Going on a date with that special someone is always thrilling, regardless if this is your first time out together or not. The truth is, you expect every date to be unique, and in your mind, you picture yourself as you surprise your loved one with gifts, dream trips, etc.
Yet, there are times when coming up with something original is not so easy. And so, Gentleman Within presents a long list of the best date ideas ranging from fun and romantic, that every guy (or gal) can benefit from knowing.
In this article you will find a curated list of the best date ideas, arranged into 6 different categories.
- Best Romantic Date Ideas
- Best First Date Ideas
- Best Second Date Ideas
- Best Fun Date Ideas
- Best At-Home Date Ideas
- Best Teenage Date Ideas
We organized each category into its own subsection. This way, you can just focus on the ones you are interested in and skip the rest.
This article has been structured according to our taste. This means that some ideas that could potentially be grouped into the romantic dates cluster may be in the “out of ordinary group instead. So, if you can’t find what you were looking for right away, we suggest browsing through the post.
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And now without further ado, let’s dive in!
Best Romantic Date Ideas
Let’s start with tips to create the perfect romantic date. In this section, we listed a few classic ideas. To make it unique, though, we added some extra flavor.
Do you think these options are too predictable? You may be right, yet there is a chance you didn’t consider these. And remember that most of the times, the simplest ideas are the best ones.
1. Enjoy the view of a hot air balloon ride
If your sweetheart loves to whisper that she wants to fly away with you, then this is the best and most magical gift you could ever give her.
First, it allows you to prove to your partner that you listen to everything she says. Second, you will show her that you are ready to make her wishes come true regardless of how much it may cost. Third, everyone loves to enjoy the view from an unconventional viewpoint.
You can opt for a hot air balloon ride anytime during the day. In our opinion, though, doing it in the late afternoon (golden hour) is the most romantic option. If you choose to do this right before the sun sets, we suggest wearing a coat or jacket. Yes, even in summer.
Pro tip: Bring a bottle of fine wine with you to surprise her. Not only will it make your lady smile, but it will help you guys to stay warm.
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2. Go stargazing
Since this is an undeniable date night classic, we don’t have to say much about it. The reasons we decided to include it among the best date ideas are basically twofold. For starters, looking at stars is free. Moreover, you can do it anywhere: on a beach, in your garden or on the top of a hill.
If you want to engage in stargazing, forget downtown. We agree: looking at stars while sipping on wine in Manhattan sounds cool. Yet, in the city, there is too much light pollution. Thus, most of the stars can’t be seen from there.
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3. Organize a wine tasting experience
We know what you’re thinking, “Cool! I’ll close my browser window and call the most expensive wine bar in town. Anything to make my lady feel special”. True, sipping fine wines in a chic wine shop is intriguing. Yet, with some extra effort, you can make it even better.
For example, you can arrange a one-day visit to an exclusive vineyard. Bonus points, if next to the location is a hotel that features a spa and heated pool.
Another option? If you don’t know much about wines (but are eager to learn more), you can enroll in a wine tasting class. This way, you’ll be doing more than just delighting your taste buds. And maybe you’ll have something to brag about to your friends at your next dinner party.
4. Invite your significant other to a sunrise concert
This is something peculiar. Yet, there are many pianists who love to organize these concerts. And we believe there aren’t any romantic dates that can beat this one.
Think about it: you hug your partner while the music drifts through the air and the city awakens. Can you imagine a prettier picture?
5. Spend time by a bonfire
In our opinion, listening to music early in the morning can only be compared to spending the night together with cozy blankets by a toasty fire while roasting marshmallows or better yet, making s’mores as you can never go wrong with s’mores by the campfire on a cool autumn night.
6. Get hitched!
Not for everyone, but for those who are daring and bold. Once again, we aren’t saying anything new. However, getting hitched isn’t as easy as you think. You have to check the weather forecast, your schedule and hers. Also, you may want to consider telling those friends who love to show up unannounced.
An elopement can be arranged with any means of transport, but we believe by plane is the best option. To begin with, it allows you to reach faraway destinations in no time. In addition, you don’t have to worry about traffic.
If you are not very good at scheduling, you have two possibilities. Option number one, you go to the airport and buy the ticket to the cheapest destination. Option number two, you pick the car and drive.
Did you opt for the car? No worries, you can still organize an unforgettable elopement. How? Pick up your other half after a stressful day at work and take her to the beach. Once you get there, enjoy the sunset and treat yourselves with a nice drink.
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Best First Date Ideas
First dates are very delicate, especially if you do not know each other very well. In particular, you shouldn’t arrange an overly romantic date because the risk is to make the other party feel trapped. On the other hand, it shouldn’t be lifeless either because that might cause an awkward situation.
How to sort it out? With our date ideas list!
7. Have a brunch
Going on a brunch date is the same as going on a dinner date. However, since it is during the daytime, the atmosphere is more relaxed.
How do you make it even more comfortable? Opt for a casual setting. This way, it will keep things light and fun, plus you will more than likely be more willing to open up to each other.
8. Try restaurant hopping
When you go on a date for the first time, you often go out to dinner. How to spice things up? With restaurant hopping. You can start the date in an elegant wine shop and toast to your night out.
Then, take a walk and choose the restaurant where you will dine. Remember, the idea is hopping from one place to another, so pick light courses only. Once you’re done eating, take your (potential) special someone to the best bakery in town.
This may be a very original date if she is from out of town. If you are from the same town, inquire about the places she has never been to and arrange accordingly.
9. Go to an art gallery
Are you wondering why we included this one in the best first date ideas list? Well, there are many reasons behind it. For starters, if your date loves art, she will be impressed by your choice.
Second, since you’ll be focused on the artwork, the silence will not be as awkward. And if you comment on each piece, there is a chance that there won’t be awkward moments at all. Third, it allows you to expand your knowledge and share your thoughts.
Pro tip: if you notice the gallery organized an exhibition of her favorite artist, choose that one and ask her if she can be your guide for a day. Listening to her will allow you to learn more about her and create a connection.
If there aren’t any intriguing art exhibitions in your area, you still have an alternative: go to a museum. We’re not talking about the natural history museum or the World War II museum.
Instead, you should consider unusual places. Is there a comic book museum you’ve always dreamed of visiting? Then now is the right time to get your tickets!
10. Meet at the aquarium
If you’ve been surfing the internet, you may have noticed other articles suggest going to the zoo. However, we believe that captive animals are really a sensitive topic. That is why it is better to opt for something soft, especially on the first date.
Visiting the aquarium could be a happy medium. For starters, aquariums have pretty big tanks, which allow animals to move freely. Moreover, these days many places only house animals with particular stories.
Finally, we believe that whales and colorful fishes can make an impact. Yes, even more than lions, tigers and bears (oh my). Our suggestion? Before you book, inquire about their business ethics.
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11. Go to the flea market
Going shopping usually makes people happier. The flea market has several strong points: first, you’ll be able to take a relaxing walk in the city center.
Second, if she likes to bargain, she will be happy with your choice. Third, at flea markets, you can find tons of fun items. And that can lead to many great conversations.
12. Go to the dog park
If you both have dogs, you can combine business with pleasure. Why do we think walking your dog should be included in the list of best date ideas?
Well, first and foremost, you will make your four-legged friend happy. And second, you’ll be able to enjoy a walk in nature and have a chat with your date.
Are you wondering how to start a conversation? Begin by talking about the way you cuddle your dog. When you notice the mood changes, you can try something more romantic.
Don’t have a pet? Then go to the biggest park in the city. Spending some time out of the chaotic rhythm will allow you to slow things down and enjoy your date more.
13. Take a meditation class
Earlier on, we said that one of the worst things ever on a first date is an awkward silence. True, to reduce downtime, you can opt for dynamic activities. But there are other valid options too. For instance, you can take a meditation class together.
Some more strong points about this kind of date? First, meditation will help you deal with stress and pressures of daily life. And second, if you both had fun doing this, you’ll be chatting non-stop after class.
14. Go to a live comedy show
Memorable dates are the ones where you laugh a lot. If you’re worried because you’re not good at making jokes, we have good news for you. You don’t have to be the one to spice up the evening.
In fact, you can simply go with your date to a local comedian’s live show. Guaranteed success!
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Best Second Date Ideas
In a way, second dates work like first dates. The difference is that even though you don’t know much about each other, you trust each other a little more. Therefore, you are willing to open up.
Not really sure about the next move? Here are some of the best second date ideas.
15. Play truth or dare
Some people say that you definitely should try this activity during your first date. However, in our opinion, Truth or Dare is a peculiar game, so if you want to propose it, you’re better off waiting for a second night out.
In fact, on this occasion, the awkwardness will be overcome, and you will be ready to ask and answer questions more naturally.
16. Have a picnic
Are you tired of dinner dates? Then go for a picnic. It’s a tried and true classic date idea.
Remember, it’s not about the food. Instead, the focus is on spending time in nature with your potential partner. All you have to do is breathe fresh air, enjoy the sunshine and quietly chat with her.
17. See a live concert
Music is a universal language. Therefore, taking your date to a live concert could be the best idea ever. However, there may be some issues.
For instance, if you go to an acoustic concert, you can talk, etc. But if you go to a rock concert, things might be different. Alas, you can still enjoy the music! We recommend planning for lunch before the concert or dinner after the concert where you can actually engage in conversation if this is the case.
18. Go to a sporting event
Going to a baseball game with your new love interest is a tried and true classic. While you may love baseball, however, we think that livening things up by going to a college match can be much more intriguing.
Many universities around the world, in fact, host pretty fun tournaments. Some examples? In Oxford, they play Quidditch and underwater hockey! And in America you can always attend football and basketball games which are always exciting and full of energy.
19. Go ice skating
If you suck at it, then we bet you got scared. Relax, it doesn’t matter if you’re not that good. After all, skating is an excuse to stick close together.
On the other hand, if you are a pro, this is the chance to teach her how to do it. Not only will you be the one guiding her, but you can encourage her and help her get over the fear.
Did you read this post in the summer and there aren’t any indoor rinks near you? No problem, roller skating is a good option too. Go grab your pair of skates and hang out with your new hot date!
20. Go to a food festival
In our opinion, this is one of the best date ideas ever. After all, on these occasions, you are only supposed to eat. And you can have whatever you want. Yum!
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Best Fun Date Ideas
Ok, it’s time for “out-of-the-ordinary” fun date ideas, which are a nice mix of both romantic dates and teenage dates. Thus, if you are interested in these kinds of things, we suggest you have a look.
21. Go horseback riding
Why did we include this among the best date ideas? For starters, it’s one of the most romantic things ever. Second, the surprise effect is guaranteed (well, if she’s a seasoned horsewoman, she might not be surprised, but this is the only case, we swear!).
Moreover, this activity is suitable for both experienced riders and those who have never been on a horse. Finally, you can go horse riding anywhere: in the countryside, on the beach, etc.
22. Visit a bookstore
The challenge is to buy each other a book. Want to make it even more fun? Then opt for a neighborhood bookstore. This way, besides creating the right atmosphere, you will also help the economy of an independent store.
This activity helps the couple in two different ways. On the one hand, it allows us to check if we know what our partner really likes. On the other hand, it helps us understand how our partner sees us.
23. Sing your heart out at karaoke
This is the perfect opportunity to prove that you sing like Frank Sinatra…or maybe not. Remember, dating isn’t just about showing off how cool you are. In fact, the best dates are the ones where your partner proves they can laugh at themselves.
24. Go to the amusement park
Why do we like it? To begin with, because it’s something suitable for all ages. In addition, during a date like this, you will never have to worry about awkward silences.
If you’re feeling young and free, you can choose heart-pounding attractions. Do you prefer some privacy instead? Then pick the Ferris wheel and enjoy your ride!
25. Go mini-golfing
Going to mini-golf has its own strong points. For starters, it’s cheap. Moreover, anyone can play, even those who have never picked up a golf club. No matter how hard you try, everything ends up in animal-shaped holes? No worries, you are there to have fun, after all!
26. Take a dance class together
Another classic experience that we could not overlook. When it comes to dance classes, you have a few options. Option number one, you go to a group class. Option number two, you decide on a private lesson. Either way, you’re bound to have plenty of fun with a shared dance class.
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Fun Date Ideas During Covid
Pandemics have changed all aspects of our lives, so much so that many couples prefer to stay home. Is it still possible to have a fun-filled at-home date?
The answer is yes, of course. And so we’ve put together a fun date ideas during lockdown list for you!
27. Take a workout class together
If you’re a solid couple, you can consider taking a workout class together. There is no doubt this is an occasion to get fit. Yet, there is something more than burning carbs.
A workout class, in fact, is an excuse to help each other to perform the most difficult exercises. And to laugh together. Please note: helping your partner is recommended if you are informed about her physical condition only!
28. Taste something new
The challenge is to try new foods together. Start by writing down your eating habits, and then go grocery shopping. How to make it even more fun? Buy food for each other!
Decide on an amount of money to spend and then go to separate stores. Once home, show each other what you picked out and start cooking dinner using those ingredients only.
29. Watch a TV show or movie
Sure, it’s not all that original, but still classic nonetheless. You can opt for Netflix or something on basic television (is this still a thing?). Regardless of what you decide, modern tech has made it super easy to stream (at the same time) your favorite shows or that movie you’ve both been talking about.
30. Choose a cooking class
How to make your stay at home better? By cooking. And when you cook together, it’s even better. If you’re not a chef, there might be a chance that you won’t be able to complete the cooking class. However, (cliché as it may be) you can still use the dough for a food fight!
31. Decorate together during holidays
If Christmas is approaching, consider spending some quality time together decorating your shared space or if you live separately, you can decorate each other’s place. You can also opt for this date idea on other occasions, such as Easter and Halloween.
32. Cook sushi with one another
If you have ever cooked sushi, you may have realized that it is not as easy as it sounds. Being at home with your partner, though, can be an opportunity to give it another try. Buy all the ingredients, set the task, and start cooking.
33. Furnish your new office
Do you happen to be a freelancer or solopreneur who works out of his office? Here’s a creative idea for you. We know, moving into a new office is boring, and it can take a lot of time. First, you have to pack all your stuff, then you have to furnish it and find the right color to paint the walls, etc.
Yet, there is a way to make things more appealing, by organizing a date at the office with your partner. We are not talking about eating sushi while sitting on the floor. Instead, you should invite her to help you choose how to decorate the place.
Ask her if this office is suitable for a couch or a sofa, where she would put them, and what colors go best for the space. If you’re wondering why this date can work? Well, it’s not a secret that many women love decorating. Plus they’re also pretty quick to create the perfect setup.
If this date sounds boring to you, you can liven things with an unexpected paint fight perhaps! Just one note: before inviting your lady or man in, be sure to cover the floor and walls with newspaper or plastic sheets. This way, you won’t create a disastrous mess.
34. Draw each other’s portrait
With this stay at home date idea, you can do your best Jack and Rose impersonation. If you can draw and create something beautiful in a short time, there is no doubt you will make her happy.
However, this is not meant to be for artists only. Even if you can’t draw worth a lick, it will still be a fun time regardless and it’ll be sure to elicit plenty of laughs.
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Fun Date Ideas for Teenage Couples
Finally, some tips for younger people. You probably don’t need it, because when you’re a teenager, the simplest things are usually the best.
Still, when you run out of ideas, you know you can always refer to our list!
35. Play video games
Nowadays, girls love playing video games even more than their male counterparts. Our idea? Invite her over to your house and pick out all her favorites. Then, challenge each other to the best score.
The loser will have to arrange the next date! NGL, this is also a great date idea for adults too.
36. Escape room
Are you the kind of couple that loves adventure and mystery? Then you should definitely give escape rooms a try. This type of experience usually involves at least 4 players. You can do a double date or just call other friends. You choose.
37. Go bowling
As we’ve already written about ice skating and miniature golf, it doesn’t matter if you suck. Bowling is a game, and your only goal should be having fun.
Yet, if you are semi-pro, you have different scenarios. Option number one, you can challenge each other to the highest score. Option number two, you can team up and look for other pairs to play with.
38. Make a time capsule
Have you ever thought about leaving a message to your future self? Well, in our opinion, this is one of the best date ideas ever. You can use whatever you want: thumb drives, photos, written messages, etc.
Hide it (you can bury it in the backyard) and set a date by which you have to open the capsule. It’s sure to leave many surprises and memorable moments.
39. Ghost hunting
Do you love ghosts and horror stories? Then you can opt for experiencing the real thrill and visit abandoned houses. Although this is not for the faint of heart.
40. Visit an animal shelter
Does your special someone love animals? Then an animal shelter makes for a unique option. You both can pet the animals and talk about how cute they all are. It’s sure to warm your guys’ hearts right up.
41. Play laser tag!
As an adult, I think this is a super fun idea, even for us. No need to suit up! (Barney Stinson, anyone?). Laser tag is an underrated, different kind of activity that will get you both moving and laughing for sure. Just make sure you don’t let the little kids kick your butts!
Wrapping Things Up
When it comes to dating, there are no rules. The only way to understand you are doing a good job is considering your relationship. Specifically, when you organize something for that special someone, you should think about:
- What does she really like?
- What are her fears?
- How long have you been dating each other?
Answer these questions and with the help of this list of date ideas, you’ll be sure to go on many future dates to be remembered.
We hope that you got value from this article on the best date ideas. Do you need more inspiration? Then feel free to subscribe to our newsletter to get weekly updates on all things men’s style, dating/relationships, confidence and more!
What are some of your favorite date ideas?
Let’s continue the discussion over in the Gentlemen Within Private Facebook Community.
Looking forward to seeing you in there.
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