Chesapeake Bay


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~ A Cut Above ~

 

2025

Intensive sail training on Chesapeake Bay 
aboard an
 Island Packet Sailing Yacht

Professional Captain 
USCG Licensed & ASA Instructor Certified

Basic Keelboat Sailing (ASA 101) and Basic Coastal Cruising (ASA 103) are each four-day live aboard courses in which you'll learn to competently operate a 30+ foot cruising sailboat. At completion of both courses, you'll be able to skipper a boat of this size in coastal and bay areas during daylight. 

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Intermediate Coastal Cruising (ASA104): Learn extended cruise planning, equipment preparations, navigation, weather analysis, port-entry, anchoring and more while sailing to various destinations in Chesapeake Bay. 

You may live aboard the yacht during all courses

Request Additional Information

Online Course Registration

You may register for any course online
or email to office@mdschool.com
 or call us at 410-639-7030

Descriptions of Books can be found at our School Store

With few exceptions, all training is conducted on board the boat. Course exams are taken in the classroom.

ASA101
Four Day Course
Tuition: $1150 + ASA Fee of $39
Four-day live aboard course includes Books, ASA Certification Exam and sleep aboard overnights during course.
2025 ASA101 Schedule
May 5-8 June 23-26

Sept 20-23
Women’s

May 22-25 July 9-12
June 7-10 Aug 2-5 Sep 29-Oct 2

June 7-10
Women’s

Aug 17-20 Oct 17-20
Sep 4-7  
ASA103
Four Day Course
Tuition: $1150
Four-day live aboard course includes Books, ASA Certification Exam and sleep aboard overnights during course.
2025 ASA103 Schedule
May 9-12 June 27-30 Sep 8-11
May 26-29 July 13-16 Oct 3-6
June 11-14 Aug 6-9 Oct 21-24
Aug 21-24
Combined ASA101-103 Courses
Eight Day Course
Tuition: $2000 + ASA Fee of $39
(This is a $300 discount from the regular course tuitions)
Eight-day live aboard course includes Books, ASA Certification Exam and sleep aboard overnights during course.
2025 ASA101-103 Schedule
May 5-12 June 23-30 Sep 4-11
May 22-29 July 9-16 Sep 29-Oct 6
June 7-14 Aug 2-9 Oct 17-24
Aug 17-24
ASA104
Five Day Cruise- Rock Hall to Rock Hall
Tuition: $1950
Five-day live aboard course includes Books, ASA Certification Exam and sleep aboard overnights during course.
2025 ASA104 Schedule
May 13-17 July 17-21 Sep 12-16
May 30-June 3 Aug 10-14 Oct 25-29
June 15-19 Aug 25-29

Six-day, 130 mile one-way cruise from Norfolk, VA to Rock Hall, MD aboard our IP40 ocean sailing yacht for ASA104 certification.
 June 20-25. Fee $1950

Combined ASA103-104 Courses
Nine Day Course
Tuition: $2800
(This is a $300 discount from the regular course tuitions)
Nine-day live aboard course includes Books, ASA Certification Exam and sleep aboard overnights during course.
2024 ASA103-104 Schedule
May 9-17 July 13-21 Sep 8-16
May 26-June 3 Aug 6-14 Oct 21-29
June 11-19 Aug 21-29
Combined ASA101-103-104 Courses
13 Day Course & Cruise- Rock Hall to Rock Hall
Tuition $3650
plus ASA Fee of $39
(This is a $600 discount from the regular course tuitions)
Thirteen-day live aboard course includes Books, ASA Certification Exam and sleep aboard overnights during course.
2025 ASA101-103-104 Schedule
May 5-17 July 9-21 Sep 4-16
May 22-June 3 Aug 2-14 Oct 17-29
June 7-19 Aug 17-29

Notes:

  • With adequate previous experience, students taking the ASA103 course may challenge ASA101 for an additional fee of $300 to cover the cost of books and ASA testing plus the $39 ASA membership fee. Students seeking to challenge ASA101 will be asked to submit a description of their experience in advance for approval by our teaching staff.

  • You may board the boat and sleep aboard the  evening before your course starting date and until the end of your course.

  • Special dates can be arranged for groups of two to four students who cannot make any of the above scheduled dates.

  • Students can receive the combined course discounts above while choosing their own class dates.  To qualify for the combined discount: (1) Register for all classes prior to the first class on one registration form.  (2) Classes that you choose are in the same calendar year.  (3) Final payment is due for all classes 90 days before the start of first class, or upon class registration if less than 90 days prior to start of first class.

ASA118 Docking Course 

Two Day Course
Tuition: $650
Two-day live aboard course includes Books, ASA Certification Exam and sleep aboard overnights during course.

2025 ASA118 Docking Schedule
May 1-2 June 20-21 Aug 30-31
May 3-4 June 21-22 Sep 17-18
May 18-19 July 7-8 Oct 7-8
May 20-21 July 22-23 Oct 14-15
June 4-5 July 26-27 Oct 30-31
  Aug 15-16  

Docking a large cruising boat safely and without damage can be a daunting task especially when the wind blows 20 knots. Bow sprits and partnerships are often broken or severely damaged in the process. We've designed a hands-on docking practice program on Island Packet 32 foot cruising yachts to help all sailors, whether experienced or beginner, to learn the best methods for docking.

 

 

Private Docking Instruction
For groups of two, three or four students.
$1300 per day
Two days are required if ASA118 Certification is desired

Due to insurance restrictions, we cannot conduct docking instruction on boats other than our own.  However, we are happy to schedule private docking instruction on one of our Island Packet 32s for two to four students in a group. Often couples schedule one day of private docking instruction with a specific focus on their needs and they find this to be sufficient.  If the group desires ASA118 certification, two back to back days must be scheduled in order to cover all of the skills and examination required for certification.  

 

Request Additional Information

Online Course Registration

 

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