Pin High Golf Trips — Less Booking, More Golfing

The Problem We Solve

Group trips die in the group chat.

Every golf group has the same story. One person gets stuck doing all the planning. No one wants to front the cost. The chat fills with competing ideas and the trip never happens. Pin High ends that cycle.

Nobody Agrees on Anything

Which course? Which weekend? What budget? Without a shared space to vote and decide, every group conversation goes in circles. Pin High's Course Vote and Date Poll fix that.

One Person Fronts the Cost

Someone puts thousands on their card and spends weeks chasing the group. Pin High splits every payment individually — each player pays their share directly, no one carries the group.

Planning Takes Hours Across a Dozen Tabs

Courses, hotels, flights, tee times — all on different sites, none of it connected. Pin High's Trip Builder brings everything into one place and keeps your group on the same page.

We had the same Banff trip planned three years running. It never happened because nobody wanted to front the cost and nobody could agree on the dates.

— A Pin High founding member, Calgary, AB

How It Works

Four steps to the first tee box.

Pin High handles the full trip from idea to confirmed booking. Your group just shows up and plays.

Build Your Trip

Use the Trip Builder to choose your destination, tee times, accommodation, and travel. Browse curated packages or build a custom trip from scratch with your own selections.

Open a Trip Room

Invite your group into a shared Trip Room. Use Course Vote to decide where you play, Date Poll to lock in dates, and Budget Builder to set per-person expectations before anyone commits.

Everyone Pays Their Share

No one fronts the full cost. Each golfer pays their individual share directly through Pin High via Stripe. The booking confirms when the group is locked in.

Tee Off

Tee times booked. Rooms confirmed. Track handicaps and scores round by round during the trip, and settle side games at the 19th hole with real numbers everyone can see.

The Trip Room

One shared space for every decision.

The Trip Room is the heart of Pin High. Every golfer in your group lands here — a shared command centre with four tabs: Overview, Decide, Book & Pay, and Chat.

Decide Tab — Vote, Poll, Budget

Course Vote, Date Poll, and Budget Builder live here. Three tools that turn a group of indecisive golfers into a confirmed trip in minutes.

Book & Pay Tab — No One Fronts the Bill

Tee times, hotels, and travel are booked and paid directly from this tab. Each player pays their share via Stripe — individually, instantly, and fairly.

Chat Tab — Everything in One Place

Built-in group messaging so the conversation stays inside the trip. No more cross-referencing your group chat with your confirmation emails.

Banff Trip 2026

Overview

Decide

Book

Chat

Course Vote

3 of 6 voted

Closes Friday at midnight

Banff Springs

Silvertip

Stewart Creek

Budget Builder

$420 / person

4 of 6 players confirmed

Date Poll

June 6–8

Group

8 Golfers

Platform Features

Every tool your trip needs, built in.

Trip Builder

Build Any Trip From Scratch

Select your destination, browse courses and tee times, add accommodation, and arrange travel — all within a single guided builder. Every item goes into a shared group cart.

Course Vote & Date Poll

Group Decisions Made Simple

Every Trip Room has built-in voting tools. Course Vote lets the group weigh in on where to play. Date Poll finds the weekend that works for everyone — no back and forth required.

Budget Builder

Set Expectations Before Anyone Commits

Build a per-person budget before any money moves. Break down costs by tee times, accommodation, and travel so every player knows exactly what they're in for.

Accommodation — Powered by Booking.com

Hotels and Resorts Built Into Your Trip

Search and compare hotels, golf resorts, and lodges near your course. Add your preferred stay to the trip in one click. Rates and availability powered by Booking.com.

Tee Times

Live Availability. Booked for the Group.

Browse real tee time availability at courses across Canada and the US. Filter by date, time, and price — and book the entire group in a single transaction.

Payment Splitting — Powered by Stripe

Everyone Pays Their Own Share

No one fronts the bill. Each golfer pays their individual share directly through the app. Stripe handles every transaction securely — split evenly or customized per person.

Handicap Tracker

Scores, Handicaps, and Side Games

Log scores for every round of your trip. Track handicaps, run skins and match play, and settle up at the 19th hole with a scorecard everyone can trust.

Flights — Powered by Skyscanner

Flights From Every Major Airport

Compare and book flights to your destination from any Canadian or US gateway — coordinated with your tee times so your travel schedule actually makes sense.

Community & Achievements

Connect, Share, and Earn Badges

Share trip recaps, discover courses, and connect with other golfers on the platform. Earn achievements for first bookings, courses played, trips organized, and more.

Where We'll Take You

World-class golf, close to home.

Pin High is built for Canadian and US golfers. From the Rockies to the Okanagan, Muskoka to Scottsdale — we cover the courses your group actually wants to play.

Alberta, Canada

Banff & Canmore

Ontario, Canada

Muskoka

British Columbia, Canada

Kelowna & Okanagan

British Columbia, Canada

Whistler

Arizona, USA

Scottsdale

South Carolina, USA

Myrtle Beach

Alberta, Canada

Calgary & Area

Ontario, Canada

Prince Edward County

Florida, USA

Palm Beach & Naples

Pin High Golf Trips founders on course in Canmore

Our Story

Built by golfers who got tired of the group chat.

We started Pin High out of Calgary, Alberta because we kept having the same problem. Great golf trips that never happened — canceled because planning was too hard, payment was too complicated, or the group couldn't decide. We built the platform we wished existed.

Group-First by Design

Every feature — Trip Rooms, Course Vote, payment splitting — is built around how groups of golfers actually plan and travel, not how solo travelers do it.

Canadian Roots, North American Reach

Headquartered in Calgary. Built for golfers across Canada and the United States with dual-currency support from day one.

Less Hassle. More Golf.

Our job is to get your group to the first tee box. We keep it clean, keep it simple, and measure success by trips that actually happen.

Your next trip starts here.