Today I’m sharing 8 reasons I love day trips as a retiree. Since retiring, Bill and I have embraced day trips. We plan one about every other week and we always have the best time.
For us, day trips have become part of our retirement routine and a perfect way to celebrate retired life.
In addition to sharing my love for day trips, I’m also including a few tips for planning day trips as retirees based on our formula for a successful day trip. Enjoy!
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8 Reasons I Love Day Trips as a Retiree
There are lots of reasons to love day trips as a retiree. Listed below are my top 8 reasons, plus a few notes from Bill in italics.
Reason 1. Day Trips are Relaxing
First and foremost, I find day trips very relaxing. We can wake up at our leisure and get ready for the day ahead. There is no plane to catch or baggage to pack.
Basically, there is no schedule we have to meet. Instead, the day is flexible and relaxing which means we have time to pull over for unexpected estate sales when Penny sees a sign along the road.

Reason 2. I Love Chatting during the Drive
Secondly, I love chatting in the car during day trips. It seems like we always have the best conversations during day trips.
I know our plan for early retirement was hashed out during day trips we took when we were still working. And now that we’re retirees, we chat about how much we love retirement, plans for the garden, upcoming travel, etc.
Plus, I love the quiet of being in our own car. We even typically drive with the radio off. However, sometimes Penny takes a little nap on the drive home while Bill listens to NPR.
Reason 3. There is Always Good Food
In my mind, good food is a must during a day trip and often the first thing we plan when taking a day trip. During day trips, we almost always know ahead of time where we plan to eat lunch and then we plan the rest of our day around our lunch location.

Our ultimate day trip was to Meers Store and Restaurant for what’s touted as the best burger in Oklahoma…it was huge! Meers is 156 miles from our home and the farthest we have traveled for a day trip.
Reason 4. New Towns Mean New Shops to Explore
We both love exploring specialty shops during day trips. It might be a specialty gardening center, grocery store, boutique, antique shop or something else.
Bill is partial to grocery stores, and I am partial to antique shops. Plus, we both love gardening centers.
And sometimes we visit larger retail stores that we don’t have in our hometown, like Costco, Target and our newest discovery, Scheels of Tulsa.

Plus, Penny loves to stop by Trader Joe’s every chance she gets. She always comes home with flowers, cheese and chocolate.

Reason 5. Quality Time with Each Other
For us, day trips mean lots of quality time with each other. No distractions and no other commitments. It’s an entire day of having fun together…driving, chatting, eating out, shopping and whatever else we decide to do.

It also means limited screen time. We may use our phones to look up an address or take a few photos (Penny takes lots of photos), but otherwise, we both tuck our phones away during day trips.

Reason 6. Day Trips are Relatively Inexpensive
In my opinion, day trips are relatively inexpensive. There are two primary expenses: 1. gasoline for the drive, and 2. something good to eat for lunch. And good doesn’t necessarily mean expensive.

Many of our favorite restaurants are very inexpensive, like Eischen’s Bar where we share an entire fried chicken for $18. Other expenses are optional, and shopping doesn’t have to mean buying.
Plus, many of the things we do during day trips are free, like visiting the Tulsa Flea Market. And others are relatively inexpensive. For example, admission to the Tulsa Botanic Garden, a day trip we took last fall, was $10 each.

Reason 7. No Kennels or Caretakers Required
Since we’re gone for just the day, there are no kennels or caretakers required which also means no related expenses. As long as Midge (Penny’s dog) and Frank (Bill’s cat) have plenty of food and water, they both do fine on their own for the day.

However, when we take an overnight trip or extended vacation, Midge goes to the kennel, and we have a caretaker tend to our potted plants, Frank, and the Meghens (our chickens).
Reason 8. Day Trips Require Little Planning
And finally, a successful day trip can be accomplished with very little planning. Not only can you wait to the last minute to take a day trip, but you can also cancel a planned day trip at the last minute.
In the past, we have cancelled a trip to the Tulsa Botanic Garden when the skies turned rainy, and we have scheduled a day at the ballpark when the forecast was sunny.
Our Formula for a Successful Day Trip
If I had to guess, Bill and I have taken 100+ day trips since retiring. As retirees, we mostly plan day trips for weekdays. Everything seems to be less crowded. Of course, if there is a special weekend only event, we will make an exception.

Tips for Planning a Day Trip as a Retiree
- Pick a location to visit within a few hours of home. Two hours each way, means four hours roundtrip. Any longer and you’ll run out of daylight for your day trip.
- Do a little research in advance and select a restaurant for lunch. Plan your route based on your lunch stop. Also, start your morning with a light breakfast so that you have plenty of room for a great lunch.
- Fill your tank up with gas the day before your trip and make your morning coffee in a travel mug at home. This allows you to hit the road without having to first stop by a gas station or coffee shop.
- Take an ice chest with you with waters and other favorite drinks. Plus, you can use the ice chest to 1. bring home leftovers from lunch, or 2. grocery items when visiting specialty food stores.
- Wear comfortable clothing and walking shoes. Plus, dress for the weather, layers are great allowing you to adjust your clothing throughout the day.
- Finally, be sure to include a balanced plan of activities so that everyone enjoys the day trip. For example, Bill and I both enjoy gardening centers and eating out. Plus, we try to balance things I enjoy like antiquing with places Bill enjoys like grocery stores.

Day Trips as a Retiree: A Few Final Notes
In the last few months, Bill and I have taken several day trips to Tulsa, one to Oklahoma City and another to Pawhuska. Each was different and each was the perfect way to celebrate retired life.
I plan to share a few of our itineraries in future posts including some of our favorite things to do in Tulsa (our most likely location for a day trip) and tips on visiting the Pioneer Woman Mercantile in Pawhuska (we’ve been four times). Plus, a handful of restaurants in Oklahoma that we think are worth the drive. Stay tuned, I’ll be sharing lots more related to day trips as a retiree.

Also, drop me a note in the comments and share one of your favorite day trips as a retiree. I’d love to hear your ideas.
Cheers to retired life, and as always, happy gardening!
X Penny Pennington Weeks

You may also like these posts about retired life…
Romanticize Retired Life at Home with Picnics for Two
My 2025 Retired Life Goals: 5 Ideas for the New Year
How I Embrace a Soft Life Now that I’m Retired
Three Tips on Creating a Happy Retired Life
How to Enjoy Retired Life: Creating a Retirement Routine
I enjoyed this article. My husband and I do the same thing. We are fortunate to live halfway between Estes Park and Boulder (CO). We feel like we are on vacation each time we go on a day excursion. For example, we wander around Estes Park, starting our day at an idyllic coffee spot, overlooking RMNP, a lake, ducks. We play mini golf, wander through our favorite shops. They feature lots of festivals in the summer. We go to our favorite breakfast or lunch spots. We hike. We may grab a glass of wine overlooking a killer view during happy hour. On the way home, we stop by The Colorado Cherry Pie Co to buy a small pie, locally made preserves and possibly a pot pie to share for dinner.
Oh my goodness, your Colorado day trips sound heavenly! Wine, pie, ducks, lakes, coffee…you’re speaking my language.
Our daughter lives in Colorado Springs, it sounds like we need to plan a trip this spring. Thanks so much for sharing a bit of your story and for stopping by the blog!
Cheers,
Penny
We love day trips during the week and also try to stick to places within 2 1/2 hours one way. We recently went to Atoka to Reba’s Place which had great food and there were several little shops nearby including a good antique shop (although some shops were closed on Monday). Ardmore has several great antique shops and we love Cafe Alley (amazing sweet potato fries with marshmallow sauce!). Shawnee also has a good variety of antique shops (you can tell what my favorite thing to do is!). I’m glad Tulsa got a Scheels! We visited one in Kansas City several years ago, so cool that it has an indoor ferris wheel! Other towns to consider are Enid, Pryor (I was impressed with their downtown when we attended a wedding recently), Duncan, and Grove (also several antique shops, and Har-Ber Village museum). Thanks for the ice chest tip! When our kids were little, during the OK Centennial year we picked different small Oklahoma towns (especially unfamiliar ones) to visit that summer when school was out. One day road trips are great fun, thanks for sharing!
Wow! Thanks so much for the day trip ideas. We need to plan one to Atoka. I’d love to visit Reba’s Place. And, yes, Scheels is so much fun. I love my new shoes!
Thanks, again!
Penny
We live in Southeast Tennessee and we too are retired and loving retired life. Our day trips are so much fun! We don’t go during an all day rain storms. We watch the weather and plan our day trip accordingly. My husband is 83 …I am 71. We met in 1990 at the Grand Ole Opry. He was the staff drummer there for 49 years. He retired in 1998….moved to be with me…we got married in 2000. This year is our 25th wedding anniversary. So…we’re planning a week vacation to “somewhere “…we haven’t decided where yet. We both enjoy flea markets, yard sales, estate sales…you name it..we do it on our day trips. We love each other dearly and hope we have 25 more years together. I enjoy reading your posts. Keep up the good work!
I’m so happy you stopped by the blog and shared your story. The Grand Ole Opry, so amazing. It sounds like we enjoy many of the same things, especially day trips and flea markets. Enjoy your upcoming celebration!!!
Cheers, Penny