Ask a group of sailors about their favorite knot, and you’ll probably get a dozen different answers. While every knot has its purpose, knowing when and how to use them is what builds confidence on the water.

This crossword puzzle celebrates one of the oldest and most practical skills in sailing: tying secure knots and handling lines…

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Every sailor hopes for fair winds, but every sailor should prepare for the unexpected. Understanding how to think ahead, prepare your boat, and respond when conditions change is an important part of becoming a confident sailor.

This word search is inspired by the skills, equipment, and strategies that help sailors safely navigate…

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Earning your ASA 104 Bareboat Cruising certification is a milestone for many sailors. It’s where everything starts coming together — passage planning, anchoring, crew management, navigation, provisioning, and the confidence to take responsibility for both the boat and everyone on board.

This word search celebrates the knowledge and experiences…

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What makes cruising enjoyable isn’t just sailing skills. It’s the habits, systems, and mindset you develop along the way.

In this popular online class, veteran cruisers Jeff and Jean share practical lessons learned from decades of cruising. From provisioning and boat organization to docking, maintenance, weather, and teamwork aboard, they…

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Storm Tactics Replay Now Available On Demand

What happens when the forecast changes and you’re already offshore?

In this popular online class, offshore sailing legend John Neal shares lessons learned from more than 412,000 miles at sea, covering storm preparation, weather planning, crew safety, and heavy-weather decision-making.

Whether…

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Planning for offshore cruising means thinking beyond the sails you have today and considering the sail inventory that will carry you comfortably and safely through a wide range of conditions.

Join sailmaker and consultant Erica from Port Townsend Sails as she shares how cruisers can work with their sailmaker to develop a custom sail…

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“Which is better: a catamaran or a monohull?”

It’s one of the most common questions in cruising, but as Jeff & Jean of Two Can Sail explained during this class, the answer depends entirely on your goals, budget, and sailing style.

Drawing on more than 45 years of sailing experience and time aboard over 260 different sailboat models, Jeff and…

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Have you ever wondered how sailors navigated across oceans long before GPS, chartplotters, and satellite navigation?

Our popular Introduction to Celestial Navigation course with Ash Ashbaugh is now available on demand, allowing you to explore one of sailing’s oldest and most fascinating skills at your own pace.

In this course, you’ll discover…

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For many sailors, docking is one of the most challenging parts of the day. Wind, current, tight spaces, and an audience on the dock can all add a little extra excitement to the process.

This crossword puzzle is all about the fundamentals of docking and leaving the dock — the techniques, terminology, and skills that help boaters handle…

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Thinking about chartering, buying, or sailing a catamaran? Understanding how catamarans handle differently from monohulls is one of the biggest keys to building confidence aboard these popular cruising boats.

In this comprehensive on-demand course, Captains Lisa & Andy Batchelor share practical techniques for operating cruising catamarans…

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At some point, many sailors begin wondering what lies beyond the coastline. An overnight passage turns into a longer voyage. A dream becomes a plan. And suddenly, offshore sailing doesn’t feel impossible — it feels exciting.

This crossword puzzle is inspired by the ideas, preparation, and experiences that shape offshore dreams, from planning…

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Thinking about moving from sail to power, or simply curious what changes when you trade wind for horsepower?

Join Captain Rick Robey for Sail to Power, an online class designed specifically for experienced sailors who want to confidently expand into the world of modern powerboats.

This course explores the practical and mental shifts that come…

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Ever dreamed of sailing from Grenada back to Florida, exploring the Caribbean one unforgettable stop at a time?

Now available on demand, join experienced cruising couple Jeff & Jean of Two Can Sail as they share practical guidance, route planning strategies, and real-world lessons for making the journey north through the Caribbean to…

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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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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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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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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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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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Getting your boat ready for the season isn’t just about checking boxes, it’s about knowing what actually matters and what can wait.

This session is led by Teresa Carey and Ben Eriksen Carey, co-owners of Morse Alpha Expeditions and seasoned maritime professionals with years of real-world experience.

Teresa brings a calm, practical approach…

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On-Demand Replay Now Available

If your boat’s electrical system has ever felt confusing or intimidating, this is a great place to start.

In this session, Jeff Grossman draws on his background in electrical engineering and marine systems to break down the fundamentals in a way that actually makes sense. He walks through how onboard power works,…

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Dreaming about buying a cruising boat, but not sure where to start?

Cruising Boat Selection with John Neal is a smart, practical class for anyone trying to figure out what kind of cruising boat actually makes sense for their sailing goals.

Buying a cruising boat is exciting, but it’s also easy to get distracted by listings, layouts, and dream-boat…

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Missed it live? The replay is now available on demand.

When steering fails, things can escalate fast. Whether it’s a broken cable, a failed wheel system, or a tiller problem at the worst possible moment, knowing what to do next can make all the difference.

In Helm Failure Survival, Capt. Rick Robey shares practical, experience-based guidance on…

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If you’ve ever wondered what really makes an offshore passage feel safe, smooth, and manageable, this course is well worth the watch.

Watchkeeping with Ben and Teresa Carey is now available on demand, and it offers a practical look at the routines, systems, and communication that help crews function well offshore, especially during overnight and…

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Thinking about sailing in Greece? This course is a great place to start.

From charter requirements and certifications to cruising routes, docking, and local considerations, this session offers a practical look at what it really takes to plan a successful bareboat charter in one of the world’s most iconic sailing destinations.

Led by Captain…

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Some ships are unforgettable. Not because we sailed them, but because we watched their stories unfold on screen. From mysterious vessels to heroic journeys, these ships have become part of maritime pop culture.

This crossword puzzle is all about those iconic ships from movies and film — the ones that stuck with you long after the credits…

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Understanding lights and signals is one of the most important skills every sailor develops. These visual and sound cues help you recognize other vessels, avoid close calls, and navigate safely in low visibility or at night.

This crossword puzzle challenges your knowledge of the systems sailors rely on to interpret what they see and hear…

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If you’ve ever dreamed about casting off the dock lines and heading out on a cruising adventure, this course offers practical guidance from one of the most experienced offshore sailing instructors in the world.

In Realizing Your Cruising Adventure, John Neal, founder of Mahina Expeditions, shares the lessons he learned from decades of offshore…

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Docking doesn’t have to be the most stressful part of your day on the water. If you’ve ever approached a marina wondering how wind, current, or tight spaces will affect your maneuver, this course is for you.

Docking and Maneuvering with Captains Andy Batchelor and Lisa Batchelor Frailey is now available to watch on demand, so you can learn the…

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