THE ULTIMATE SAILING HOLIDAY EXPERIENCE

Board your own private yacht or catamaran for a week and explore the Med or Caribbean on a fully crewed, luxury sailing holiday!

Whether you're in search of exclusive beaches and secluded bays to snorkel and swim in, adventures off the beaten track, want to learn about sailing, or just want to kick back, relax and bask in the sunshine whilst the sea gently laps against the side of the boat, you'll find it here.

INCLUDED AS STANDARD

  • Skipper
  • Hostess
  • VIP Transfers 
  • Early Check-in
  • Deposit Insurance
  • Linen & Towels
  • Outboard Motor
  • End Cleaning
  • ALL Fuel
  • ALL Marina Fees

NOT INCLUDED

  • Flights
  • Food & Drink
  • Tourist Taxes (paid locally)

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7 STUNNING DESTINATIONS

We've created seven exclusive itineraries, each offering outstanding sailing, sunshine and and adventure in the Med. 

Choose from the ever-popular cruising grounds of Athens and Corfu in Greece, and Split and Dubrovnik in Croatia, or push the boat out and sail the romantic Amalfi Coast, the decadent French Riviera, or exhilirating Montenegro

Athens
Athens
Corfu
Corfu
Split
Split
Dubrovnik
Dubrovnik
Tivat
Tivat
Cote d'Azur
Cote d'Azur
Salerno
Salerno

COME SAIL WITH US!

  • Skipper, Hostess and VIP trimmings included as standard
  • Price includes everything apart from flights, food and drink
  • Explore unforgettable places off the beaten track
  • Choose to be active or just relax on deck
  • Sailing holiday experts with award-winning customer service

PlainSailing.com are award-winning yacht and catamaran charter experts in Greece, Croatia, Italy, France, Montenegro and the UK.

We've had hundreds of happy customers, and you can trust us to give you an unforgettable and truly special sailing holiday.

Together with Kuoni, we've created some amazing sailing packages, including all expenses apart from food & drink - sit back and relax - we've got it covered! :)

5/5
Based on 439 reviews
Dorin  
Glad that I used PlainSailing!
I used PlainSailing for the first time this year to rent a catamaran in Greece. Adi from PlainSailing handled everything and was very helpful. Everything went great! Thanks!
Trusted Customer  
Helpful and Knowledgeable
Adi was really good at helping us choose where to sail (looking for more protected areas with 2 young kids on board), but also a mix of nightlife and nature. He also found us the right boat, at the right price.
J Bates  
Magical Experience
I was relieved that Darren sorted out the holiday for us - he thought of everything, and everything was expertly organised - transfers, early check-in, communication with the Skipper and Hostess, provisioning, itinerary... literally everything! It was a magical holiday - we'll be booking again soon.
Amie Wheeldon  
5 Stars
I don't often give out 5 star reviews, but PlainSailing.com are an exception - everything was well organised and went perfectly.
Guenther Roesch  
Einwandfrei und weiter zu empfehlen!
Perfekte Abwicklung. Schnell und zuverlässig. Einwandfreier Kundenkontakt.
Trusted Customer  
Superb organisation. The best!
Superb organisation. They are the best at catamaran holidays. :)
Trusted Customer  
Nice boat and friendly staff.
Had a great time. Nice boat and friendly staff.
Trusted Customer  
fantastic sailing holiday
We had a fantastic sailing holiday, and all our questions were speedily answered by Darren. The Final Info pack gives you everything you can think of (including the weather), and free access to Navily Premium was really useful. Will book again!
David Gundry  
Good
Always available and responsive
Manchester University Sailing  
Sensational experiences, endless enthusiasm and fantastic service!!
We have completed multiple charters with PlainSailing in Croatia in the last couple of years, and each time have had the best experiences, with only very minor technical hitches, to be expected in the boating business. Customer Service is always immaculate and we will continue to use PlainSailing for our yacht charter holidays for years to come!!
Bill Jermey  
Would recommend to friends and use again
Any queries were promptly dealt with. All information requested was accurately answered.
Trusted Customer  
Stress free yacht chartering
Adi was very attentive and responded quickly to my multiple questions. I felt confident everything was on track including getting to the Marina the day of the charter.
Kevin Day (West Lancs Scouts)  
Exceptional Service
We ran a flotilla for 50 Scouts from West Lancashire. Tommy provided an exceptional service, finding us 6 yachts of the right size and specification at a really good price. He was proactive in dealing with any problems or changes and provided a super quick turnaround. He also dealt with our special needs and arranged airport transfers at a great price. I would recommend Plainsailing for a hassle free experience.
Craig Leweck  
They kept us informed and promptly answered our questions. Very thorough!
Eddie  
Great service, great advice, great holiday!
Dora was great and helped us immensely with planning this holiday. We had a blast!
Trusted Customer  
Terrific, Responsive Service
Understood what we were looking for, responsive, found good options for us. Excellent service
Trusted Customer  
A company which gives real support,explain everything,pays attention to you
Everything, every cost was well explained . I got responses to my answers really fast. Adi was very supportive, even on weekends or early morning
Trusted Customer  
Real service, with extra swift reaction times, 7 days a week! End to end.
Perfect support. Excellent kowledge. 100% attention.
Richard Giles  
Quick, personal responses.. All questions and requests answered fully, making the whole booking process very easy.
Will Gale-Hasleham  
PlainSailing are fantastic. We use them every year.