Learn To Sail

 Want To Be The Captain

No captain License, No Problem!

*VIP Membership  *Free Sailing Lessons *Become a Sailor - Rent Boat without Captain! 

Refresh and expand your boating skills to prepare for bareboat rentals. One-on-one instructions aboard our 20' Wellcraft bow-rider powerboat or 43’ center cockpit sailboat from an experienced sail and powerboat USCG-certified captain and Master Mariner.

Lesson includes:

  • One-on-one training with assigned master mariner.
  • Brief lessons on rules of the road, navigation, boat preparation, steering, docking, anchoring and more
  • Enjoy being the captain!

Check out packages below.

  • Become an Island Chill VIP Member! Take a private lesson. Duration: 4 lessons, 1 1/2 hrs - $1000 (Sailors should complete our BRIF before boating lesson)
  • After lesson, Qualify to rent 20' boat without captain at Island Chill Yacht Charters.
  • Request a free lesson on your private sailboat charter
  • Learn about  the sails, steering and navigation
  • Working as a team on a sailboat helps with team-building, confidence building and interpersonal relationships



Contact us (410) 212-4476, or fill out inquiry form to get started. For more info, please visit our FAQs.