Golf Course Review & Scouting Report

The Club at Olde Cypress

77

Naples, Florida

Established
1999
Architect
P.B. Dye
Access
Private
Par
Par 72
Length
5,066 – 6,711 yds
The verdict

A Modern Dye Challenge Awaits

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

  1. 1999

    Course opens, designed by P.B. Dye

  2. 2000

    First full season for members

  3. 2021

    Greens resurfaced with TifEagle Bermuda; bunkers refreshed

  4. 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

Courses with the most similar DNA profile — matched by deviation shape across all eight playing characteristics.

The architect's other work

More from P.B. Dye

The Honors Course

Ooltewah, Tennessee

A Tennessee masterpiece, built to honor amateur golf

Secession Golf Club

Beaufort, South Carolina

Wind, marsh, and bold shotmaking in the Lowcountry

West Bay Club

Estero, Florida

Pete Dye challenge meets Southwest Florida preserve

Ruffled Feathers Golf Club

Lemont, Illinois

The only Pete Dye layout in Chicagoland

Cobblestone Golf Club

Blythewood, South Carolina

A bold, visually striking P.B. Dye test with a private-club feel

Montour Heights Country Club

Coraopolis, Pennsylvania

Western Pennsylvania’s only Pete Dye-designed challenge

From the community

Community Sentiment

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