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Are you ready for a Luxury Sailing Adventure?

Unforgettable Journeys and Amazing Sunsets

Ocean Sailing Charters and Boat Trips is a family owned and operated business, with a team of passionate people who have brought together our love for travel, fun, sailing and good food! From the vantage point aboard one of our luxury catamaran cruises, you’ll be able to experience the natural beauty of the magnificent Garden Route, Knysna lagoon, and Knysna Heads. You may even be joined by a pod of dolphins or see humpback and Southern right whales and their calves as they migrate and mate down the coast from June – Dec. 

Enjoy an exhilarating day cruise or Knysna sunset cruise aboard one of our  luxury 55ft yachts with ample time for lazing in the sun, swimming, snorkelling and a delicious lunch with South African Bubbly, wines and beer. There is nothing that makes you feel more alive than breathing in the fresh ocean air while gazing out over the blue horizon with the sun on your skin.

Knysna Boat Trips

Knysna Heads Cruise

1HR 30MIN – EXPLORE THE KNYSNA LAGOON AND SAIL THROUGH THE HEADS
R 790 per Adult
R640 Children under 12

Your sail starts at Sirocco on Thesen Island, where you are welcomed aboard by your friendly captain. We then venture out for a magical sail on the Knysna Lagoon, navigate the famous Knysna Heads and explore the spectacular scenery and marine and bird life of the Indian Ocean. Sit back and experience the natural beauty of the magnificent Garden Route and Knysna estuary with the Outeniqua mountains as backdrop. Make sure you bring your camera! • Light snacks included. • Finger lunch optional (Pre-order) • Cash bar on board • Group booking, Special R 7 000 (max 12

Knysna Sunset Cruise

2HR 30MIN - SUNSET CRUISE
R 990 per Adult
R840 Children under 12
An ocean sunset in Knysna is an experience you'll remember forever. Experience an exquisite Knysna sunset aboard our luxury 55 foot sailing catamaran sipping on a glass of chilled bubbly. Experience the natural beauty of the magnificent Knysna estuary, consisting of coves, bays, and beaches along the way. We depart from Sirocco, sail through the Knysna headlands and into the Indian Ocean... On the way back we drop anchor and enjoy some delicious snacks with a toast. • Light snacks included. • Finger lunch optional (Pre-order) • Cash bar on board • Group booking, Special R 7 000 (max 12

Adventure Boat Cruise

3HR 30MIN – DAY CRUISE WITH BRAAI, SUPS, FISHING, SAILING AND SWIMMING
R1390 per adult
R1240 Children under 12
The perfect combination of sightseeing and fun. We venture out for a magical sail on the Knysna Lagoon, navigate the famous Knysna Heads and explore the spectacular scenery and marine and bird life of the Indian Ocean. On our return, we drop anchor, light a fire for a good old South African braai on the water. We have two stand up paddle boards onboard, snorkels and goggles, and two fishing rods, which we trawl with while sailing. Includes: 2 Glasses of Local Bubbly per adult • Braai with 200g meat and two side dishes • Cash bar on board • 2 SUPS, 2 fishing rods, snorkels and goggles. Minimum of 6 people

Arrive as strangers... leave as friends

Onboard your cruise you can choose to be as entertained as you wish…try your hand at fishing, dive straight off the boat and enjoy swimming in the clear water, or just simply sit back, relax and enjoy every moment. We also have two SUPS on board which is a huge hit and lots of fun.

As owner operators we can offer a service that is uniquely tailored to each customer and the flexibility for you to also tailor your own cruises according to your needs.  We know the yachts and the sailing waters intimately, and it gives us great joy and happiness to give all our customers the best possible time on our yachts.

Private Charters

PRIVATE CRUISE.
Book a private cruise for 12 at a discounted rate, and we can tailor the cruise to your preference. The perfect platform for something special, birthdays or events.

This Luxury Catamaran has a stable, flat platform under sail and at anchor, maximising the comfort of your guests, who may not be used to sailing. It also has BBQ facilities and a trampoline area, allowing easy movement around the vessel to maximize socializing and enjoyment.

Knysna Boat Cruise

3 HR 30 MIN – SUNSET CRUISE WITH BRAAI, SUPS, FISHING SAILING AND SWIMMING
R1590 per adult
R1440 Children under 12
Activities in Knysna don't get much better than this! We set sail and venture out for an exquisite sail on the Knysna Lagoon, with ice cold bubbly naturally... Explore the spectacular scenery of the Knysna heads and marine life of the Indian Ocean. On our return, we drop anchor, light a fire for a good old South African braai while watching the African sun set. We have two stand up paddle boards onboard, snorkels and goggles, and two fishing rods, which we trawl with while sailing. Includes: 2 Glasses of Local Bubbly per adult • Braai with 200g meat and two side dishes • Cash bar on board • 2 SUPS, 2 fishing rods, snorkels and goggles
Minimum of 6 people

Romantic Sunsets

ROMANTIC PRIVATE CRUISE FOR TWO
(Not available in December and January) What a better way to romance your partner than with a romantic dinner cruise in Knysna, just the two of you. Start your evening in style with a Knysna sunset cruise and enjoy all the magic of sailing while the sky gets painted in romantic hues of pink and orange, its exquisite. All romantic sunset cruises include a gourmet platter. Please let us know if you have any food allergies or intolerances.
R4900 for two for 1 hour 30 minutes / R5900 for two for 2 30 minutes or a sunset cruise.
• Light snacks & 2 Glasses of local Bubbly included.
Cash Bar on board
Finger lunch option (pre-order)

Sailing Holidays

It’s not about the destination, it’s about the journey… that’s what we believe. A sailing holiday is an unforgettable experience, it will awaken all your senses and evoke a sense of immersive exploration.

For those looking for a holiday that exceeds all others, a holiday on board is the ultimate getaway. Explore the destination of your choice in comfort and style with an expert crew that will take care of your every need and ensure you have the holiday of a lifetime. We have lots of local knowledge and can help you to make the most of your time on the unforgettable waters of the Garden Route. 

What you can expect:

• Custom holiday tailored to your exact needs.

• For guests of all levels of sailing experience..

• Friendly knowledgeable expert crew that will unlock the Garden Routes secrets : )

• A tailored custom menu with an expert chef

• Choose to embark or disembark from either our bases in Plettenberg Bay or Knysna

• High specification, safe and comfortable Catamaran Yachts