Enjoy two introductory sailing club memberships, a $680 value, and MORE with our Basic Cruising course.

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Set Sail in Paradise – 2027 BVI Vacation Course Applications Now Open!

Escape winter and join us in the British Virgin Islands this January or February for an unforgettable week of sailing, learning, and island adventure! Whether you’re looking to earn your Basic, Intermediate, or Advanced Sail Canada certification, or build valuable offshore experience through our Mileage Builder program, there’s a course for you. 

Spaces are limited and our BVI vacation sailing courses fill quickly each year, so don’t wait! Download the 2027 BVI Brochure and Application form, complete it, and email to us at info@advantageboating.com to reserve your spot!

Make Your Dream a Reality.  My goal is…

I’m New to Sailing

Build Skills / Get Back into Sailing

Self-Study / Online Learning

I Want To Go On a Sailing Vacation

I Want To Charter a Boat

             

Learn To Sail Keelboats

Learn to Sail Keelboats and Cruising Boats.

Sail Share Membership

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Sail without owning a boat. Whether you’re new to sailing, looking to meet fellow sailors, wanting to build your skills, or simply enjoy time on the water, you’re in the right place.

Learn To Sail Dinghies

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Learn to Sail Dinghies and Small Boats on the Ottawa River.

Latest News from Advantage Boating!

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Build the skills bef

Champagne Sailing in the Dodecanese 🇬🇷⛵

Our 2026 Advantage Boating Dodecanese Flotilla is well underway—and what an adventure it has already been! With 29 sailors aboard four cruising yachts—two spacious catamarans and two monohulls—we’re island-hopping our way through a side of Greece that feels wonderfully untouched by time.

After casting off from Kos on September 6, we made our way to Panteli on Leros, where we quickly discovered just how difficult it can be to leave a beautiful Greek island! Picture tiny fishing villages, colourful boats bobbing in the harbour, waterfront tavernas, narrow winding streets, spectacular beaches and locals who make you feel instantly welcome. This isn’t the busy, touristy Greece—it’s the authentic Greece we came hoping to find, and at times it honestly feels a little surreal.

From Leros, we hoisted the sails and headed north toward Lipsi, stopping along the way for a leisurely breakfast at anchor off Archangelos. Imagine dropping the hook in a secluded bay, diving into impossibly clear Aegean water, enjoying breakfast aboard and then raising the sails again for the next island. This is cruising!

Lipsi has been another gem—a tiny island with quiet coves, small fishing boats, friendly locals and that unmistakable feeling that life here still moves at its own wonderfully Greek pace.

And then there’s the food. Opa! 🇬🇷 One evening we were invited right into a local chef’s kitchen to see what he was preparing for dinner. Pots simmering, incredible aromas everywhere—and before we even ordered, we were encouraged to taste-test dinner straight from the kitchen and decide what we wanted! Now that’s how you choose your meal in Greece. Fresh fish, octopus, shrimp, goat, feta, local vegetables… we certainly aren’t suffering on this trip!

The next day gave us exactly what sailors dream about: champagne sailing! ⛵🥂 Perfect winds, warm sunshine, brilliant blue water and our little flotilla sailing together through the Dodecanese. It simply doesn’t get much better.

And somehow, we’re only getting started!

We still have more than a week of island hopping ahead—more hidden anchorages to discover, more bays to swim in, more tiny villages to wander through, more local tavernas to stumble upon and undoubtedly a few more OPA! moments along the way.

There’s something magical about discovering the Dodecanese from the deck of a sailboat. No big resorts. No rushing from one attraction to another. Just the wind in our sails, a new Greek island on the horizon and a wonderful group of sailors sharing the adventure.

Authentic Greece, spectacular sailing, incredible food and great company. This is exactly what flotilla sailing is all about. OPA! 🇬🇷⛵🥂

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#sailinggreece #GreekIslandsCruise #dodecaneseislands #sailingadventure #SailingJourney #MediterraneanSailing #champagnesailing #Flotillas #travelgreece #LiveLoveSail #advantageboating
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Trade a week of shov

Advantage Boating makes learning to sail easy!

 

The Best Week of Your Life Starts Here!

Imagine spending a week sailing crystal-clear waters, discovering secluded anchorages, snorkeling vibrant reefs, and sharing unforgettable sunsets with fellow sailors. No, this isn’t a dream—it’s an Advantage Boating Caribbean Sailing Vacation waiting for you!

For over three decades, sailors from across Canada have chosen Advantage Boating to experience the trip of a lifetime. Whether you’re crossing an item off your bucket list or have a lifelong passion for sailing, you’ll leave with new skills, new confidence, and stories you’ll be telling for years.

With courses for every experience level, there’s never been a better time to trade winter for warm trade winds, turquoise waters, and an unforgettable week under sail.

Explore our 2027 Caribbean Sailing Vacation Course opportunities below and discover why sailors return year after year.

“The Basic Cruising Course surpassed our expectations. Two weekends of stimulating challenge…We love sailing!”

– D. Pellerin, Ottawa

“Joining the Sail Share program was a fantastic experience… an excellent way for us to perfect our skills… we made a lot of friends and had a blast!”

– Liliane Keryluk, Ottawa

“Our Instructor demonstrated great leadership, a good nature, lots of patience and a great sense of humour, qualities that made the course relaxing.”

– D. Cole, Ottawa

“Thank you Advantage Boating for providing me with a wealth of theory and practical knowledge, but more importantly, for providing me with the confidence to sail safely.”

           – G. Ward, Nepean

“The courses offered through Advantage Boating have been the difference between sailing and sailing with skill.”

– C. Marks, Ottawa

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