What's Coming Up

This page shows our upcoming events in chronological order.

Weekend Entertainment July 1 - July 3

1 July 2022

Friday 7/1:
12:00 pm - Weekend Kick-Off Pool Party with DJ Conner, W. Pool
5:00 pm - Brain Games with Dave, East Pool
6:00 pm - Poolside Trivia with Dave, Old Cheeks
7:00 pm - Live music Poolside with Sean & Kara, West Pool

Saturday 7/2:
12:00 pm - Pool Party with DJ Xavier, West Pool
2:00 pm - "So you want to be a couple?" with Dave
4:00 pm - Win, Lose or Draw with Dave, Old Cheeks
6:00 pm - Poolside Trivia with Dave, East Pool
7:00 pm - Evening Pool Party with DJ Derek

Sunday 7/3:
12:00 pm - Live Music Poolside with Tim, West Pool
6:00 pm - Karaoke with Tom, West Pool

Clothing Independence Day Pickleball Tournament

4 July 2022

Celebrate your freedom from textiles and independence from tan lines with a quick & fun morning of pickleball competition at the Cypress Cove Pickleball Club’s Clothing Independence Day Pickleball Tournament! It’s happening on Monday, July 4, 2022, at the courts.

Check-in will begin at 8 am and play will start at 8:30 am SHARP, as we try to beat the heat in the middle of summer. Our “quickie” tournament format should let us finish the competition well before Noon. You DO NOT NEED A PARTNER, and the event is free and open to everyone of all skill levels. 

For more information, email Enable JavaScript to view protected content. or join the Club email list at CovePickleballClub.com.

Open House 2022

9 July 2022

As part of Nude Recreation Week —yes, there is a national week for that—Cypress Cove is opening its doors to first-time visitors for an Open House event on Saturday, July 9 from Noon until 4:00 p.m. What happens at a nudist resort open house? Simply put, Cypress Cove invites first-time visitors so they can see how much fun au natural recreation can be. With complimentary resort tours, food and music by the pool, and access to all resort amenities, you can bring your curious family and friends to FINALLY introduce them to Cypress Cove.  


21 July 2022

Ahhhhh, Parrothead Weekend ... THE PARTY event of the year at Cypress Cove Nudist Resort! So much fun that we had to extend the weekend to begin on Thursday in order to fit it all in! What's a Parrothead? Parrotheads love Jimmy Buffett music. Parrotheads love that laid-back island culture... and Parrotheads love to PARTY! Are you READY? Rooms for this event fill VERY quickly, so make plans to attend now! 

Labor Day 5K - 2022

3 September 2022

Come out and streak with us at the 8th annual clothing-optional run at Cypress Cove Nudist Resort on Saturday, September 3, 2022. Wear as little (or as much) as you like as you run/ walk around the beautiful 300-acre property located in Kissimmee, FL. This family-friendly resort features a 50-acre lake, 2 huge pools, 2 hot tubs, a restaurant, a poolside sports bar, a game room, tennis and pickleball courts, a playground, and much, much more!

Day fees are included with your race registration and all preregistered runners are guaranteed commemorative race swag with their race packet so sign up early to be guaranteed one. The race starts at 8:30 am with check-in/ late registration from 7:15-8:15 am. Join us for the race after-party around the pool for music, awards, great food, and drink specials. To register for this year's race visit here. Prices increase after July 1, 2022

Wigs for Kids Benefit with Crossed Oaks Haven 2022

3 September 2022

Join Crossed Oaks Haven here at Cypress Cove on September 3, 2022, from 10 am - 4 pm to donate your hair! All hair and financial donations will benefit Wigs for Kids, a national non-profit that provides wigs for children with hair loss due to medical conditions. Wigs for Kids provides wigs and support services to families at no cost. Stylists from Nature Hair will be assisting in the hair cutting, so come out and support this amazing cause. Appointments with Carol are highly recommended and will be scheduled from now until September 3. 

Crossed Oaks Haven's goal is to collect a minimum of 25 - 30 ponytails. They must be untreated and a minimum of 12" in length. It takes many hair donations to make a natural-looking wig. They would also like to raise $1,800 in financial donations. ($1,800 was the number chosen because this is how much it is to sponsor one child's wig) Please come and enjoy the silent auction, raffle, and bake sale at the Wigs for Kids benefit. There will be additional items for sale and a general donation collection. For entertainment, there will be Cornhole set up. Raffle tickets will be 12 tickets for $20. 50/50 drawing as well, $1 per ticket or 6 tickets for $5. 

*Raffle prizes include weekend stays at resorts, themed baskets, socks for Crazy Socks Bowling, etc. 

The event will be taking place at Old Cheeks from 10 am to 4 pm. For additional information or to volunteer to assist please email Enable JavaScript to view protected content.