Buy Island Dreamer Clothing Rates   Privacy Policy Links Island Dreamer Island Dreamer Sailing School

Creating Confident Sailors with Easygoing Personalized Training

Radio interview on KDKD-FM with Capts Margie and Harold

Our “no yelling” style will ease any concerns that you and your partner may have about sailing or about the cruising lifestyle. Let us show you how enjoyable it can be.

Reluctant Partner? teaching couples to work to gether with no yelling

We teach Couples Cruising classes that are an innovative way to learn about sailing and are designed to help you discover the joy of cruising together.  While on a learn-to-sail vacation, couples build confidence in each other with personalized instruction in an easygoing, positive environment that makes sailing together enjoyable.


Our classes are a private charter, you receive one-on-one instruction guided by our U.S. Coast Guard licensed captain. Our supportive approach allows each of you to build your skills and confidence at your own pace and to share in the decision making process, making sailing comfortable for everyone. You will be living and traveling aboard a cruising sailboat learning to sail safely from place to place.    


 Together with your partner,      you will learn how to feel safe and comfortable and in control of your boat. We believe that once you learn the skills of boat handling that you have only learned part of the equation. The other part is working together as a team. Our USCG licensed and ASA certified instructor will work with you both individually and as a couple in a gentle and calm environment.




American Sailing Association Certification classes are available or you may simply want to practice all facets of the cruising and sailing life while living aboard. The sailing is easygoing, the environment relaxing and you build confidence while taking a learning vacation! We will help you set goals so that you learn at your own pace and have a great time doing it.


   Let us show you how enjoyable the cruising life can be!  

 Life onboard is not all study and boat handling. We will visit local island restaurants to enjoy fresh seafood, tropical drinks and live music. And of course, snorkeling, fishing and socializing with other cruisers is all part of the plan.  


Email us for more information if your interested in a couples teaching couples course.


info@island-dreamer.com

Learn More

Info about the captains, the boats and the Florida Keys.

ASA Classes

Certifications from the American Sailing Association are known worldwide.

Couples Sailing

Learn in a friendly setting where “no yelling” is allowed.