Grand Cayman: Why Did We Go Here?

A few months ago, we were looking at a busy, cold holiday season, and we thought: What if we delayed the holidays for a few weeks and went somewhere tropical?

Megan talked to her parents, brother, and sister-in-law about the idea, and it was well received. We all had different things we wanted to get out of the tropical trip, and I narrowed my preferences down to the following:

  • Not too far away.
  • Easy access to snorkeling.
  • Tiki drinks on the beach.
  • Some activities, but also time to relax, read, and work.

I’d also add “great food”, but I think you can find that pretty much anywhere.

We discovered that Grand Cayman is actually not that far of a flight from St. Louis (total travel time of around 6 hours). Megan’s sister-in-law, Alex, had some good experiences there as a kid, so we found a place on the beach and booked our flights.

Within the span of a day, we went from the absolutely frigid St. Louis winter to 80-degree island sunshine. Our beachside condo was within walking distance of a number of restaurants and bars, and it had its own private beach and pool. We felt like we’d won the lottery.

I’ll share some specifics of the trip throughout this week, but I wanted to confirm in a few photos that all of my expectations were vastly exceeded by this trip and Grand Cayman in particular.

Have you ever visited somewhere tropical? If so, what did you love about it?

6 thoughts on “Grand Cayman: Why Did We Go Here?”

  1. Growing up in Hong Kong back in the 70’s we regularly had holidays in tropical spots like Malaysia, Thailand and Singapore. But when I moved to Australia in my mid-20’s and met my wife, our go to tropical resort, both as a couple and as a family when our kids entered the world, has been Port Douglas in Far North Queensland. We’ve been there 7 times over the last 20 years, including once as Best Man to my Brother-In-Laws wedding.

    We just find it’s a really relaxing place where you can unwind at the pool or on the beach with a good book to read, sit with the locals at the pub and have an ice cold beer, indulge in some great seafood at their many restaurants, or take a trip out to the Great Barrier Reef, or up to the Daintree River/Tropical Rainforest to see crocodiles and cassowaries (if you’re lucky) or head inland to the tablelands where they grow coffee and have some amazing waterfalls and swimming holes.

    We always manage to switch off from regular life when we arrive in Port Douglas

  2. I have spent 42 of my 64 years playing Duplicate Bridge. In 1996 I had the skill and five skilful team-mates to win the Gold Coast Teams in February, the Australian summer. The subtropical Gold Coast has many tourist attractions (Movie World, Sea World, etc), but my plain tastes enjoyed battered flake (shark meat) and chips (fries).

  3. We are just looking to go somewhere tropical this year for my wife’s 40st bday. We are thinking Bora Bora but not finalized yet, going to definitely check out Grand Cayman. We really want to visit the Maldives at some point but I’m not looking forward to the long flight. Hawaii used to be our go to place but last November we went to Cabo San Lucas and we had a surprisingly great time.


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