Dating advice from the ladies

This launch tale is directed at the guys from all the single women you could have met on the launch! So, grab a lobster roll and listen up. If you’ve never seen, or better yet, visited the iconic Tall Ship berthed prominently on Boston Harbor’s East Boston waterfront’s neighborhood, put it on your list.  Especially if you’re single.  I recently had 9 passengers aboard the launch; 5 women I picked up first and then 4 men from a dock nearby.  Both groups had the same intention of going to the Tall Ship, and having a really fun time, and hopefully meeting someone nice.  How do I know this?  Each group told me so.

On the starboard side sat the well dressed and perfectly made-up young women. Hair, shoes, totally put together. I’m guessing they were in their late 20s. They were laughing, chatty, and giving off a fun vibe. Sitting directly across were the guys, about the same age, loud and boisterous at the dock, instantly quiet when they sat down.  I dropped them all off at The Tall Ship dock and away they went. Several hours later I picked up the women who shared their launch tales of woe! And then later on the very same guys with a very different perspective.

I asked the women if they connected with the guys from the boat.  They agreed the guys were “super cute” but failed to connect much during the evening. As any good captain would do, I asked what the guys could have done differently.  Here’s what they shared:

  1. Even though the guys kept checking us out, none made any eye contact. Show some backbone to get noticed.
  2. They traveled in their small group not speaking with us until we challenged them to a cornhole match. We are terrible at it, but they didn’t have fun since they were totally focused on beating us. (And they did) It’s OK to laugh and be a goof ball.
  3. The guys would get louder as they talked to each other when it was obvious they wanted to get our attention. Learn how to speak to us. Just say Hi.
  4. The jeans there wore were fine, but the Tee shirts were rough, and their running shoes were gross. A little effort will get you noticed.
  5. The little bit of conversation that did happen was only about them; they never asked any questions about us. Conversations are two way guys, and here’s a hint, pick-up lines are a waste of time. Just ask us when we’re returning to The Tall Ship.
Scroll to Top