Skip To Content
Blog Get a Quote

5 fun money dates to nurture your relationship

Need to talk about finances in your relationship, but don’t want things to feel awkward? These five fun money date ideas help couples have the budget talk without the stress.

Smiling mid adult businesswoman with male colleague in restaurant

It doesn’t matter if you’re still vetting potentials from your favorite dating app, or you’re in your eighth year of marriage: money can play a huge role in the relationship. Pair up with someone who doesn’t mesh with your financial philosophy and risk adding unneeded tension to your life.

But tackling money issues isn’t easy. One survey showed that for 44 percent of Americans,  personal finance is the most challenging topic to discuss with anyone – even more challenging than religion and politics.  Money dates can help you relieve some of the pressure from money convos and tasks, whether you’re in the infatuation stage or you’re a seasoned couple.

Take these five creative (and budget-friendly) dates for a spin.

1. Get-to-know-you Pictionary

Money talk on the first date? Don’t even go there. While finances are probably a bit too heavy for the first, second, and maybe even third date, it might be a good idea to find out about each other’s money situations before things get serious. Falling head over heels with someone who doesn’t share your financial approach could be a setup for strife later on in the relationship.

Here’s a way to open up about money along with your date, without making it awkward.

Have you ever had a blast playing Pictionary®? It’s a game that gets everyone smiling and laughing, isn’t it? Grab a pen and paper and create your own version of the game to help you and your date get to know each other better. Some drawing prompts might be:

  • Where did you grow up?
  • What is your dream job?
  • What vacation would you take if money was not an obstacle?
  • What is your biggest pet peeve?
  • What do you want your life to look like in the next five years?
  • What would you buy if you won the lottery?

Guessing your partner’s drawings can be entertaining. It can also lead into deeper questions like, “What’s keeping you from taking your dream vacation this year?” or “How do you think growing up on a small farm shapes your personality now?” The conversation might naturally circle around to how debt might be holding one of you back, or how an extra-frugal childhood makes one of you prone to stinginess.

Life insurance needs aren't one-size-fits-all.

Calculate your needs

2. Vision boards

Crack open your favorite bottle of wine, lug out old magazines you and your partner both love, and create a financial vision board together. You can also do this during a Netflix® sesh if arts and crafts don’t sit well with your partner.

Creating this visual together helps you sync your goals and figure out how to accomplish them. It can also prompt more serious questions like, “Why are we waiting five years to take that dream family vacation / buy a new house / go back to college?” This can help you both look at your budget in the new light of what can we tighten up to reach our goals faster.

3. The $10 grocery store picnic

Grab a picnic blanket and drive to your nearest grocery store. You and your partner have $10 and 10 minutes to grab whatever sensible – or not – foods you want for a picnic. Set up your picnic at the park, or eat in the car overlooking a scenic view. After you judge each other’s food choices, it’s time to break out the budget.

Starting off this money date with a grocery store dash lightens the mood, and getting out of the house can lessen the temptation to fight over money issues. It is smart to look over what you spent the month before, income received, debt and savings totals first. With those things in mind, you can create one to two financial goals for the new month – for example, transfer $500 into your savings account or pay off a credit card.

4. Thrifting to flip

Need to tackle debt? The route most people take is to go on spending freezes or work longer hours. Both can kill the spontaneity in your relationship. Instead of logging more hours at the office, why not consider pursuing a side gig together?

One way to make extra money is to shop at thrift stores or garage sales and look for items that can be resold for a profit. Keep the eBay® and CRAIGSLIST® apps handy since not all things are profitable and it pays to research salability before purchasing an item. Remember, the goal is to get out of debt, so set a budget before you go. Once you flip an item, you can roll a portion of that profit back into buying more items to resell.

5. Bookstore dreaming

Grab a latte and visit your nearest new or used bookstore or your local library. The goal isn’t to take books home, but to spark interesting conversation. Talk about dream vacations in the travel section, career changes or goals in the business aisle, and dream homes or house projects after flipping through decor books and magazines. Almost every genre of books can inspire talk related to your current and future finances.

Let the fun of looking at books lead you to writing down goals and discussing budget changes you want to make now.

Say you discover that visiting Machu Picchu in Peru is on both of your bucket lists. Don’t let this revelation live as a “someday” forever. Use it as a launching point. Ask each other:

  • How much would it cost to go?
  • Are you a backpacker or a luxury hotel lover?
  • When is the soonest we can go?
  • How can we tweak the monthly budget to make this dream a reality?

Now when you tackle your monthly budget and look for spending to cut, it isn’t such a drag. You are no longer just giving up eating out three times a week, you are working towards your bucket list trip.

Talking money with your partner is non-negotiable, but that doesn’t mean it has to be a chore. Roll budget talk into date night for fun experiences that help you get your finances on point.

Ashley Eneriz is a widely published writer who specializes in personal finance for regular people. She also writes children’s books. Opinions are her own.

Netflix is a registered trademark of Netflix, Inc

eBay is a registered trademark of eBay, Inc.

CRAIGSLIST is a registered trademark of CRAIGSLIST, Inc.

Default author headshot

About Adam Weinberg

Adam Weinberg is the Brand Director for Haven Life, where he’s working hard to make life insurance easy. Adam is a creative problem solver who uses unique brand moments to create meaningful customer experiences.  Adam has more than a decade of diverse editorial, marketing, and branding experience, including work on several award-winning campaigns for various digital media companies.

Read more by Adam Weinberg

Our editorial policy

Haven Life is a customer-centric life insurance agency that’s backed and wholly owned by Massachusetts Mutual Life Insurance Company (MassMutual). We believe navigating decisions about life insurance, your personal finances and overall wellness can be refreshingly simple.

Our editorial policy

Haven Life is a customer centric life insurance agency that’s backed and wholly owned by Massachusetts Mutual Life Insurance Company (MassMutual). We believe navigating decisions about life insurance, your personal finances and overall wellness can be refreshingly simple.

Our content is created for educational purposes only. Haven Life does not endorse the companies, products, services or strategies discussed here, but we hope they can make your life a little less hard if they are a fit for your situation.

Haven Life is not authorized to give tax, legal or investment advice. This material is not intended to provide, and should not be relied on for tax, legal, or investment advice. Individuals are encouraged to seed advice from their own tax or legal counsel.

Our disclosures

Haven Term is a Term Life Insurance Policy (DTC and ICC17DTC in certain states, including NC) issued by Massachusetts Mutual Life Insurance Company (MassMutual), Springfield, MA 01111-0001 and offered exclusively through Haven Life Insurance Agency, LLC. In NY, Haven Term is DTC-NY 1017. In CA, Haven Term is DTC-CA 042017. Haven Term Simplified is a Simplified Issue Term Life Insurance Policy (ICC19PCM-SI 0819 in certain states, including NC) issued by the C.M. Life Insurance Company, Enfield, CT 06082. Policy and rider form numbers and features may vary by state and may not be available in all states. Our Agency license number in California is OK71922 and in Arkansas 100139527.

MassMutual is rated by A.M. Best Company as A++ (Superior; Top category of 15). The rating is as of Aril 1, 2020 and is subject to change. MassMutual has received different ratings from other rating agencies.

Haven Life Plus (Plus) is the marketing name for the Plus rider, which is included as part of the Haven Term policy and offers access to additional services and benefits at no cost or at a discount. The rider is not available in every state and is subject to change at any time. Neither Haven Life nor MassMutual are responsible for the provision of the benefits and services made accessible under the Plus Rider, which are provided by third party vendors (partners). For more information about Haven Life Plus, please visit:

You might also like

Get our most-read stories, twice a month

.newsletter-msg-success, .newsletter-msg-error { display: none; }

What our customers are saying

Sign up for our newsletter

Get our most-read stories, twice a month

Thanks for signing up. See you in your inbox soon.