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18 Things You MUST Do Now to Enjoy Your Retirement

Updated on August 14, 2025 by TMM Staff · Lifestyle

A man smiling while talking to someone outdoors.
©LOGAN WEAVER/Unsplash.com

Retirement can feel like an open field with no fences. All that time you once wished you had is now staring you down, wondering what you’ll do with it. You’ve got the whole spread ahead of you, so why not load your plate?

You finally get to call the shots on your time, energy, and priorities. That means no clocking in, no pointless meetings, and no rushing around unless it’s to beat the lunch crowd at your favorite diner. Here are 18 things you need to do now to enjoy your retirement. 

Table of Contents

Toggle
  • 1. Plan that bucket list trip
  • 2. Learn a skill you never had time for
  • 3. Reconnect with old friends
  • 4. Stay physically active
  • 5. Make your home exactly how you want it
  • 6. Volunteer your time
  • 7. Pick a “regular spot” to be a familiar face
  • 8. Get into gardening
  • 9. Write your story
  • 10. Try something completely out of character
  • 11. Host regular get-togethers
  • 12. Explore your own town like a tourist
  • 13. Pick up a creative outlet
  • 14. Spend more time near water
  • 15. Mentor someone younger
  • 16. Make health checkups a priority
  • 17. Embrace slow mornings
  • 18. Keep a running list of new things to try

1. Plan that bucket list trip

A pen on an open-lined notebook.
©Aaron Burden/Unsplash.com

You know that trip you’ve been talking about since the 90s? Time to make it happen. Whether it’s fishing in Alaska or exploring a city you’ve only seen in magazines, the experience will leave you with stories worth telling.

Travel doesn’t have to mean selling the house and buying an RV. Even a week away can shake up the routine and remind you why life outside your zip code is worth exploring.

2. Learn a skill you never had time for

A person cutting wood with a table saw.
©Getty Images/Unsplash.com

Always wanted to play the guitar? Learn woodworking? Speak another language? You’ve got the hours now, so use them. The joy isn’t just in the finished product but in the clumsy, awkward start.

Skills like these keep your mind sharp and give you something to work toward. Plus, your friends and family will be impressed when you casually whip out a new talent.

3. Reconnect with old friends

A handshake between two men on a tennis court.
©Fellipe DitadiUnsplash.com

Old friendships have a way of slipping through the cracks when life gets busy. Retirement is your shot at bringing them back. Call up your old college roommate or the guy from your first job and suggest grabbing a coffee.

Conversations will probably pick up right where they left off. Shared memories have a way of making years melt away.

4. Stay physically active

An older man lifting an exercise ball in a gym.
©Getty ImagesUnsplash.com

Movement keeps you feeling younger, plain and simple. Go for daily walks, try swimming, or join a group fitness class. Staying active means you’ll be able to enjoy more of those spontaneous adventures.

You don’t need to train like a pro athlete. Just keep moving and make it something you look forward to rather than dread.

5. Make your home exactly how you want it

An older man using a miter saw indoors.
©Annie Gray/Unsplash.com

Now is the time to tackle those little home projects you’ve been putting off. Rearrange the furniture, build that workshop, or turn the spare room into a hobby space.

Your home should feel like the place you want to spend time in, not just the place you live.

6. Volunteer your time

A group of people stacking hands outdoors.
©Getty Images/Unsplash.com

Giving your time to a cause you care about adds a whole new sense of purpose. It can be something hands-on like helping at a local food bank or mentoring young folks in your old field.

The connections you make while volunteering can be as rewarding as the work itself.

7. Pick a “regular spot” to be a familiar face

An older man using a laptop indoors.
©Getty Images/Unsplash.com

There’s something comforting about walking into a place where everyone knows you. Whether it’s a café, a breakfast diner, or a fishing dock, having a spot where you’re a regular makes you feel rooted.

It’s less about the place and more about the people who start to feel like your unofficial retirement crew.

8. Get into gardening

A woman tending to flowers in a hanging pot.
©Getty Images/Unsplash.com

Working with soil and watching plants grow can be surprisingly satisfying. It’s slower-paced, sure, but that’s part of the charm. Plus, homegrown tomatoes taste better than anything from the store.

Even a small garden on the patio or balcony can brighten your days and your meals.

9. Write your story

A man writing in a notebook at a table.
©Natalia Blauth/Unsplash.com

You’ve lived through decades of moments worth remembering. Writing them down isn’t just for you. It’s for your kids, grandkids, and anyone who wants to know what life was like before streaming TV.

It doesn’t have to be polished or perfect. Just honest.

10. Try something completely out of character

An older man eating breakfast at a restaurant.
©Curated Lifestyle/Unsplash.com

Order the spiciest dish on the menu. Take a painting class. Go skydiving if you feel up for it. The point is to shake yourself out of the same old routines.

The more you surprise yourself, the more alive you feel.

11. Host regular get-togethers

A group of older adults watching TV together.
©Curated Lifestyle/Unsplash.com

Invite friends or family over for game nights, cookouts, or Sunday breakfasts. Retirement gives you the chance to be the person who brings people together.

Even small gatherings can leave you feeling connected and full in a way that no TV show can match.

12. Explore your own town like a tourist

An older couple biking together outdoors.
©Curated Lifestyle/Unsplash.com

There’s probably a museum, park, or hole-in-the-wall restaurant you’ve never tried. Spend a day walking around parts of your town you’ve ignored for years.

Sometimes the best experiences are closer than you think.

13. Pick up a creative outlet

An older man teaching pottery to a young boy.
©Vitaly Gariev/Unsplash.com

Photography, pottery, creative writing, anything that lets you make something from nothing. The process can be meditative and gives you a way to express yourself without rules.

Creativity tends to ripple into other parts of life and make everything a bit more interesting.

14. Spend more time near water

An older woman wearing a hat at the beach.
©A. C./Unsplash.com

Something about water relaxes the mind. Whether it’s fishing, boating, or just sitting on the shore with a cup of coffee, it can be a perfect way to slow down.

Even a small pond at a nearby park can be your go-to spot for a breather.

15. Mentor someone younger

An older man smiling while sitting with a younger man.
©Getty Images/Unsplash.com

Pass on your hard-earned knowledge to someone just starting out. It could be career advice, life lessons, or simply teaching them how to fix things around the house.

Mentoring keeps you engaged with other people and reminds you that what you’ve learned can be passed on to younger generations.

16. Make health checkups a priority

A healthcare worker using a stethoscope on an older woman.
©Getty Images/Unsplash.com

Feeling good in retirement isn’t luck. It’s maintenance. Regular checkups keep you ahead of any health issues and let you enjoy your time without unnecessary interruptions.

Think of it as routine upkeep, like you’d do for a car you plan to drive for years.

17. Embrace slow mornings

An older woman stretching in bed in the morning.
©Getty Images/Unsplash.com

Sleep in if you want. Take your time making breakfast. Read the paper without glancing at the clock. Mornings without rushing are one of retirement’s underrated luxuries.

There’s something deeply satisfying about starting the day on your own terms.

18. Keep a running list of new things to try

An older man hiking with a backpack and water bottle.
©Yunus Tuğ/Unsplash.com

Life in retirement doesn’t have to be planned down to the minute. Having a running list of ideas keeps you from falling into the “I’ll get to it later” trap.

Every time you hear about something interesting, like a festival, a trail, or a class, add it to your list and actually check them off as you go.

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About TMM Staff

The Modest Man staff writers are experts in men's lifestyle who love teaching guys how to live their best lives.

If an article is published under TMM Staff, that means multiple writers worked on it. For example, sometimes several of us have experience with a certain brand, so we collaborate to publish a more thorough review.

Or, if an article was originally written by one person, but then it was updated by someone else, we'll re-publish it under TMM Staff.

Remember: all of our articles (including those below) are written by real people with decades of combined experience in men's fashion and lifestyle topics.

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