Knysna Sailing & Sunset Boat Cruises – Knysna Boat Cruises through the Knysna Heads Skip to content

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, good food and wine! 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 and other marine life as we venture out into the Indian Ocean.

Enjoy an exhilarating day cruise or sunset cruise aboard one of our luxury yachts or on our tender, Serendipity with ample time for lazing in the sun, swimming, snorkelling and delicious snacks with bubbly, wine 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.

Luxury Sunset Cruise

2HR 30MIN – SUNSET CRUISE
R 990 per Adult
R 840 Children under 12yrs
Your sail starts at Sirocco on Thesen Island, where you are welcomed aboard with a glass of bubbly. We then venture out for a magical sail on the Knysna Lagoon, navigate the famous Knysna Heads and out onto the open ocean to explore the spectacular marine and bird life. On the way back we drop anchor or take a slow sail back as we soak up the last rays of the African Sun on the Knysna Lagoon. Time to relax and enjoy some delicious snacks with a toast.
•Includes - a glass of local bubbly and light snacks
• Cash bar on board

Adventure Sunset Cruise Braai

4HR 30MIN – SUNSET CRUISE
R 1 590 per Adult
R1 440 Children under 12yrs
 Your sail starts at Sirocco Jetty on Thesen Island, where you are welcomed aboard with a glass of bubbly. We then venture out for a magical sail on the Knysna Lagoon, navigate the famous Knysna Heads and explore the spectacular marine and bird life of the Indian Ocean. You can even put a line out on the troll, and try some fishing. On the way back we drop anchor at featherbed to enjoy a traditional South African Braai, take a swim or enjoy stand up paddle boarding.
• Braai includes - 200g meat & 2 side dishes
Includes 2 SUPS, fishing rod for trolling, masks and snorkels

Romantic Sunset Cruise for two

ROMANTIC CRUISE FOR 2
2 HR 30 MIN – R 5 900

There is no better setting for a romantic evening with your special person. Your sail starts at Sirocco on Thesen Island, where you are welcomed aboard with a glass of bubbly. We then venture out for a magical sail on the Knysna Lagoon, navigate the famous Knysna Heads and out onto the open ocean to explore the spectacular marine and bird life. On our return we drop anchor or take a slow sail back as we soak up the last rays of the African Sun on the Knysna Lagoon. Time to relax and enjoy some delicious snacks or oysters with a special toast.
Includes - a glass of local bubbly and light snacks or oysters
• Cash bar on board

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. You could also arrange a photographer, and or a musician to entertain you.

Knysna Day Cruises

Scenic Day Cruise

1 HR 45 MIN DAY CRUISE
R790 per Adult
R640 Children under 12yrs
An amazing way to explore the natural beauty the Knysna lagoon has on offer, with magical bays and coves. We navigate through the famous Knysna Heads out into the open Indian Ocean, abundant with a diversity of marine and birdlife.
• Cash bar on board.

Adventure Day Cruise Braai

3 HR 45 MIN – DAY CRUISE Including a Braai
R1390 per Adult
R1240 Children under 12yrs
Time to soak up the sun and have some fun. Your journey starts at Sirocco, on Thesen Island Harbour Town, Enjoy the beauty of the Knysna lagoon, before we navigate the famous Knysna Heads out onto the Indian Ocean, abundant with marine and birdlife. On route back we drop anchor, light the fire and let the fun begin!
Includes • Braai - 200g meat & 2 sides • 2 SUPS, 2 fishing rods, masks and snorkels
Minimum of 6 people

Romantic Day Cruise for two

ROMANTIC CRUISE FOR 2
1 HR 45 MIN – R 4 900

There's no better way to romance your partner than with a romantic cruise in Knysna. Make those special moments unforgettable. Let us in on the plan and where we can help make it unique.
Includes - a glass of local bubbly & snacks

Private 1h45

PRIVATE CRUISE
BIRTHDAY PARTIES, YEAR END FUNCTIONS AND ANY CELEBRATION

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.
01h45 - R 7 000
• snacks available on pre-order

Private Sunset

PRIVATE CRUISE
BIRTHDAY PARTIES, YEAR END FUNCTIONS AND ANY CELEBRATION

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.
02h30- R9 000
• snacks available on pre-order

Private 3h45

PRIVATE CRUISE
BIRTHDAY PARTIES, YEAR END FUNCTIONS AND ANY CELEBRATION

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.
3h45 - R 12 000
• snacks available on pre-order

Private Sunset 4h30

PRIVATE CRUISE
BIRTHDAY PARTIES, YEAR END FUNCTIONS AND ANY CELEBRATION

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.
04h30 - R14 000
• snacks available on pre-order

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.

Overnight Charters

OVERNIGHT ON THE LAGOON
3 DOUBLE CABINS
R 15 540 Per night

Words cannot describe the magic of a night on the water. Join us for an unforgettable night or two on the Knysna Estuary.
Excludes: Cleaning fee R1500 Chef and meals
Beach towels
Includes: Skipper Fuel Insurance Bedding & Bath towels

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