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Sailing lesson boat

Blue Moon

Blue Moon is our approachable sailing lesson boat for hands-on instruction, beginner-friendly practice, and relaxed time learning on Lake Michigan.

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Sailing lessons from Montrose Harbor. Beginner-friendly instruction. Students of all ages receive $50 off lessons.

Blue Moon sailing lesson boat on Lake Michigan with the Chicago skyline in the backgroundMontrose Harbor — Dock G
  • Sailing lesson boat
  • Montrose Harbor departure
  • Beginner-friendly instruction
  • Hands-on Lake Michigan practice
  • Eligible student savings

Blue Moon: Our Sailing Lesson Boat

Blue Moon is our dedicated sailing lesson boat, built for guests who want to learn, practice, and get comfortable on the water without the pressure of a formal yacht experience.

This is the boat for beginner sailors, curious first-timers, students of all ages, and anyone who wants a more hands-on Lake Michigan sailing experience. Instead of just sitting back for a cruise, guests on Blue Moon can learn the basics, ask questions, help with simple sailing tasks, and build confidence on the water.

Students of all ages receive $50 off sailing lessons, including grade school, middle school, high school, and college students.

View Sailing Lessons

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Why Learn on Blue Moon

  • Beginner-Friendly Learning

    Blue Moon is designed for people who want to learn at a comfortable pace, ask questions, and get real time on the water.

  • Hands-On Sailing Experience

    Guests do more than ride along. Blue Moon supports basic sailing concepts, boat handling, wind awareness, and on-water confidence.

  • Great for Students

    Eligible students save $50 on lessons—a straightforward way to try sailing without committing to a full course or expensive yacht club program. Verification may be required.

  • Relaxed and Low-Pressure

    This is not a luxury yacht experience. Blue Moon is a practical, approachable boat for learning, practicing, and enjoying Lake Michigan.

  • Easy Montrose Harbor Departure

    Lessons depart from Montrose Harbor, giving students and guests convenient access to Lake Michigan.

  • A Better First Step Into Sailing

    Ideal if you are curious about sailing but not ready for advanced instruction, racing, or a formal certification course.

Amenities

Learning

  • Beginner-friendly sailing instruction
  • Hands-on practice
  • Basic sailing concepts
  • Wind and boat-awareness coaching

Convenience

  • Montrose Harbor departure
  • Return to the same dock
  • Boarding instructions before your lesson
  • Student discount available

Experience

  • Lake Michigan sailing
  • Chicago skyline views
  • Relaxed teaching environment
  • Great first step into sailing

Safety

  • Safety briefing before departure
  • Required safety gear onboard
  • Weather monitoring before departure
  • Experienced captain / instructor

Chicago Sailing Lessons on Blue Moon

Safety and Maintenance Confidence

Blue Moon is prepared for sailing lessons on Lake Michigan and operated with weather, lake conditions, and student safety in mind. Before each lesson, the crew reviews conditions, comfort level, and onboard safety equipment.

Lesson routes, timing, and on-water activity may vary based on wind, waves, traffic, and instructor discretion. Safety always comes first.

Boat Specs

Model26′ Chris-Craft sailboat
Boat TypeMonohull daysailer
Length26′ (per fleet listing)
Departure HarborMontrose Harbor, Chicago
Primary UseHands-on sailing lessons, beginner instruction, and learn-to-sail experiences on Lake Michigan
RestroomNo restroom onboard—plan ashore
Guest CapacityUp to 4 guests

Good to Know Before Booking

Blue Moon is primarily a sailing lesson boat, not a luxury charter yacht. The experience is practical, hands-on, and beginner-friendly.

Lessons may vary based on wind, waves, weather, lake traffic, student comfort, and instructor discretion. Some lessons may include more hands-on sailing, while others may focus more on fundamentals, safety, and understanding how the boat responds on the water.

Student discount eligibility may need to be verified before your lesson.

Frequently Asked Questions

Is Blue Moon used for sailing lessons?
Yes. Blue Moon is our sailing lesson boat for guests who want hands-on instruction and beginner-friendly practice on Lake Michigan.
Do I need sailing experience?
No. Blue Moon is a good fit for beginners, first-timers, and students who are new to sailing.
Do students get a discount?
Yes. Students of all ages receive $50 off sailing lessons, including grade school, middle school, high school, and college students. Student status may need to be verified before the lesson.
Where do lessons depart from?
Lessons depart from Montrose Harbor in Chicago. Detailed boarding instructions are sent before your lesson.
What should I wear?
Wear comfortable clothes, flat shoes, and bring layers. It can feel cooler on Lake Michigan than on land.
Will I actually get to help sail?
When conditions allow, Blue Moon lessons are designed to be hands-on. The exact level of participation depends on weather, lake conditions, student comfort, and instructor discretion.
Is Blue Moon a luxury yacht?
No. Blue Moon is better described as an approachable lesson boat for learning and practicing sailing.
Blue Moon sailing lesson boat on Lake Michigan with the Chicago skyline in the background

Learn to Sail on Blue Moon

Start with an approachable Lake Michigan sailing lesson designed for beginners, students, and curious first-time sailors.

View Sailing Lessons