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Spyglass Hill Golf Course
© Joann Dost

In the shadow of Pebble Beach, this swashbuckler is a treasure in itself

When Robert Trent Jones Sr. was designing Spyglass Hill Golf Course in the mid-1960s, the working title was Pebble Pines. But Richard Osborne, son-in-law of Pebble Beach visionary Samuel F.B. Morse, ordered a brainstorming session to come up with an alternative. Morse himself—no doubt familiar with the work of Robert Louis Stevenson, who lived in the area in the 1870s—offered Spyglass Hill.

Although Treasure Island is set in England, it’s clear Stevenson had the Monterey Peninsula in mind when he wrote in the novel: “The doctor opened the seals with great care, and there fell out the map of an island, with latitude and longitude, soundings, names of hills and bays and inlets, and every particular that would be needed to bring a ship to safe anchorage upon its shores. It was about nine miles long and five across, shaped, you might say, like a fat dragon standing up, and had two fine landlocked harbours, and a hill in the centre part marked ‘The Spy-glass.’”

The golfer sees something very close to Stevenson’s description from the 1st tee, a wonderful visual introduction to the course. There is the broad sweep of Monterey Bay, with the city of Santa Cruz to the north and Monterey to the south.

Spyglass always has been considered two courses in one—a spectacular opening quintet on dunesland, followed by a mostly uphill, 13-hole march through tall pines and cypress trees. Those first five holes are the most popular—their sandy wastes, stunted shrubbery and coastline setting reminiscent of the game’s Scottish origins. They certainly captured my heart when I first played “The Glass,” in 1971. The rest, however, was a slog.


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