Top choices for sailing with friends:

1. Saronic Gulf south of Athens - great sailing & interesting places to visit. Plenty of local bars and tavernas ashore. 


2. Dalmatia Islands south of Split - good winds, picturesque islands to visit, great nightlife!


3. British Virgin Islands - perfect sailing in a relaxed Caribbean paradise.


Sailing holidays for couples & friends

Leave your normal routine at home . . .

Sailing your own yacht provides fun, excitement and challenges to wake up your senses and make you feel alive. Every day is different! And every day there are magic moments – an exhilarating reach at 8 knots under full sail, dolphins swimming next to your yacht, snorkelling over sunlit reefs, finding a stunning deserted anchorage, chilling out with a cold beer in the cockpit while you watch a glorious sunset. Skippering a yacht gives you a sense of achievement and crewing the yacht together is a fun way to build friendships.

Be adventurous and explore . . .

Set sail for a different destination every day- without the clouds and crowds of the Solent! There's always another bay, another harbour, another island to explore. And when you arrive, step ashore for dinner in a waterfront taverna. You'll be supporting the local community and you'll feel like a traveller, not a tourist. There's always time for a swim off your yacht or a walk to a market or cliff-top view. Or just relax - there's no rush and no timetables

It's excellent value and so convenient . . .

Your yacht provides self-contained accommodation with plenty of cabins for everyone. Every night you'll enjoy being in the best harbourside location or in your own secluded anchorage - a different place to discover every day without any packing and unpacking! All the yachts have a fridge and cooker onboard and self-catering for breakfast, lunch and drinks helps keep the costs down. At night, party animals can hit the local bars or you can treat your crew to dinner in a taverna on the water's edge.

Couples & friends come in all sizes, ages and experience . . .

From the gentle breezes of the Ionian to the bluewater sailing in Grenada, there's a sailing holiday to suit everyone. Talk to us and we'll find the perfect sailing holiday for you.

Yacht charter sailing holidays for couples

Yacht charter

Charter a yacht bareboat for your sailing holiday and set sail on your own voyage of discovery. Spend time with your partner or bring along some friends to share the adventure. 

Yacht charter

Mediterranean Yacht Charter

Caribbean Yacht Charter

Tropical Yacht Charter


Flotilla sailing holidays for couples

Flotilla sailing

Join a flotilla sailing holiday if you want to sail your own yacht with the added support of a lead boat crew or you just enjoy the social side. 

Flotilla sailing holidays

Flotillas in Greece

Flotillas in Turkey

Flotillas in Croatia


Learn to sail holidays for families

Learn to Sail

No previous sailing experience is necessary. Learn on flotilla in Greece or charter a cabin on an RYA training yacht in Turkey or Gibraltar and gain your certificates.

Learn to sail holidays


We have an excellent selection of quality sailing yachts for bareboat yacht charter ranging from 30' to 52' including all the well-known names, Jeanneau, Beneteau, Dufour and Bavaria. Most are less than 4 years old and many are brand new models.

If there's 1 or 2 couples onboard look out for 2-cabin yachts which give you more spacious cabins. In the Med the largest 2-cabin yacht is 38', but in the BVIs, we have a superb Jeanneau 50Ds with just 2 master cabin.

For 3 couples you have plenty of choice of yachts with 3 double cabins but maybe you do need 2 heads? Some of the larger 3 cabin yachts have 3 heads so each cabin gets ensuite facilities.

Larger groups need to work out what cabin layout suits them. Over 45', yachts either have 3 double cabins and a twin with narrow bunk beds or 4 smaller doubles. The 5th cabin is either another twin cabin or a skipper's bunk in the bow. 

3 or 4 couples should also consider a catamaran, most of which have 4 equal sized cabins, usually with ensuite facilities. Even if you haven’t sailed cats before, you’ll be impressed by their easy handling. Cats are very popular in Turkey and the Caribbean where you spend most nights on anchor rather than on a crowded town quay or marina.

For yacht charter you should have previous skipper experience to Day Skipper standard, gained by sailing in the UK or on a previous yacht charter of flotilla holiday. You should be competent at handling a yacht in close quarters, anchoring and mooring in varying conditions, and be able to use your navigation and pilotage skills to plan a day passage and know your position at any time. You should be assisted by at least one competent crew.

The port authorities in Croatia, Mallorca, Tenerife and Malta require an internationally recognised certificate of competence for the skipper, eg RYA International Certificate of Competence (ICC) or RYA Day Skipper Practical.

The RYA ICC will be ever more required by overseas port authorities but if you have skipper experience it is easily obtained in a day from RYA sailing schools in the UK such as Hamilton Sailing or Brixham Sea School  

In Greece, Turkey and Croatia you have a choice of bareboat yacht charter or flotilla sailing holidays, providing maximum choice at all experience levels.

If you want to brush up your skills on flotilla or gain an RYA sailing qualification, book a Learn to Sail holiday.


All our charter yachts are fully equipped for cruising in comfort and have full safety, navigational and domestic equipment.

On arrival at your charter yacht you will be given a technical briefing on your yacht and cruising area. We do recommend that you check your yacht carefully before you leave the marina as things can so easily be put right at the base.

Once you have left the base you are given contact numbers for the base, including emergency out-of-hours telephone numbers so help is just a phone call away at any time. Usually the base manager will arrange for repairs to be done in your nearest harbour.


"We booked many flotilla sailing holidays through Nautilus Yachting over the last 10 years (Turkey, Greece) and the quality of services has always been outstanding."
Flotilla sailing 2016 - A.K.

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