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Private Lessons
For Individuals and Small Groups

Looking for a personalized sailing experience? We offer private lessons and class sessions tailored to you or your small group. Whether you're seeking a fun family adventure, want to refine specific skills, or need a class that fits your schedule, we're here to help! Our lessons are held on our J22s and Sonars, with accommodations available for adaptive sailors.

Private Lesson

2-4 hour lesson for up to 3 people, tailored to your goals

Private Class

Private offering of one of our classes, tailored to your schedule

Family Adventure

A family-based learning experience for you, your partner, and your kids

Group Taste of Sailing

A private 3-hour Taste of Sailing experience for your group

Private Lessons

Private lessons are the perfect way for beginner sailors to learn at their own pace or for DSC members to sharpen specific skills, such as preparing for a skipper checkout. Tailored to your needs, these lessons help you build confidence and achieve your sailing goals!

Keelboat Fleet (J22 or Sonar)

Pricing 1 person 2 people 3 people
DSC Member $75/hr $85/hr $95/hr
Non-Member $100/hr $110/hr $120/hr

Lessons on Cruising Fleet

Cruising vessels are 33' - 35' with inboard diesel engines

Pricing 1 person 2 people 3 people 4 people
DSC Member $90/hr $100/hr $110/hr $120/hr
Non-Member $115/hr $125/hr $135/hr $145/hr

Prices above are the total per boat per hour based on occupancy. Private lessons have a 2 hour minimum.

Private Taste of Sailing Experience

Celebrate your special occasion or gather family and friends for a private Taste of Sailing experience!

Whether you're planning a lively bachelorette party or looking for a fun family outing, this is the perfect outdoor adventure to create lasting memories.  Participants will hop aboard our J22 or Sonar keelboats and enjoy hands-on sailing instruction while soaking in the stunning views in Baltimore's Inner Harbor. 

  • Duration: 3 hours
  • Cost: $325 per boat (up to 4 people per boat)
  • Max Group Size: Maximum of 4 boats per group (about 15 people)

If your group is larger than 15 people, please contact us for larger group/corporate outing pricing and options.


Book a Private Class

We offer private sessions for any of our sailing classes, customized to fit your group and schedule.

  • Introduction to Sailing (Level 1)
  • Intermediate Sailing (Level 2)
  • Advanced Sailing (Level 3)
  • Performance Sailing
  • Basic Keelboat Certification

Pricing depends on the class type, group size, and duration and is generally in line with the price of regularly scheduled classes. Complete the contact form on this page, and we’ll provide a tailored price quote for your private sailing experience.  

If you have any questions not answered on this page, please email lessons@downtownsailing.org.