Top South Africa Sailing Tours

19 results

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Cruise to the Knysna Heads on a Timeless Mahogany Launch

Magic Lagoon Charters offers a truly different way to experience the Knysna Lagoon — aboard beautifully restored classic wooden boats that combine timeless style with a smooth, comfortable ride. Unlike larger or ocean-based tours, our cruises take place entirely on the calm, sheltered waters of the lagoon. That means no swell, no crowds, and no rush — just a relaxed, intimate experience in one of South Africa’s most scenic settings. With small group sizes and a low-to-the-water perspective, you’ll enjoy unobstructed views and a far more personal connection to the surroundings — from the Knysna Heads to the turquoise waters of Featherbed Bay. We’re also fully licensed, allowing you to enjoy drinks, bubbly, oysters, and curated platters on board — transforming your cruise into a refined, social experience rather than just a sightseeing trip. This isn’t a standard boat tour. It’s classic lagoon cruising — private in feel, effortless, and beautifully done.

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Knysna Boat Cruise to the Heads – Small Group, Calm Lagoon

1 hour 15 minutesFree Cancellation

4.9

(192)

from $34

Special Offer

Bay Sail Adventure on the Spirit of Victoria

Set sail on the Spirit of Victoria, a beautifully crafted 58ft Gaff Rigged Schooner, for an hour of relaxation and stunning views of Cape Town. The only sailing trip, departing from the historic V&A Waterfront, offers a unique chance to glide across Table Bay while soaking in breathtaking vistas of Table Mountain and the vibrant cityscape. With room for 45 passengers and a fully stocked bar, guests can enjoy a laid-back atmosphere while capturing unforgettable memories. Whether it's a special occasion or just a day out, this cruise promises an authentic sailing experience you won't want to miss.

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Bay Sail Adventure on the Spirit of Victoria

1 hourFree Cancellation

Special Offer

This sailing trip takes you from the historic Victoria & Alfred Waterfront out to sea on a short cruise across the bay and back. The cruise provides spectacular mountain and city views as well as fantastic photographic opportunities of The Mother City with Table Mountain as a backdrop. They do not offer a specific destination. Typically they motor out of the Harbour and across Table Bay towards Milnerton lighthouse, then return to the protection of Granger Bay Fabulous Table Mountain and city views must do" trip whilst visiting Cape Town.

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Cape Town 90 minute Sunset Cruise with The Spirit of Victoria

1 hour 30 minutesFree Cancellation

Cruise and Dine Lunch / Cape Town: Coastal Motor Cruise and 2-Course Lunch

2 hours 30 minutesFree Cancellation

4.5

(160)

from $44

Catamaran Cruise in Cape Town

1 hourFree Cancellation

5.0

(6)

from $26

1- Hour Catamaran Cruise Cape Town

1 hour

4.6

(174)

from $21

Our sailing adventures emphasise the thrilling, unique experience of being on the open ocean under sail. We provide a true sailing experience, where you have the opportunity to learn from a professional crew. Our crew will teach you to steer, navigate and trim. Watch the sunset from the deck, dive off the bow, have a delicious glass of wine, and enjoy the incredible scenery and wildlife that Cape Town has to offer from the city's most beautiful yacht! There is always a high chance of spotting whales, dolphins, seals, sunfish and penguins too.

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Sailing Adventure in Table Bay

3 hoursFree Cancellation

from $93

Cape Town Sunset 90 minutes with Escape Cat

This 39ft sailing Catamaran offers a comfortable sailing experience along the Atlantic seaboard showcasing the iconic views of Table Mountain and the Mother City Cape Town. You have the choice of sitting on the foredeck and trampolines which is ideal for those summer days or alternatively, chat with the Captain in the aft undercover and still enjoy the fantastic views of the city. Escape Cat can accommodate 36 passengers and is perfect for special events or functions.

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Cape Town Sunset 90 minutes with Escape Cat

1 hour 30 minutesFree Cancellation

3.7

(3)

from $43

Special Offer

Our well-informed guides share their stories and knowledge of the V&A working harbour. Enjoy the clam waters while the skipper navigates its way around the historically rich and ever busy port. Dawn is a 40 seater harbour cruise boat offering half hour cruises as well as one-hour cruises around the Old Harbour and International Docks. Dawn is ideal for private functions and may be chartered privately for children’s parties, bachelor parties or tour groups

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30 Minute Harbour Cruise in Cape town

30 minutesFree Cancellation

5.0

(2)

from

Likely to Sell Out

Cruise and Dine Dinner / Cape Town: Sunset Champagne Cruise and 3-Course Dinner

4 hoursFree Cancellation

4.2

(137)

from $87

Cape Town Sunset Boat Cruises with Champagne (Hotel pickup incl.)

Savor the stunning views of Cape Town's coastline as you relax aboard a sunset cruise from the V&A Waterfront. Choose the Champagne Sunset Cruise and enjoy complimentary drinks while watching the sun dip below the horizon, painting the skies with vibrant colors. This is the perfect way to unwind and soak in the beauty of Table Mountain and the city lights as they come alive at dusk - Daily scheduled sunset cruises departing from V&A Waterfront - Enjoy complimentary drinks while cruising for approximately 90 minutes - Ideal for couples, families, and anyone looking to capture the beauty of Cape Town at sunset

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Cape Town Sunset Boat Cruises with Champagne (Hotel pickup incl.)

2 hours 30 minutesFree Cancellation

Likely to Sell Out

Sunset Champagne Cruise from Cape Town

1 hour 30 minutesFree Cancellation

4.2

(394)

from $47

Knysna Day Sailing Cruise 1.5 hour

1 hour 30 minutesFree Cancellation

4.8

(4)

from $87

Catamaran Cruise and Sushi Experience in Cape Town

2 hours 30 minutesFree Cancellation

3.7

(7)

from $42

Knysna Day Sail & Lunch Charter 2.5 Hour

Sail over the Knysa lagoon and past the Knysa Heads on this open-ocean lunchtime adventure. During this half-day tour, see the coastal scenery of the Garden Route from your vantage point on the water, then return to the calm of the Knysa Estuary to anchor for a Mediterranean-style lunch. Learn about the marine ecosystem and the animals who thrive their through your skipper's commentary as you sail.

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Knysna Day Sail & Lunch Charter 2.5 Hour

2 hours 30 minutesFree Cancellation

4.8

(4)

from $131

Cruise & Dine Breakfast– Prosecco Morning Cruise and Breakfast

2 hours 30 minutesFree Cancellation

4.0

(5)

from $44

Special Offer

Afternoon Ocean Safari (Hotel Pickup & Dropoff incl) CAPE TOWN

Iconic Table Mountain Views – Take in breathtaking, panoramic views of Cape Town’s most famous landmark from the water’s edge. Lion’s Head & Signal Hill – Admire the dramatic slopes and golden hues as these peaks rise majestically above the city. Historic Robben Island – Cruise past the island that symbolizes South Africa’s journey to freedom, visible across the sparkling Atlantic. Sea Point & Mouille Point Promenade – Glide by the vibrant coastline lined with chic cafés, runners, and the iconic Green Point Lighthouse. The Twelve Apostles Mountain Range – Marvel at this spectacular series of peaks stretching along the Atlantic Seaboard, a truly postcard-perfect view.

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Afternoon Ocean Safari (Hotel Pickup & Dropoff incl) CAPE TOWN

1 hourFree Cancellation

This is a unique outdoor package deal in Johannesburg. 09:00am: You will be picked up from a collection point within a 50km radius of Sandton. 10:00am: You will enjoy a 1.5-hour cableway experience. 11:30am: After the cableway trip you will be transported to the Harties Boat Company dock for your boat cruise. 13:00pm: You will enjoy a 2-hour lunch boat cruise. We are offering light snack whilst on board and a cash bar. (for your own account) 15:00pm: You will return to the dock where our driver will be waiting for you to transport you back to the original collection point. 16:00pm: You will be dropped off at your original collection point.

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Johannesburg: Cableway and Lunch Boat Cruise Half Day Tour

6 hours 30 minutesFree Cancellation

4.9

(8)

from $179

Price varies by group size

Step aboard a magnificent schooner and enjoy a relaxing evening along the Garden Route coastline. This sunset cruise from Mossel Bay combines authentic sailing, coastal landscapes, and remarkable marine wildlife in one memorable experience. Visit Seal Island, home to approximately 4,000–4,500 Cape Fur Seals, while your onboard guide shares fascinating insights into the colony. Continue past Cape St. Blaize, its historic lighthouse, and the remarkable Khoisan Sea Caves, which can only be seen from the water. Along the way, you may also spot dolphins, seabirds, and, during whale season, even whales in their natural habitat. As the day draws to a close, your captain pauses at the best viewpoints, allowing you to soak in the colourful sunset and capture beautiful photographs as the sky fills with shades of gold, orange, pink, and crimson.

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Mossel Bay Sunset Boat Cruise

2 hoursFree Cancellation

from $60

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Top South Africa Sailing Tours

19 results

Top Attractions in South Africa

Robben Island

Boulders Beach

Cape of Good Hope

Chapman’s Peak Drive

Cape Point

Table Mountain National Park

Robben Island

Boulders Beach

Cape of Good Hope

Chapman’s Peak Drive

Cape Point

Table Mountain National Park

Robben Island

Boulders Beach

Cape of Good Hope

Chapman’s Peak Drive