Top Cape Town Sailing Tours

Save time, avoid crowds, and see the highlights of the Cape Town area in a single day on this small-group tour. Admire the colorful houses of Bo Kaap, ride a cable car ride up and down Table Mountain, embark on a scenic drive along Chapman's Peak, and visit the penguin colony of Boulder's Beach.

Explore the Franschhoek wine region on a hop-on hop-off tram tour, which allows you to explore the wineries that interest you at your leisure. Sit back and enjoy the scenery while you ride through vineyards dotting rolling hills; you're able to taste as much wine as you like without worrying about driving. Convenient pickup and drop-off at Cape Town hotels makes this an easy door-to-door option.

Visit a penguin colony at Boulder’s Beach and the Cape of Good Hope Nature Reserve all in one day during this tour, including round-trip transport from Cape Town. First, catch sight of the endangered African penguins on the beach, and then travel over to Cape Point in the nature reserve. Spend ample time at Cape Point, and keep an eye out for ostrich, antelope, and whales. You can also take part in an optional hike in the reserve if you choose.

Catch the sunset over Cape Town from the deck of a sailboat on this evening cruise. Sit back and relax with a provided glass of sparkling wine while watching the sun sink over the city landscape. You’ll get frame-worthy photos of the city and Table Mountain in sunset hues; captain and crew are on hand to answer any questions and provide commentary.

Explore Cape Town at your own pace with a 1- or 2-day hop-on hop-off bus pass. Journey around three different bus routes, stopping at attractions such as Kirstenbosch Botanical Gardens, Table Mountain, and the Cape Winelands, and spend as long as you wish at each. Enjoy a city walking tour or upgrade to include a V&A Seal and harbor cruise plus a sunset bust tour.

Families with small children can still enjoy an evening sail on this pre-sunset cruise in Cape Town. Watch the sun sink lower in the sky and enjoy the “golden hour”, which makes for beautiful photos, on this pre-sunset cruise. You’ll get back to shore in plenty of time for dinner reservations or the kids’ bedtime. Enjoy a glass of sparkling wine and commentary from the crew while on board the boat.

Cruise along Cape Town's Atlantic coastline and get great views of the city and Table Mountain with this express cruise tour. You will head out from the V&A Waterfront, making your way up to the Green Point lighthouse before turning around and heading back, all in around just one hour.

Save hours reading reviews and researching local wineries, and opt for this hassle-free guided wine tour instead. Spend a full day traveling between some of the area’s best wine estates, with stops at Stellenbosch, Franschhoek, and Paarl. Along the way, enjoy cellar tours and exclusive tastings with sommeliers. As well as wine, the experience also includes special pairings with cheese and chocolate.

Discover the wild scenery, unique culture, and rugged coastline of the Cape Peninsula during this full-day sightseeing tour. Drive along the roads of this incredible peninsula, stopping to explore pristine beaches, charming coastal towns, and local wildlife. Observe a community of penguins on Boulders Beach, visit two oceans and journey to the edge of the African continent at the Cape of Good Hope. A guide, some entrance fees, and round-trip hotel transport are also included.

Tick off two Cape Town must-dos with this combo Cruise and Dine package. Watch the sunset over the port town with a glass of complimentary bubbly in hand on a sunset cruise, then transfer to a V&A Waterfront restaurant for a three-course dinner, choosing from Italian, Greek, or local cuisine to suit you.

This combo package allows you to tick off two of Cape Town’s must-do experiences with just one booking. Admire coastal sights such as Table Mountain from the water and keep an eye out for native marine life on a one-hour boat cruise, then transfer to a restaurant on the Victoria & Alfred Waterfront to savour some of the international flavours that this port city is best known for.

Enjoy being out on the water and the wind through your hair on this 1-hour cruise from the V&A Waterfront. Sail towards Clifton Beach on a spacious and comfortable 53-foot catamaran and enjoy unparalleled views of the V&A Waterfront, Table Mountain, Table Bay, Robben Island and Cape Town Harbour.

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.

This is the ultimate way to start the day in Cape Town. Enjoy a peaceful ocean cruise that showcases the Mother City’s skyline illuminated by the morning sun. Toast the day with a glass of prosecco and enjoy the panoramic views. No need to worry about researching a place to eat after the boat ride—the trip includes a delicious breakfast at the V&A Waterfront.

Avoid traffic and opt for a more scenic way of exploring Cape Town compared to crowded local bus services—a catamaran cruise. As you sail along the Atlantic coastline, you can snap unobstructed photos of key sights, including Robben Island, the 12 Apostles mountain range and the city’s most prominent landmark—Table Mountain.

This cruise and dine combination is the perfect way to make the most of limited time in Cape Town. Instead of exploring the city on foot, save time and see its key sights from the water—including the V&A Waterfront, Table Mountain, and the city’s skyline. At the end of the cruise, a sushi meal is included at a restaurant at the V&A waterfront.

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.

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

An exciting daytime adventure aboard a unique a twin-masted schooner that brings alive the essence of true sailing. Spend an exciting hour in Table Bay, Cape Town: ride the yacht’s bowsprit and enjoy spectacular views with the wind in your hair. The perfect way to see Table Mountain and Cape Town’s Atlantic shoreline. Leaving from the V&A Waterfront, the routing is weather dependent; either to Milnerton and back if the south-easter is blowing, or towards Robben Island in north-westerly wind conditions. With either option, you’ll experience the excitement and thrills of sailing in Table Bay aboard a beautiful, classic yacht. Keep a look out for marine life such as whales and curious dolphins, who love to accompany the vessels and swim in the wake of the boats. *In the unlikely event that the primary boat for this cruise is unavailable due to unforeseen circumstances, we reserve the right to utilize an alternative vessel for this experience.

Get immersed in this experience hosted by a local changemaker! Enter the inspiring world underneath Cape Town's touristy surface. A Side by Side experience is the perfect, hands-on way to escape the tourist trap, live like a local, and make an impact. A percentage of every booking goes directly back to the changemakers we've partnered with in the form of year-end gifts: equipment, bursaries, and cash grants. To ensure your changemaker-hosted experience runs smoothly and guests' every last need is met, an SbS guide will be by your side throughout, from pick-up to drop-off (if you add the Hotel Pickup add-on). Your guide will provide you all the background info you need to know and settle the entrance fees on your behalf. Optionally add the Photoshoot add-on for HD pics/vids of you in action sent by Google Drive same day. Learn, laugh, imagine, bond, and come away a changed person after sharing this experience with some seriously inspiring locals.

Wavysail specialize in small group (max 6 people), big ocean sailing with the worlds very best skippers - for example, one of our skippers holds the world sailing speed record, another the world record for solo rowing the Atlantic. Our Skippers each have a minimum of 1/2 million miles of ocean sailing at the highest level. Sailing with them is a masterclass and a life-fulfilling experience. Each trip is highly personalized - we will call you before the trip to find out your level of experience and exactly what you want to get from the experience. We can cover mileage building for an RYA Ocean qualification, Celestial navigation practice, or you can simply come for the thrill of the open ocean and the adventure of exploring some of the most isolated places on the planet with us.