss riders, pillions, room arrangements and the motorcycle you would like to ride. Final arrangements will be confirmed before a real booking.
Configure your tourConfigure your tour in the customer portal, or email or call Julian to discuss your plans. Saving a selection does not reserve a place or require a deposit.
Tour confirmation
A minimum of five paying riders, excluding pillions, is required. We plan for 8–10 customer bikes, with a maximum of 10 paying customer bikes. Our lead and sweep bikes are additional and do not count towards that maximum. Final tour arrangements and booking terms must be confirmed before a booking is accepted.
Planned package inclusions
All tours include the advertised hotel accommodation; breakfasts, lunches and evening meals; wine tastings, wine with evening meals and hotel welcome drinks; the guided ride with lead and sweep support; the support and luggage vehicle; admissions advertised as included visits; the scheduled ferry or tunnel crossings required by that itinerary; one scheduled arrival arrangement: either pickup on the tour departure day from a named local international airport to the published tour start point, or, for an international guest whose flight schedule requires arrival the previous day, one airport hotel night immediately before departure with airport-to-hotel and next-day scheduled transfers to the start point; and one scheduled departure arrangement: either a transfer from the published motorcycle drop-off point to a named local international airport on the tour end day, or, when the tour return timing requires an international guest to fly the next day, one airport hotel night after the tour with transfers from the motorcycle drop-off point to that hotel and onwards to the airport the next day. The included airport transfers operate within their published meeting and departure windows, including the hotel arrangements when needed.
Exact airports, meeting points, transfer windows, crossing details and each departure’s practical arrangements must be confirmed before a real booking. Read the booking information.