Set Sail on a Skippered Private Yacht

SAVE 15% - 7 Nights From R17,300 per person sharing

Set sail on a private yacht and enjoy exclusive luxury accommodation on the water. With a professional skipper taking care of the navigation, feel free to relax on deck, discover hidden bays and enjoy local knowledge while creating your own itinerary across more than 20 beautiful destinations worldwide.

Combine luxury accommodation on the water with the freedom to enjoy each day at a comfortable pace. A skippered sailing yacht charter is a wonderful choice for couples, families, groups, multi-generational holidays and special celebrations. Let a professional skipper manage the sailing, while you are free to swim and snorkel in beautiful surroundings, and discover places beyond the usual resorts. With a premium fleet and more than 50 years of experience, The Moorings also offers bareboat and fully crewed options for guests looking for a different style of private yacht holiday.

Five reasons to choose a skippered sailing charter

  1. Enjoy complete privacy: Have your own space to unwind, dine and spend time together on the water.

  2. Rely on local expertise: Your skipper handles the navigation and can share knowledge of hidden beaches, great restaurants and memorable stops.

  3. Keep your plans flexible: Set the rhythm of the holiday, linger in favourite spots or adjust the route as you go.

  4. Create a memorable group escape: Enjoy a shared adventure that suits romantic getaways, family time, milestone occasions and larger groups.

  5. Reach places beyond the main resorts: Swim in secluded bays, visit welcoming harbours and explore coastal areas that are difficult to reach by land.


Explore these featured destinations

Seychelles
Wake up surrounded by lush islands, granite boulders and clear turquoise water. Spend the day swimming, snorkelling and drifting towards peaceful anchorages that feel wonderfully remote.

Croatia
Sail past pine-covered islands, historic harbours and quiet Adriatic coves. Drop anchor for a swim, then head ashore for fresh seafood and a relaxed evening by the water. Explore this itinerary to see what your trip could look like: Sail, Swim and Discover Croatia’s Southern Islands

Greece
Follow the coastline between sun-drenched islands, ancient ruins and charming seaside villages. There is time for lazy afternoons in secluded bays, followed by dinner at a welcoming waterfront taverna. Be inspired for your next trip with this itinerary: Sail the Northern Greek Islands

Terms and Conditions

INCLUDES: Yacht and standard onboard amenities, professional skipper, dinghy with outboard, linens and towels, charter starter essentials, yacht and area briefing.

SAVE 15% - 7 Nights From R17,300 per person sharing

The Small Print

These offers are brought to you by Travel Counsellors (Pty) Ltd. Offers are per person sharing. Rates for other periods are available on request. Offer must be booked by 27 November 2026. Offer is based on 6 people, subject to availability, maximum capacity of the yacht, seasonal surcharges and currency fluctuations. Price subject to change without prior notice. Supplier's terms and conditions are available on request. Package excludes flights, transfers, food and drinks, travel insurance, mid charter cleaning, Mooring and marina fees, garbage fees​, children’s life jackets, masks and snorkels, park fees/entry fees/customs fees (unless specified), taxes and anything of a personal nature. Additional information available on request. Terms and conditions apply. Valid for South African Residents only. Prices and information are correct at time of publishing. E&OE.

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Finding your match...

Every unforgettable journey starts with the right person by your side.