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Sailing Tips and Tricks for Beginners with Tall Ship Windy

Sail tour participants on the deck of Tall Ship Windy

Embarking on a sailing adventure aboard Tall Ship Windy in Chicago is an exciting experience, especially for those new to the world of sailing. Whether you’re a landlubber with a curiosity for the open sea or an aspiring sailor looking to hone your skills, this blog post will provide you with essential sailing tips and tricks to ensure a smooth and enjoyable voyage.


  1. Understanding Basic Sailing Terminology:

   Sailing has its own set of unique terms and phrases that might be unfamiliar to those new to the world of sailing. Here are a few examples:

  • Port and Starboard: These terms refer to the left and right sides of the ship when facing forward. “Port” is the left side, and “starboard” is the right side.
  • Bow and Stern: The “bow” is the front of the ship, while the “stern” is the back.
  • Windward and Leeward: “Windward” is the direction from which the wind is coming, while “leeward” is the opposite direction, sheltered from the wind.
  • Tacking and Jibing: These are maneuvers used to change the direction of the boat. Tacking involves turning the bow of the boat through the wind, while jibing involves turning the stern through the wind.


  1. Navigational Basics:

   Sailing involves navigating the ship across the water, and understanding the basics of navigation is crucial for a safe and enjoyable sailing experience. Here are some key aspects:

  • Wind Direction: Sailors use the wind to propel the ship. Terms like “close-hauled” mean sailing as close to the wind as possible and “downwind” means sailing in the same direction as the wind.
  • Landmarks and Points of Interest: This is especially relevant for sailing on Lake Michigan, where visible landmarks can aid in navigation.
  • Nautical Charts: These are maps specifically designed for navigation on the water. These charts provide information about water depth, hazards and other essential details.


  1. Sailing Etiquette:

Sailing is not just about catching the wind and navigating the waters; it also involves a unique set of customs and etiquette. Understanding and adhering to these sailing etiquette practices contribute to a safe and enjoyable experience.  Rest assured, you are in good hands with our highly skilled professional captain and crew. As you embark on this educational sail, you can relax and entrust your journey to a team of experts who are committed to ensuring a safe and enjoyable experience. With their extensive knowledge of the water and sailing, our crew is dedicated to making your educational voyage both enlightening and stress-free. So, sit back, relax and let our capable team navigate the waters while you indulge in the joy of learning amid the tranquil beauty of the water!


Embarking on a sailing adventure aboard Tall Ship Windy is an invitation to embrace the rich maritime traditions on Lake Michigan. 

From decoding basic sailing terminology, where “port” and “starboard” become your directional companions to unraveling the mysteries of wind dynamics and navigation basics, each insight is a compass guiding you through the exhilarating waters. Lake Michigan, with its unique challenges, awaits your exploration, where you can experience a journey where every wave tells a story of its own. 

Unlock a world of knowledge and adventure by booking our educational sail! Embark on a unique journey where learning meets Lake Michigan. Dive into a curriculum that goes beyond traditional classrooms, offering hands-on experiences and immersive lessons. Our educational sail is designed to ignite curiosity and foster a love for learning in an inspiring environment. Join us on board for an unforgettable educational voyage, where the water becomes your classroom and discovery knows no bounds. Book now to set sail on a journey of education and exploration!


February 15th, 2024