Itinerary for a Romantic Weekend Getaway in the Western Cape

Every Raw Africa Collection property offers its own complete romantic weekend getaway in the Western Cape that couples can book on its own, each paired with two days of activities right on its doorstep.

This isn’t one long road trip. It’s six separate weekend getaway Cape Town and Western Cape itineraries, one per property, so you can pick whichever matches the weekend you actually want: wine, beach, bush, or golf. Each comes with a Day One and Day Two built from what’s nearby.

Six Weekends at a Glance

PropertyLocationDay OneDay Two
Spanish FarmSomerset WestWine tasting at WaterkloofHike Helderberg Nature Reserve
Sky VillaPlettenberg BayRobberg Nature Reserve walkPlett wine route tasting
The BungalowPlettenberg BayHobie Beach and sundownersPlettenberg Bay Game Reserve drive
Pringle Bay VillaPringle BayPringle Beach and penguinsHemel-en-Aarde wine route
22 EikehoffStellenboschChurch Street cafés and galleriesStellenbosch wine tasting
Oubaai VillaGeorgeGolf at Oubaai Golf EstateGarden Route beach day

Spanish Farm, Somerset West

A weekend at Spanish Farm pairs vineyard views with a proper hike, all within twenty minutes of the villa.

  • Day One: sunset wine tasting at Waterkloof, on the hillside above Sir Lowry’s Pass Village Road
  • Day Two: hike the Helderberg Nature Reserve, 398 hectares of fynbos overlooking False Bay

Evenings stay simple: the wood-fired hot tub and dinner from the estate’s or nearby restaurants, so neither day needs to end with a long drive back.

Sky Villa, Plettenberg Bay

Sky Villa’s weekend leans into the Garden Route’s two big draws: nature reserves and wine.

  • Day One: walk Robberg Nature Reserve for whale watching and coastal views
  • Day Two: a tasting along the Plett wine route, South Africa’s smallest wine region

Both days end back at the Sky Bar, with the bay laid out below the villa’s award-winning gardens. It’s a weekend built around views from two directions: out to sea, and out over the vines.

It’s worth allowing extra time on Day One if whale season lines up with the trip. Between June and November, Robberg’s coastal path turns into one of the more reliable whale-watching spots on this stretch of the Garden Route, which can easily stretch a short walk into half a day.

The Bungalow, Plettenberg Bay

The Bungalow’s weekend barely leaves the beach, and the one day it does, it heads for the bush.

  • Day One: Hobie Beach, dolphins from the deck, and sundowners at the on-site bar
  • Day Two: a game drive at the Plettenberg Bay Game Reserve, roughly 13km away

It’s the pick for couples who want beach and bush in the same weekend without changing hotels, since both are within easy reach of the milkwood-shaded rooms.

Pringle Bay Villa, Pringle Bay

Pringle Bay Villa’s weekend is the quietest on this list, and that’s the point.

  • Day One: a stroll along Pringle Beach and a visit to the penguins at Stony Point
  • Day Two: the Hemel-en-Aarde wine route, near Hermanus, a short drive away

The villa itself is sheltered by the Hangklip mountain, so evenings mean log fireplaces in winter or the pool deck in summer, both away from the coastal wind.

Because The Cottage is self-catering, this weekend also suits couples who’d rather cook together than book restaurants for every meal. A slow breakfast on the deck before the drive to Betty’s Bay is part of the appeal, not an inconvenience.

22 Eikehoff, Stellenbosch

22 Eikehoff’s weekend is the most walkable, with everything a few minutes from the front door.

  • Day One: wander Church Street’s cafés, wine bars and galleries on foot
  • Day Two: Stellenbosch wine tasting at one of the estates just outside town

It suits couples who’d rather not drive at all on Day One, then take the car out just once for the estates on Day Two.

Oubaai Villa, George

Oubaai Villa’s weekend is built for couples who golf, with the beach as the alternative.

  • Day One: a round at the Ernie Els-designed Oubaai Golf Estate, minutes from the villa
  • Day Two: a Garden Route beach day, with George Airport and the wider coastline close by

Evenings are for the rim-flow pool and the Outeniqua Mountains turning colour over the Gwaing River gorge, about as quiet as a golf weekend gets.

Non-golfing partners aren’t an afterthought here either. With George’s restaurants and the wider Garden Route coastline both within a short drive, a weekend built around one person’s golf game still leaves plenty for the other to do without simply waiting around the villa.

Frequently Asked Questions

What are some good weekend away options for couples in Cape Town?

Couples based in or near Cape Town have options ranging from city hotels to properties further out in the Winelands or along the coast. Spanish Farm and 22 Eikehoff both work well as a weekend away without a long drive, while Pringle Bay Villa suits couples after somewhere quieter.

Where is the best weekend getaway for couples?

The best weekend getaway depends on what a couple wants from it: wine country favours Spanish Farm or 22 Eikehoff, a beach-first weekend favours The Bungalow or Sky Villa, and total privacy favours Pringle Bay Villa. None of the six is objectively better, just suited to a different kind of weekend.

What are some good 3-day trips I can take from Cape Town?

A three-day trip from Cape Town has enough time for one Raw Africa Collection property plus a couple of activities in the surrounding area, rather than trying to fit in more than one region. Somerset West and Stellenbosch are both close enough to leave a full extra day for exploring beyond the two listed here.

Pick Your Weekend

Six properties, six completely different romantic getaways Western Cape couples can book without any of them feeling like a compromise.

If you’re torn between two, our guide on which Raw Africa Collection property is right for you breaks down the differences in more detail, from Spanish Farm’s vineyard views to Oubaai Villa’s golf-estate quiet.