The Orlando Three

Day 01 Check-in · Dinner reservation · Car service

Roll in, drop the bags, raise a glass.

Check into a 2-bedroom suite with a full kitchen, in-suite laundry, and enough room that the foursome isn't tripping over each other's golf bags. Stock the fridge five minutes away, hit the range if there's daylight left, then regroup for a welcome dinner at Frank Farrell's Irish Pub on property — reserve a table so the whole group's seated together.

Flying in or want a drink with dinner? Line up a car service for airport transfers and daily runs to the course, so nobody's the designated driver.

Day 02 Round 1 — book your tee time direct

Open on the Jack Nicklaus layout.

Twelve minutes up the road, the Golf Club of Grand Cypress is your warm-up that doesn't feel like one — Nicklaus-designed, immaculate, with the kind of mounded, links-inspired holes that reward a smart miss. Get there early, hit a bucket, and let the trip start with everyone still convinced this is their week.

Breakfast happened in the suite kitchen, so you teed off caffeinated and $40 richer than the resort-restaurant crowd.

Book a Tee Time at Grand Cypress ↗ evermoreresort.com Daily transport to and from the course is arranged through your car service.

Day 03 Round 2 — book your tee time direct

Father-and-son design, classic test.

About 20 minutes south in Disney's planned town, Celebration Golf Club is the only course co-designed by Robert Trent Jones Sr. and Jr. It's a fair, walkable, beautifully conditioned round — water in play, smart angles, and greens that'll separate the group by the back nine. Perfect middle-day course: challenging enough to matter, friendly enough to keep it fun.

Settle the day's bets over a cold one, then back to the suite to recover and re-rack for the finale.

Book a Tee Time at Celebration ↗ book.teeitup.golf Daily transport to and from the course is arranged through your car service.

Day 04 Round 3 — book your tee time direct

Finish on a tournament stage.

Orange County National is a 36-hole powerhouse — Panther Lake and Crooked Cat — that's hosted PGA Tour Q-School more than anywhere in the country. The practice facility alone is a destination. Pick your nine, settle the season-long grudge, and end the trip on a course good enough that the loser still leaves happy. Mostly.

One last big round, then a victory dinner back at Frank Farrell's if the group's still got legs.

Book a Tee Time at Orange County National ↗ book.teeitup.com Daily transport to and from the course is arranged through your car service.

Day 05 Checkout · No booking needed

One last kitchen breakfast, then wheels up.

No tee time, no rush. Make a final big breakfast in the suite, settle the scorecards and the side action, and pack up at your own pace. Your car service handles the airport run — so the only thing left to schedule is next year's rematch.

Included with your stay — checkout's the only thing on the card.