Over 50 Dating Tips


10 Date Ideas to Make You Feel Young Again

Author: OurTime

One of the hardest parts about getting back into the dating game is thinking of a good date activity. Back in the day you may have picked a girl up in your dad’s car and taken her to the soda shop, but that sort of thing might not fly a few decades later.

That doesn’t mean dates amongst senior singles is devoid of the same kind of fun and excitement you remember from your youth. In fact, many seniors find dating even more enjoyable than their youth due to absence of angst that many young daters feel. So if you’re looking at a few ideas for dates that will rekindle the same kind of enjoyment you felt in your youth, look no further than the following list.

Winery tour

“Age doesn’t matter — unless you’re wine!”

Nowhere does that saying ring more true than at a winery tour. Wineries are an ideal date for senior couples—they usually feature a more adult crowd, they take place in beautiful settings, and most importantly, there’s an abundance of wine to be sampled while you’re there. Just try to make sure you find out whether your date is into whites or reds ahead of time and both of you will have a fantastic time.

See a live production

Sometimes, there’s just nothing more enchanting than seeing live actors on a stage. Seeing a live production can be a great way to share a special experience with someone who may be special. While you’ll have to stay quiet during the show, you’ll have plenty to discuss afterwards, eliminating room for any awkward pauses to sneak into your conversation.

Baseball game

If your date is a sports fan, there’s nothing better than to take them to a baseball game. While other sports often produce loud and rowdy atmospheres that aren’t ideal date settings, baseball games provide a leisurely setting that’s perfect for getting to know the person you’re sitting next to. One word of advice: lay off the onions on the hot dog.


No better way to make you feel young again than to go on a date to a concert given by one of the bands you loved back in the day. While a raging techno concert might not be advisable, some old school rock or folk is always a great call. Crosby, Stills, and Nash anyone?

Short hike

Sometimes, nothing is more invigorating than a short hike through the great outdoors. If the person you’re dating is a nature enthusiast, nothing could impress them more than picking out a great trail through a beautiful corner of the country. Pack a nice picnic spread to win some extra points with your date.


It doesn’t matter how old you are— a trip to the movies will always be a great date. Steer clear of the horror or action films, though. If you stick to something like an Oscar-worthy drama, you’ll be able to impress you date with an intellectual conversation afterwards.

Sunset cruise

If you live anywhere near the ocean, chances are there’s a tourist service that runs a nightly sunset cruise for those who want to try out their sea legs. These can often be highly social events with a great crowd of people, so it can be a welcome break from the intensity of a one-on-one date. Often times your ticket comes with free drinks and dinner, making it an all-inclusive bundle of fun for you and your date.

Cooking class

Impress your date with a little outside-of-the-box thinking and sign the two of you up for a cooking class. It’s never too late to learn a few new kitchen techniques, and cooking something together can actually be an intimate experience. And hey, if the date doesn’t go well, at least you learned something in the end!

Segway tour

For a pair of knees that are over 50 years old, a walking tour doesn’t sound like the most enticing activity. But thanks to the marvelous invention of the Segway, urban landscapes are now yours for the exploring. Wait for a nice day and rent a couple Segways to zoom around on, or join a guided Segway tour and get an outside perspective of the city you live in.

Community service

Building a day around some good old fashioned community service is the best way to show your date your compassionate side. Think of distributing meals to the homeless, rounding up some old possessions to donate to charity, or even cleaning up a neighborhood park. Doing good and potentially finding new love? Now that’s one heck of a date!

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