Longshore Sailing School

Longshore Sailing School Community Sailing and Boating Center, located in Westport, CT. We are open to the public.

06/18/2026

We have private lessons available ALL DAY on Sunday! ☀️⛵️Perfect for a family outing or brushing up on some sailing skills! Call us to book.

We are so excited to start up our 2026 youth programs on Monday!! Looks like beautiful weather to start the summer!     ...
06/17/2026

We are so excited to start up our 2026 youth programs on Monday!! Looks like beautiful weather to start the summer!

Before the sails go up, before the students arrive, and before the first boat leaves the dock, there’s one tradition tha...
06/06/2026

Before the sails go up, before the students arrive, and before the first boat leaves the dock, there’s one tradition that marks the start of the day: the water bottle bench.

It’s a small sign that our staff is back and hard at work preparing the fleet for another day on the water. Here’s to a season full of boating, sunshine, and fun. ⛵☀️

New LSS Pup. Meet Cão!

Let's meet our boats! Whether you're looking to go sailing, paddleboarding, or kayaking, we have you covered. All of our...
05/15/2026

Let's meet our boats!
Whether you're looking to go sailing, paddleboarding, or kayaking, we have you covered. All of our boats are available to rent hourly to the public, no membership or residency required! Visit the link in our bio to learn more or book your rental reservation!

05/11/2026

Ever wonder how our dock gets built for the summer? Teamwork! Getting ready for the 2026 season - we're opening in 13 days! Rentals are available to book now at the link in our bio.

Last minute gift for Mother's Day? We've got you covered. E-Gift cards can be sent instantly or scheduled for delivery o...
05/09/2026

Last minute gift for Mother's Day? We've got you covered.

E-Gift cards can be sent instantly or scheduled for delivery on Mother’s Day for the perfect surprise. They can be used toward sailing classes, boat rental and merchandise.

https://tinyurl.com/3p3b9je2

05/09/2026

Kayaking, Stand-Up Paddleboarding, and Sailing!
No residency or membership required!
Opens for the season Memorial Day Weekend!
Visit LongshoreSailing.com for more

Looking forward to these views.. LSS Opening Day is Saturday, May 23rd! Two weeks to go before summer 2026 kicks off!   ...
05/08/2026

Looking forward to these views.. LSS Opening Day is Saturday, May 23rd! Two weeks to go before summer 2026 kicks off!

Boats: asleep. Water: frozen. Us: thinking about summer. ❄️ ➡️ ☀️It’s cold outside—don’t let your schedule freeze up too...
01/25/2026

Boats: asleep. Water: frozen. Us: thinking about summer. ❄️ ➡️ ☀️

It’s cold outside—don’t let your schedule freeze up too.
Sign up early and get the program you want.
*link in bio

Watching the sun set on 2025 with deep gratitude—for our community, for the sport of sailing, and for everything it teac...
12/22/2025

Watching the sun set on 2025 with deep gratitude—for our community, for the sport of sailing, and for everything it teaches us about teamwork, patience, and joy. Looking ahead with excitement for the year to come.

Address

260 Compo Road South
Westport, CT
06880

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