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.

Solo trip to Hawaii

Near the end of last year I planned a month long trip to Oahu, Hawaii for January/February of this year. I wasn’t dating any one and my girlfriends either didn’t have the time, the money, or wanted to travel with their significant other, and I knew I’d want to escape part of the cold winter here in Cincinnati, Ohio (actually I live in Northern Kentucky/5 minutes from Cincinnati), so I found a studio with a kitchen, queen bed, and a balcony just 5 minutes walk from Waikiki Beach thru Booking.com.

Because I’m a planner and am very organized, I found the closest grocery store ahead of time and placed an order to be delivered to my little apartment upon arrival. After settling in, I headed to the beach for the sunset.

I had been to Oahu once before with my late husband and my son (who has also passed) back in 2002 when my son was 15 years old. I forgot how beautiful it is!

It had been a long travel day…time for bed!

Escaping the Cold at Grand Cayman

Grand Cayman Island is a warm and lovely place to escape the cold!  My husband and I have friends that live there (“friends in all the right places”) and are visiting them for the week.  They took us for a tour of the island on Monday.  Although it’s quite small, 20 miles long x 4 miles wide, it takes a while to travel from spot to spot.  My husband was a bit unnerved with driving on the “wrong” side of the road.  Our friends both work, so we’ve spent time at the dazzling blue beach in front of their condo and the sparkling clear pool during their absence.

We took a six-mile hike along seven mile beach and saw a variety of birds…

DSC_9817

The resident rooster at their condo…

DSC_9843

DSC_9565

The beach seems to stretch forever…

DSC_9836

Continue reading