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Build Confidence, Skill, and Clarity During a Week of Hands-On Sailing

Have you ever stood near the water and imagined what it would feel like to raise the sails, feel the wind shift, and know what to do next? Maybe you’ve dreamed of sailing but aren’t sure where to begin. Or maybe you can already picture yourself becoming a confident, capable, independent sailor. Your Ocean Dream can start here. Sailing and Boating LLC offers immersive Sailing Weeks led by Captain Deb Marlor for beginners, future cruisers, boat owners, couples, women, and men who want supportive, hands-on instruction in a beautiful real-world setting.

During this week-long experience, you’ll learn by doing: feeling the boat respond beneath your feet, hearing the water move along the hull, practicing teamwork, gaining confidence, and creating a clearer path toward the sailing lifestyle you want. You’ll experience cruising at its finest with personalized instruction, private conversations about your goals, warm Caribbean sunrises and sunsets, brilliant rainbows after a passing shower, swimming with turtles, and the hidden treasures of the Windward Islands that only time on the water can reveal.

Reserve Your Sailing Week

Who Are These Sailing Weeks For?

This experience is designed for people who feel called to the ocean but are not sure how to take the next step. You may have an Ocean Dream and feel stuck trying to reach it on your own, or you may feel that quiet tug when you see others living the cruising lifestyle you want for yourself. This week gives you a safe, encouraging place to begin — so you can stop wondering if sailing is possible for you and start feeling what it’s like to belong on the water.

These Sailing Weeks are ideal for:

Future cruisers planning long-distance trips
New boat owners
Beginners who want real, on-the-water training
Women and men interested in building skills and confidence
Couples learning to sail together
Anyone serious about how to start sailing
Anyone serious about living, sailing, and cruising on the ocean

Captain Deb brings decades of sailing experience, professional transformation and high-performance coaching, and a deep passion for helping people grow. She helps clients and students replace uncertainty with confidence, turn nervous questions into clear next steps, and bridge the gap between a traditional beginner sailing course and the real-world situations boaters face on the water.

What You’ll Learn in Seven Days

These instructional Sailing Weeks are immersive, practical, and hands-on, giving you useful skills you can apply right away while the salt air, the movement of the boat, and the rhythm of the water make the lessons come alive.

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Safety First

Before anything else, you’ll receive critical sailing safety training, including how to move safely on deck, use life jackets, understand VHF basics, and prepare for emergencies so you can feel steadier, safer, and more at ease from the moment you step aboard.

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Boat Basics & Language

Through hands-on sailing lessons, you’ll learn the parts of the boat, key onboard systems, basic sailing language, and the confidence to participate as an informed member of the crew instead of feeling like a passenger watching from the sidelines.

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Handling the Helm

You’ll practice essential sailboat handling techniques, including steering, trimming sails, tacking, jibing, and docking under both sail and power, learning how the boat feels as it turns, slows, accelerates, and settles into balance.

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Navigation and Situational Awareness

You’ll explore the basics of chart reading, weather awareness, and sound decision-making so you can better understand the sky, the wind, the water around you, and the choices that help you become more confident at the helm.

A top-down image of a powerboat being driven along blue seas. There is someone wakeboarding behind the boat.

Why Learn from Captain Deb Marlor?

Captain Deb has decades of experience in sailing, racing, and cruiser coaching. She is a licensed Coast Guard Captain and a Certified Transformational Life and High Performance Life Coach trained through Brendon Burchard’s High Performance Institute and the Brave Thinking Institute.

Her coaching style is calm, clear, supportive, and focused on your learning objectives. These Sailing Weeks are more than lessons; they are an opportunity to breathe deeper, trust yourself more, build confidence, awareness, preparedness, and truly enjoy life on the water.

Reserve Your Sailing Week

Why Weekends Work

Most people don’t have time for long, intensive sailing programs — and you may not need one to take your first meaningful step.

That’s why a seven-day sailing experience is such a powerful way to begin:

Hands-on, immersive sailing instruction
Real-life experience on the water
Practical takeaways you can apply immediately
Flexible scheduling designed for busy lives

If you’re serious about sailing, this format helps you get started quickly with depth, purpose, and personal support — while giving you the unforgettable feeling of learning in the place where sailing is meant to happen: out on the water.

Start Your Ocean Dream

Sailing for Couples, Women, and Men

Sailing isn’t just a skill; it’s an experience that can be shared.

These week-long Sailing Experiences are ideal for:

Couples learning to sail together
Individuals who want to learn to sail with confidence
People exploring a new hobby, lifestyle, or long-held dream
Anyone ready to build confidence, experience, and safety on the sea

Join Captain Deb for a week-long experience that can change the way you see yourself on the water — from unsure and curious to capable, steady, and ready for what comes next.

You’ll have the opportunity to learn, communicate, grow as a team, laugh through the small mistakes, celebrate the moments when it clicks, and take the next step toward living your Ocean Dream.

Ready to begin? Contact Captain Deb to reserve your Sailing Week and start building the confidence, skills, and clarity you need to sail forward.

Contact Captain Deb Today

Stephen & Kimberly Smythe Testimonial

Describing our 1-week experience aboard a 43-foot Bali catamaran with Captain Deb Marlor as mere “training” would not do justice to the profound impact it had on us. It was, in fact, a transformative “life experience” – one of safely and comfortably sailing the beautiful waters of Grenada and the Grenadines.

Captain Deb’s unwavering passion for sailing and her exceptional ability to share this passion made the training engaging and thoroughly enjoyable. From the outset, it was clear that she possessed a remarkable gift – the ability to impart the appropriate amount of information to my wife and I, despite our vastly different levels of experience. Her friendly, supportive, and approachable manner created a positive learning environment that I have rarely encountered.

Captain Deb’s patience and thorough instruction ensured that each day presented a new challenge, yet the experience remained truly enjoyable. She took the time to explain everything in a way that was easy to understand, regardless of one’s level of experience or gender. Her extraordinary communication skills will undoubtedly enable you to get the most out of whatever sailing skills you are trying to attain.

The skills we gained – from comfort at the helm in 28-knot winds to sail handling, safe passages, rules of the road, navigation, and docking – were tailored to our individual levels of experience. Captain Deb was always encouraging and made us feel comfortable asking questions, even if they seemed basic. Thanks to her guidance, we now feel confident in our abilities or know the next steps needed to grow our comfort and experience.

I wholeheartedly recommend Captain Deb Marlor to anyone looking for a sophisticated and experienced captain who can expand their sailing experience and comfort level. Her exceptional teaching abilities and unwavering dedication to her craft are truly unparalleled.

Sincerely,

Stephen and Kimberly Smythe

Contact Captain Deb Today