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You drop in at Sheffield Street, which is the street that runs next to Town Hall, at Main Street. At the end of the street is a town mooring field. You unload your kayak, and then park up the street at the middle school. Once in the water, there are pretty homes, nice marshes to view and moored boats to paddle past.
If you choose to explore further, head up the river to see the Amtrak trains traversing the river, or head south to South Cove, another sheltered area that is perfect for pleasant paddling. Going south you have to paddle past the Saybrook Point Inn and marina. South Cove is terrific to paddle because it is extremely shallow, limiting motorboat access on the water.
For those who fish from kayaks, the Coves and the CT river are awesome fishing spots. Throughout the year Striped Bass are caught by fisherman along the piers, as well as shad in the spring.
The suggested time required to paddle the North Cove is 1 hour (although it could be done much quicker) but if you paddle both Coves, give yourself several hours to enjoy the scenery and the views.
Sheffield Street is on left side across from Police Station. If you go past the firehouse, you've gone too far.
Hardshell Kayak Sail Rigs
The Kayak Wing