Sail Montauk Opening Day 2016


Opening Day 2016

(opening day 2016)

After Sunset Sails and visiting Swallow East to catch a little bit of the music festival, I remembered that we’ve officially been open for 1 week! What a week it’s been! I’ve already met some wonderful people, which is probably one of the best perks of this job.

I’ve discovered that it takes a different type of person to go sailing. Someone who likes adventure and nature. Someone who enjoys new experiences and loves the world around them. As you can imagine, this means most of the people I get on the boats are inspiring to be around.

A couple celebrating their 25th anniversary, an Aunt showing her neice and nephew that she can sail(she most definitely can), friends taking a road trip(we raced another sailboat next to us), bachelorettes(who beat us in the race) and so many other wonderful people this week.

I think 2016 is going to be a great summer.


(We thought we were winning… we didn’t. Don’t celebrate too early!)




(A friend took a photo of the Aunt and her neice & nephew sailing. She has a great view)



Getting Ready for Summer 2016

It’s that time of year. The weather is starting to get warmer, and you get that itching feeling to be out on the water with the wind in your hair and a cold beer in your hand. We are too, sans the beer, because we’re “working”. We’re are getting ready to open this weekend. Bottom paint, wax, and first 2 boats in the water to start. Masts are up, and now to clean, put on sails, and take them for a shakedown sail.

It’s starting to feel like summer!


We love Sailing and you will too.

Welcome to our new blog where we talk about everything SAILING! We’ll be posting sailing stories, sailing theory, sailing jokes, sailing races, sailing etiquette, and anything else we find interesting about SAILING! (Be prepared to see the word SAILING a lot). We want you to understand why we are so passionate about sailing, and hopefully inspire you to fall in love with it as well. Sailing is more than a hobby, it’s a lifestyle. Ask anyone why they love sailing, and they’ll never shut up. So let’s set sail and see where the wind takes us. Cheers!