Under sail · SOUTH AFRICA SAILING TOURS

4 South Africa Sailing Tours Worth Booking

4 sailing trips  ·  seats from $22 each

Sunset runs, swim stops and full days at anchor. These 4 are the sails in South Africa worth the booking, compared on the details that matter once you are aboard.

Cape Town Waterfront and Bay: Sailing Trip - Choosing a comfortable course across Table Bay
Sailing Tours, South Africa Sailing Tours, Tour Reviews

Cape Town Waterfront and Bay: Sailing Trip

1.Cape Town Waterfront and Bay: Sailing Trip

★★★★★★★★★★4.6 · 190 reviews · 1 hour · from $25Top of the fleet

Set out from Cape Town’s V&A Waterfront for a one-hour cruise on Table Bay. Depending on the wind, Serenity One may sail toward Milnerton Lighthouse or Robben Island. The crew explains sailing terms, and guides such as Rocky, Hilton, Zee, and Dillon are known for warm service. A motor catamaran or harbor cruise may replace the sail in poor conditions.

“Lovely experience on the boat in the Atlantic ocean, no hustles in tickets, check in and the cruising. I highly recommend this activity esp with the kids”

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Knysna Sunset Sailing Cruise with Light Dinner and Wine - Leaving Drydock for the Knysna lagoon
Dinner and Evening Sailing Cruises, Sailing Tours, Sailing Tours with Drinks, South Africa Sailing Tours, Sunset Sailing Cruises, Tour Reviews

Knysna Sunset Sailing Cruise with Light Dinner and Wine

2.Knysna Sunset Sailing Cruise with Light Dinner and Wine

★★★★★★★★★★4.8 · 96 reviews · 2h 30m · from $124

Join an English or Afrikaans speaking crew aboard the 50-foot Outeniqua, Knysna’s only chartered monohull sailing yacht. With up to 12 people aboard, you’ll sail the lagoon, and possibly pass through the Knysna Heads into the Indian Ocean if conditions allow. Expect two glasses of Cap Classique, a cheese and fruit spread, and a polished sunset sail.

“Apart from the attentiveness and friendliness of the crew, we felt like we were in very safe hands with their experienced skipper. The boat is beautiful and very comfortable and it was an awesome experience sailing out of the Knysna Heads before making our way back into the lagoon.”

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Sailing in The Bay by Catamaran (One Hour) - Choosing a route by wind and season
1-Hour Experiences, Catamaran Sailing Trips, Sailing Tours, South Africa Sailing Tours, Tour Reviews

Sailing in The Bay by Catamaran (One Hour)

3.Sailing in The Bay by Catamaran (One Hour)

★★★★★★★★★★4.5 · 87 reviews · from $21Lowest fare aboard

Set out from Quay 5 at Cape Town’s V&A Waterfront aboard Serenity One or the 16-meter schooner Esperance. Your captain chooses the route based on wind and sea conditions, often toward Milnerton Lighthouse, Clifton, or Robben Island. Expect commentary, chilled refreshments from a cash bar, music, and clear views of Table Mountain.

“Very neat, safe and the music is beautiful. Crew is great, such gentlemen and helpful. Over all 120% service.”

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Knysna Sunset Sailing Cruise, Light Dinner & Bubbly - Knysna Heads is the real test of the evening
Dinner and Evening Sailing Cruises, Sailing Tours, South Africa Sailing Tours, Sunset Sailing Cruises, Tour Reviews

Knysna Sunset Sailing Cruise, Light Dinner & Bubbly

4.Knysna Sunset Sailing Cruise, Light Dinner & Bubbly

★★★★★★★★★★5.0 · 41 reviews · from $104Best loved

Join a small shared yacht cruise from Knysna Waterfront, sailing across the lagoon and, sea conditions allowing, through Knysna Heads into the Indian Ocean. Captain Steve and his crew have been praised for attentive service. Enjoy two glasses of South African sparkling wine, a light Mediterranean dinner, sunset views, and possible wildlife sightings.

“A lovely evening, we met and checked in 30 mins early as requested, we left on time, sailed to the "Heads" and the Captain decided it was safe to sail from the Lagoon into the Indian Ocean, running parallel to the Coast, returning to the Lagoon for wine and snacks, the experience was well worth taking part in.”

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Other ways to get on the water

Sunset Sailing CruisesCatamaran Sailing TripsSailing and Snorkeling TripsPrivate Sailing ChartersIsland Hopping Sailing TripsTall Ship and Schooner Sailing
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