Outdoor guide booking software & AI automation

Your guides should be
on the trail, not in the inbox

Your AI booking assistant for guides. Handle inquiries, scheduling, waivers, and client communication automatically — while you're out doing what you love. Fly fishing, rafting, climbing, skiing, kayaking, and every adventure in between.

✓ 14-day free trial  ·  No credit card required  ·  Cancel anytime

No commitment. If it doesn't save you time and money, walk away.

10+ hrs/week The average guide spends on admin alone
30% Of bookings lost to slow email responses
24/7 Highline responds. You guide.

Here's exactly how much time Highline saves you

Guides who switch to Highline average 2+ hours saved per day — from tasks that generate zero revenue. Here's where that time goes.

~45 min/day

Answering booking inquiries

Highline responds to every inquiry in under 3 minutes, 24/7 — with your real availability, pricing, and a booking link. You stop writing emails you've already written a thousand times.

✓ Availability checks ✓ Pricing questions ✓ Group size logistics ✓ Deposit requests
~30 min/day

Monitoring weather & rescheduling

No more checking forecasts every morning and manually texting 12 clients when a storm rolls in. Highline watches conditions for every trip on your calendar and handles everything.

✓ NOAA forecast monitoring ✓ Automatic reschedule offers ✓ Client notifications ✓ Calendar updates
~25 min/day

Pre-trip & post-trip comms

Gear lists, waivers, meeting point reminders, post-trip reviews — all sent automatically on schedule. Your clients show up prepared. You collect more 5-star reviews without asking.

✓ Gear list reminders ✓ Digital waiver collection ✓ Meeting point details ✓ Post-trip review requests
~20 min/day

Tracking revenue & no-shows

Instead of piecing together a spreadsheet, you see exactly which trips earn most, when to raise rates, and which clients are worth chasing. Real data, no manual work.

✓ Booking revenue tracking ✓ No-show patterns ✓ Peak demand signals ✓ Pricing optimization tips
2+ hours
saved every single day — that's 60+ hours a month back in your life
Start Free — Get Those Hours Back →

The business keeps running while you do the work you love

📧

AI-Powered Booking Management

Highline's Booking Brain reads every inquiry, checks your real availability, quotes your pricing, and replies in under 3 minutes — 24 hours a day.

Auto-confirm bookings Reschedule requests Waitlist management Deposit collection
🌦️

Weather-Smart Scheduling

Automatic NOAA forecast monitoring for every trip on your calendar. When conditions change, Highline acts first — before your clients even know there's an issue.

Live forecast alerts Auto trip adjustments Client notifications Reschedule offers
💬

Automated Client Communication

Every client touchpoint — from first inquiry through post-trip review — handled automatically. Nothing falls through the cracks. Nothing is forgotten.

Pre-trip gear lists Waiver collection Post-trip follow-up Review requests
📊

Revenue Intelligence

See which trips earn most, when demand peaks, and where you're leaving money on the table — without touching a spreadsheet.

Booking analytics No-show reduction Dynamic pricing tips Seasonal demand signals

Up and running in three steps

01

Add your services & availability

Tell Highline what you offer — trip types, group sizes, pricing, and when you're available. Takes about 10 minutes. No tech knowledge needed.

🎣 Fly Fishing 🚣 Rafting 🥾 Hiking 🧗 Rock Climbing 🏂 Snowboarding 🛶 Kayaking 🚵 Mountain Biking ⛷️ Skiing 🏄 Paddleboarding 🐴 Horseback Riding 🏔️ Mountaineering
02

Booking Brain handles every inquiry

A customer emails asking about a trip. Highline responds in under 3 minutes — with your real availability, pricing, and everything they need to book.

03

You get notified. Go guide.

When a booking is confirmed, you get a push notification. Pre-trip gear lists, waivers, and reminders go out automatically. You just show up.

📲 Instant alerts 📋 Auto waivers ⛅ Weather watch

Before and after Highline

⛔ Without Highline

  • Answering booking emails between trips
  • Checking weather manually every morning
  • Texting clients about schedule changes
  • Forgetting to send gear lists
  • No time for reviews or marketing
  • Burning out on the business side

✅ With Highline

  • Bookings confirmed automatically, 24/7
  • Weather monitored and trips adjusted in advance
  • Clients notified instantly with alternatives
  • Pre-trip info sent on schedule, every time
  • Reviews collected and posted automatically
  • You guide. Highline runs the rest.
Zero risk to try. Seriously.
No credit card required. Cancel anytime. If Highline doesn't save you time and money, walk away.
Start Free Trial →

Guides love their weekends back

"

I used to spend Sunday nights catching up on booking emails. Now I wake up Monday with everything already handled. It's a different life.

🎣
Marcus T.
Fly Fishing Guide · Bend, OR
"

We had a storm cancel three trips in one day. Highline rescheduled everyone, sent alternatives, and I didn't write a single email. Unreal.

🚣
Dani R.
Whitewater Rafting · Moab, UT
"

The Booking Brain responded to a client at 2am and had a deposit collected before I even woke up. That's a booking I would have lost for sure.

🧗
Leah C.
Rock Climbing Instructor · Joshua Tree, CA
"

Ski season is chaos — 30 inquiries a day for group lessons. Highline handles every one instantly. My inbox is finally peaceful again.

⛷️
Jake W.
Ski Instructor · Park City, UT
"

We run kayak tours on the coast — weather changes everything. Highline monitors conditions and handles rescheduling automatically. Genuinely game-changing.

🛶
Priya M.
Sea Kayak Guide · Olympic Peninsula, WA
"

Backcountry skiing tours fill up fast and clients have tons of questions. Highline answers everything perfectly — fitness requirements, gear lists, all of it.

🏔️
Chris A.
Backcountry Skiing · Tahoe, CA

Start free. Upgrade when
the math makes sense.

Every guide starts free — no monthly fee, no credit card, no commitment. You only pay when Highline processes a booking. As your volume grows, upgrading saves real money. If it doesn't pay for itself, walk away.

Low Volume

Solo Fishing Guide

15 bookings/mo × $250 avg

Monthly bookings $3,750
Free tier (5%) $187.50/mo
Upgrade to Solo — $39/mo + 3%
$39 + $112.50 $151.50/mo
You save $36/mo
Get Solo Plan — $39/mo →
High Volume

Multi-Guide Outfitter

150 bookings/mo × $300 avg

Monthly bookings $45,000
Free tier (5%) $2,250/mo
Upgrade to Outfitter — $149/mo + 3%
$149 + $1,350 $1,499/mo
You save $751/mo
Get Outfitter Plan — $149/mo →

Compare All Plans

Pay Per Booking $0/mo +5% per booking
Solo Guide $39/mo +3% per booking
Outfitter $149/mo +3% per booking
Enterprise $299+/mo +3% per booking
Booking Brain AI
Basic Calendar
Monthly AI Inquiries
25
200
Unlimited
Unlimited
Payment Processing
Weather Alerts & Rescheduling
Waiver Management
Review Collection
Multi-Guide Scheduling
Multi-Channel Distribution
Priority Support
Multi-Location Support
API Access & White-Label
Dedicated Onboarding

✓ 14-day free trial on all paid plans — no credit card required

Built for the people who'd rather be outside

Highline is the AI operations manager your guide business has been waiting for. Try it free — no card, no commitment, no risk.

Start Free Trial — No Card Needed → See It In Action

✓ 14-day free trial  ·  No credit card required  ·  Cancel anytime

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