easy
2–4 hours
Moderate fitness recommended to handle paddling and sailing dynamics, but beginners welcome with instruction.
Longshore Sailing School in Westport, CT, offers top-notch sailing lessons and boat rentals on Long Island Sound. Perfect for beginners and seasoned paddlers alike, it’s a community-centered gateway to coastal adventure.
Weekends and summer days fill quickly, so book online in advance to secure your preferred craft.
Water temperatures can be cool, so clothes that dry fast will keep you comfortable during your outing.
Life jackets are mandatory and provided if you don’t have your own—wear them properly at all times on the water.
Winds vary daily; light breeze days are easier for beginners, while stronger winds offer a more thrilling sail.
Longshore has a legacy as a community sailing hub with roots stretching back decades, emphasizing education and access for all ages.
Longshore organizes regular cleanups and promotes eco-friendly boating practices to protect Long Island Sound’s fragile coastal ecosystem.
Keeps you dry during chilly spring breezes and occasional spray on the water.
spring specific
Protects skin during prolonged exposure under open skies on the water.
summer specific
Provides grip and foot protection when launching and landing boats on rocky or sandy shores.
summer specific
Essential for staying warm during cooler mornings and windier afternoons.
fall specific