Watch Hill Yacht Club

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Summer Cruise Burgee

2021 SUMMER CRUISE PROGRAM - Registration is open!

By sail, power, or land, come join the fun on water, at the dock or in port. This year we have four fantastic events planned for day cruisers and overnighters alike.

May 28th at 6 PM
Social Meet Up - Meet the Cruisers


Are you interested in learning more about boating and cruising at the WHYC, would you like to meet the cruisers or connect with those planning to go on a cruise, join us for a Meet the Cruisers social event on the lower deck of the Club. We will highlight the upcoming season's events.

Click here to register for the Meet the Cruisers Event

Cruise Program

Yacht Skippers are responsible to make slip or mooring reservations. Moorings at Montauk Lake will be reserved as a group based on Club cruise registration.

June 4th & 5th
Block Island, New Harbor

Port Captain David Grande

Cruise to Block Island with plans for a group dinner on the covered back patio of the Spring House on Friday, June 4th.

Slips can be reserved via Dockwa at Paynes Dock or Champlin's Marina. Slips at the Boat Basin can be reserved at https://www.newharborboatbasin.com. Moorings are first come, first serve via the harbormaster. Contact the harbormaster on VHF 12 upon arrival.

July 15th
Montauk Lake Club Cruise

Port Captain Gerry Gorman

Cruise to the Montauk Lake Club with plans to enjoy a relaxing early afternoon lunch.

Moorings will be reserved as a group based on registration. If available, transient slips will be assigned by the MLC upon arrival. If you prefer a slip, you can submit a request to MLC Marina

Montauk Lake Marina monitors VHF 12.

August 20th - 22nd
Dering Harbor and Geenport, NY

Port Captain Bill McKendree

Cruise to Dering Harbor and the Shelter Island Yacht Club. Ferry over to Greenport, NY to visit the shops. Enjoy cocktails and a cruise group dinner on the back deck of the Shelter Island Yacht Club on Saturday, August 21st.

Moorings can be reserved via SIYC (631) 749-0888; SIYC monitors VHF 74. Mooring or Slips available at a number of marinas in Dering Harbor and Greenport via Dockwa.

September 20th - 22nd
Safe Harbor Essex Island

Port Captain Fred Prelle

Cruise to the Connecticut River and Essex, CT. Arrive Safe Harbor, Essex Island. Jump the ferry to the mainland for dinner at the Essex Yacht Club on Friday, September 17th. Spend Saturday touring the shops in town, with plans for a happy hour at the Safe Harbor Essex Island docks and dinner in town at the Griswold Inn.

Slip reservations can be made via Dockwa at Safe Harbor Essex Island. Essex Island monitors VHF 9. Moorings can be reserved via Dockwa at Safe Harbor Dauntless. Dauntless monitors VHF 68.

Click here to register for any cruise