There’s nothing quite like a golf weekend with your closest friends. It’s competitive, relaxing, and just chaotic enough to make for the kind of memories that turn into yearly traditions. Planning a group golf getaway takes more than just picking a course and booking tee times; it’s about logistics, format, and creating an experience that everyone looks forward to each year.
Here’s a complete guide to organizing a smooth, affordable, and unforgettable annual golf trip, including advice on lodging, budgeting, scheduling, formats, and those small but crucial details that make the weekend run seamlessly.
Choose the Right Destination for Your Group
The first big decision is where to go. For most groups, the best golf trip destinations check three boxes:
- Affordable lodging and green fees
- Multiple courses nearby (for variety)
- Good off-course entertainment and food options
Look for stay-and-play golf resorts where accommodations, tee times, and carts are bundled together. These packages simplify the booking process and can save significant money compared to piecing everything together separately.
Courses like Legends Golf Course & Villas in Kingsland, TX are great examples of this kind of setup, offering on-site villas and cabins right along the course, personal golf carts, and easy access to the first tee each morning. You’ll have amenities like a pool, firepit, and pro shop right there, which makes group logistics much easier to manage. We also have incredible restaurants right here in Kingsland, a beautiful lake where you can get day rentals, and other places to explore during your weekend stay. You can also enjoy other nearby golf courses in the Texas Hill Country and make Legends your home base.
If you’re booking for a large group (10–15 players or more), start calling resorts several months in advance. Larger golf destinations tend to fill up quickly, especially on weekends in spring and fall.
Lodging: Stay Together (and Close to the Course)

While renting a large Airbnb might seem cheaper, staying on the golf property is almost always worth the convenience. When everyone’s under one roof (or a cluster of cabins and villas), it’s easier to coordinate early tee times, meals, and late-night hangouts. This type of accommodation might be harder to find, but it's worth the extra effort.
If your group prefers separate accommodations, look for properties that are within 5–10 minutes of the course. The closer you are, the fewer late arrivals you’ll have, and the smoother the mornings will run.
Pro tip: choose a place with a shared common area, like a pool with a patio, a grill setup, or a fire pit. That becomes the heartbeat of your trip for post-round storytelling, food, and friendly debate over who really sank that putt.
Plan Early and Designate a Leader
Every great golf trip needs a “trip captain.” This is the person who:
- Researches and books lodging
- Handles communication with the golf course
- Collects and manages payments
- Sets the itinerary
It’s more work up front, but it eliminates the nightmare of chasing down dozens of Venmo payments the night before departure. One person can book everything and collect from the group well in advance. If you want to make it fair, rotate who leads the trip each year.
For first-time planners, aim to book:
- Lodging: at least 3–4 months in advance
- Tee times: immediately after lodging is confirmed
- Meals and transportation: 1 month in advance
Having this structure early means everyone can show up and enjoy themselves without any last-minute chaos.
Establish a Clear Format and Fair Rules
The best golf trips have structure, but not so much structure that it feels like work. With players of different skill levels, setting up fair, fun formats keeps everyone involved.
Here are some tried-and-true options for large groups:
Ryder Cup Style Tournament
Divide into two teams and keep a running tally of points through the weekend. Have the captains draft teams before the trip or after the first round. Alternate between formats like:
- Two-person scrambles
- Alternate shot
- Fourball best ball
- Singles match play
Each match win counts as a point, and ties are worth a half. Keep score on a shared Google Sheet or whiteboard back at the villa. The team with the most points at the end wins bragging rights and maybe a trophy for next year’s defending captain.
Handicap-Based Net Scoring
If your group includes beginners or players without official handicaps, create a simple “trip handicap” system. Have everyone estimate their average score, and adjust by a few strokes (for example, take 80% of the difference between their average and par). It doesn’t need to be perfect, just enough to level the field.
The “Money Games”
Keep it light and flexible:
- Closest to the pin
- Longest drive
- Low round of the day
- Skins games
Using small stakes like $1 or $5 per contest keeps things competitive but friendly.
Build a Schedule That Balances Golf and Downtime
The temptation is to pack in as many rounds as possible, but remember: you’re there to have fun, not survive a marathon. A perfect three-day golf trip might look like this:
Friday
- Arrival by late morning
- Afternoon round (18 holes)
- Dinner and drinks on-site (check out our post, Cooking Like a Golfer, for meal ideas if you're staying in our cabins or villas)
Saturday
- Morning round (alternate shot or best ball)
- Lunch at the clubhouse (or the Snack Hut here at Legends. Here's a list of all the food and drink options we offer at the Pro Shop.)
- Optional 9-hole evening scramble or chipping contest
- Group dinner and awards
Sunday
- Final round (singles or team matches)
- Brunch or lunch before departure
If you have golfers at different energy levels, leave one evening or afternoon free. Some might want to hit the range, some might want to hang at the pool or take a nap—and that’s totally fine.
Gear and Packing Tips for a Group Trip
A few overlooked details can make a big difference in comfort and flow. Share a packing checklist with your group before leaving. Don't forget things like:
- Rangefinder or GPS
- Extra golf balls
- Sunscreen and a cooling towel
- Refillable water bottle
- Golf gloves and tees
- Portable speaker for music
- First-aid kit and Advil (trust us)
If you’re staying on property, pack casual clothes for lounging and something decent for a group dinner.
Keep Things Lighthearted But Organized
One of the best parts of a golf weekend is the camaraderie. Lean into it. Create team names. Order custom shirts or hats. Design a simple trophy or belt that travels each year to the winning team’s captain. The goal isn’t perfection, it’s memories.
But a little organization goes a long way. Use a shared group chat or Google Doc to keep everyone informed. Include:
- Daily tee times
- Pairings and team lists
- Format and scoring rules
- Lodging info and directions
- Emergency contacts
It might sound overly formal, but when 15+ people are involved, clarity saves time and frustration.
Budgeting Made Simple
Money can make or break a group trip if you don’t plan ahead. The easiest way to handle costs is to have everyone pay a single “all-in” amount before the trip that covers:
- Lodging
- Golf (green fees, carts)
- Group meals or groceries
- Any tournament prizes or shirts
That way, you’re not chasing small payments throughout the weekend.
For transparency, share a simple spreadsheet so everyone knows where the money goes. And check out our blog post, Splitting Costs Fairly, for more tips and tricks.
Capture the Memories

You’ll only have one first annual golf trip, so make sure you remember it. Assign someone as the group’s unofficial photographer, or hire a local photographer to come out for a couple of hours (we would be happy to make recommendations for who to contact). Snap team photos at the first tee, dinner shots, and candid moments. Create a shared album or short video recap afterward. It keeps the momentum alive and makes planning the next trip that much easier.
Think Long-Term: Make It a Tradition
The beauty of a great first trip is that it sets the stage for years to come. Keep a record of each year’s highlights: location, team names, scores, and funny moments. You’ll end up building your own tradition, complete with legends, rivalries, and inside jokes.
Consider rotating who plans it each year, or alternate destinations to keep things fresh. Before you even leave, set tentative dates for the following year and add them to everyone’s calendar.
The best golf trips aren’t the fanciest or most expensive; they’re the ones where the group chemistry clicks, the format works, and nobody’s stressing about logistics. Keep it simple, plan ahead, and remember: the point is to have fun.
