P.B. Dye’s Olde Cypress lays out a demanding but fair test in refined private-club surroundings, with sculpted bunkers, shifting topography, and memorable water carries. Home to standout par-3s and bold greens, it’s one of the Naples area’s most visually compelling member courses. If you crave pedigree strategy, pristine conditioning, and a high-caliber Florida club experience, Olde Cypress delivers.
Course DNA
Difficulty
77
Scenery
78
Conditioning
85
Shot Variety
81
Walkability
60
Green Complexity
82
Wow Factor
72
Design Quality
75
Don't miss
At sunset, the view from the No. 12 island green is a stunner—pause for a photo or a quiet moment to soak it in before putting.
At a glance
Quick facts
Signature hole
No. 12 Oasis — par-3 island green
Bunkers on course
65+ sculpted sand hazards
Course rating / slope
73.3 / 144 (Championship)
Recent major work
2021: Greens resurfaced, bunkers refreshed
Practice facility
Expansive range, short-game, chipping area
Tee sets
Black, Blue, Dye, Preserve, Pines, Cypress, Gold, Red
Typical pace of play
Private-club pace, 4–4.5 hours
Notable club events
Member-Member, Italian Open, Glow Ball
The design
The architecture
Olde Cypress is unmistakably a P.B. Dye creation, marrying the boldness of classic Dye strategy—shapely bunkers, risk-reward lines, angular hole designs—with the manicured setting of a high-end Florida private club. Water impacts at least half the holes, both visually and in play, and the greens are perched, tiered, and often well-defended, demanding a sharp approach game and a steady touch around the putting surfaces. Subtle use of topography, surprising for Naples, adds further dimension, with shifting fairway platforms and green sites that reward precise placement and creative shotmaking.
P.B. Dye fused showman’s strategy and Florida polish, creating a course that rewards precision and dares aggression.
Defining features
Dramatic, sculpted Dye bunkering
Water hazards on 10+ holes
Tiered, boldly contoured greens
Multiple risk-reward par fives
Island green at No. 12
Distinct, varied par-3s
Hole by hole
Signature holes
Hole 2
Risk & Reward Launchpad
PAR
5
YARDAGE
541
This early par-5 offers the tempting opportunity to attack in two for long hitters, but the smarter route often comes down to a savvy layup and careful approach around doglegs and well-placed bunkers. Multiple angles to the green reward the player who is bold but smart with their risk tolerance.
Play it smart
Stay disciplined on your layup and position your second shot to avoid trouble, giving yourself the best line into the green for a possible birdie.
Where it bites
Water and deep sand protect the layup zone and the green; overzealous layups or approaches can quickly find a penalty.
Course management
Shots to think about
Club selection on No. 12 island green
Trust your distance, factor any breeze, and swing confidently—timid swings rarely work out on the Oasis.
Tee shot on No. 2 par-5
Favor a position that opens the layup and won't bring water or bunkers into play—distance is less valuable than angle.
Long par-3 scenarios (No. 7, No. 14)
Treat these as three-shot holes—aim for the fattest part of the green and take your par if you can get it.
Approach shots into Dye's tiered greens
Play your approach below the hole; over-aggression risks spinning off tiers or running through to collection areas.
Second shot on No. 13 marathon par-5
Lay up decisively and leave your favorite yardage—don’t risk compounding error by tempting a heroic advance from trouble.
Closing stretch focus (Nos. 16–18)
Stay patient mentally—these holes pile on back-nine pressure with water, angles, and fast greens ready to flip your scorecard.
On the day
What to expect
Conditions
Exceptionally maintained fairways and greens with polished club presentation.
Pace
Efficient, private-club pace—expect a focused but unhurried round.
Vibe
Upscale and energetic, with a lively member culture and refined Florida ambiance.
Dress code
Collared shirts, tailored shorts or slacks; golf-appropriate attire required.
Before you tee off
Your game plan
01
Brush Up Your Wedge Game
With small, at-times diabolical greens and the island target at No. 12, a sharp short game can save you multiple shots.
02
Practice Fairway Bunker Shots
Dye’s sculpted bunkers often frame landing zones; confidence from sand is a must.
03
Hydrate and Dress for Heat
Naples sun can be relentless—bring sunscreen, hat, and plenty of water, especially in peak season.
The lore
How it came to be
1999
Course opens, designed by P.B. Dye
2000
First full season for members
2021
Greens resurfaced with TifEagle Bermuda; bunkers refreshed
2023
Clubhouse and amenity expansion announced
Stories & legends
What makes it special
architecture
Building the Dye Identity
P.B. Dye broke new ground in Collier County with his signature tiered greens, sculpted bunkering, and showy water features. The course was designed from scratch to blend Florida’s natural lakes and palms with the crisp shot values and visual drama of classic Dye work.
signature
Oasis in the Palms
No. 12, the course’s short par-3 'Oasis', is a petite island green ringed by blue water, a shot that leaves no margin for error and sticks in the memory of every first-timer. Members boast about both its beauty and its ability to produce disaster late in a close match.
tradition
A Club for All Seasons
From the quirky Glow Ball night tournaments to the competitive Italian Open, Olde Cypress prides itself on a club calendar full of fun, high-energy events that make the most of its lively membership. There’s rarely a dull season inside the gates.
For the group chat
Fun facts
1
No. 12, dubbed 'Oasis', is a genuine island green amid Florida palms.
2
The club hosts a quirky 'Glow Ball' night-golf tournament under the stars.
3
More than 65 sculpted bunkers add Dye's signature drama to every round.
4
A $16 million clubhouse expansion in the 2020s elevated off-course comfort.
5
Olde Cypress was P.B. Dye’s first original 18-hole commission in Collier County.
Build the trip
If you're making a Naples golf trip out of it
CourseAccessWhy it's on the listTrip
Old Corkscrew Golf Club
Public
Arguably the best public-access test in the region, with bold Jack Nicklaus design.
TPC Treviso Bay
Private - Resort Guest Access
Tour-level conditions, stadium excitement, and resort booking options.
Heritage Bay Golf & Country Club
Public
Easier to secure a tee time—good conditions and classic South Florida design.
Naples National Golf Club
Private
For the golf architecture buff; a national-caliber private experience if you can secure a spot.
North Naples or Park Shore for easy reach to clubs, dining, and the Gulf.
Course DNA
If You Like The Club at Olde Cypress
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Community Sentiment
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