Sailing & Watercraft Rentals at Longshore Sailing School, Westport
Difficulty
easy
Duration
1–3 hours
Fitness Level
Basic fitness recommended; suitable for most ages and skill levels.
Overview
Located on Long Island Sound, Longshore Sailing School in Westport offers top-tier sailing lessons and rentals across catamarans, kayaks, and paddleboards. Discover how this community-focused school creates an ideal setting for beginners and seasoned paddlers alike.
Sailing & Watercraft Rentals at Longshore Sailing School, Westport
Adventure Tips
Start with calm conditions
If you’re new to sailing or kayaking, pick mornings when the wind is lighter and waters are smoother for an easier learning curve.
Wear a life jacket at all times
Longshore provides life jackets, but ensure you always keep one securely fastened during your time on the water.
Reserve gear early in summer
Summer weekends fill quickly—booking online in advance helps guarantee your preferred boat or paddlecraft.
Check tide schedules
Tides can affect launch conditions and water depth along shorelines. Plan outings around favorable tides for safer navigation.
Local Insights
Wildlife
- Harbor seals occasionally spotted in the Sound
- Varieties of shorebirds including ospreys and herons
History
Longshore Sailing School has been a long-standing community fixture, fostering maritime skills since the mid-20th century.
Conservation
The school actively participates in Sound cleanup events and emphasizes eco-friendly boating practices to protect local habitats.
Adventure Hotspots in New Haven, CT
Frequently Asked Questions
Recommended Gear
Personal flotation device (PFD)
For safety on any boat or paddleboard, always wear a life vest.
summer specific
Waterproof footwear
Protects feet during launch and landing on rocky or slippery surfaces.
all specific
Sun protection
Hat, sunglasses, and sunscreen guard against intense sun exposure on open water.
summer specific
Windbreaker or wetsuit
Provides insulation from wind and cool water temperatures during shoulder seasons.
spring|fall specific