One Way Thessaloniki to Rhodes - FP Isla 40 Catamaran
Join this wonderful low season catamaran one way adventure on ‘Prodigy’, a 2022 model Isla 40 by Fountaine Pajot. Following the success of the first trip in November 2024, we’re doing it all again each spring and autumn in both directions. Incredible islands, ports, bays along the way, beautifully quiet & tranquil at this time of year. Sail the Dodecanese, Cyclades, North Aegean, Sporades & Northern Greece regions in one amazing catamaran experience. Mixed weather of course, this is no easy summer holiday trip! Professional Skipper. Boat handling, sail trim & all aspects of catamaran life. 14 days (southbound) or 18 days going north.
More Catamaran TripsOne Way Thessaloniki to Rhodes - Dufour 530
Join this wonderful low season one way adventure on Splash, a Dufour 530 monohull sailing yacht. Following the success of the November trip in 2024, we’re doing it all again but in the opposite direction! Incredible spots along the way, Dodecanese, Cyclades, North Aegean, Sporades & Northern Greece regions in one amazing 2 week sailing experience. Trip should be largely downwind!
More about Splash
Athens - Corinth Canal - Kefalonia - Corfu
Our signature ‘Jolly’ - the multi-yacht, one way, low season run every April from Athens to Kefalonia and on to Corfu 2026 will see us run this event twice, on 2 consecutive 10 day events from 9-19 April and again from 20th to 30th April. Option to continue in the Corfu area for the week May 2-9 and beyond, either by taking a cabin or if qualified and confident, by taking your own bareboat.
Request to BookMay 2nd to 9th, 2026 - “Birthday Week Flotilla” - Corfu
Corfu - Sivota - Lakka - Gaios - Parga - Plataria
Rich’s birthday event, since its inception at his 50th in 2023 with 12 yachts and by chance, 50 people, this has become a popular annual event. Join by the cabin or take a bareboat - ask for details. SPECIAL OFFER - every week in May 2026 at April one way prices on Omegasail bareboats!
Request to BookEvery May & October - Catamaran Experiences & Training - Corfu area
Corfu - Sivota - Lakka - Gaios - Parga - Plataria
Join our catamaran experience special week - take a cabin on with us on our Lagoon 42 & 40 catamarans, or ask about taking one yourself as a bareboat group. Assistance, support and training can be given on the event for those taking a catamaran for the first time or just wanting some tips on improving your boat handling and berthing.
Request to BookOct 18th to 25th - “Pre-Delivery Flotilla” - Corfu
Corfu - Sivota - Lakka - Gaios - Parga - Plataria
Due to huge demand, and the one way selling out months ahead, we are laying on this additional ‘flotilla’ style week in the Corfu area. A pleasant, easy trip, ideal for those stepping up to Mate or Skipper roles. Omegasail’s fleet of monohulls is our first port of call for bareboats, but we can add any others, including catamarans, as you wish. Talk to Rich for more info.
Request to BookOctober 25th to November 1st - Corfu to Kefalonia
Corfu to Kefalonia one way 11 yachts
Our signature ‘Jolly’ - the multi-yacht, one way, low season event that runs every October from Corfu to Kefalonia (1 week) and on to Athens (10 further days 1-11 Nov). Option to add a week before, in the Corfu area for the week October 18-25, either by taking a cabin on a Skippered boat, or if qualified and confident, by taking your own bareboat.
Request to BookNovember 1st to 11th - Kefalonia to Athens
Kefalonia to Athens one way 11 yachts
Our signature ‘Jolly’ - the multi-yacht, one way, low season event that runs every October from Corfu to Kefalonia (1 week) and on to Athens (10 further days 1-11 Nov). This is the second leg, 10 days Kefalonia to Athens, hopefully via the Corinth Canal, but if closed for winter, around the Peleponnese.
Request to BookNovember 12th to 30th - One Way Rhodes to Thessaloniki
Rhodes to Thessaloniki
Join this huge catamaran one way adventure on a 2022 model Isla 40 by Fountaine Pajot. Following the success of the 14 day version in 2024, we’re doing it all again but extending it to 18 days. Incredible spots along the way, too many to list! Dodecanese, Cyclades, North Aegean, Sporades & Northern Greece regions in one amazing experience!
More Catamaran Trips
How do I join?
By the cabin
Book a cabin on one of our larger boats with a professional or established Skipper. Join other like-minded people, all there for the right balance of sailing, seeing beaufiul places and the social side. Make new sailing friends for life and pick up many tips & tricks along the way.Your own bareboat group
If suitably qualified & experienced, you may bring your own group and take one of the 6 yachts we make available to bareboat charter parties within the events. Minimum Day Skipper (with ICC) but you’ll need at least 2,000 miles and 4+ weeks of experience under your belt.Professional Organisations - Be our Guest
If you run professional sailing trips yourself or are a sailing school, you may be invited to join us by taking one of our boats and selling the places to your own clients.Use the contact form or WhatsApp



















