Ice Breakers
Some are lighthearted memories, and some are questions you never thought to ask your family.
For Families
Family isn't actually forever, so get their life stories while you can. 99 questions that surface the stories, memories, and lessons you've never actually heard. Organized across 3 levels for conversations that start easy and end with things you'll pass on to your kids. Ask your dad what he was actually like at your age. Ask your mom what she wishes she'd done differently. Ask a sibling what they never told you growing up.
$55.00
- The family game night everyone actually wants to play again
- The gift that brings the whole family closer; kids to grandparents
- Perfect for dinner tables, road trips, and holiday gatherings
30-Day Money-Back Guarantee
Fast U.S. Shipping
Alonso
"Changed the dynamic with my parents and siblings. To think that such a simple game could have such an impact in someones life."
No pressure. No right answers. Just presence.
We spent months finding the perfect sequence of questions to ask with family that create the most connecting moments. Then we organized them into levels, so you control how deep you go.
01
Pull a card.
Start the moment.
02
Answer together.
Go through the levels and start feeling connected like you never have.
03
Play until a deeper connection arises.
Everyone wins in this game.
How we made For Families
Brainstormed with family
Our team compiled a list of what they wish they could talk more about as a family, plus a beautiful sunset color, and our signature instructions.
Tested with our families
The team played the draft version with their families.
Made it perfect
We removed what didn't work and added what made it even better. The result is a game that connects the family through conversation like never before.
Brainstormed with family
Our team compiled a list of what they wish they could talk more about as a family, plus a beautiful sunset color, and our signature instructions.
Tested with our families
The team played the draft version with their families.
Made it perfect
We removed what didn't work and added what made it even better. The result is a game that connects the family through conversation like never before.
Make the room more meaningful
Confessions
Where you expose your more vulnerable side with some fun questions, too.
Getting Deep
Learn about your family in a way you never have before.
Challenge
Wholesome challenges where you connect without any questions.
Carefully and Intentionally Made
Our games vs others
Carefully and Intentionally Made
Our games vs others
Original
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Others
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progressive levels that go deeper as you play
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carefully chosen questions from experience & research
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created by best friends of 5+ years
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online community of 1 million+ people
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on a mission to deepen human connection
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deeper conversations that feel natural
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Hype you can trust.
Here are the numbers:
Hype you can trust.
Here are the numbers:
0k+
growing deeper relationships
0%
5-star reviews when we ask.
9/10
people we approach love to play
* Based on internal studies and customer feedback surveys.
Here's the FAQ
Find answers to questions about our products, shipping, returns, and more.
Who do I play this with?
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Play with anyone. If you look at our reviews, you will see people playing the game with friends, strangers, lovers, family, siblings, you name it.
How can I contact support?
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If you want to get in touch, email team@howdeepwillyougo.com
When will my order be shipped?
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Domestic Orders (US)
Orders will be fulfilled within 1-3 business days and will ship depending on what service you select.
International Orders
For international orders, there may be import costs to the shipping carrier, such as duties, import taxes, or brokerage/disbursement fees upon delivery which the customer is responsible for paying. Shipping times may also be longer than expected
Do you have a refund policy?
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Yes. We guarantee our game will spark your favorite conversations. Try it with a few people, and if it doesn't deliver memorable moments, simply request a refund. Jo, our customer happiness manager, will take care of you.
We will not accept exchanges after 30 days of your delivery date.
What payment methods do you accept?
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We accept major credit cards, PayPal, Shop Pay, and Apple Pay for your convenience and security.
How deep does this go?
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Most reviews say it goes deeper than they could have imagined. Some even call it life-changing. We might need to come out with a box of tissues.
How can I contact support?
+
If you want to get in touch, email team@howdeepwillyougo.com
Do you have a refund policy?
+
Yes. We guarantee our game will spark your favorite conversations. Try it with a few people, and if it doesn't deliver memorable moments, simply request a refund. Jo, our customer happiness manager, will take care of you.
We will not accept exchanges after 30 days of your delivery date.
How deep does this go?
+
Most reviews say it goes deeper than they could have imagined. Some even call it life-changing. We might need to come out with a box of tissues.
Money-Back Guarantee
We guarantee our game will spark your favorite conversations. Try it with a few people, and if it doesn't deliver memorable moments, simply request a refund. Jo, our customer happiness manager, will take care of you.
BUY NOW
100% Satisfaction
Fast Shipping
Easy Returns
Money-Back Guarantee
We guarantee our game will spark your favorite conversations. Try it with a few people, and if it doesn't deliver memorable moments, simply request a refund. Jo, our customer happiness manager, will take care of you.
BUY NOW
100% Satisfaction
Fast Shipping
Easy Returns
What Our Community Says.
Customer Reviews
Overall rating: 4.9 / 5 from 17 reviews.
Added these to my business in South Lake Tahoe, CA. We use them during downtime during our luxury workshops. My family, friends, and guests absolutely love them!
The Family version is great. My family loves it. My sister took it everywhere, into restaurants, over to friends' homes, etc. She loved taking opportunities to ask each family member questions. It was a great way to begin a conversation around the room. In fact, extended family had me send them a link so they can buy a set for themselves.
These cards are fantastic. We bought the family version and ended up playing it with a couple of friends. The questions were thought-provoking, sparked some really meaningful conversations, and more than once had us laughing so hard our cheeks were hurting. I loved that it wasn’t just a game. It helped us learn new things about each other and created genuine connection. It struck a perfect balance between deep, funny, heartfelt, and unexpected. Definitely one of those things that leaves everyone saying, “Okay, just one more card.” Highly recommend! 😊
I absolutely loved playing “How Deep Will You Go”! This card game turned out to be one of the most eye-opening and genuinely fun experiences I’ve had in a long time. The questions are thoughtful, sometimes surprising, and gently push you beyond surface-level small talk into real, meaningful conversations. What surprised me most was how quickly it created stronger connections with both family and friends. Laughing together over light-hearted prompts, then suddenly sharing stories and perspectives we’d never discussed before—it felt natural and bonding rather than forced. We played for hours and walked away feeling closer and knowing each other better. Highly recommend for game nights, family gatherings, or even pulling out the box to ask a question or two at dinner. It’s simple to learn, deeply engaging, and leaves everyone smiling. 5/5 — one of the best conversation card games out there!
Honestly one of the best times we have had with our kids last night. We only made it through 3 rounds of 4 cards. It was nice to get real and answer questions for our kids as well as hear their honest responses without judging or getting upset. We are looking forward to another evening with the cards soon. Thank You!!
One card can start a hour long conversation. It’s amazing what avenues one question can open. I’ve learned new things about people I’ve known my entire life.
We all live apart and play this game in a group text… it’s we laugh and warm our hearts up.
Such a great game for conversations. Even my teenage daughter—who is at that age where she tends to keep more to herself—really loves this game. It’s been a fun, natural way for everyone to connect and get to know each other a little better. The questions are thoughtful and always lead to interesting conversations. We’ve also started pulling it out during friend get-togethers and family meals, and it always gets everyone talking and laughing. It’s easy, fun, and a great way to break the ice and get people chatting.
I have never connected with my family like I did playing Fam Edition. My mom barely played, she just kinda watched smiling, almost like she just liked hearing all of our voices. Loved this!
havent used it yet, but good questions
Came quik. Im super excited to play with friends and family.
We play this while having dinner together. It had made meals more meaningful as our conversatioms are deeper.
Zzz
We have found this is an awesome dinner table activity for the family.
My family is loving it!
Made for a great discussion and everyone enjoyed it!!
Thankful, changed the dynamic with my parents and siblings. To think that such a simple game could have such an impact in someones life.