Unconventional First Date Ideas NYC That Impress Your Date
As a 26-year-old single Asian woman living in NYC for the past 3.5 years, I've had my fair share of first date ideas. What I've learned is that the best dates are the ones that are interactive, fun, and memorable. They’re the kind that leave you with inside jokes, shared experiences, and moments that you won’t forget. If you’re looking for something beyond the typical dinner-and-drinks scenario, I’ve put together a list of first date ideas (that also work for a third or fourth date!) that are perfect for NYC. Whether you want to bond over creativity, experience something new, or simply have fun, there’s something for everyone here.
Check out my other blog that you might like:
Where should I take a girl out on a first date in NYC?
Best dating spots for music fans in NYC:
Jazz bar:
Smalls, Mezzrow: If you’re looking for an authentic, laid-back jazz experience, Smalls is the place to be. There’s no designated seating, so you can cozy up anywhere and get lost in the music. It’s casual, intimate, and feels like a true local gem. For a more refined jazz experience, head over to Mezzrow. It offers a slightly more structured setting with reserved seating, allowing you to focus fully on the music. Sit near the front for an up-close experience, or hang out in the back for a more relaxed, chatty atmosphere.
The Appel Room, Jazz at Lincoln Center: For a date that combines both world-class music and an unbeatable view, The Appel Room is the ultimate spot. Located in Columbus Circle, right across from Central Park, this venue offers live performances with tickets starting around $30. The cherry on top? The stunning night view of the city makes for a truly romantic setting.
Red Pavillion: If you're in the mood for something a little more adventurous, Red Pavilion in Bushwick is an Asian neo-noir nightclub that hosts unique jazz themes every night. From Studio Ghibli nights to KPOP and Shanghai-inspired themes, it’s a perfect spot for couples who love to mix music with a bit of intrigue. The intimate atmosphere, private tables, and occasional aerial performances make it a night to remember. Though the tickets can be pricier, the experience is well worth it for a special occasion.
Sofar Sounds: If you love intimate concerts, Sofar Sounds is such a cool experience! For $30, you get to enjoy live music from indie rock to soul in hidden locations around the city. The best part? You don’t know the artist or location until the day of the event, so it feels like a little adventure every time.
Candlelight: If you're after something truly romantic, a Candlelight performance is the way to go. Imagine sitting in a stunning location, surrounded by flickering candles, and enjoying everything from classical music to pop hits.
Broadway: Broadway shows are always a good idea for a first date, but rush tickets make it even better (and more affordable). For just $25-$40, you can grab orchestra or mezzanine seats, with a little patience and an early morning line. It's a fun way to experience the best of NYC’s theater scene together without breaking the bank.
New York City Ballet ($30 under 30): If you’re both under 30, the NYC Ballet has an incredible deal where you can snag tickets for just $30. Watching a performance like "Romeo & Juliet" or “Black Swan” is a perfect way to experience the grace and beauty of ballet while enjoying the fancy atmosphere of the venue. It’s a classy date idea that’s sure to impress.
TDF membership ($35): If you and your date are into theaters/broadway/musicals, the TDF membership is a steal. For $35, you get discounted tickets to Broadway shows and theater performances, some for as little as $11. It’s the perfect way to keep things affordable while still enjoying top-notch performances in the city.
Museum & Gallery Date NYC:
Gallery opening Thursday: If you’re an art lover like me, Thursday evenings in Chelsea are the perfect opportunity for a date. Many galleries host openings, and they offer complimentary drinks and bites—what better way to enjoy art and mingle? I always find it so fun to chat with the artists or fellow visitors and appreciate the creativity on display. Plus, the vibe is relaxed, and you can explore new art styles together. Check out my blogs for other things to do in the Tribeca area here.
Culture Pass: One of the best perks of being a New York Public Library (NYPL) cardholder is the Culture Pass. It offers free admission to many iconic NYC museums.
MET/ MOMA: If you haven’t visited the MET or MOMA, these two world-renowned museums should be on your date list. Whether you're wandering through the vast collections of art at the MET or marveling at modern masterpieces at MOMA, both places offer endless things to see and discuss. It’s perfect for a cultured, laid-back day out.
MET Cloisters: f you're looking for a quiet, beautiful spot in the city, The Met Cloisters is a must-see.
Active Date Ideas NYC: If you and your date enjoy staying active, NYC has plenty of exciting ways to keep moving while having fun.
Classpass: I’ve used ClassPass to jump into different fitness classes, from yoga to pole dance, barre, and Pilates. It's a perfect way to mix things up and try something new together. Plus, it’s a great way to laugh at each other while learning something new, especially if you’re both beginners at something like pole dance!
Drop in Class: I love how affordable and flexible NYC’s fitness scene is. Most studios offer drop-in classes for just $15-$40. It’s a cool way to bond while challenging each other and sharing a fun experience.
Guest Pass from your gym membership: If you have a gym membership, check if they offer guest passes. Take advantage of this perk to bring your date along for a workout. Whether it's hitting the weights, swimming, or joining a group fitness class, sharing your workout routine can be a fun bonding experience.
City Summer Outdoor Events: NYC in the summer is full of free outdoor events like salsa dancing, yoga, and public performances. I’ve loved heading out with a date to join a free outdoor yoga session or dance under the stars. If you’re looking for fun and active things to do, I always check @nycforfree for the latest updates.
Fun Workshop Dates NYC: If you’re looking for fun and unique ways to spend time with someone special, NYC has so many amazing options that go beyond the typical dinner or movie night. Here are some of my favorite experiences that turned out to be super memorable and helped me connect with my date in a fun and personal way:
Cooking Classes: If you know me, you know food is my love language. Cooking together is such a fun way to bond and create something delicious. I’ve taken a few cooking classes where I got to learn how to make a new dish while sharing stories about our cultures and favorite foods. It’s not only about the food – it’s about connecting over something you can both enjoy and feel accomplished by at the end. Plus, it’s the perfect opportunity to see how your date handles kitchen teamwork!
Candle Making: Lanterne Candle Lab and Wick & Pour: This was such a fun and personal experience! You’ll get to choose your favorite scents, create a candle together, and even design personalized candle stickers. Every time your date lights the candle, they’ll remember your special day and the fun you had creating it.
Perfume Making (Olfactory): Create a signature scent together at Olfactory. It’s such a unique way to bond while learning about each other’s preferences. You get to choose and combine scents to create a fragrance that feels truly special. I loved how it wasn’t just about the process, but also how it let us share little details about ourselves – like why we gravitated toward certain smells. It’s a perfect date if you’re looking for something different!
Pottery class (Color Me Mine): It was the perfect balance of creativity and fun. We got to pick out pottery pieces and decorate them together. After a week, I picked up the finished product and was reminded of how fun and relaxed the day was. It’s an awesome way to be creative together and walk away with a keepsake that will remind you of the experience every time you look at it.
Sip & Paint: I’m not the most artistic person, but the Sip & Paint class I went to was a blast. The instructor walked us through creating a painting step-by-step, and even though I didn’t think I’d be able to create anything good, I ended up with a piece of art I was proud of! Plus, we got to sip on drinks while having fun and joking around. It was a perfect way to relax and bond without any pressure.
Thrift shop date - If you’re looking for a budget-friendly but super fun date idea, I highly recommend a thrift shop date! You two can set a budget and pick out something quirky for each other. It is fun discovering each other’s style and personality through the thrift finds. Plus, you never know what hidden treasures you’ll uncover.
Coffee Date: When it comes to first dates, coffee is the perfect choice—casual, low-pressure, and full of potential for great conversation. But why settle for a basic coffee shop when you can make your date extra special? Here are some of my favorite coffee spots in NYC that go beyond just serving a good cup of joe:
Board Game Cafe (The Uncommons): If you're looking to add a little friendly competition to your date, this is the spot. Challenge each other to a board game and see who comes out victorious. It’s the perfect way to break the ice and have fun, all while sipping your favorite coffee.
Book Club Bar: Calling all book lovers! This book cafe transforms into a cozy bar at night, making it the perfect spot for a literary twist. Spend the day reading and chatting over coffee, then stay for a drink and enjoy the relaxed, intimate vibe.
Ariston Flowers & Cafe: Why not surprise your date with something extra special? At Ariston Flowers & Cafe, you can enjoy your coffee while picking out fresh flowers to gift your date. It’s a sweet, thoughtful gesture that will definitely leave a lasting impression.
Land to Sea: Looking for something a little more interactive? Land to Sea hosts monthly events like Sip & Paint, Mahjong, and incense-making workshops. For just $20, you can enjoy coffee, creativity, and some fun activities together.
Happy Medium: Skip the usual coffee order and choose an art medium instead. At Happy Medium, you can try your hand at pottery, painting, or other crafts while enjoying a relaxing, creative date. It’s a unique way to bond over something you’ve never done before.
The Chai Spot: This cozy, colorful cafe specializes in delicious Chai tea and tasty snacks, making it a perfect spot for a low-key, relaxing time. The vibrant carpets and pillows create a warm, inviting atmosphere that instantly makes you feel safe and comfortable—like you're in a home away from home.
If you’ve found this helpful, consider supporting my site and my work with a small gift ♡
Stand-up comedy:
Batsu (Japanese game show/comedy in East Village): If you're into something different and hilarious, Batsu offers a unique twist on comedy with Japanese game show-style challenges and fun (often messy) punishments. Enjoy some authentic Japanese food and drinks while you laugh your way through the night in an atmosphere inspired by Tokyo’s alleyways.
Comedy Cellar: If you're looking for a classic NYC comedy experience, you can’t go wrong with the Comedy Cellar. It’s intimate, cozy, and the comedians are top-notch. I’ve seen some big names perform here, and even though it’s small, the vibe is always lively. I love how it's always a surprise who will pop in—definitely an exciting and memorable night.
Sour Mouse: If you’re looking for something a little more interactive, head over to Sour Mouse. This tavern is all about fun, with pool tables, ping pong, and live comedy. On Tuesdays, you can catch the Fung Bros stand-up comedy for just $12! Pair it with some charcuterie plates for the perfect night out.
Beach Date Idea:
Coney Island is one of those places that’s got a nostalgic charm to it, and it’s so much fun for a beach date. The sand might not be pristine, but it adds to the vibe of the place. I love the old-school amusement rides, especially the Cyclone—talk about thrills! And if you’re lucky enough to go during the summer on a Friday, the fireworks show is absolutely worth staying for. It's a blast and gives you both something to look forward to after all the fun rides and food.
Rockaway Beach: If you prefer a more laid-back beach experience, Rockaway Beach is your spot. With fewer crowds and a beautiful sunset view, it’s a perfect place for a peaceful afternoon by the water.
Yankee game - Get same-day tickets for the best prices. Sit in section 203 for a true fan experience or opt for a Pinstripe Pass for standing room and bar hopping around the stadium.
Park Date:
Central Park Date:
Boating: Central Park has this timeless romantic feel, and renting a boat for $25 is hands down one of my favorite ways to enjoy the park. You can just paddle around, take in the scenery, and soak up that classic NYC movie moment. No reservation required, so it’s an easy last-minute idea if you’re feeling spontaneous.
Picnic: One of the best parts of living in NYC is being able to have a picnic in Central Park. I love picking up some snacks from Trader Joe’s (the 72nd Entrance is my go-to) and spreading out a blanket. It’s laid-back, and the park offers so many perfect little spots to just relax and enjoy each other’s company.
Museums: Explore Upper West Side’s renowned museums like the American Museum of History, MET, and Solomon R. Guggenheim Museum.
NYC Botanical Garden: The NYC Botanical Garden is a beautiful spot for a relaxing date, with stunning flowers and seasonal displays year-round. You can pack a picnic and enjoy the peaceful surroundings together. If you're into art, the nearby Brooklyn Museum offers unique galleries and Friday DJ events, adding a fun twist to the day. It's the perfect mix of nature, culture, and relaxation.
Williamsburgh Date:
For a fun Williamsburg date, start at Domino Park with its beautiful skyline views by the water.
Then, head to Uzuki for an authentic soba experience, tasting exquisite 100% buckwheat noodles crafted by chef Kotani. The $72 Deluxe Sashimi Soba is a highlight, served in distinctive pottery crafted by Kotani himself. The restaurant also features a display of his pottery.
If you are a dog lover, Le Doggie Cafe is a must-stop. It’s a dog center dog cafe with both indoor and outdoor seating. You can buy drinks, and some snacks for the dogs as well. The dogs are very friendly. On the weekend, Le Doggie Cafe also offers dog yoga as well.
Bowling - Gutter Bar: Visit Gutter Bar for beer and bowling, or check out a concert at Brooklyn Bowl and enjoy some fried chicken before your game.
West Side Highway Date: You’ll be surprised by how much you can do along the West Side Highway
Start by renting a Citibike and cruising to Pier 57/Little Island for stunning sunset views, outdoor performances, and food courts. Little Island even hosts free public concerts in the summer.
If you’re in the mood for a picnic, there are plenty of open spaces to lay down a blanket and watch the sunset—Pier 57 and Little Island are popular spots, but you can find quiet corners too.
For some playful fun, head to Pier 25 Mini Golf for an affordable ($6 per game) round with a great view.
If you're looking for adventure, try Pier 26 Kayak and enjoy free kayaking lessons on the Hudson River. Afterward, swing by the West Village for a variety of dining spots and cool bars to end your date with a delicious twist!
Chinatown Date:
Chinatown Food Crawl: check out this food map list for mom-and-pop recommendations. For a more curated experience, join a guided food tour through Chinatown and Little Italy—you’ll get to taste incredible dishes while hearing the fascinating stories behind the local spots.
Magic Jewelry: One of my favorite quick and quirky stops is Magic Jewelry—you can get your aura photographed and read for just $20. It’s such a fun experience, and the Polaroid makes for a unique keepsake!
After dinner, I love heading to Two Bridges to catch the sunset over the skyline—it’s such a peaceful way to wind down. If you’re up for a magical ending, the SeaGlass Carousel in FiDi is absolutely stunning at night. The glowing fish and dreamy music make it feel like you’ve stepped into a fairytale.
