Sailors are always paying attention to the wind. Its direction, strength, and shifts influence nearly every decision made on the water. Learning to understand and respond to it is one of the first steps toward becoming a confident sailor.

This crossword puzzle focuses on the language and concepts sailors use when thinking about wind…

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Learn what it’s really like to sail one of the world’s most sought-after cruising destinations with our on-demand course, Sailing French Polynesia.

From planning and provisioning to anchorages, local experiences, and unforgettable scenery, this course offers practical insights alongside stunning visuals that bring the islands to life. Whether…

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Michael Sotir shares the powerful lessons he learned across five legs of the Clipper Round the World Race in Across Oceans. From leadership and teamwork to fear, exhaustion, and resilience at sea, read more about Michael’s article on how offshore sailing reveals who we truly are. https://americansailing.com/articles/across-oceans/

In this session, legendary offshore sailor John Neal shares practical strategies for safer, smarter sailing with a small crew. Drawing from more than 400,000 offshore miles and six Cape Horn roundings, John covers the systems, habits, and techniques that help couples, solo sailors, and short-handed crews sail more confidently.

Topics include:
•…

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Sailing is built on a series of simple actions that, once combined, make everything come together on the water. Learning how the boat responds, how to move with the wind, and how to work as a crew all starts with mastering the basics.

This crossword puzzle is all about those core sailing actions that every sailor learns early on and keeps…

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Jenny Wight explores modern teaching philosophies, student psychology, and practical strategies in her article on The Art of Teaching on the Water. Read more about how thoughtful instruction shapes confident, capable sailors: https://americansailing.com/articles/the-art-of-teaching/

There’s something exciting about the first sails of spring. Boats are coming out of winter storage, docks are getting busy again, and sailors everywhere are looking forward to longer days on the water.

This word search is inspired by the sights, sounds, and feelings that come with spring sailing season.

🧩 Try the word search here

After you…

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Navigation isn’t just about charts or electronics, it’s about knowing how to use everything together when it counts. In this online class, Captain Rick Robey breaks down how to combine modern navigation tools with traditional seamanship skills to make smarter, safer decisions on the water.

Known for his practical and thoughtful teaching style,…

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Set sail from Portland Maine around Florida to Key West. Then South to the Cayman Islands toward Panama and Shelter Bay marina. Crossed the canal and 31 days later after leaving Panama arrived in Tahiti.

A sail may look simple from a distance, but every section has a purpose. Understanding the different parts of a sail helps sailors communicate more clearly, trim more effectively, and better understand how the boat moves through the wind.

This crossword puzzle is all about sail anatomy — the terms sailors use when talking about shape,…

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Join Cliff & Rachael Wilson of Belize Sailing Vacations for an online class exploring one of the world’s most unique cruising destinations.

Belize offers incredible sailing, remote cayes, vibrant marine life, and the second-largest barrier reef in the world, but it also comes with navigation challenges and local knowledge that can make a huge…

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Belize offers some of the most unforgettable sailing in the Caribbean — protected waters, incredible snorkeling, and laid-back island stops along the way. This word search is inspired by the sights and experiences that make sailing here so memorable.

🧩 Try the word search here

Want to learn more about what it’s really like to sail Belize?…

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What’s been your experience with navigating border crossings by sailboat? Was it as rigorous as the journey described in this article?

Jean de Keyser explores dream sailing destinations Croatia and Montenegro, linking them together in a a single sailing trip. Read more here: https://americansailing.com/articles/from-croatia-to-montenegro-by-sail/

Many sailors assume yacht clubs come with high costs and barriers to entry, but that’s quickly changing. In this article, Grace Lockhart explores how modern yacht clubs are evolving with flexible memberships, lower costs, and a stronger focus on community. Read more to see how today’s clubs are opening their doors to a new generation of…

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Buying a boat is exciting, but the process behind it can feel a lot more complicated than most people expect. Between budgeting, surveys, negotiations, insurance, and closing paperwork, there’s a lot to navigate before you officially become an owner.

That’s exactly what was covered in:
The Boat Buying Process

This on-demand class walks through…

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Knowing your way around a boat is one of the first steps to becoming a confident sailor. From the areas where you handle lines and sails to the spaces where you rest, store gear, and manage systems, every part of the boat has a purpose.

This crossword puzzle is all about the parts you’ll find both on deck and below — the layout, the spaces,…

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If you want to feel more confident handling your boat in tight spaces, this is a session worth watching.

Led by Capt. Rick Robey, this class breaks down boat handling into clear, practical steps you can actually use on the water. Rick focuses on control, awareness, and making smart, repeatable decisions at the helm so you’re not just getting…

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