Cycle Cape Town & The Western Cape Winelands with Leonard Lee

 

Warm-up and ‘wine’ down with our most popular Cape Town Cycle Tour 2026 Training Package. It’s the perfect choice for road cycling enthusiasts who want to explore South Africa on two wheels, with two beautiful boutique hotels, five fully escorted training tours in Cape Town and the Western Cape Winelands, and guaranteed Cape Town Cycle Tour 2026 entry. 

 

WHAT’S INCLUDED 

• Detailed Travel Itinerary
• Onsite assistance from Equatours travel specialist
• Airport transfers on arrival and departure
• 5 nights at a 4* Boutique Hotel in Seapoint Cape Town with Breakfast
• 3 nights at a 4* Boutique Hotel in Stellenbosch with Breakfast
• All hotel taxes
• Bike storage
• Pre-training ride briefing with cycle guide and bike mechanic (upon request)
• 5 fully guided cycle tours
• Guaranteed Entry into the 2026 Cape Town Cycle Tour
• Transfer to EXPO
• Race pack collection assistance
• Race day briefing with complimentary drinks
• Race day goody bag
• After-party dinner with select local alcoholic and non-alcoholic beverages
• Wine Tasting Experience

 

DAY 1

WEDNESDAY, 4TH MARCH 2026

ARRIVE CAPE TOWN INTERNATIONAL AIRPORT

Your driver will be waiting to transfer you to your hotel on the Atlantic Seaboard in Cape Town. The rest of the day is at leisure to build your bikes and take a short test ride.

At 18H00, your guide will host a short briefing at the hotel to help you prepare for the days ahead. We can provide bike mechanic assistance upon request.

Overnight: 4* Boutique Hotel Cape Town

Meals Included: None

 

DAY 2

THURSDAY, 5TH MARCH 2026

GUIDED RIDE 1: APPROXIMATELY 60KM / 40 MILES

After breakfast today, you will load your bikes onto the support vehicle and transfer approximately 1-hour to the West Coast National Park, where you will enjoy your first training ride surrounded by South African flora and fauna. You’ll enjoy a coffee break inside the park, before loading your bikes and transferring back to the hotel with magnificent views of the city skyline. The rest of the day is at leisure.

Overnight: 4* Boutique Hotel Cape Town

Meals Included: Breakfast  

 

DAY 3

FRIDAY, 6TH MARCH 2026

GUIDED RIDE 2: APPROXIMATELY 50KM / 30 MILES

At 08h30, you will cycle part of the iconic Cape Town Cycle Tour Route in reverse, departing directly from the hotel. You will cycle through Camps Bay and Hout Bay to Noordhoek for a coffee shop break, before heading back along the same route, taking in both Chapman’s Peak and Suikerbossie – your two biggest challenges on race day.

CAPE TOWN CYCLE TOUR REGISTRATION & EXPO 

At 15h00, we will head to the Cape Town Cycle Tour Registration and EXPO to collect our race packs. A complimentary one-way transfer is provided. After collecting your race packs, the rest of the day is at leisure for you to shop the expo and make your own way back to the hotel.

Overnight: 4* Boutique Hotel Cape Town

Meals Included: Breakfast  

 

DAY 4

SATURDAY, 7TH MARCH 2026

RACE DAY BRIEFING

Today you have a day at leisure to soak up the electric atmosphere of Cape Town during the cycle tour weekend. At 17h30, we will regroup for our race day briefing; an informal event where you can enjoy some complimentary drinks, ask any last-minute questions about race day, and meet other Equatours guests.

Overnight: 4* Boutique Hotel Cape Town

Meals Included: Breakfast

 

DAY 5

SUNDAY, 8TH MARCH 2026

CAPE TOWN CYCLE TOUR 2026: APPROXIMATELY 109KM / 68 MILES

Today is the day you have been waiting for! After an early breakfast, you will cycle the short ride to the start line in the city centre to join your seeded group. Once you have crossed the finish line and collected your medal, you can either head straight back to the hotel or meet Team Equatours at the hospitality area for a group celebration.

At 18h00, we’ll regroup in the hotel reception and transfer to a local restaurant for our Cape Town Cycle Tour After Party dinner and celebration.

Overnight: 4* Boutique Hotel Cape Town

Meals Included: Breakfast and Dinner

 

DAY 6

MONDAY, 9TH MARCH 2026

GUIDED RIDE 3:  CLARENCE DRIVE: APPROXIMATELY 70KM / 43 MILES

After breakfast today, you will load your bikes and luggage onto the support vehicle and transfer approximately 60-minutes to Gordons Bay. Here, you will unload your bikes and cycle along one of the most stunning coastal road in South Africa. After the ride we all head to Stellenbosch, your base for the next three nights. After checking in to the hotel, you’ll have the option to relax by the pool or explore the pretty University Town. The evening is yours to experience the many bars and restaurants on your doorstep in ‘Stellies’.

Overnight: 4* Boutique Hotel Stellenbosch

Meals Included: Breakfast

 

DAY 7

TUESDAY, 10TH MARCH 2026

GUIDED RIDE 4: APPROXIMATE CYCLING DISTANCE 70KM / 43MILES

After breakfast today, you will set off your next training ride in the Cape Winelands to Franschhoek with its centuries-old vineyards and Cape Dutch architecture. After a short ride out of town, you’ll tackle the stunning Helshoogte Pass – one of the most beautiful climbs in the region, before turning right and continuing on a relatively flat road to the pretty town of Franschhoek for a coffee stop break. Those wishing to test themselves further will have the opportunity to cycle up and down the Franschhoek Pass, which is a demanding but very doable climb with spectacular vistas.

Afterwards, you’ll cycle back along the same route to the hotel for an evening at leisure.

Overnight: 4* Boutique Hotel Stellenbosch

Meals Included: Breakfast

 

DAY 8

WEDNESDAY, 11TH MARCH 2026

GUIDED RIDE 5: APPROXIMATE CYCLING DISTANCE 60KM / 37 MILES

Prepare for some spectacular scenery today! After breakfast, you’ll load your bikes onto the trailer and transfer to Wellington, where you’ll begin your ride up and over the majestic Bainskloof Pass. After tackling the pass from one side, you’ll enjoy a coffee shop break, before heading back up an over the other side. To celebrate this achievement, you’ll continue to a local vineyard for wine-tasting and a cheese platter, before making your way back to the hotel for one final evening in Stellenbosch.

Overnight: 4* Boutique Hotel Stellenbosch

Meals Included: Breakfast & Wine Tasting

 

DAY 9

THURSDAY, 12TH MARCH 2026

DEPARTURE

After breakfast today, you will have a few hours at leisure to pack your bike and shop for last-minute souvenirs before your driver collects you and returns you to the airport for your return flight home. ***End of Services***

 

Price Per Person Sharing: £1595.00 Double/Twin Occupancy

Single Occupancy Supplement: £490.00 (Happy to share? Let us know)

Int. Flights On Request

 

Equatours is a leading tailor-made travel specialist with over a decade of experience in creating bespoke holidays in Southern Africa. If you intend to extend this cycling holiday with a safari, self-drive adventure, trip to Victoria Falls, visit to neighbouring Namibia or Botswana, or simply a few extra days in Cape Town, please allow us to provide you with a no-obligation quote.