Parrothead 2025

24 July 2025

Parrothead 2025

We're kicking off the festivities on Thursday to pack in all the fun! What's a Parrothead? Parrotheads are fans of Jimmy Buffett's music, embracing the laid-back island culture and, of course, loving to party! Are you ready to join the fun?

Rooms might be fully booked, but don’t worry! Check for availability by calling us at 407-933-5870. RV and tent camping spots may still be open, so book yours now!

Special Announcement: If you're joining us for Nude-A-Palooza, be sure to catch the Parrothead Weekend festivities where we'll reveal the band line-up for Nude-A-Palooza 2024! Party with us and find out who's set to entertain you.

For a detailed schedule of events and contest rules, visit our website here.

The Parrothead Raffle: Don't miss the raffle benefitting The American Cancer Society on Sunday, July 27th at 2:30 pm at the West Pool. All proceeds benefit the American Cancer Society's Making Strides Against Breast Cancer. There are over 100 prizes to be awarded! You can check out the prizes LISTED HERE, on the photo wall in the gameroom, or on display in the clubhouse (in-person viewing will be available beginning Friday, July 25 from 11 am to 2 pm, Saturday, July 26 from 11 am to 2 pm and Sunday, July 27 from 11 am to 1:30 pm). YOU DO NOT NEED TO BE PRESENT TO WIN for the raffle on Sunday, July 27, but please make sure the back of your tickets is filled out with your first name, last name, and phone number. 

Join us for a weekend of music, fun, and unforgettable memories!

 

Cypress Cove’s 10th Annual Professional Body Painting Contest

9 August 2025

Friday, August 9, 2025

Body painting and nudism... two expressive worlds collide in the most colorful way possible at Cypress Cove! This unique event invites resort guests to witness the magic as professional artists transform nude models into stunning, living works of art. Wander through the painting space during the day for a behind-the-scenes look, then join us at Lakeside Live at 7 pm for the grand reveal and judging. For more information, visit HERE. 

YOU help choose this year's theme!

CLICK HERE TO VOTE (Voting closes July 26)

Your theme choices:

• Living Masterpieces – Famous art reimagined on skin

• Graffiti & Street Art – Urban vibes and bold colors

• Mythical Realms – Creatures from fantasy brought to life

• Cinematic Skin – Beloved films become body-painted tributes

This is your chance to see art in motion, creativity unleashed, and skin as the ultimate canvas — all in an open, accepting environment unlike any other.

Planning to attend?
Reserve your table now at Lakeside Restaurant for Saturday evening... the body-painted models take the stage starting at 7 pm! Call 407-933-3588 and leave a message for reservations.

Are you an artist? Want to compete?
Some of the most talented artists in the industry, including past contestants like Nicole Hayes and Kyle Vest, both featured on the network show SkinWars, have showcased their work right here on the Cypress Cove stage. If you're ready to turn imagination into art on the most unique canvas there is, click here to learn more and sign up.

Nude Bowling

17 August 2025

Have you ever wanted to bowl in the buff? Now’s your chance! Join our naturist friends from Crossed Oaks Haven for a special Nude Bowling event at Orange Bowl Kissimmee on Sunday, August 17, 2025, from 10 AM to 1 PM. 

Book a weekend getaway at Cypress Cove and enjoy some truly unique experiences. 

 A 50/50 drawing will take place at 12:30 PM, and the concession stand will be open for snacks and drinks.

Pricing:
Ages 35 and up: $20
Ages 18 - 35: $10
Ages 18 and under: FREE

Orange Bowl Lanes
1221 East Vine St.
Kissimmee, FL 34744

For more details or questions, contact Enable JavaScript to view protected content.. Don’t miss out on this unique, fun-filled event! 

Join Us for the 12th Annual Labor Day 5K

30 August 2025

Event Details
Date: Saturday, August 30th, 2025
Sign up Here

Have you ever wanted to experience the freedom of running in the buff? Now's your chance! Join us for the 12th annual clothing-optional run at Cypress Cove Nudist Resort. Whether you prefer to wear as little or as much as you like, come and enjoy a unique running or walking experience in a stunning natural setting.

Registration and Race Packet
Day fees are included with your race registration. All preregistered runners are guaranteed commemorative race gear, so sign up early to ensure you receive yours!

Race Schedule
Friday, August 29th, 2025:

• 7:00 PM - 8:00 PM: Early check-in/registration
  (Avoid the Saturday morning rush!)

Saturday, August 30th, 2025:

• 7:00 AM - 8:00 AM: Check-in/late registration
• 8:15 AM: Race announcements and optional group photo
• 8:30 AM: Race start time
• ~11:00 AM: Awards poolside (approximately 1 hour after the last racer finishes)

Race After Party
Celebrate your accomplishment at the poolside after-party featuring music, awards, great food, and drink specials.