Checking In on the Wolf Hollow Plan

Hi All, Just a quick update on the Wolf Hollow adventure. I’ve been communicating with the Boston branch of GoWithGuide, and I now have contact information for three local guides. I just need to reach out and see what they have to say about a trip to Wolf Hollow.

Rethinking How I Travel

I’ve been thinking a lot about tours and guides. As an older person, I’ve sort of come to the conclusion that if I get back to traveling, it will probably be with senior tours or groups — and I have mixed feelings about that.

I’ve always liked exploring on my own. I don’t enjoy those organized “cattle call” tours where the guide marches you through a set itinerary. If there’s something you want to see and it’s not on the list, too bad. And I’m not sure how much wandering you can really do on a tightly scheduled tour. You know me — I like getting photos that are a little different from the typical tourist shots.

A Great Experience With a Small Guided Tour

We used a tour guide when we went to Pearl Harbor. It wasn’t GoWithGuide — I didn’t know about them at the time — but it was a small group. My sister and I were dubbed “the Sisters.” Our guide entertained us with stories about the morning of the raid and pointed out where the Japanese planes flew in. It gave us a great background before we reached the memorial.

Once we arrived, he turned us loose with a meeting place and a time, so we had plenty of freedom.

Afterward, he even offered to take us to a food truck the locals used. That was fantastic — and an experience we never would have had without a guide.

Why GoWithGuide Caught My Attention

GoWithGuide isn’t just a U.S. company. They’re international. One country I’d love to visit is Ireland, but I always assumed I’d either be stuck on a group tour or forced to learn to drive on the wrong side of the road. Ireland is famous for its tiny, winding roads, and that alone put me off.

Knowing I could have a personalized tour with a local guide opens up the possibilities and makes the idea so much more appealing.

Learn more about GoWithGuide’s personalized tours

It feels like the perfect solution for someone like me — someone who wants the freedom to wander but doesn’t know the territory.

What Comes Next

So next step: asking those Boston guides whether they’re brave enough to take me to Wolf Hollow. If they say yes, it’ll be the perfect chance to try out this whole “personalized tour” idea and see if it really is the right fit for someone like me who loves to wander but doesn’t know the territory.