Harris Financial Coaching Blog

Sometimes travel is not just about getting there. It is about how you feel while you are getting there. That was the biggest difference for me on our Amtrak trip from Chicago to Memphis and then on to New Orleans. For three people, we paid about $1,700 total, which came out to about $566 per person. For that price, we booked two Amtrak roomettes instead of trying to squeeze everyone into one space. That was not a small expense, so the real question is fair. Was it worth it?

Train travel has a way of slowing you down before you even reach the destination. For this trip, we started in Chicago and took Amtrak’s City of New Orleans route to Memphis. This was the first leg of our journey before continuing on to New Orleans two days later. Since there were three of us, we booked two roomettes instead of one bedroom. This ride was a reminder that comfort, cost, space, and expectations all matter when deciding what type of travel experience is worth

A lot of people visit Chicago for the skyline, the food, the shopping, and the big attractions downtown. And yes, those things are worth seeing. But this trip reminded me that Chicago is much more than the postcard version. There is history here. There is culture here. There is leadership here. There is Black legacy here. For my family and me, this was not just a sightseeing trip. It was a chance to experience a side of Chicago that felt deeper, more grounded, and more rea

Sometimes the best part of a trip is not the big-ticket attraction. It is the place you wander into for food, then end up staying because every corner has something different to see. That was Ponce City Market for us in Atlanta. We visited three times during our three-day trip because it was close to everything and gave us a little bit of everything: food, desserts, local shops, rooftop views, vintage finds, and easy access to the Atlanta BeltLine.

Tybee Island is just outside historic Savannah and is known for its beaches, lighthouse, seafood, and coastal feel. The official Tybee Island visitor guide describes it as a coastal escape with several beach areas, including North Beach, Mid Beach, Back River Beach, South Beach, and Little Tybee Island. For this trip, we spent about $500 total for a four-day getaway, and the biggest reason it worked was that we planned before we packed.

Military families often know how to stretch a dollar because they have had to. Between moves, deployments, family visits, school schedules, and tight vacation windows, travel is rarely as simple as picking a destination and booking the first price that pops up. But here is what I have learned as a veteran, military spouse, financial counselor, and someone who loves to travel: many military families are paying full price while earned benefits sit unused.

Planning your next vacation presents a critical financial decision: hire a travel agent or manage the logistics yourself?