Initiating a conversation shouldn’t feel like a chore or a challenge—it should be as natural as saying hello. But sometimes, finding the right thing to say isn’t easy. That’s where having a handy set of conversation starters can be a lifesaver.
Let’s make those awkward silences a thing of the past with these handy prompts that are perfect for any scenario, whether you’re mingling at an event, chatting at work, or getting to know someone special.
Curious about which techniques will work best for your next social event? Read on, and let’s get those conversations started!
Table of Contents
Icebreakers for Social Events
- What’s your favorite thing about this event?
- How do you know the host?
- Have you tried the food here? What’s your favorite dish?
- What’s the most interesting thing you’ve done recently?
- Have you met anyone interesting tonight?
- What’s one thing you’re looking forward to this weekend?
- What’s the best piece of advice you’ve ever received?
- Do you have any fun plans for the week?
- What’s your favorite movie or TV show lately?
- What’s a hobby you enjoy outside of work?
- What’s the best vacation you’ve ever taken?
- Do you enjoy any sports or outdoor activities?
- What’s a book you recently read and loved?
- What’s your favorite way to spend a Sunday?
- Are you from around here or visiting from somewhere else?
Workplace Conversations
- How did you get started in your current role?
- What’s a project you’re excited about working on?
- How do you like to unwind after a busy day at work?
- What drew you to your profession?
- What’s the best part of your job?
- What’s a challenge you’ve recently overcome at work?
- Do you have any favorite productivity tips?
- What’s the most interesting project you’ve worked on?
- How do you stay motivated during tough days?
- What’s one thing you appreciate about our team?
- Who has inspired you in your career?
- What’s a skill you’d like to develop?
- Do you have any plans for professional development?
- What’s your favorite thing about our work environment?
- How do you balance work and personal life?
Deepening Friendships
- What’s something you’re passionate about that, not many people know?
- What’s the best advice you’ve ever received?
- What’s a memorable moment we’ve shared together?
- How do you like to spend your weekends?
- What’s a goal you’re currently working towards?
- What’s a talent you wish you had?
- What’s your favorite memory from this past year?
- What’s a challenge you’ve faced, and how did you overcome it?
- What are three things you’re grateful for today?
- What’s a hobby you’d like to start?
- What’s the most impactful book you’ve read?
- Who is someone who has greatly influenced your life?
- What’s the best concert or performance you’ve ever attended?
- What’s one thing you’d love to do if you had unlimited time and resources?
- What’s something new you’ve learned recently?
Dating and Relationships
- What’s your idea of a perfect day?
- What are you currently most excited about in your life?
- What’s a dream you have for the future?
- What’s one thing you love doing that always makes you happy?
- What’s a place you’d love to visit and why?
- What’s your go-to comfort food?
- What’s a song that always makes you want to dance?
- What’s a funny story from your childhood?
- What’s something you admire in others?
- What’s a goal you hope to achieve this year?
- What’s your favorite way to relax after a long day?
- What’s the best vacation you’ve ever been on?
- What’s a hobby you’re really passionate about?
- What’s a value you hold dear?
- What’s the best gift you’ve ever received?
Hobbies and Interests
- What hobby have you always wanted to pick up?
- What’s something you enjoy doing on weekends?
- Do you prefer indoor or outdoor activities?
- What’s a recent project or activity you’ve enjoyed?
- What’s a new skill you’re learning?
- What’s your favorite way to stay active?
- What’s a creative outlet you enjoy?
- What’s a hobby you started and stuck with?
- What’s a sport or fitness activity you love?
- Do you enjoy cooking or baking?
- What’s a favorite recipe you like to make?
- What’s a craft or DIY project you’ve tried?
- What’s your favorite game or puzzle?
- What’s something you’ve built or created recently?
- What’s a group activity or club you’re part of?
Travel and Adventure
- What’s the most memorable place you’ve visited?
- Do you prefer the mountains or the beach for a vacation?
- What’s a travel experience you’ll never forget?
- What’s a country you’d love to explore?
- What’s the best food you’ve tried while traveling?
- Do you have a favorite travel destination?
- What’s a trip you’re planning or dreaming about?
- What’s your favorite way to travel: plane, car, train, or boat?
- What’s a cultural experience that amazed you?
- What’s the longest trip you’ve ever taken?
- Have you ever experienced something unexpected on a trip?
- What’s a travel tip you swear by?
- What’s a place you’d visit again in a heartbeat?
- What’s your most unforgettable adventure?
- What’s a local custom that fascinated you?
Family Gatherings
- What’s a family tradition that means a lot to you?
- Can you share a memorable family moment from your childhood?
- Who in your family inspires you the most?
- What’s your favorite dish at family gatherings?
- Do you have any funny family stories?
- What’s a lesson your family has taught you?
- What’s your favorite holiday to spend with family?
- What’s a memorable family vacation you’ve taken?
- Who’s the best cook in your family?
- Do you have any heirlooms or keepsakes with a story?
- What’s your favorite family activity?
- How do you celebrate birthdays in your family?
- What’s a family recipe you love?
- What’s a family tradition you’d like to start?
- What’s a meaningful gift you’ve received from a family member?
