50 Bucket List Ideas for 2026: The Ultimate Bucket List for Lifelong Bros
50 epic bucket list ideas for lifelong friends in their 20s. From skydiving and international adventures to competitive challenges and brotherhood experiences—make 2026 legendary together.
You've been through it all together—from childhood adventures to adulting struggles. Now in your late twenties, it's time to level up your friendship with epic experiences before life gets even more complicated. Here are 50 bucket list ideas designed specifically for two guys who've been brothers from another mother since day one.
Epic Adventures
- Take a guys' trip to Las Vegas and experience everything the city offers
- Go skydiving together and scream your way through the free fall
- Rent motorcycles and ride along the Pacific Coast Highway or Route 66
- Attend a major sporting event like the Super Bowl, World Cup, or NBA Finals
- Go whitewater rafting on Class IV or V rapids
- Take a spontaneous road trip with no set destination, just a general direction
- Go deep-sea fishing and compete to see who catches the biggest one
- Hike the Appalachian Trail for a week-long section
- Go bungee jumping off a bridge or platform together
- Attend a UFC or boxing match live and ringside
International Experiences
- Backpack through Europe hitting up Amsterdam, Berlin, Prague, and Budapest
- Go to Oktoberfest in Munich and experience the ultimate beer festival
- Take a guys' trip to Tokyo exploring gaming, food, and nightlife culture
- Visit Ibiza or Mykonos during peak party season
- Go on a safari in South Africa and camp under the African stars
- Explore Iceland including glacier hiking, hot springs, and the Blue Lagoon
- Attend Carnival in Brazil experiencing Rio's legendary celebration
- Take a trip to Thailand including Bangkok, Phuket, and island hopping
- Go to a football match at a legendary stadium like Camp Nou or Anfield
- Spend a week in Colombia exploring Medellín and Cartagena
Competitive Challenges
- Run a Tough Mudder or Spartan Race together and help each other finish
- Enter a beer pong tournament at a local bar or festival
- Compete in a fishing derby and see who actually knows what they're doing
- Join a recreational sports league like basketball, softball, or soccer
- Do a 30-day fitness challenge together and track progress
- Enter a gaming tournament for your favorite competitive game
- Try Brazilian Jiu-Jitsu and earn your first belts together
- Compete in a golf scramble even if you're terrible at golf
- Do a cook-off competition each making your signature dish
- Enter an axe-throwing tournament at a local venue
Nostalgia & Brotherhood
- Recreate your favorite childhood activity that started your friendship
- Visit your old neighborhood and take photos at significant spots
- Watch every movie from a franchise you loved as kids (Star Wars, Marvel, etc.)
- Play through classic video games you used to beat together
- Attend a concert by a band you both loved in high school
- Have a monthly "boys' night" that's sacred no matter what
- Create a time capsule to open when you both turn 40
- Get matching tattoos that symbolize your friendship (think carefully!)
- Go back to your old school and sneak onto the grounds for nostalgia
- Frame and exchange photos from your favorite memories together
Skills & Personal Growth
- Take a bartending class and perfect your cocktail-making skills
- Learn to surf together taking lessons at a surf camp
- Get scuba certified and plan a diving trip
- Take a cooking class focusing on BBQ, grilling, or smoking meats
- Learn basic car maintenance and work on one of your vehicles together
- Start a side hustle together and see if you can make it profitable
- Take a wilderness survival course and learn to build shelters and start fires
- Learn a new language together using apps and practicing on each other
- Get into home brewing and create your own signature beer
- Take a comedy or improv class and bomb spectacularly together
Lifestyle Experiences
Bonus Ideas for Maximum Brotherhood:
- Attend every home game of your favorite team for one season
- Build something together—a deck, treehouse, or custom project
- Start a fantasy football league and make it ultra-competitive
- Go to a music festival like Coachella, Bonnaroo, or Lollapalooza
- Rent a cabin in the mountains for a guys' weekend
- Take a poker trip to Atlantic City or Reno
- Go shooting at a range and try different firearms
- Attend a bachelor party in another city (yours or someone else's)
- Start a podcast about literally anything and commit to 20 episodes
- Go camping with just the basics—no RV, no glamping
- Take a distillery tour through Kentucky bourbon country
- Compete in a chili cook-off or BBQ competition
- Learn to play poker properly and host regular games
- Go to a car show or monster truck rally
- Take surfing lessons in Costa Rica or Hawaii
The Brotherhood Code: Life is about to get complicated. Careers will intensify, relationships will get serious, maybe kids will happen. The time you have to do stupid, spontaneous things together is actually limited. Don't wait until you're too busy, too married, or too tired.
Making It Happen: You both have jobs and responsibilities now, but that's exactly why you need this. Pick 3-5 items that sound amazing, check your calendars, and commit with deposits. The memories you create now will sustain your friendship through the decades when you're both busy with families and mortgages.
The Reality Check: Some of these cost money, some require planning, and some require getting in better shape. Start with what's doable now and build toward the bigger goals. Even checking off one major item per year will give you incredible stories.
Why This Matters: In 20 years, when you're at your kid's soccer game together, you'll remember the time you went skydiving, partied in Ibiza, or completed that insane obstacle course. These experiences become the fabric of legendary friendships.
Accountability: Share this list. Pick your top 5. Put them on the calendar. Make them happen. Your future selves will thank you.
Don't just dream about these experiences—make them happen! Track your progress, set reminders, and celebrate every achievement with BucketListORG
2026 is calling, bros. Answer it together.