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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 2024 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 16 | Opening Day Bramble - 8:00 Shotgun 
OCTOBER 23 | 3 Best Ball of 4 - 1 Gross & 2 Net 
ABCD - Tee Times
OCTOBER 30 | ABCD Quota
Tee Times
3 Best Total Quota of 4
NOVEMBER 6 | Pick Own 4 Man Team 
4 Man Stableford
BBQ to Follow - Hosted by the CWMGA
NOVEMBER 13 | ABCD - Tee Times | ABCD 
2 Net BB on Par 4's & Par 5's
3 Net BB on Par 3's 
NOVEMBER 20 | Fall Cup - Individual Gross & Net 
8:00 Shotgun | Lunch  to follow 
NOVEMBER 27 | No Golf
 
DECEMBER 4 | Member/Member | 2 Day Tournament 
1 Better Ball of 2 Net - Tee Times
DECEMBER 5 | Member/Member - 8:00 Shotgun
Bramble - Both Balls Count
Shootout & Lunch to Follow
DECEMBER 11 | ABCD
1 Better Ball on 1st Hole
 2 Better Ball on 2nd Hole
3 Better Ball on 3rd Hole 
Repeat Scenario - Tee Times 
DECEMBER 18 | ABCD 
Individual Stableford 
DECEMBER 25 | No Golf 
JANUARY 1 | No Golf 
JANUARY 8 | 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 15 | 1st Round - Individual Match Play 
Tee Times
Alternate Event: Individual Net 
JANUARY 22 | 2nd Round - Individual Match Play 
Tee Times
Alternate Event: Individual Quota 
JANUARY 29 | 3rd Round - Individual Match Play 
Tee Times
Alternate Event: ABCD Bramble - Use 2 drives Per Player 
FEBRUARY 3 | Final Round - Individual Match Play 
Tee Times
FEBRUARY 3 | Cocktail Party for the Benanto Cup
FEBRUARY 5 | Benato Cup - Ryder Cup Format by
Neighborhood

FEBRUARY 12 | Four Ball - Two Man Teams
Qualifying Round - Total 6 Rounds
8:00 Cross Over | Lunch to Follow
PLEASE DO NOT SIGN UP I F YOU ARE NOT AVAILABLE TO PLAY ALL DATES
FEBRUARY 19 | 1st Round - Four Ball
Tee Times
Alternate Event: Individual Net
FEBRUARY 26 | 2nd Round - Four Ball
Tee Times
Alternate Event: Individual Stableford
March 5 | 3rd Round - Four Ball
Tee Times
Alternate Event: ABCD - 2 Best Balls of 4 
MARCH 12 | 4th Round - Four Ball
Tee Times
Alternate Event: 2 Best Balls on Even # Holes & 3 Best of Balls on Odd # Holes 
MARCH 17 | Final Round - Four Ball 
MARCH 18 & 19 | Club Championship 

MARCH 26 | Spring Cup - By Tee Box 
Individual Quota Points
8:00 Shotgun | Lunch to Follow
ANNUAL MEETING & ELECTIONS
APRIL 2 | Member/Guest - Tee Times - 8:30 Shotgun | Two Day Tournament 
1 Better Balls of 2 - Stableford
Breakfast and Lunch - Raffle 
APRIL 3 | Member-Guest Day 2 - 8:30 Shotgun
2 Better Balls of 2 - Stableford
Breakfast, Lunch, Awards & Raffle
APRIL 9 | Member/Member | Two Day Tournament
2 Better Balls of 2 - Quota Points
Tee Times
APRIL 10 | 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.

October 8 | 2 Best Net Balls 
Team event - Each player plays their own ball. At the end of each
hole add 2 best net balls, which is the team's score for the hole
October 15 | Strike 3 
Individual flight event - Play your own ball.  At the end of 18 holes
please throw out your 3 worst net holes.
October 22 | Odds and Evens 
Team Event - Play your own ball. Use 2 best net balls on odd holes and 1 best net all on even holes
October 29 | Stableford - Late Start 
Individual Flight Event 
1 point - bogey, 2 points - par, 4 points - birdie, 6 points - eagle, 8 points - hole in one 
November 5 | Las Vegas Scramble Luncheon - Opening Day - 8:00 Shotgun 
Team Event
Each Player hits their own drive, then roll the dice. 1-Player A, 2-B, 3-C. 4-D, 5&6 you choose which ball you want to play. 
November 12 | T AND F
Team Event - Play your own ball 
2 best net balls on holes starting with T and F. 1 net ball on remaining holes. 
November 19 | Mini Member-Member - Pick Your Partner 
Play your own ball 
Best Gross and Net ball of partners is score for hole. Can be the same ball. 
November 25 | No Game 
December 3 | Holiday Tournament Luncheon - 8:00 Shotgun 
Team Event - 4 person scramble 
December 10 | Quota - Late Start 
Individual - Gross game 
1 point - bogey | 2 points - par | 4 points - bogey | 6 points - eagle | 8 points - hole in one
December 17 | 666
Team Event 
1 net ball on 6 hardest holes, 2 net balls on middle 6 holes, 3 net balls on 6 easiest holes 
December 24 | No Scheduled Play
December 31 | No Scheduled Play
January 7 | Texas 2 Step 

Team event
2 best net balls on par 4's, 1 best net ball on remaining holes 
January 13 | Solheim Cup Cocktail Party - 5PM 
Find out which team you are on and who your partner is 
January 14 | Solheim Cup - 8:00 Shotgun - Red versus Blue 
Match Play Net Score 
1 point for front | 1 point for back | 1 point overall |1/2 point for ties 
January 21 | King and Queens 
Team Event - Step Aside Scramble 
Pick your own team of 4 | 1 Man and 3 women 
January 28 | 2 Best Net Balls 
Team Event 
Each player plays their own ball. At the end of hole add the 2 best net balls - which is the score for that hole. 
February 4 | Member Member Luncheon - 8:00 Shotgun 
Pick your own partner 
Use 1 best Gross and 1 best Net ball. Can be the same ball.
February 11 | Lets Rumble 
Team Event - Best ball format played by stableford rules 
Holes 1-6 -1 best score | holes 7-12 -2 best scores | 13-17 -3 best scores | hole 18 -1 best score 
1 point - bogey | 2 points - par | 4 points - birdie | 6 points - eagle | 8 points - hole in one
February 18 | CAN Luncheon - 8:00 Shotgun 
Scramble Tournament to benefit Cancer Alliance of Naples. 
All women are invited to play and support CAN. 
February 25 | CWLGA League Championships 
Individual Event 
Gross and net flighted event 
March 3 | Member Guest Cocktail Party - 5PM
March 4 | Member Guest - 8:30 Shotgun  
Pick your partner and their guest. 
2 best balls out of four 
Gross and net awards 
March 11 | Strike 3 - Late Start 
Net game - throw away your worst 3 holes 
March 18&19 | Club Championships and Presidents Cup 
March 25 | 3-2-1 
Team event 
Net Game - Starting on hole 1 play 3 best balls | on 2 -2 best balls | on 3 -3 best balls. Continue pattern for the round - BUT 1 best ball on 18 
April 1 | Stableford - Late Start 
Individual Net - 1 point bogey | 2 points par | 4 points birdie | 6 points eagle | 8 points hole in one 
April 8 | | Par 3 Tournament - 8:00 Shotgun and Luncheon 
Course set up as par 3 
Winners awarded Green jackets for each flight 
April 15 |  Beat the Pro 

Pick your own partner
1 best net ball for players against 1 best gross ball for pros 

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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.

October 8th | First Day of League Play - Scramble
October 15 | 2 Best Net Balls
 
Team Event 
Play your own ball. At the end of the hole add the 2 best net balls. That is your team score 
October 22 | Strike 3 
Individual Event 
Play your own ball. At the end of 9 holes throw away your worst 3 holes. That is your score. 
Board meeting to follow 
October 29 | Opening day - "Welcome Back with a Big Smile" - 8:00 Shotgun 
Scramble 
Welcome back luncheon to follow 
November 5 | Rock and 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
November 12 | Salute the Veterans 
Individual Net - Play your own ball 
Wear your red, white and blue
Board meeting to follow
November 19 | Texas 2 Step 
2 best net balls on all par 4s, 1 best net ball on remaining par 5 and 3 holes. 
November 26 |No Game 
December 3 | Secret Santa Hole - Late Start 
Team Event - Play your own ball 
Pro picks "secret" hole to be dropped from total team score. 2 better ball of 4.
December 10 | Holiday Tournament - "Deck the Halls" - 8:00 Shotgun 
Scramble 
Holiday Christmas Luncheon to follow 
December 17 | Candy Cane Lane 
Individual Event - Play your own ball 
Wear your red/white! 
Following play, each player will choose a candy cane with a #'d sticker on it. That number is subtracted from your score 
Dec 24 & 31 | No golf scheduled
January 7 | Step Aside Scramble 

All players hit their tee shots. The person whose ball is chosen "steps-aside" and does not hit the next shot. This "step-aside" procedure continues until the ball is on the green. Once the ball is on the green, all players putt until the ball is holed. Once the ball is holed out, play ends for that hole. Each player's drive must be used at least once during the 9 hole round. 
January 14 | Strike 3 - Late Start 

Board Meeting prior to start 
Play your own ball. Each player X's out their 3 highest scores then calculates their total score. 
January 21 | Stableford 
Individual flight event 
Buffet luncheon (soup,  salad, cookies) to follow with Best Golf Practices by Chris Phillips - Chris joins for lunch 
January 28 | Guys\Gals "Capes on the Course" - 8:00 Shotgun 
Scramble
Luncheon to follow
February 4 | Shamble - Late Start 
Individual Event - Flighted
Everyone drives from tee. Choose the best drive and everyone plays their own ball from that spot for the rest of the hole.
February 11 | Princess and the Pea 
Players record their score. Determine the lowest net, (Princess), and the highest net, (Pea) on each hole among the foursome. Add these together for team score. (2 best balls of 4) 
Board Meeting to follow
February 18 | CAN Tournament 
Scramble - CAN Event 
Join 18 holers for their annual CAN Event! 
February 25 | Take Five! 
Individual Event
Take out highest par 5 scores 
March 4 | 3-2-1 - Late Start 
Team Event 
1 better ball on par 5's. 2 better balls on par 4's. 3 better balls on par 3's. 
March 11 | Member Guest "Bee My Guest" - 8:00 Shotgun ..
Scramble 
Member Guest Luncheon to follow 
March 18&19 | Club Championship 
Plan to join fellow 9 holers in the Club Championship 
March 25 | Green Bonus Ball 
Team Event 
After ball lands on the green you can move your ball one club length closer to the pin but NOT in the hole. 2 better balls of 4. No scores posted. 
Board meeting to follow 
April 1 | Farewell "Run for the Roses" - 8:00 Shotgun 
Scramble 
End of Year Luncheon & Annual Meeting to follow 
April 8 | Par 3 Tournament - Late Start 
All holes adjusted for Par 3's 
Wrap-up Board Meeting prior to start 
May 6 | CW KISS Tournament 
Scramble 
Lunch to follow

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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