Longshore Sailing School

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

🌊 2027 SEASON PASSES. 2026 PRICES! 🛶Why wait until summer to save?Our Kayak & Paddleboard Season Passes are available at...
10/24/2026

🌊 2027 SEASON PASSES. 2026 PRICES! 🛶

Why wait until summer to save?
Our Kayak & Paddleboard Season Passes are available at EARLY BIRD PRICING!

☀️ Lock in 2026 rates for the entire 2027 season!
🛶 Paddle more. Spend less.
🌊 Enjoy unlimited summer adventures on the water!
*purchase via link in bio

🍂 Leaves aren’t the only things falling… our prices are too! 🛶 Big savings on kayaks & sailboats🛍️ 30% OFF apparel & acc...
10/21/2026

🍂 Leaves aren’t the only things falling… our prices are too!
🛶 Big savings on kayaks & sailboats
🛍️ 30% OFF apparel & accessories

Limited inventory—once it’s gone, it’s gone!

🔗 Shop now! Link in bio.

Better late than never. Turns out “sea legs” come in sets of four, too. 🐾⛵️ Happy belated National Dog Day from the sail...
08/30/2026

Better late than never. Turns out “sea legs” come in sets of four, too. 🐾⛵️ Happy belated National Dog Day from the sailing, kayaking and paddle boarding pups of Longshore!

LSS Dog and cover model Cão was adopted from Danbury Animal Welfare Society in January! She went from a rescue in Georgia to sailor with just a few private lessons at LSS!

2 weekends left!!! Don't miss out on your chance to get on the water this summer! Rentals available any time we are open...
08/21/2026

2 weekends left!!! Don't miss out on your chance to get on the water this summer! Rentals available any time we are open.

Be chic, come to Longshore! ⛵
08/15/2026

Be chic, come to Longshore! ⛵

Last chance this summer! Can’t do the entire week? No problem! We have day-by-day registration available as well. See av...
08/13/2026

Last chance this summer! Can’t do the entire week? No problem! We have day-by-day registration available as well. See availability and register at the link in our bio!

We couldn’t let the summer sail by without giving a huge shoutout to the incredible staff who make the magic happen ever...
08/06/2026

We couldn’t let the summer sail by without giving a huge shoutout to the incredible staff who make the magic happen every single day.
Our staff of 40 are comprised of our office, instructors and beach. Each play a vital role in how we function.

They’ve taught skills, cheered on victories, handled the chaos, made lifelong friendships, and somehow still show up smiling every morning. 😄

To the team that keeps us afloat (literally 😉), thank you for making this summer unforgettable. We wouldn’t—and definitely couldn’t—do it without you.

07/28/2026

🚤 Join us for US Powerboating Accelerated Safe Powerboat Handling Course.

Whether you’re building confidence at the helm or sharpening your existing skills, this one day, hands-on course covers the essential techniques for safe, competent powerboat operation.

📅 Course Dates: August 8 or 9
🕣 Time: 8:30 AM–5:30 PM
📍Limited spots available—register today!

CT CPWO required
Zero experience required

https://app.amilia.com/store/en/longshore-sailing-school/shop/programs/134534?subCategoryIds=7017552

Our popular powerboat classes are back this summer! Perfect for those who own or are looking to buy a powerboat! Space i...
07/25/2026

Our popular powerboat classes are back this summer! Perfect for those who own or are looking to buy a powerboat! Space is very limited, so register now at the link in our bio!

Come on down to the Sailing School for our kayak cleanup! I haven't reserved your boat? Just show up! Help us support Sa...
07/25/2026

Come on down to the Sailing School for our kayak cleanup! I haven't reserved your boat? Just show up!

Help us support Save the Sound and our local waterways.

Address

260 Compo Road South
Westport, CT
06880

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