Sailing on the Hudson River makes an amazing, thrilling date. Here are some photos, if you’d like to see…

First step of any date, of course: Choosing your outfit. I decided on an Ikat tunic with jeans and flats.

We met up at an old schooner, which sails for two hours down the Hudson River around the Statue of Liberty.

The captain encourages everyone to pack a picnic, so Alex picked up two lobster rolls from Chelsea Market, along with salt-and-vinegar fries. Also, the skippers come around and offer wine or beer–I love white wine, and Alex chose Fire Island Lighthouse Ale.

Four years ago, Alex proposed on a sailboat on the Hudson, so sailing always makes us think back to that day, and we end up taking cheesy kissing photos! It cannot be helped! :)

The schooner offers a few different sailing times everyday–daytime, after dark–but I’d highly recommend the sunset sail; it’s magical to see the purple sky over Ellis Island and the Statue of Liberty. (You can double-check the exact sunset time on this handy website.) The clouds looked like cotton candy.

Do you like sailing? Would you want to go? I’d highly recommend these schooner sails. Being on the water is thrilling, with the wind in your hair and the seagulls squawking, and you feel a million miles away from the big city. My mom and her husband went this sail last summer, and they said it was one of the most romantic things they’d ever done. Hope you like it, too!

What date activities do you like? Playing games with friends? A good old-fashioned dinner + movie? I’d love to hear suggestions!! xoxo

We also sent Toby a little good-night video, so his babysitter could play it to him before he went to bed:)

P.S. How to look pretty on a first date, and 10 ways to spend an afternoon in NYC.