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Awesome Bro Trips, Without the Hassle

Trip Bro is your AI teammate that finds flights from everyone's city, suggests activities your bros will actually like, and gets the whole team to vote — so you stop arguing and start booking.

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B
M
J
K
D

Join 2,847 others planning their next trip

Trip Bro app preview showing group trip planning with flight voting

The hardest part of traveling with friends isn't the trip — it's agreeing on the plan.

Trip Bro isn't another chatbot. It's like having a buddy who's really good at planning trips — except this one actually does the work.

Trip Bro doesn't plan for you. It plans with you.

How it works

Replace the 47-message group chat with a system that actually gets people to commit.

01

Add the Bros

Drop everyone into one trip. Share a link, they're in.

02

Set the Vibe

Pick your Trip Bro persona. Beach, city, adventure, budget — you choose.

03

Lock It In

Vote on destinations, flights, and dates. When the bros agree, lock it in.

04

Trip Bro Takes Over

Trip Bro AI joins the group and starts handling the planning.

The Core Flow

Pick. Enrich. Vote.

Any bro can suggest a destination. Trip Bro fills in the details. The crew decides together.

M

Mike

just now

Yo I found this spot — what do you guys think?

🏝️

Tulum, Mexico

Suggested by Mike

Trip Bro

analyzing...

Nice pick Mike! Let me pull together some details for the crew 🔥

✈️

Flights

$310 avg

All 4 cities aligned

🏠

Stay

$85/night

Beachfront villa

🎯

Activities

12 matched

Based on crew vibe

Crew Vote — Tulum, Mexico
M
Mike
✓ Yes
J
Jake
✓ Yes
K
Kyle
✓ Yes
D
Dan
~ Maybe

Tulum is locked in!

3 yes, 1 maybe — majority rules

What makes us different

Finally — Flight Search That Gets It

Your bros live in 4 different cities. Every other app makes you search one city at a time. Trip Bro searches them all at once and finds the combo where everyone lands within 2 hours.

  • Search all member cities simultaneously
  • Arrival alignment scoring — land together
  • See total group cost, not just per-person
Core Feature

Multi-Origin Flight Search

Search from 4 cities. Find flights arriving within 2 hours. See total group cost instantly.

JFKBOSAUSORDLAS
Arrivals aligned within 2hrs
JFK
2:15 PM
BOS
2:45 PM
AUS
1:30 PM
ORD
3:10 PM
Arrival Window
1hr 40min
Group Total
$0
Arrival Alignment

Land Together. Save Together.

Searching 4 times on Google Flights means 4 random arrival times and higher prices. Trip Bro finds the combo where everyone lands within 2 hours — and saves your crew money.

  • All 4 friends arrive within a 2-hour window
  • Save $200+ vs searching separately
  • No more waiting 5 hours for the last bro
Arrival Alignment

Vegas Weekend — Fri, Mar 14

4 bros, 4 cities, 1 destination

12 PM1 PM2 PM3 PM4 PM
M
1:30 PM
$287
J
2:15 PM
$312
K
2:45 PM
$298
D
3:10 PM
$341
1hr 40min window
4 Separate Searches
$0

Random arrival times

With brotrip.ai
$0

Aligned within 2hrs

You Save
$0

+ everyone lands together

Meet Your Trip Bro

Pick the personality that matches your bros' vibe. Your Trip Bro plans the trip your way.

BM

Brian Maguire

Founder & Builder

LinkedIn

Why I Built This

Every year my buddies and I try to plan a trip together. And every year, the group chat turns into a 100-message thread of “where should we go?” “what dates work?” “who’s booking flights?” — until someone just gives up and says “let’s just do it next year.”

I’m a software engineer who’s been building products for years. After watching yet another trip die in a group chat, I figured: there has to be a better way. So I built brotrip.ai — an AI that actually handles the coordination, finds flights everyone can agree on, and makes it stupidly simple to go from “we should do a trip” to “here’s your confirmation.”

This isn’t built by a faceless startup. It’s built by a guy who’s tired of trips that never happen. Let’s fix that.

Stop planning in group chats.

Get early access and be the one who finally makes the trip happen.

No spam. Unsubscribe anytime.