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Great Gatsby Sail

Come sailing aboard the official Great Gatsby yacht of NY Harbor! The second annual Great Gatsby Cocktail Party aboard Sailing Yacht Ventura will be one you won't want to miss. Last year, everyone embraced the opportunity to dress up in their finest 1920s outfits and sail away on a yacht built in 1919. Join us this year for cocktails, hors d'oeuvres, refreshing late-summer sailing, and an after-party at a nearby cocktail lounge. 

While aboard, remember to ask about Ventura and her Great Gatsby history!


Suggested Attire

Ladies, think flappers and 1920s. Last year we had a mix of ladies wearing flapper outfits and some wearing cocktail dresses. Bring a light jacket as an extra layer.

Gents, suit and tie. 

Need some style guidance? Check out some images from the recent Great Gatsby movie!

Sailing/Party Details

The boat leaves the dock at 10pm and returns at midnight. We will begin boarding at 9:45pm, so make sure you arrive early! 

Hot Toddies and light hors d'oeuvers will be served during the sail and are included in the ticket price. We also have a cash bar available with beer, wine, and soft drinks. Feel free to bring your own bottle of wine, beers, and snacks as well!

Will It Get Chilly?

September nights can be warm like Summer nights or a bit chilly like Fall nights. Plan on bringing a couple layers to stay warm. We also have plenty of warm blankets aboard to pass around. The cabins below are very cozy, warm, and spacious. Plus, we will have Hot Toddies and some warm hors d'oeuvers to keep you warm.


For additional questions, feel free to reach out to First Mate James at or by phone at 518-322-6091.

Earlier Event: September 12
Friday Sunset Sail
Later Event: September 13
Sip and Sail hosted by Vin Social