Sailing Polar Charters is proud to offer a range of sailing opportunities for the 2024 season.  Book a private 2 hour, 3 hour, half day or full day sail (maximum of 6 persons) and enjoy the picturesque Peconic Bay. 

Leaving the dock from the charming hamlet of New Suffolk, choose from the two different sailboats in our fleet; The Imagination, a Catalina 36, or Blew Boat, a Heritage West Indies 36 (designed by renowned naval architect Charlie Morgan.) Sailing lessons and star gazing sails are also available upon request.

This father and son sailing duo has a long family history of navigating the waters of the Peconic Bay. Captain Bob’s grandfather was a rum runner out of New Suffolk during Prohibition, and both Captain Bob and Captain Bobby are self-proclaimed “Boat-a-holics.” They spend most of their free-time on the boat with their family and friends, and will be happy to regale you with stories of the bay they love and grew up on.

The adventure begins when leaving the dock in School House Creek, as you pass the first submarine base in the US at the New Suffolk Waterfront. From there we can sail past horseshoe cove, the spot where Albert Einstein looked out while writing his famous letter to president FDR in the summer of 1939, continuing on to the Great Peconic Bay or around the 435 acre, privately-owned Robin’s Island. Our favorite spots to drop anchor and take a swim are Robin’s Island cove or Cow Neck, the latter giving you the opportunity to swim to shore and climb “the sand dune.”

 Whether you are hoping to take in the history of the area or just looking to relax on the water, Polar Charters can meet your needs. Experience what it is to tie lines, raise the sails and adjust the sheets, all while creating memories that will last a lifetime. Both the Imagination and Blew Boat have hot water outdoor showers for rinsing off after a swim and a head (bathroom) down below.

Choose the perfect adventure and make memories with Sailing Polar Charters.

Contact Us Today at 631-734-7840 or email