If you’re single and looking for a date, you’ll find plenty of great ideas in these cities. From fun activities to unique experiences, there’s something here for everyone.
Springfield, Massachusetts, is the best city for long-distance dating because it has the perfect amenities to keep couples connected and make virtual dates as romantic as they can be.
1. City Climb
The world’s highest building ascent, City Climb lets you scale the outside of a skyscraper more than 1,200 feet above the ground then lean out and look down from the highest outdoor platform in New York. It’s an adventure unlike anything you’ve ever done before and an achievement that will be remembered for a lifetime.
To get started, climbers meet their guides and sign release forms before putting on their jumpsuits and helmets and heading to base camp. From there, they’re fitted with a harness and strapped into The Rail — a trolley that will keep them firmly attached to the building for the duration of their climb.
After conquering the challenge, you can take a victory lap on the Edge observation deck and toast your success with a glass of champagne. But if you’re not an adrenaline junkie, there are other ways to experience the sweeping Manhattan views from above.

2. Floating Restaurants
Floating restaurants offer something a little bit different than your usual diner, which is always a good thing. These types of eateries are great for people who don’t want to stick to the traditional date night routine.
The best floating restaurants have a distinct theme that makes them stand out. Some of these themes include pirate ships, maritime designs, and more.
As for the food and drinks, it’s important to match it with this style as well. This way, customers are more likely to have a memorable experience.
Another aspect of a restaurant that is key is its name. This is what will make people remember it and refer it to others.
3. NYC Flea Markets
Flea markets in NYC are a great way to find a variety of unique items at a low price. They are open most weekends, and are a fun date idea for any city lover!
One of the most charming flea markets is GreenFlea. It takes place in an indoor venue, and there are always a few new vendors to explore each week.
Besides the wide variety of items available, there are also many different kinds of food options. So whether you are looking for an exotic treat or a locally brewed beer, you’re sure to find something delicious at this flea market in NYC.
Lastly, Artists & Fleas is a fantastic choice for those looking for artisan jewelry and home decor. There are over thirty designers selling their products at this flea market, so you’ll be able to find something that suits your taste.
4. NYC Parks
NYC parks are a great place to spend time with your significant other and get some exercise. They offer everything from public pools to running tracks, dog parks to tennis courts.
When it comes to a date-friendly city, you have to ask yourself what is most important to you. Do you want to live in a bustling city center that offers access to high-end shopping and cultural experiences? Or would you rather find a quiet escape away from the hubbub?
For the latter, you may want to consider Van Cortlandt Park. Located in the Bronx, it’s one of the largest parks in the city (spanning 1,200 acres!), and you can get there by subway. It also has a handful of unique attractions, including horseback riding at Riverdale Stables and a nature center.
5. DIversionary Theater
Diversionary Theater is the nation’s third-oldest LGTBQ+ theatre dedicated to amplifying LGBTQ voices through the performing arts. Founded at the height of the HIV/AIDS crisis in 1986, it has been an inspiring and thought-provoking place to explore the bravery of a community bent on defining its own history.
The University Heights-based theatre recently opened a new space, the Austin & Joann Clark Cabaret, which has welcomed its community six nights a week to enjoy drinks and live entertainment in a piano bar atmosphere since fall of 2021. It features a full bar and a permanent historical display created in partnership with LAMBDA Archives of San Diego commemorating the space in the tradition of the iconic “Gay Bar” where the LGBTQ+ community and movement coalesced.