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    • Two Week Core Sailing
    • One Week Courses
    • Class Schedule
    • Private Instruction
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  • Adult Program
    • Adult Program
    • Class Schedule
    • Class Photos
  • Online Store
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    • Accessories
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    • Events >
      • Group Events
      • Private Instruction
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      • Jerome Rand- Sailing Into Oblivion
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    • Our History
    • Tide Tables
    • Contact
LONGSHORE SAILING SCHOOL
  • Home
  • Junior Program
    • Two Week Core Sailing
    • One Week Courses
    • Class Schedule
    • Private Instruction
    • Full Day Tennis and Sailing
    • Parent Information
    • Suggested Equipment
  • Adult Program
    • Adult Program
    • Class Schedule
    • Class Photos
  • Online Store
    • Apparel
    • Accessories
    • Equipment
  • Rentals
    • Fleet
    • Policy & Boundaries
    • *New* Season Pass!
  • Register Now!
  • More...
    • Employment
    • Fleet Sale
    • Private Instruction
    • Events >
      • Group Events
      • Private Instruction
      • Paddleboard Yoga
      • Jerome Rand- Sailing Into Oblivion
    • LSS Weather
    • Frequently Asked Questions
    • Our History
    • Tide Tables
    • Contact

Longshore Sailing School


​2020 Program Registration is OPEN!

Season Paddle Passes are now on SALE!

Looking for some LSS gear? Click for our online retail shop.

​For employment, scheduling, enrollment, fleet sale and all other inquiries, call our office at 203.226.4646 or email us at info@longshoresailingschool.com

"Safety, Fun, and Learning for Everyone!"
Longshore Sailing School is a community sailing and rental facility located at the mouth of the Saugatuck River on Long Island Sound. In addition to our junior and adult learn to sail programs, we offer sailboat, kayak, and paddle-board rentals, provide private lessons, and host private events.

LSS is open to the public - No membership required




"Friendly, positive staff for veteran and newbie sailors alike."  
               – Charles S.
“Everything worked incredibly smoothly. I have lived in Westport for almost 30 years and this was my first time on a large sailboat!! Fantastic!”
                                              -Andrea R.
"Thank you for giving us a great day out! "                 – Alexandra N.
260 Compo Rd South
Westport, Connecticut 06880
For reservations and bookings: call 203-226-4646 or email info@longshoresailingschool.com

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Join EMail List
  • Home
  • Junior Program
    • Two Week Core Sailing
    • One Week Courses
    • Class Schedule
    • Private Instruction
    • Full Day Tennis and Sailing
    • Parent Information
    • Suggested Equipment
  • Adult Program
    • Adult Program
    • Class Schedule
    • Class Photos
  • Online Store
    • Apparel
    • Accessories
    • Equipment
  • Rentals
    • Fleet
    • Policy & Boundaries
    • *New* Season Pass!
  • Register Now!
  • More...
    • Employment
    • Fleet Sale
    • Private Instruction
    • Events >
      • Group Events
      • Private Instruction
      • Paddleboard Yoga
      • Jerome Rand- Sailing Into Oblivion
    • LSS Weather
    • Frequently Asked Questions
    • Our History
    • Tide Tables
    • Contact