LI to Winni
I've done the ride close to 100 times in the past 8 years and 10 with a 30 foot Skater in tow. Take the Bridgeport Ferry, even with the boat. Saves a tremendous amount of time, traffic and aggravation especially traveling through the Bronx, Westchester and Southern CT.
Plenty of room on the ferry just make sure you make your reservation in advance, they tend to book quickly in the summer on weekends.
As mentioned above make sure your brakes are in good shape and you will be fine, its not a bad ride especially once you get onto Route 91.
Gook Luck.
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