50+ Original Date Ideas For The 50+!

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Where are the best places to take a date if you are over 50? Sometimes you just need a little inspiration. It doesn’t matter if it’s your first date or your 41st, choosing where to go and what to do can be hard. If all seems lost, do not despair, we are here to kick start your imagination so you can make the most original, and appropriate, night or day out for you and your special someone.

Go on a winery tour

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As well as being able to taste and compare your favorite wines together on a winery cellar door tour, the location is also one of the most picturesque you’ll see, and you may get a little tipsy from all the tasting.

Enjoy a sunset cruise

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On a warm summers night, or even a chilly one with a jacket and lap blanket, a beautiful way to being the evening in is to watch the sunset on a boat on a local lake or river. In an organized cruise or private boat hire, it’ll be worth all the good feelings.

Take in a baseball game

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Regardless of if you follow the game or not, there is an atmosphere like no other sporting event at a baseball game, guaranteed to give you a fun time out with little exertion but a lot of excitement.

Go see a live concert

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Live music in a grand setting is exhilarating. Pick someone who’s on tour that you’ll both enjoy, like Elton John, Stevie Wonder or Michael Buble and revel in the spectacular show and big sound. Remember your earplugs!

Chill out at a Jazz bar

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A different kind of music experience is up close and personal at a jazz bar. Here you’ll be able to enjoy a wine and be face to face with some wonderful crooners and bands loving the soulful sounds of sweet, sweet jazz and mood lighting.

Have a progressive dinner party for two

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Pick a local area full of good places to eat and start at one swanky establishment for a glass of wine. Move locations and order your first course, second at the third restaurant and dessert at the last before hitting a bar or lounge for an aperitif or two before rolling yourselves home.

Make a mixed tape

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Ok so we know that making a mixed tape is SO early 1990’s, but the sentiment is still the same. Burn a disc of your favorite songs, or the ones that best describe how you are feeling and wrap it up. This is a lovely and personal present and a clever way to say how you are feeling, through music.

Go on a short forest hike

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Naturally you’re not going to want to climb 1000 steps just to get all sweaty and puffed to come back down again. That’s if your knees hold out! A short forest walk will get your blood pumping and make you feel invigorated.

Create your own movie night

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Cinemas are great, but what about re creating that experience at home? Turn the lights down, heat some popcorn, turn the heater on and snuggle on the couch whilst you watch that film release last summer you never got around to seeing. At least you don’t have to travel!

See a big show

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Nothing says ‘date night’ like dinner and a show. Check out what’s on in town this week and treat yourself to a big musical or play. I believe its called, culture.

Take a cooking class together

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Do you enjoy a bit of fun competition? Try something completely different and go take a cooking class together and see who’s Penne Arrabiata comes out the best!

Go on a bike ride out of town

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Take your bikes and hop on a train just out of town to some glorious fields and pathways. Now you can enjoy an afternoon bike ride along the marked tracks, stopping here and there for a break or a sandwich you’ve packed for the ride.

Sing some Karaoke

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Seriously, karaoke is not just for the young folk, they have absolutely every song on file for the last few decades so there’s bound to be something you know, and the nervous thrill of getting up there to sing is one that can not be duplicated anywhere else. So why not do a duet! Remember, you don’t have to be able to sing, to sing karaoke, that’s the whole point. You do, however, have to have some fun.

Go visit a Cabaret

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You can’t really go wrong with going to the theatre as a date night. Cabaret is another form of intimate entertainment sure to send you home satisfied and singing tunes in your head. Pick someone you’ve never heard of, but you like the sound of what they do, and enjoy.

Enjoy a picnic in the park

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Cozy rug, check! Classic picnic basket, check! Home packed food and drinks to last you the entire afternoon? Check! Romance? Check! A casual but classy picnic can always turn a nice lunch date into a wonderful one.

Make a team for a Quiz Night

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Trivia nights are held weekly in local pubs and bars around town. Get yourself a small group together; give yourself a snazzy team name and play to win! These nights are a great way for a few laughs and a couple of drinks over some general knowledge quizzing. You may be in a group but the novel of the event makes your night special for you and your date, hey, you could even double date!

Star gaze

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First stage of this great date is to visit a planetarium. Check out the stars and learn a bit more about what goes on in the cosmos before trying out your new found knowledge at home. Late one night, set up the telescope and see who finds what constellations first.

A round of mini golf

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Putt-Putt mini golf is fun in anyone’s book, no matter what you’re age. It’s not too strenuous, it doesn’t take hours and hours, but there is still skill involved, and a whole lot of fun on the course, of course.

Cooking night at home

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Make your date their favorite dish. Put on your apron and heat the oven, get your hands dirty and put as much effort into it as you can, Even if it doesn’t turn out exactly as you, or the cook book, had planned, Your partner will love you all the more for trying.

Take a dinner cruise

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Taking a leisurely cruise around down the local river is a lovely idea. Add a bit of a fancy dinner and you are all set for a perfect night out. Bring your see legs, and you should probably order the fish.

Be a tourist in your own city

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Often you never know the gems that are right under your nose. Become a tourist for a day and explore places you’ve never been in your very own town, I guarantee you’ll learn something new and be talking about it afterwards.

Visit a museum

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Museums often have wonderful temporary exhibitions rotating every few months. Visiting a museum is a great idea for something different to browse.

Visit an art gallery

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The history of art is fascinating and romantic, especially if its art from the romantic period! Wander arm in arm through the halls of an art gallery or two and you’ll discover a great way to spend a few hours together.

Sit at the end of a pier and eat ice cream

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Sometimes all you need is to sit and talk and look out at the ocean. Find yourself the longest pier you can, take off your shoes and sit on the edge whilst you both eat quality ice cream in waffle cones. The fresh air will do you both good.

Attend an open mic night

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Open mic nights are often diamonds in the rough. If you are up for a bit of rawness and spontaneity, head to one of these events usually held in a local bar or lounge, you’ll see a bunch of entertainment, and you never know what you are going to get next.

Watch some outdoor theatre

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Outdoor theatre is usually held in a park, or on the grounds of an historical building. These shows are wonderful and magical productions; often with minimal sets and props they are using their surrounds to their advantage. On a nice evening search out some Shakespeare or other classic works performed under a dusk sky and snuggle up when it gets chilly later.

Have a games night

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Can you never decide which one to play? Is it cards, scrabble or Trivial Pursuit tonight? Organize yourselves a games night, with rounds and challenges using your favorite games, and chocolates for the winner!

Play local bingo

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Bingo is one of the most entertaining games around, head to your local community centre and set yourself up for a few rounds and get lucky with two fat ladies… that’s the 88 ball you know.

See a movie at the drive in

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Not as popular as they used to be, Drive In cinema has made a comeback in recent years. Drive yourself to the car park and watch your favorite old films, just for old times sake.

Have fun at an amusement park

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This may seem like more a younger persons date, but really as long as you stay away from the rides you know will give you palpitations, it can be really quite fun. There’s something for everyone and you may as well try to win the big bear for your date.

Take in some dinner theatre

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Combining two perfect date night activities, dinner and the theatre. Attending a specially written dinner theatre evening, gives you a three-course meal, and a two or three act show! Enjoy great entertainment whilst you are wined and dinned.

Enjoy some racket sports

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Something for those sporty types out there. Take your pick between Tennis, squash, badminton, or even table tennis. In a round or two you will work you up a good sweat and need to shower off before having a fresh drink together to relax again.

Play craps at a Casino

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Need a thrill? If you’ve never really entered a casino, why not take the chance on a spin of the roulette wheel or a roll of the craps dice. It’ll be exciting, whether you win or not, just remember to stop at some stage, you are there to have fun, nor to get yourself in debt.

Hot air ballooning

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And now for something completely different: If you are ok with height, and high ones, take your date on a hot air balloon ride, You’ll have to get up rather early in the morning, but it’ll be worth it to watch the sun rise, as you rise in the sky and take a little trip over the world.

Movie marathon

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Either at a cinema, or in your own home, why not prepare the ultimate movie marathon. Pick your favorite genre, actor or even a trilogy of films to watch for hours on end, with appropriate wee breaks in between, and it’ll be a night to remember.

Take a factory tour

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Not your usual date, but something nice and different, is to take a factory tour. Find out what is made in your area, whether it be chocolates, beer or biscuits and you’ll have a fascinating time learning about the way your local produce is made and produced.

Have a craft-a-noon

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Get the tea ready, get out the glue or crochet hooks and enjoy an afternoon of arts and crafts. Obviously not everyone loves crafts, but even if just one of you does, it’ll be fun to try something new, and if all else fails you can always write them a nice card to say thanks.

Play an escape game

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If you enjoy using your brain and working together, why not play a live escape game! In a team of two, or four if you’d like to bring friends, escape the room in under an hour solving puzzles, locks, tricks and unlocking the mystery of the game, and your own freedom! These games are popping up all over the world and are suitable for any age.

Take a free class at your local community centre

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Community centers are full of great opportunities to get involved with the locals in your neighborhood and learn something new. Whether its pottery, arts and crafts.

Make a list of 10 questions you’d like to know about one another.

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This is something a little personal and reflective. You and your date take a few minutes to write down 10 questions each that you would like to know about each other. It’s a great conversation starter and you’ll ending up learning a lot about one another on the course of the evening.

Do a dance class

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Always wanted to lean the quick step, tango or swing? This is the perfect time to take your date to a drop in class in town. Casual dance classes are popping up all over the place and even if after the first class you feel it wasn’t the right style for you, you will have had a great night trying something new, and you can find a different class next week!

Listen to a classical music concert in a church

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The acoustics in a church or cathedral lend itself beautifully to classical music, either from the human voice, organ or instrument. Often churches will have regular concerts by the resident choir and organ player, or visiting musicians. Taking in one of these music evenings is an opportunity not to miss, to make an incredibly beautiful date night.

See a stand up comedian

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We all know laughing eases tension and lowers guards. If you are feeling the tension, why not head to a see a stand up comedian or comedy night. Loosen up and have a laugh and you’ll be talking about it afterwards.

Make a bucket list

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A great way to get to know one another is to write your own bucket list and compare the things you’d like to do. Even if they are just pipe dreams, they are dreams just the same and sharing them can be a magical moment.

Play a classic board game

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Remember those games form the good old days? Whether that’s Master mind, Headache, or the original Monopoly, see what you can find in the local second hand stores or on line, play a round or two with your date and take a moment to remember how much fun they were!

Try a new cuisine

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Never eaten real Indian food? Ever heard of Ethiopian cuisine? If you are hungry, why not try a cuisine you’ve never eaten before? It will take your palate to new places and you may even become more culinary adventurous with your date and lead to new and exciting adventures with food.

Go see an amateur musical

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Why stick to only the big shows in town? Amateur musicals need just as much support as the big guys and often it’s more of an intimate experience in smaller theatres and less crowd. Particularly if it’s a show you are familiar with and you know won’t be touring with a professional company again, buy yourself two tickets and enjoy your evening.

Take a city segway tour

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Segways may look a little ridiculous but once you get the hang of them they’re actually quite fun, and easy on the legs. If you take a tour of the city on one you’ll get a lesson on how to ride it first, which is always important. Good fun to get out an about for a couple of hours.

Volunteer at a soup kitchen

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Volunteering for your community is one of the most rewarding things you can do. Not classically date material, but one that is bound to give back to you in kind. Helping to feed the homeless from a regulated food truck or soup kitchen, especially around Christmas time, will be one of the most fulfilling date you’ve had.

Play a little drinking game

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Not for everyone, but a little fun drinking game can be great on a date. Why? Because you are having fun! There are easy, and not too taxing, games with cards, dice, TV shows or even within your own dialogue throughout the night, like whenever you use the word ‘and’. Not to get you completely smashed of course, but nice and warm and comfortable around one another, depending how often you say the word ‘and’.

Find a local festival

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Music, food, culture, and theater: every year there are so many festivals in a short radius of your home that if you don’t join in the festivities, you will be missing out! Take your date around the stalls, to the shows, join the activities and taste the samples. It’ll be great fun and can last all day, perhaps all week!

Buy each other a book at a second hand bookstore

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If you already know each other well, or even not at all, a fun activity is to enter a second hand bookshop, split up and then buy each other a book you think your date will like. It can be very revealing, for both parties!

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