Stop losing trips to group text purgatory. Tell your AI caddy where you want to play, let your crew vote, and tee it up — dues collected before anyone flakes.
No credit card required•2,500+ trips planned•Free for your first trip
Every golf trip starts with good intentions.
The group text with 47 unread messages where everyone has an opinion but nobody books anything.
The guy who says "I'm in!" then ghosts when it's time to book and pay.
The budget argument that kills more trips than rain delays.
TheCaddy.ai fixes this in one conversation.
From idea to tee time in minutes.
Describe your destination, dates, group size, and budget in plain English. The AI handles the rest.
Share a link. Everyone swipes yes or no on options. No app downloads, no sign-ups required.
Book tee times, split costs, and collect dues. The trip is planned before anyone changes their mind.
From the first idea to the last putt, The Caddy has you covered.
Tell it where you want to play and it lines up three curated packages -- courses, lodging, and day-by-day itineraries. No research rabbit holes.
Send a link, everyone swipes. No app downloads, no group text debates. The best option wins by popular vote.
One link, everyone pays their share. Dues collected before tee time -- no more chasing Venmo requests on the first hole.
Real courses, real price ranges, clustered so you aren't driving two hours between rounds. Matched to your crew's budget and skill level.
See the weather before you commit. Plan around the forecast so you're not dodging lightning on 14.
Scores, photos, and bragging rights after the trip. A shareable highlight reel your group will actually look back at.
“I used to spend two weeks coordinating our annual trip. TheCaddy had it locked in before lunch.”
Dave R.
Annual trip organizer, 12 players
“The swipe voting was genius. Everyone actually responded for once instead of ignoring the group text.”
Mike T.
Scottsdale trip, 8 players
“Cost splitting alone is worth it. No more chasing guys for Venmo. Everyone paid before tee time.”
Chris L.
Pinehurst trip, 6 players
2,500+
Trips Planned
12 min
Avg Planning Time
98%
Group Satisfaction
Start free. Upgrade when your crew demands more.
We maintain a curated database of top golf destinations across the US, including course details, pricing tiers, and quality ratings. The AI combines this data with your preferences to recommend the best options for your group.
Our Captain tier includes AI-assisted phone booking for courses that don't offer online tee time reservations. We'll handle the old-school logistics so you don't have to.
No. Voting is completely account-free. Just share the link and your group can swipe through options on their phone. Only the trip organizer needs an account.
Once the trip is locked in, you set each person's share and we generate individual payment links. Everyone pays through Stripe — secure, simple, and you never have to chase anyone down.
Absolutely. Our Captain and Enterprise tiers are built for corporate golf events, with custom branding, bulk booking, and expense-ready receipts.
Plans aren't set in stone until you lock them. You can regenerate options, adjust the budget, or re-open voting at any point during the planning process.
Stop planning in group texts. Start planning with The Caddy.
Start Planning — FreeNo credit card required