How to Date While on a Solo Vacation


After my husband passed in 2018 I began online dating in 2019 through a few different sites. Dating in your early 60’s is quite different than when you’re younger. I would take a month or two off when I became frustrated with it. I decided to reach out to a few men that lived in Oahu before my arrival in January of 2022 and got to know a little about them.

Bachelor Number One

My first date was with a man that was going through a lot with his ex wife concerning their child. He drove us around the island sightseeing. I bought his lunch as a way to say thank you for his time.

We stopped at various spots for the views. I know many of you would be hesitant to get in a car with a stranger, but I am the type of person to take calculated risks and I listen to my instincts.

Since I’m retired I can move any where and tried to imagine living on Oahu, but decided the island life wasn’t for me. Next up is Bachelor Number Two.

7 thoughts on “How to Date While on a Solo Vacation

  1. As to meeting strangers for a date, Sherry, let me tell you what Mary revealed to me only years after we had already married, about our first date in person.
    We had been exchanging emails, had chatted on the internet and on the phone already for a few months, when she invited me to the US, to visit with her and her cousin in Denver. She didn’t invite me to her home in Karnes City because there she would have been alone with me. Instead, she invited me to Denver, where her cousin – a police officer at that πŸ˜‰ – would be present. Well, I can’t blame her for that. I’m ever so happy she invited me at all. At that time, of course, I didn’t know htat it would be the beginning of a new phase in my life – an absolutely happy phase.

    Liked by 1 person

  2. Pingback: Bachelor Number Two | Sherry Lachelle Travels

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