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Course Overview

The 18-hole facility at Cypress Woods offers challenges for golfers of all abilities. The mature character of the golf course is evident from the first tee box, with large cypress, oaks, and pines defining the fairways throughout all 18 holes. The green complexes defend each hole with subtle rolling greens that consistently roll true. Golf course management is imperative at Cypress Woods, with ample opportunities to use every club in your bag.



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Course History

The golf course, designed by Gordon Lewis, first opened in 1999. The course was redesigned in 2012 to increase playability and make the course more enjoyable for the members. The fairways were widened and much of the brush and palmettos were removed to make recovery shots from the rough possible. The imbedded tradition of excellent course maintenance ensures a great playing experience at Cypress Woods.

The Pro Shop at Cypress Woods is the place to make tee times, book a lesson with one of our PGA golf professionals and get information on golf outings for your group or business.

Our Pro Shop is fully stocked with lots of great golf apparel and equipment for Members to choose from. Anything you need to enjoy your round can be purchased in our Pro Shop at reasonable, competitive prices.

We pride ourselves in offering Taylor-Made clubs in our shop. Come out to our Taylor-Made demo days during the first three months of each year to get a more specific look at which club fits your skill set.

Special merchandise orders are always welcome. Our Merchandise Manager, Phil Arrowsmith, PGA, looks forward to assisting you with any questions and/or requests you have. Please contact [email protected]

Cypress Woods Online Store: https://cypresswoodsgolf.teecommerce.shop/
Member Tee Time Login: https://cypresswoods.chelseareservations.com/
Pro Shop Hours: 7 a.m. -  5 p.m.
Pro Shop Number: 239-592-7860

Our Professional Staff is here to help you improve your overall skill set. Whether you prefer a one-on-one lesson, or feel more comfortable in a group setting, we can tailor the right lesson package for you.
 
Individual Lessons are a great way to get one-on-one time with our professional staff. Whether you are looking for more distance off the tee or how to make more putts, they are here to better your abilities!
 
Lesson Prices:
  • 30 Minute Individual - $60
  • 60 Minute Individual - $100
  • Series of Three (3) 30-minute - $170
  • Playing Lesson - $175
  • Clinics - $30
To sign up for lessons, please contact the CW Pro Shop at 239-592-7860.
 
The driving range is located at the North end of Northbrooke Dr and closes at sunset.  Member ID cards can be used to obtain balls from the ball machine at the driving range.
 
Athletic lockers and club storage are available on an annual basis for a fee. A discount is available for Members who register for both services. Information can be obtained in the golf pro shop. The Club is not responsible for items missing from lockers or Club storage.

For a printable version of the Event Schedule, click here.

Cypress Woods also offers reciprocal golf  privileges to Members. In the six months between May and October that constitute the off season in Southwest Florida, the reciprocal program provides Members access to partnering clubs to play on their courses and dine in their Clubhouses. This is another great amenity for those golfers who want to explore other golf courses and social outlets in Southwest Florida.

For the 2023 Reciprocal List, click here.
For the Local Rules, click here

Golf Leagues

The purpose of the Cypress Woods Men’s Golf Association (CWMGA) is to promote club-wide, friendly, social environment for Cypress Woods golfing members who enjoy competitive and sportsmanlike tournament events as part of Wednesday Men’s Day sponsored by the Pro Shop. The CWMGA is an all-inclusive organization that welcomes golfers of all skill and handicap levels. Its mission is to drive increasingly higher event participation and improved understanding and respect for the game of golf by its members.

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OCTOBER 18 | Opening Day Bramble
OCTOBER 25 | 3 Best Ball of 4 - 1 Gross & 2 Net
ABCD - Tee Times
NOVEMBER 1 | ABCD Quota
3 Best Total Quota of 4
NOVEMBER 8 | NO GOLF
NOVEMBER 15 | Pick Own 4 Man Team - Tee Times CANCELLED

4 Man Stableford
BBQ to Follow - Hosted by the CWMGA
NOVEMBER 22 | NO GOLF
NOVEMBER 29 | Fall Cup - Individual Gross & Net

8:00 Shotgun | Lunch to Follow
DECEMBER 6 | Member-Member | 2 Day Tournament
2 Better Ball of 2 Stableford - Tee Times
DECEMBER 7 | Member-Member - 8:00 Shotgun
2 Better Ball of 2 Stableford
Shootout & Lunch to Follow
DECEMBER 13 | 2 Better Ball on Par 5, 2 Better Ball
on Par 4, 4 Better Ball on Par 3
ABCD - Tee Times
DECEMBER 20 & 27 | NO GOLF
JANUARY 3 | Individual Match Play

Qualifying Round | Total 4 Rounds
8:00 Shotgun | Lunch to Follow
PLEASE DO NOT SIGN UP I F YOU ARE NOT AVAILABLE TO PLAY ALL DATES
TOTAL OF 5 ROUNDS
JANUARY 10 | 1st Round - Individual Match Play
Tee Times
Alternate Event: Individual Net
JANUARY 17 | 2nd Round - Individual Match Play
Tee Times
Alternate Event: Individual Stableford
JANUARY 24 | 3rd Round - Individual Match Play
Tee Times
Alternate Event: Man in the Box - ABCD
Tee Times
JANUARY 29 | Final Round - Individual Match Play
Tee Times
JANUARY 29 | Cocktail Party for the Benanto Cup
JANUARY 31 | Benanto Cup - Ryder Cup Format by
Neighborhood

FEBRUARY 7 | Four Ball - Two Man Teams
Qualifying Round - Total 6 Rounds
8:00 Shotgun | Lunch to Follow
PLEASE DO NOT SIGN UP I F YOU ARE NOT AVAILABLE TO PLAY ALL DATES
FEBRUARY 14 | 1st Round - Four Ball
Tee Times
Alternate Event: Individual Net
FEBRUARY 21 | 2nd Round - Four Ball
Tee Times
Alternate Event: Individual Stableford
FEBRUARY 28 | 3rd Round - Four Ball
Tee Times
Alternate Event: Scramble - 3 Drives
MARCH 6 | 4th Round - Four Ball
Tee Times
Alternate Event: 2 Best Balls of 4 | ABCD
Alternate Tee Boxes Between III and IV
MARCH 11 | Final Round - Four Ball
MARCH 13 | Pick Own 4 Man Team - 8:00 Shotgun

4 Man Scramble
Lunch to Follow
MARCH 19 & 20 | Club Championship
MARCH 27 | Spring Cup - By Tee Box

Individual Quota Points
8:00 Shotgun | Lunch to Follow
ANNUAL MEETING & ELECTIONS
APRIL 3 | Member-Guest - Tee Times
2 Better Balls of 2 - Stableford
Breakfast and Lunch
APRIL 4 | Member-Guest - 8:00 Shotgun
2 Better Balls of 2 - Stableford
Breakfast, Lunch, Awards & Raffle
APRIL 10 | Member-Member | Two Day Tournament
2 Better Balls of 2 - Quota Points
Tee Times
APRIL 11 | Member-Member - 8:00 Shotgun
2 Better Balls of 2 - Quota Points
Shootout & Lunch to Follow
The purpose of Cypress Woods Ladies Golf Association is to promote a spirit of camaraderie and friendly competition centered on the game of golf. Our league seeks to encourage the social aspects of golf-related activities within our membership while fostering respect for players at all levels and building a greater understanding of and appreciation for the game of golf.

Membership in the CWLGA is available to all Members. Dues of $60.00 per year are due before your first day of play. You are eligible to join if you have an established handicap index. If you do not already have a handicap index, the staff in the Pro Shop will be happy to help you. League play is Tuesdays. There are weekly planned events, both individual and team. If you are interested in joining the league, please contact the Pro Shop at 239-592-7860.

Oct 3 | 2 Best Net Balls
Team event - Each player plays her own ball. At the end of each
hole add 2 best net balls, which is the team's score for the hole
Oct 10 | T&F
Team event - 2 net balls on holes starting with T and F. 1 net ball
on remaining holes
Oct 17 | Strike Three
Individual flight event - Play your own ball. At the end of 18 holes
please throw out your 3 worst net holes. that is your score
Oct 24 | 3-2-1-3-2-1
Team event (net balls) - Starting with Hole 1, each team will play
3 best balls, then 2 best balls on Hole 2, and 1 best ball on Hole 3.
Repeat pattern for all 18 holes
Oct 31 | Las Vegas Scramble - Opening Day
Team event - shot gun and luncheon - Each player hits their
drive. Then throw the dice. If you land on 1 use A player's drive,
2-B player, 3-C player, 4-D player, 5&6 you choose the drive.
Scramble from there
Nov 7 | Net Stableford - Late Start
Individual flight event - Each player plays their own ball
1 point for bogey | 2 points for par | 4 points for birdie | 8 points
for eagle | 10 points for better than eagle. Please be sure to keep
your gross score for posting
Nov 14 | Mini Member-Member - pick your own partner
partner event - play your own ball. Score is the best gross and
net ball of the partners per hole
Nov 21 | Odd and even
Team event - 2 best net balls on odd holes. 1 best net ball on
even holes
Nov 28 | Let's Rumble
Team event - best ball format played by Stableford points
Holes 1-6: 1 best score
Holes 7-12: 2 bst scores
Holes 13-17: 3 best scores
Hole 18: 1 best score
1 point bogey | 2 points par
4 points birdie | 8 points eagle
10 points better
Dec 5 | Texas 2 Step - Late Start
Team event - 2 best net balls on all par 4's. 1 best net ball on
remaining holes
Dec 12 | Holiday Tournament - Shot Gun and Luncheon
4 person scramble. Pick your own team. Luncheon to follow. We
will be collecting gift cards for employees' kids. If you would like
to contribute, $15 gift cards to Walmart or Target would be
appreciated. You may give more than one
Dec 19 | No Scheduled Play
Dec 26 | No Scheduled Play
Jan 2 | Ringer Tournament

Individual event - gross and net tournament. Play your first
round, keep gross and net scores
Jan 9 | Ringer Tournament
Individual event - Play your second round. If you score better on
any of the holes you may change your scores to better scores.
That will be your score for the game. If you can only play one
day, that will be your score. Please keep your scores for both
days for posting
Jan 15 | Cocktail Party for Solheim Cup
Jan 16 | Solheim Cup - Shot Gun and Luncheon

Red vs Blue - Holes 1-9 match play. Holes 10-18 shamble (each
partner hits drive; select best drive. each player plays their own
ball in. 1 best net ball is your score).
1 point for front | 1 point for back | 1 point for overall
If team wins both sides they get a point; if team wins a side they
each get 1/2 a point
Jan 23 | Hurdle - Late Start
Individual event - Each player has a number of points to score to
clear their hurdle. Persons with higher handicaps need less points
to clear their hurdles; those with lower handicaps will need more
points. Once you clear your hurdle keep adding positive points.
1 point bogey | 2 points par
4 points birdie | 8 points eagle
10 points better
Jan 30 | C.A.N. Tournament - Shot Gun and Luncheon
Scramble tournament to benefit Cancer Alliance of Naples. Both
18 holes and 9 holes are invited to join this event
Feb 6 | King and 3 Queens
Step Aside Scramble - Pick your team of 4 including 1 man and 3
women
Feb 13 | Member-Member - Shot Gun and Luncheon
pick your own partner
Holes 1-9: 1 best net ball
holes 10-18: Modified Chapman
Both player hit their drives. Player A hits B's drive and B hits A's.
Pick best 2nd shot and play scramble until you hole out. On par
3's straight scramble
Feb 20 | 666
Team event - 1 net ball on 6 hardest holes. 2 net balls on next 6
hardest holes. 3 net balls on 6 easiest holes
Feb 27 | CWLGA Championships
individual gross and net flight event
Mar 5 | Stableford Flight Event - Late Start
Each player plays their own ball. Net game.
1 point bogey | 2 points par
4 points birdie | 8 points eagle
10 points better
Mar 12 | Member Guest
2 best balls out of 4
Mar 19&20 | Club Championship and President's Cup
Club Event
Mar 26 | Par 3 Tournament - Shot Gun and Closing Luncheon
Course will be set up as a Par 3.
Green jackets awarded to winners of each flight
April 2 | Strike Three - Late Start
Individual Net Game - Throw out 3 worst net holes that will be
your score
April 9 | | Beat the Pro

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Our mission is to provide a safe and fun environment for lady golfers who enjoy playing 9 holes, while offering to assist and support each member to attain her goals.  We promote comradery and friendly and fun competition while learning the rules and etiquette of golf.

Membership in the CWLNHGA is available to all members. Dues of $50.00 per year are due before your first day of play. You are eligible to join if you have an established handicap index. If you do not already have a handicap index, the staff in the Pro Shop will be happy to help you. League play is Tuesdays with tee times beginning at 8:00 a.m. There are weekly planned events, both individual and team. If you are interested in joining the league, please call the Pro Shop at 239-592-7860.

Oct 3rd | 1st Day of League Play – Scramble
Oct 10th | "Team Game 2 Better Ball of 4"

Board Meeting to follow
Oct 17th | "Las Vegas Game" – Before play is started,
players are assigned a number 1-4. All four members
tee off. After teeing off roll the dice. Use the player’s
drive that matches the number rolled. Everyone will
play their own ball from this point. On the next hole
repeat the format. If 5 or 6 is rolled you play your own
ball to the hole. (Modified Shamble) 2 better ball of 4
Oct 24th | "Rock & Roll"- Play your own ball. In the
club house after playing, the team rolls two dice and
subtracts the amount rolled to determine the team
score 3 better ball of 4
Oct 31st | Late Start- "Ghost Game" (Halloween attire)
One player draws ghost at the end of play and that
individual’s total score is dropped from team score; 1
better ball of 4
Nov 7th | "Ooh, La, La" - Scramble, 8:00 am shot gun.
Welcome Back Luncheon and kick off Harry Chapin
Food Bank Fundraiser
Nov 14th | Stableford (Even Holes) Individual flight
event
Board Meeting to follow
Nov 21st | "Harry Chapin Tournament, Give ,Give, Give
'Fore' the Cause"
- Step Aside Scramble- For a $5
donation to Harry Chapin Food Bank, each player will
have one pro shot on a par 5, one Mulligan, and one
Green Bonus; this can be used after landing the green,
a player may move the ball one club length closer to
the pin but NOT into the hole
Nov 28th | “Princess & the Pea”- Players will record
their score. Determine which is the lowest net
"Princess” and the highest net “Pea” on each hole
among the foursome. Add these two together for team
score, 2 better balls of 4
Dec 5th | "White Christmas"- Scramble and 8:00 am
shot gun, Holiday Luncheon to follow
Dec 12th | Late Start-"Mystery Hole" -Play your own
ball, Pro picks mystery hole to be dropped from total
team score. All balls count 2 better balls of 4
Board Meeting- 10:00 am (before golf)
Dec 19 & 26 | No golf scheduled
Jan 2nd | "Step a Side Scramble"
Jan 9th | "Stableford" (odd holes)-
Team event all balls
count of 4
Board Meeting to follow
Jan 16th | Late Start- "Shamble"- Individual flight play
Jan 23rd | "Gals & Guys Pirate Tournament"
Scramble 8:00 am shot gun
Jan 30th | "CAN Tournament"- All 9-Hole ladies are
invited to participate in this 18-hole tournament
Feb 6th | "High-Low Net Game"- Add you highest net
score on one hole to your lowest net score on one hole,
then subtract that sum from your total net score at the
end of 9-holes. Buffet luncheon to include Best Golf
Practices presented by Chris Phillips.
Board Meeting to follow
Feb 13th | Late Start- Our Valentine to you is
subtracting your highest score on one hole 2 better
ball of 4
Feb 20th | "Stableford" (even holes)- Individual flight
play
Feb 27th | Late Start- "Strike 3" Each individual player
crosses out their 3 highest scores then calculates their
total score. Individual flight play
March 5th | "Rhinestone Cowgirl Member Guest"
Scramble with 8:30 am shot gun
March 12th | Late Start- "Step a Side Scramble" and
“Nine & Wine”.
Join us for complimentary wine and
appetizers on the terrace from 4-6pm
Board Meeting - 10:00 am (before golf)
March 19th & 20th | "Club Championship"
March 26th | Late Start- "Par 3 Tournament"- All
holes adjusted to Par 3’s
April 2nd | "Up! Up! & Away"- Scramble, 8:30 am shot
gun and end of season luncheon
April 9th | "Green Bonus Ball"- After ball lands on the
green, you can move your ball one club length closer
to the pin but NOT in hole. 2 better balls of 4 (no
scores posted).
Board Meeting to follow
May 7th | "KISS"

 View Brochure
One event per month - Results:
November December January February March

 
Foursomes must consist of two (2) Males and two (2) Females
 
Stop by or contact the Pro Shop at 239-592-7860 for more details.


 

Golf Scorecard

HOLE
I - Cypress
II - Woods
III - Bradford
IV - Jasmine
IV/V - Trace
V - Laurel
PAR
Men's Handicap
Women's Handicap
OUT
410
355
320
300
261
261
400
343
317
284
267
267
323
317
303
282
243
243
401
357
320
293
293
263
228
180
150
145
109
109
473
449
423
393
393
360
272
264
220
213
213
184
177
170
150
125
110
110
536
476
448
400
400
360
3220
2911
2651
2435
2289
2157
4
4
4
4
3
5
4
3
5
36
5
11
1
1
11
9
3
3
17
17
9
7
15
15
13
13
7
5

Professional Staff

Name

Chris Phillips

Title

Head Golf Professional, PGA

Name

Sam Tolleson

Title

Lead Assistant Golf Professional, PGA

Name

Mark Moffatt

Title

Assistant Golf Professional, PGA