Friendships are the heartbeat of a fulfilling life. They bring laughter, support, and unforgettable memories. But as life gets busier, it’s easy to let those connections slide into the background. The secret to keeping friendships alive and thriving is intentionality. By planning shared adventures, you create opportunities to bond, deepen trust, and make lasting memories.

To help you and your friends dream big and plan even bigger, here are 100 unique and inspiring questions designed to spark conversations and ideas for shared adventures in 2025. Let’s make this the year of epic friendship moments!

Why Shared Adventures Matter

Shared experiences are the glue that holds friendships together. Whether it’s a road trip, a new hobby, or a simple coffee date turned into a day-long adventure, these moments become the stories you’ll laugh about for years to come. Adventures bring:

• Connection: Deepening bonds by creating memories.
• Growth: Trying new things together strengthens resilience.
• Joy: The pure fun of doing something exciting with your favorite people.

How to Use These Questions

1. Get Together: Schedule a time to sit down with your friends.
2. Dream Big: Don’t limit yourselves to what seems realistic—let creativity lead.
3. Write It Down: Use a journal, planner, or digital document to capture your ideas.
4. Plan It Out: Turn those dreams into actionable steps.

Recommendation: “The Adventure Challenge: Friends Edition“ — A fun and interactive book filled with ideas for spontaneous activities.

100 Questions to Plan Shared Adventures in 2025

Exploring New Places

1. What’s one city or country you’ve always wanted to visit together?
2. If we could spend a weekend in any U.S. state, where would it be?
3. What’s the most underrated travel destination we should explore?
4. How can we turn a day trip into an unforgettable adventure?
5. What’s a quirky landmark or roadside attraction nearby we can visit?
6. Are there any local festivals we’ve never attended?
7. What’s one bucket list hike or trail we could tackle?
8. How about planning a mystery destination trip for each other?
9. What’s the one foodie city we’d love to eat our way through?
10. How can we make our hometown feel like a tourist destination?

Outdoor Adventures

11. What’s a national park we’ve never explored?
12. How can we try glamping or camping in style?
13. What’s an outdoor activity we’ve never done, like kayaking or paddleboarding?
14. Where can we go stargazing for a magical night?
15. What’s the most picturesque picnic spot nearby?
16. How about planning a day of cycling through scenic routes?
17. What’s a beach we can visit for a relaxing weekend?
18. How can we try rock climbing or zip-lining together?
19. Where can we go for a snow-filled adventure like skiing or snow tubing?
20. What’s one way we can volunteer outdoors, like a park clean-up?

Cultural and Artistic Adventures

21. What museum or art exhibit is a must-see this year?
22. How about taking a pottery or painting class together?
23. Are there any film festivals we’d love to attend?
24. What’s a concert or live performance we’re excited about?
25. Can we plan a themed movie marathon night?
26. What’s an ethnic cuisine we’ve never tried?
27. Are there any historical sites or landmarks nearby to explore?
28. How can we experience a cultural festival or parade together?
29. What book-to-film adaptations should we watch and discuss?
30. Can we plan a photography scavenger hunt around our city?

Recommendation: “Scratch Off World Map Poster“ — A fun way to track and plan your adventures.

Learning Together

31. What skill have we always wanted to learn, like baking or coding?
32. How can we attend a workshop or seminar together?
33. What’s a language we could start learning as a group?
34. Are there any online classes we can take together?
35. What’s a DIY project we can tackle?
36. How about trying a dance class we’ve never considered?
37. Can we start a book club with a twist, like themed snacks or outfits?
38. What’s a science experiment we could try for fun?
39. How about creating a vision board party for the year?
40. What’s a local lecture or TED Talk we could attend?

Food and Drink Adventures

41. What’s one new restaurant we’ve been meaning to try?
42. How about planning a progressive dinner night with different stops?
43. Can we take a cooking or mixology class together?
44. What’s the ultimate brunch spot in our area?
45. How about planning a wine, beer, or coffee tasting tour?
46. What’s one unique food challenge we could attempt?
47. How about organizing a “Chopped”-style cooking competition?
48. What’s a farmers market or food festival we can visit?
49. How can we create a themed dinner party at home?
50. What’s the most unusual dessert we could try?

Sports and Fitness Adventures

51. How can we train for a fun run or charity race together?
52. What’s a team sport we’d love to try?
53. How about signing up for a yoga or pilates class?
54. Can we try an obstacle course or mud run?
55. What’s a water sport we’ve never done?
56. How can we create a fitness challenge to motivate each other?
57. What’s a sports game or event we’d love to attend?
58. How about organizing a group hike with friends?
59. What’s an unconventional workout like aerial yoga or boxing we could try?
60. How can we bring fitness into our routine in a fun way?

Giving Back Together

61. What’s a local charity or cause we’re passionate about?
62. How can we organize a fundraising event?
63. What’s a way to volunteer at a shelter or soup kitchen?
64. How about cleaning up a park or beach?
65. What’s a way to mentor younger kids together?
66. Can we participate in a charity run or walk?
67. How about donating our time to an animal rescue?
68. What’s one way to support local businesses?
69. How can we start a community project?
70. What’s a way to spread kindness anonymously?

Recommendation: “Kindness Cards for Kids and Adults“ — A simple way to encourage and spread kindness wherever you go.

Seasonal Adventures

71. How can we celebrate each season uniquely?
72. What’s the ultimate summer road trip destination?
73. How about planning a fall foliage tour?
74. What’s a winter cabin getaway we’d love to try?
75. Can we organize a spring flower or garden tour?
76. What’s the best seasonal food we could enjoy together?
77. How about building a seasonal bucket list?
78. What’s one holiday event or tradition we’ve never experienced?
79. How can we make ordinary days feel like celebrations?
80. What’s a seasonal craft or decoration project we could do?

Unique and Offbeat Adventures

81. How can we plan a ghost tour or mystery night?
82. What’s one unconventional festival we’d love to attend?
83. How about trying an escape room challenge?
84. Can we plan a retro-themed day, like the 80s or 90s?
85. What’s a way to explore abandoned places safely?
86. How about planning a zero-technology day in nature?
87. What’s a quirky skill, like juggling or calligraphy, we could learn?
88. How can we try geocaching or treasure hunting?
89. What’s an adventure inspired by our favorite books or movies?
90. How about exploring a local legend or mystery spot?

Reflection and Connection

91. What’s one way we can celebrate our friendship?
92. How can we create a time capsule of our adventures?
93. What’s a way to keep a shared journal or scrapbook?
94. How about setting monthly friendship goals?
95. What’s one way to check in on each other’s growth?
96. How can we celebrate each other’s wins?
97. What’s a way to surprise each other with small gestures?
98. How about creating a gratitude practice together?
99. What’s the best way to document our 2025 adventures?
100. How can we end the year with a friendship retreat or reflection day?

Final Thoughts

Planning adventures with friends doesn’t just create memories—it strengthens the bond you share. Use these 100 questions as a springboard to dream, plan, and connect in meaningful ways throughout 2025. The adventures you plan will become stories to cherish for a lifetime.

Amazon Recommendation: “Polaroid Instant Camera“ — Perfect for capturing and preserving all those unforgettable friendship moments.