Guided Flotilla Sailing in Greece - Learn & Get Certified or Cruise for The sailing vacation experience
book Your stateroom on one of the boats now while this limited opportunity lasts!
Join this incredible opportunity to go along on this professionally guided flotilla
Join captain and american sailing instructor berry kruijning on a beautiful Beneteau Oceanis 41 and get your asa 103 & 104 certifications
or - FOR THE INCREDIBLE CAPTAINED AND HOSTED SAILING EXPERIENCE -
join Captain Michail Soutos with onboard stewart and hostess sophia of oasis sailing who bring years of expertise and great local knowledge of the waters and islands of the Ionian archiplago
very limited availability adventure vacation sailing on the ionian sea of greece
Current pricing is available only for early bookings - Save $300 per stateroom if you choose to sign up before April 1st!
Boarding Saturday, September 27, 2025,1700 hrs
Deboarding Saturday October 4, 2025, 0830 hrs
These rates are all inclusive for onboard provisioning, fuel, instruction, and certifications (if desired) and are for both:
S/v Beleza (Beneteau Oceanis 41)
Captained by Berry Kruijning with ASA Instruction and certifications included.
S/v Oasis (Beneteau Oceanis 43)
Captained by Michail Soutos - Owner of Oasis Sailing No experience or certifications required.
$,4,500 per double stateroom (double occupancy)
$2,500 for single stateroom (only one available) Sorry - stateroom already booked!
Payments are due in full upon booking
I N T R O D U C T I O N T O C R U I S I N G
(American Sailing 103 - Basic Coastal Cruising)
Earning your American Sailing 103 certification on a monohull with Island Sailing in the breathtaking Ionian Sea offers a unique combination of education and adventure. This certification enhances your sailing skills, focusing on coastal cruising techniques, navigation, and boat handling, all while exploring one of the world's most iconic sailing destinations. The Ionian Sea (Modern Greek: Ιόνιο Πέλαγος, romanized: Iónio Pélagos, IPA: [iˈoni.o ˈpelaɣos]; of Greece offers incredible sailing opportunities with breathtaking destinations, crystal-clear waters, and a rich maritime heritage. This region is home to some of Greece’s most iconic islands, including Corfu, known for its Venetian architecture and lush landscapes; Lefkada, famous for its stunning beaches and ideal sailing conditions; Kefalonia, with its dramatic cliffs and hidden coves; and Zakynthos, featuring the world-renowned Navagio Beach. Sailing through the Ionian Sea, you’ll encounter gentle winds, diverse marine life, and picturesque harbors, creating the perfect classroom for hands-on learning. With expert instruction and the unforgettable beauty of these islands, this experience not only builds your confidence as a sailor but also creates memories to last a lifetime.
B A R E B O A T C H A R T E R I N G
(American Sailing 104)
Further advance your sailing skills with American Sailing 104 certification on a monohull with Island Sailing in the idyllic Ionian Sea. This course takes your expertise to the next level by teaching advanced techniques in provisioning, passage planning, and anchoring in remote locations, while mastering skills like diesel engine troubleshooting and overnight cruising. The Ionian sea offers real-world opportunities to practice navigation in tidal currents, monitor weather patterns, and enjoy serene nights under the stars at incredible anchorages and beautiful marinas. With the guidance of your experienced instructor, you'll gain the confidence and knowledge to skipper multi-day cruises, all while immersed in the beauty of this remarkable sailing destination.
Prerequisites: ASA 101 (Or equivalent experience to be discussed with our instructor/captain Berry Kruijning)
Upon Completion: You will receive the official ASA 103 & 104 Certifications opening up the world of Bare Boat chartering for you.
FAQs
will i be certified to skipper my own MONOHULL charters after this trip?
YES! Not only will you be learning all of the aspects of preparing for, planning for, and running a trip like this - you will actually be doing exactly that! This is a fully hands on participation based trip and class.
You will also be developing your “resume” (sailing log) which the charter companies look at together with your certifications. Furthermore, you will be able to reference this trip directly with Oasis Sailing for your next charter as they will recognize you’re having not only achieved your ASA Certifications but also have done so on one of their boats!
Does everyone who’s coming have to certify?
Not at all! Beleza will be skippered by Berry Kruijning with instruction as noted and and Oasis will be for pleasure cruising with no certifcations required.
IS THE CERTIFICATION INCLUDED IN THE COST?
Yes. This is a fully certified ASA course and upon completion you will be given formal certification from the American Sailing Association. This and all curriculum materials are included in the cost of the class.
WHAT IS THE COST OF THEse adventure class trips?
Each charter class is very unique and pricing is based on several factors including the boat being chartered; the location and area being sailed; the season the charter is being booked; and the duration of the charter.
Therefore pricing will be reflected in the specific charter listing. At times we may be listing charters and pricing will still be to be determined. Of course you can contact our school at anytime to discuss the possibilities and ask any questions you may have.
WHAT is included in the cost?
The boat; fuel; boat associated costs (moorings, etc) are included as well as all of your certifications and curriculum for your American Sailing Classes. Provisioning for breakfasts and lunches and some dinners aboard (as well as non-alcoholic beverages) are also included.
On Beleza the crew will be helping with provisioning as part of the learning experience. On Oasis it is fully catered and taken care of for you.
What’s not included are your travel costs; any ashore activities you should choose to partake in and dinners and dinning ashore (four or five); and any specialized personally desired provisioning such as special snacks, etc.
HOW DO I BOOK a stateroom for this flotilla?
Feel free to contact Captain Berry Kruijning at captainberry24@gmail.com with any questions and for more specfic information regarding the flotilla. When you’re ready to book your spot call Island Sailing at: (503) 285-7765.
Since these are highly specialized and carefully developed adventure learning opportunities we prefer to discuss your goals and desires directly with you!
SAILING AND TRAVEL INFORMATION:
We will be including more specific trip details soon so please check back for travel information, or contact Captain Berry Kruijning as noted above.
BOARDING INFORMATION:
You will be boarding the boat the evening before your charter begins at 1700hrs on Saturday allowing everyone to settle in nicely and be prepared for cutting loose the next morning.
the waters: THE ionian sea - greece
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Sailing through the Ionian Islands is an incredible way to experience one of Greece’s most breathtaking regions. Nestled along the country’s western coast, this stunning archipelago is known for its crystal-clear turquoise waters, lush green scenery, and picturesque villages. Setting off from our base in Lefkas, we’ll explore a mix of islands such as Kefalonia, Vathi and Meganisi, each offering its own unique charm and beauty.
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With extensive experience of the the local waters and many connections with locals developed through the years of sailing these waters, Michail and Sophia of Oasis Sailing offer many optional wonderful guided onshore activities such as:
Mini-bus tours of Inland Kefalonia.
Winery visits.
Hiking with a local guide in the footsteps of Ulysses.
Melissani Cave (recommended!).
Best Islands for renting scooters.
Sea Kayaking.
Cooking Classes.These options can be arranged upon booking your spot and in advance of your arrival.
Your instructor: Captain Berry Kruijning
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USCG Captain | ASA Certified Sailing Instructor
With over 50 years of sailing experience, I have navigated offshore waters of the North Sea and Atlantic, near-coastal passages in the Salish Sea and San Juan Islands, and inland waterways, including rivers and lakes. For the past 25 years, I have been actively sailing on the Columbia River, balancing both racing and cruising.
As a USCG-licensed captain and a certified ASA instructor in ASA 101 (Basic Keelboat Sailing), ASA 103 (Coastal Cruising), and ASA 104 (Bareboat Cruising), I am passionate about sharing my knowledge and helping others gain confidence on the water. Whether racing, cruising, or teaching, my goal is to cultivate skill, safety, and a deep appreciation for the art of sailing.
I have sailed with Mike and Sophia in Greece among the Ionian Islands, and as a "cold weather" sailor I truly enjoyed the warm hospitality Mike and Sophia offered as well as their sense of adventure to discover white beaches, turquoise bays, and quaint villages.
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USCG-licensed captain
American Sailing Association 101; 103; And 104 Certified Instructor
Red Cross First Aid and CPR certified.
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Michail Soutos is the Owner of Oasis Sailing, which is a small, boutique, local charter operator based in Lefkas Marina, Greece, dedicated to providing quality sailing experiences in the islands of the Ionian Archipelago.
Mike has been operating in the area for the past decade, He knows all the highlights and hidden gems, and has collaborators and friends everywhere.
Mike and Sophia provide a personal service from the minute you step on the boat until the time you disembark the boat.
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Oasis Sailing Is a small, boutique, local charter operator based in Lefkas Marina, Greece, dedicated to providing quality sailing experiences in the islands of the Ionian Archipelago.
We have been operating in the area for the past decade, we know all the highlights and hidden gems, and we have collaborators and friends everywhere.
We provide a personal service from the minute you first contact us until the time you disembark and return back
home.
flotilla leader/owner oasis sailing: captain Michail Soutos
VISUALIZE, Book, PLAN…
AND GO.
Book your stateroom today to embark on an unforgettable sailing adventure with Island Sailing and Oasis Sailing through Greece's breathtaking Ionian Islands, where you'll explore picturesque villages, crystal-clear waters, and secluded bays with expert guidance and top notch instruction.