A Pebble Beach private jet trip is one of the easiest ways to build a real golf trip instead of a weekend at whatever course happens to be closest to home. You don’t need a bucket list destination overseas to get a trip worth planning around. You need a place with enough iconic golf to fill four days on its own, and a way to get there without burning a full travel day on each end.
Pebble Beach Resorts is that place. Perched along the rugged Pacific coastline of California’s Monterey Peninsula, it features four world-class courses: Pebble Beach Golf Links, Spyglass Hill Golf Course, The Links at Spanish Bay, and Del Monte Golf Course, plus The Hay, a 9-hole short course redesigned by Tiger Woods. Below is a sample four-day itinerary built around flying privately into Monterey and playing one round a day through some of the best golf America has to offer.
WHY FLY PRIVATE INTO MONTEREY
The closest and most efficient private aviation access to Pebble Beach is Monterey Regional Airport (KMRY), located just 20 minutes from the resort by car. With two runways—including a main 7,616-foot runway capable of accommodating everything from light jets to heavy aircraft—KMRY offers comprehensive FBO services, 24/7 operations, and seamless ground transfers directly to the Lodge at Pebble Beach.
Flying in privately also means the group can build the trip around tee times rather than a commercial flight schedule. Fly in Wednesday evening so day one starts with golf on the coast instead of travel delays.
DAY 1: THURSDAY
Start the day with a tee time on Pebble Beach Golf Links. As host to six U.S. Opens and the annual AT&T Pebble Beach Pro-Am, it’s the course every serious golfer on the trip has been waiting to play. Put it first while everyone’s fresh so they can take on the cliffside holes along Carmel Bay—including the legendary short par-3 7th and the iconic par-5 18th.
With the round done by early afternoon, there’s plenty of time to settle into the resort. The Tap Room, located inside The Lodge, is a historic steakhouse lined with decades of golf memorabilia that fits a first night spent talking about the coastline shots everyone just hit.
DAY 2: FRIDAY
Spyglass Hill Golf Course, designed by Robert Trent Jones, Sr., is the pick for day two. Named after Robert Louis Stevenson’s Treasure Island, the routing begins through dramatic sand dunes with ocean views before turning inland through the towering Del Monte Forest. It’s widely considered one of the toughest tests of golf on the West Coast.
With the afternoon open, spend an hour at The Hay, the redesigned short course featuring a 20,000-square-foot putting green (The Putting Course), or simply relax. For dinner, Peppoli at The Inn at Spanish Bay brings authentic Tuscan cuisine paired with an extensive Italian wine list, ideal for a slower, sit-down meal after two demanding rounds.
DAY 3: SATURDAY
The Links at Spanish Bay offers a completely different character for the third round. Sweeping along the Pacific coastline, this true links-style layout requires precise shot-making through sand dunes and ocean breezes.
Once golf wraps for the day, stick around the outdoor fire pits at The Inn at Spanish Bay. Watching the sun set over the ocean while listening to the resort’s traditional bagpiper play at dusk is a low-key way to spend the late afternoon without asking anyone to play another eighteen. Close the night with dinner at Roy’s at Spanish Bay for Hawaiian-fusion seafood.
DAY 4: SUNDAY AND DEPARTURE
Save a relaxed round for the final day at Del Monte Golf Course, the oldest continuously operating golf course west of the Mississippi (opened in 1897). Its gentle inland terrain and classic green complexes provide a smooth closer before heading home.
Afterward, there’s no need to rush to the airport. Grab a late lunch at Stillwater Bar & Grill overlooking the 18th hole at Pebble Beach, take one last look at Carmel Bay, then head to KMRY whenever the group is actually ready to leave. That’s the real advantage of flying private on a trip like this: there’s no commercial flight schedule dictating when the trip has to end.
MAKING THE MOST OF AIRCRAFT OWNERSHIP
A trip like this is a good example of why aircraft ownership matters beyond the obvious. Coordinating a group golf trip on commercial schedules usually means someone’s flight doesn’t line up, someone loses half a travel day, or the group ends up scattered across arrival times. Flying privately keeps the group together and keeps the trip built around the golf instead of around logistics.
If you’re planning a golf trip like this one and want to talk through range, cabin capacity, or which jet best fits your group’s travel schedule, the team at Holstein Aviation is happy to help.
Contact Holstein Aviation today to speak with a jet brokerage specialist and start the conversation.
