Sailboat Club

Sailboat Club

Sail all season for less than the price of a slip!

Members of our club have guaranteed sailing every month.  As a member you will have access to one of our fleet boats which are shared by other members.


Sail by yourself, bring out your guests or sail with other club members. It’s like having your own boat at the dock, but without the hassles and the high cost of ownership.


Members sail from May 1st thru Nov 1st. Our Cruising Memberships allow members 6 guaranteed half day sails per month, 4 during the week days and 2 on the weekend. Sailing Sessions are held daily at 9 AM to 3 PM or 3 PM to 9 PM.


To be considered for our membership submit your completed Sailing Resume to admin@thesailingacademy.com, Upon approval our team will reach out to discuss vessel options. 


 Inquire for Pricing




Contact us to schedule a visit and view our fleet.

Meet the Fleet!

Catalina 270 ( Joint Custody)

Fantastic entry boat into cruising, all you need to day sail on the Chesapeake Bay and allows for single-hand sailing.

Prerequisite: ASA 101

  • Inboard Diesel Engine
  • Wheel Steering
  • Alcohol Stove
  • Ice Box
  • Marine head
  • Sleeps 5
  • Pressure water

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VIKO S30

2 Cabin layout. Sleek design, easy to handle.

Prerequisite: ASA 103

  • Inboard Diesel Engine
  • Wheel Steering
  • Alcohol Stove
  • Ice Box
  • Marine head
  • Sleeps 6
  • Pressure water

















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Jeanneau 36i (Cloudy Bay)

Added to our fleet in 2016, we are excited to have such a great yacht in our club. Easy to handle yet a spacious yacht.

Prerequisites: ASA 104

  • Roller furling Jib
  • Wheel Steering
  • Dodger and Bimini
  • Diesel Engine
  • Pressure hot and cold water
  • Propane stove and oven
  • Refrigeration
  • Chart Plotter
  • Auto Pilot

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Viko S 35

New to our fleet is the brand new VIKO S 35. The huge cockpit makes this the perfect yacht to sail with friends and family. Comfortable three cabin version with one head. The master stateroom is forward and two guest staterooms aft. Dockside air conditioning make the VIKO S 35 comfortable even in the middle of summer. 

Prerequisite: ASA 104



  • Brand New 2023 Model
  • Performance cruiser
  • Twin Helm
  • Auto Pilot
  • Dual zone air conditioning
  • Bow thruster
  • Chart plotter/GPS
  • Bimini and dodger
  • Refrigerator
  • Electric head

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Beneteau 331 (BugBear)

Three cabin layout, very nice cruising amenities.

Prerequisites: ASA 103

  • Roller Furling Jib
  • Auto Pilot
  • Diesel Engine
  • Full galley
  • Wheel Steering
  • Bimini
  • Refrigeration

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VIKO S26

Perfect for the New Sailor!

Prerequisite: ASA 101

  • Roller furling Jib
  • Wheel Steering


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For Club Member Use Only

Vessel Check In Form

Prior to Leaving the Yacht

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