Cypress Knee Online Newsletter
July 22, 2026
It's time to plan your vacation!
Here's what's coming up...
Click the image to expand.
Entertainment Calendars
Plan your fun at Cypress Cove Nudist Resort with our new live Entertainment Calendar. We’ve transitioned from a printable PDF to an online, real-time calendar so you always have the most up-to-date information. With so much happening around the resort, this calendar automatically updates whenever our Activities schedule is refreshed in Google Calendar.
From exciting themed weekends to daily activities, it’s never been easier to plan your stay. Bookmark it, check in often, and build your perfect Cypress Cove getaway around everything that’s happening—because you won’t want to miss a moment.
(Click image to access online calendar)
Click HERE to see the full Parrothead program~
Wednesday, July 22
12:00 pm - 5:00 pm - Extra Long Pool Party with DJ Dave, West Pool
6:00 pm - Live Music at Cheeks with Big Ron
Thursday, July 23
12:00 pm: Tent Spot Lottery, Playground. Space is limited! (See Tent City Basics page)
12:00 pm: Parrothead Kick-off Pool Party with Dave
12:30 pm: Opening Ceremony of Parrothead with DJ Dave, West Pool
6:00 pm: Trivia with DJ Dave, Game Room.
7:00 pm - 11:00 pm: Parrothead Pool Party with DJ Carlos, West Pool
Friday, July 24
Parrothead Weekend
7:30 am -11:00 am: Breakfast at Lakeside Restaurant (full Cheeks breakfast menu available).
10:00 am - 2:00 pm: 21st Annual Breast Cancer Raffle Tickets for sale. Old Cheeks. (Prize listed here.)
12:00 pm: Buffett Pool Party with DJ Adam & DJ Dave
3:00 pm: ParrotHAT, West Pool. (See Parrothead Contest page)
4:00 pm: “So You Want to be a Couple?”Game with Dave, West Pool
6:00 pm - 7:00 pm: Buffett Bar Trivia with DJ Dave, Scuttlebutts Lounge
7:00 pm - 11:00 pm: Karaoke Party hosted by Laura, Scuttlebutts Lounge.
7:00 pm - 11:00 pm: Pool Party with DJ Dave, West Pool
Saturday, July 25
7:30 am - 11:00 am: Breakfast at Lakeside Restaurant (full breakfast menu available).
10:00 am - 2:00 pm: 21st Annual Breast Cancer Raffle Tickets for sale. Old Cheeks. (Prize List Online!)
11:00 am - 3:00 pm: Parrothead Grab & Go Grill, beside music cabana.
12:00 pm: Buffett Pool Party with DJ Adam & Dave
12:15 pm: Parrothead King and Queen Winners Announced, West Pool.
12:30 pm: GROUP PHOTO, West Pool! Photos for purchase in front of the Gameroom.
1:00 pm: Parrotheads on Parade! The route starts at the Lakefront.
1:00 pm - 3:00 pm: Jell-O Shot Contest, West Pool. (See Parrothead Contest page)
2:00 pm: Frozen Games, West Pool.
3:00 pm: NUDE-A-PALOOOZA LINE-UP REVEAL, West Pool.
4:00 pm - 5:00 pm: Match Game with DJ Dave, West Pool.
6:00 pm - 7:00 pm: Super Mega Trivia with DJ Dave, Scuttlebutts Lounge at Lakeside.
7:00 pm - 11:00 pm: Lakeside Live presents Coco Loco on the stage at Lakeside Restaurant.
8:00 pm - 12:00 am: Parrothead Pool Party with DJ Carlos, West Pool.
Sunday, July 26
7:30 am -11:00 am: Breakfast at Lakeside Restaurant (full Cheeks breakfast menu available).
10:00 am - 1:00 pm: 21st Annual Breast Cancer Raffle Tickets for sale. Old Cheeks. (Prize List Online!)
11:00 am - 3:00 pm: Parrothead Grill grab & go food & drinks, beside music cabana.
12:00 pm: Live Music with Andy, West Pool.
12:00 pm - 3:00 pm: Koozie Painting Contest, Old Cheeks. (See Parrothead Contest page)
2:15 pm: Breast cancer charity raffle drawing, Old Cheeks.
3:30 pm: Koozie Painting Winner Announced, West Pool.
4:00 pm: ParrotHUT Winner Announced, West Pool. (See Parrothead Contest page)
6:00 pm: Name That Tune with DJ Dave, Old Cheeks.
8:30 pm: Dive-in Movie, East Pool.
*Weather Permitting
For future events at Cypress Cove, check out our online calendars page!
Club Activities - Visitors Welcome!
Maybe your idea of a fun vacation is learning a new skill or meeting new people.
If you're heading to Cypress Cove for a vacation and want to check out the active clubs, click the button below. We have all kinds of interesting clubs that come together for a sport, a craft, or a game.
Newcomers are always welcome!
Cheeks Dining This Week
Click Here for this week's menu
Cheeks Kitchen Hours Breakfast:
7 days a week: 7:30 am - 10:30 am
Cheeks Kitchen Hours Lunch/Dinner:
Sunday - Thursday: 11:00 am - 9:00 pm
Friday & Saturday: 11:00 am - 10:00 pm
Cheeks Bar Hours:
Monday - Thursday: 8:00 am - 11:00 pm
Friday & Saturday: 8:00 am - 1:00 am
Sunday: 11:00 am - 11:00 pm
Last call is 1 hour prior to closing!
Please call for pick-up or
delivery: 407-933-3529
*Menu Subject to Change Due to Availability*
Next Week's Entertainment & Events:
Wednesday, July 29
12:00 pm - 5:00 pm - Extra Long Pool Party with DJ Dave, West Pool
6:00 pm - Live Music at Cheeks with Andy
Thursday, July 30
12:00 pm - All Request Pool Party with DJ Dave
5:00 pm - Karaoke Party with Dave
Friday, July 31
Residents Weekend
12:00 pm - Weekend Kick-Off Pool Party with DJ Carlos
6:00 pm - Bar Trivia with Dave
7:00 pm - Dancing Under The Stars with DJ Dave
Saturday, August 1
12:00 pm - Afternoon Pool Party with DJ Adam
12:00 pm - Resident Party on The Sunning Yard w/ Dj Dave
6:00 pm - Super Mega Trivia 3000
7:00 pm - Lakeside Live Presents A Taste Of Love
8:00 pm - Late Night Dance Cheeks with DJ Carlos
Sunday, August 2
8:00 am - 2:00 pm - Sunday Brunch at Lakeside Restaurant
11:00 am - Naked Astronomer presents...
12:00 pm - Poolside Music with Venus
6:00 pm - Game Night with Dave
8:30 pm - Dive-In Movie
(*Weather Permitting)
For future events at Cypress Cove, check out our online calendars page!
Are you ready for Parrothead Weekend?
Parrotheads, palms, pool parties, and paradise await! Parrothead Weekend is sailing back into Cypress Cove, bringing five days of tropical fun, live entertainment, friendly competition, and unforgettable memories.
From Wednesday's Extra Long Pool Party to Sunday's Dive-In Movie, there's something happening around every corner all weekend long. Whether you're a longtime Parrothead or joining the festivities for the first time, you'll quickly discover why this is one of Cypress Cove's favorite annual traditions.
Spend your days soaking up the sunshine at our legendary pool parties, cheering on contestants in the always-entertaining ParrotHAT and Jell-O Shot contests, and joining fellow Parrotheads for games, trivia, and plenty of laughs. Don't miss the Parrotheads on Parade, our annual Group Photo, and the exciting reveal of this year's Nude-A-Paloooza lineup!
When the sun goes down, the fun is just getting started. Enjoy live music, karaoke, Coco Loco live at Lakeside, and evening pool parties that will keep the island vibes going well into the night.
Parrothead Weekend is also an opportunity to make a difference. The 21st Annual Breast Cancer Fundraiser returns throughout the weekend.
Be sure to show off your Parrothead pride while you're here! Official Parrothead Weekend merchandise will be available throughout the weekend at both the Office Store and the Fig Leaf Boutique. Pick up your commemorative Parrothead T-shirt and stickers before they're gone, they make the perfect keepsake from another unforgettable weekend in paradise.
With so much happening, this is just a taste of what's in store. Be sure to check out the complete Parrothead Weekend program here.
Whether you're floating in the pool with friends, dancing under the stars, painting a koozie masterpiece, or singing along to your favorite Jimmy Buffett classics, Parrothead Weekend is all about celebrating friendship, fun, and the carefree spirit that makes Cypress Cove so special.
So grab your tropical attire, your favorite koozie, and your sense of adventure because it's 5 o'clock somewhere, and there's no better place to celebrate than right here at Cypress Cove.
Kick Off Parrothead Weekend with the First Annual Parrothead Pickleball Tournament!
Start your Parrothead Weekend with a little friendly competition and a whole lot of laughs at the First Annual Parrothead Weekend Quickie Pickleball Tournament on Friday, July 24!
This fast-paced, 90-minute tournament is the perfect way to get your morning moving before heading off to enjoy all the poolside parties, music, and tropical fun waiting for you throughout the weekend.
Check-in closes promptly at 9:15 a.m., with play beginning at 9:30 a.m. (or sooner), so don't be late!
Never played in one of our Quickie tournaments? No problem! This event is designed to be fun, social, and welcoming for everyone.
Here's what to expect:
- No partner required. Partners and opponents are randomly assigned before every game using the Cove Pickleball Club's famous popsicle-stick system.
- No club membership required. Everyone is welcome to play, whether you're a seasoned regular or picking up a paddle for the first time.
- No pressure. Forget complicated brackets and DUPR ratings, everyone plays together in one big, fun division.
Players will compete in five fast-paced, six-minute games, rotating partners and opponents throughout the preliminary rounds. Afterward, the top four women and top four men, based on wins and total points, will advance to the championship round. They'll be paired into mixed doubles teams to battle it out in a four-team, single-elimination bracket for the title of our very first Parrothead Weekend Quickie Champions!
Whether you're chasing the championship or simply looking to kick off the weekend with great people and plenty of smiles, this tournament is the perfect way to dive into the Parrothead festivities.
Grab your paddle, arrive before 9:15 a.m., and get ready for a morning of quick games, new friends, and island-style fun!
This History of Parrothead
Written By Lynn Sinnott
Parrothead—a vibrant celebration of Jimmy Buffett, margaritas, Jell-O shots, music, laughter, and fun—has been a Cypress Cove original since the 1996. There was a time when a few campers—Rex (and Lori) among them—along with several visitors and members, including Matt, and a homeowner, Butch, decided they wanted a good reason for a Saturday afternoon pool party. A few Jimmy Buffett songs played around the East Pool, and Parrothead was born.
Already gaining traction by its second year, the party moved to Saturday night at the beachfront to accommodate the growing crowd. And more people it had! During that year’s celebration, the
infamous conga line was introduced and danced to Jimmy Buffett’s “Gypsies in the Palace.” The song’s fourth verse provides clear instructions: “Hey, let’s take our clothes off and form a conga line.”
By the third year, the volunteers were stretched to the limit. The event had expanded to two nights, and organizing it had become more than the volunteers wanted to manage. In its fourth year, Cypress Cove officially began sponsoring the event and moved it back to the pool area. The Cove had also started holding annual Open Houses, and the Central Florida Water Skiing Club became a regular source of entertainment. One club member, Wally, had connections with Jimmy Buffett and became a beloved fixture at Parrothead. For Buffett, Wally worked the
crowds, handled pre-show warmups, and patrolled the festivities in a specially designed golf cart that he built himself—complete with a margarita blender.
Wally enjoyed nude water skiing during Open House events and generously shared Buffett tour memorabilia with the Cove, including key chains, Corona promotional items, Buffett signs, and
even his famous golf cart. One of its most unique features was a seat cover made from two Jimmy Buffett sweatshirts, signed by Buffett himself.
The golf cart was occasionally stored at the Cove and became a Parrothead Weekend staple—until Margaritaville at Universal City’s CityWalk leased it for display outside the restaurant. Barb
and Dean Hadley remember spotting it there during a visit. Unfortunately, the signatures from Buffett’s staff, Coral Reefer Band members, and backup singers had been painted over in an effort to freshen the cart’s appearance.
Wally often worked Buffett crowds while walking on stilts and brought that same energy to Parrothead. He also introduced a friend, Lee Hale—known as “The Mouth of the South”—who served as master of ceremonies for many Parrothead weekends.
The event continued to grow. Friday night music was added, followed by Friday daytime entertainment. Eventually, DJ Xavier expanded the festivities even further by providing music on
Thursday evening.
Joining the fun in 2006 was the Parrothead Breast Cancer Fundraiser, bringing pink flamingos, gift bags, a pink tent located closest to the action, and a raffle featuring amazing baskets. As Parrothead grew, so did the fundraiser.
One year, Wally brought a remote-controlled shark that had originally been used by Buffett. The plan was to fill it with helium and float it around the pool. Unfortunately, much to Barb’s dismay
—and despite her strong recommendation otherwise—the shark was filled with what everyone thought was helium…but wasn’t. The shark stubbornly refused to float and instead spent the weekend riding around on Dean’s golf cart.
Until 2012, Barbara Hadley made many of the Jell-O shots for Parrothead, a skill she learned from Wally himself. Wally retired around 2018, and Parrothead lost one of its most colorful personalities.
Eventually, Dean and Barb passed event management to the next generation, with Ted Hadley taking the helm. Regis, the Activities Director, introduced Islandfest Weekend as a precursor to
Parrothead because many guests wanted an even longer tropical experience. The cardboard boat races transitioned from Pirate Weekend to Islandfest and continue to enjoy enthusiastic
participation, with more than 20 cardboard boats competing. Tents for Parrothead Weekend were also raffled off during Islandfest, giving guests respite from the sun—and even more fun. In 2020, the Cove skipped the 25th Annual Parrothead Weekend, bringing an unexpected pause to one of Cypress Cove’s most beloved traditions. Yet the spirit of Parrothead endured, and the
event came roaring back after its one-year hiatus. Today, it remains a highlight of the summer calendar—a celebration of music, friendship, volunteerism, and the unique sense of community
that makes Cypress Cove special.
Think about joining the Parrothead fun this year—July 23–26! A whole weekend devoted to Jimmy Buffett music, margaritas, a golf cart parade, and plenty of fun!
2018 Parrothead night pool party.
Lynn Sinnott, owner of Homes Au Naturel, writes a monthly newsletter for homeowners and prospective buyers. This article appeared in the July newsletter. If you’re interested in receiving the monthly newsletter, contact Lynn at Lynn@homesaunature.com.
Labor Day 5K
Lace up (or… don’t) and join us for one of Cypress Cove’s most spirited traditions, the 13th Annual Labor Day 5K!
Ever wanted to experience the freedom of a clothing-optional run? Now’s your chance. On Saturday, September 5, 2026, runners and walkers alike are invited to “bare it all” (or keep it minimal!) as they make their way through our beautiful 300-acre property in Kissimmee. Whether you’re chasing a personal best or just here for the fun, this is a race unlike any other.
Your registration includes day fees, and all pre-registered participants are guaranteed commemorative race swag and a finisher’s medal, so don’t wait! After you cross the finish line, keep the good vibes going at our poolside after-party featuring music, awards, great food, and drink specials.
Pro tip: Skip the Saturday morning rush! Early check-in returns on Friday, September 4, from 7:00-8:00 PM, a huge hit last year and the perfect way to ease into race day.
Race Day Schedule (Saturday, September 5):
• 7:00–8:00 AM: Check-in & Late Registration
• 8:15 AM: Race Announcements & Optional Group Photo
• 8:30 AM: Race Start
• 11:00 AM: Poolside Awards (about 1 hour after the final finisher)
Register by August 15 to guarantee your race swag and medal!
Come for the run, stay for the fun and celebrate Labor Day weekend the Cypress Cove way!
Wigs for Kids Event
Crossed Oaks Haven will host the 6th Annual Wigs for Kids Benefit at Cypress Cove on Saturday, September 5, 2026, from 10 am to 3 pm, with a booth located beside the pool.
Nature Hair will be on-site providing cuts and styling for hair donors. Hair donations must be at least 12 inches long. The event will also include a silent auction, raffle items, cookie sales, and more. Raffle tickets are $5 each or 5 for $20, and XL cookies will be available for $5 each. Preorders are available for cookies and raffle tickets.
Silent auction bids and sales close at 2:30 pm, and guests must be present to win raffle items.
Donations may be made by cash, check, Cash App, PayPal, or Venmo at 352-817-2987.
For more information, contact crossedoakshaven@aol.com.
A Message from the Mardi Gras King and Queen
Hear ye, Here ye, from your King and Queen of Mardi Gras 2026. We would like to recognize ACTS OF KINDNESS. If you do an act of kindness or one is done for you, we want to know about it. There is a velvet box on a table at the castle (Lot 526) for you to leave your messages, or you can tell us in person. You will receive a sticker (made by Brian) for your participation. Let’s all be kind to one another.
Have you booked your vacation at the Cove?
Whether you roll in with your RV, pitch a tent beneath the stars, or book a villa room, our park is the perfect place to unwind and reconnect with nature. Wake up to birdsong, sip your morning coffee with lakeside views, and spend your evenings by the pool cooling off under a blanket of stars and warm summer breezes. Reserve your spot today and experience Cypress Cove the way it’s meant to be: peaceful, scenic, and refreshing!
Nudist News Outside the Cove
See what's making headlines in nudist news around the world. Check out our social media channels to see what's happening.
Follow us today to stay informed! Click the links below.
Have You Seen Us Lately?
Trees grow year around in Florida, so tree trimming can be a big job requiring specialized equipment & skills.
The winners of the 21st annual breast cancer fundraiser pre-parrothead raffle.
Cardboard Boat Race with DJ Dave at Brown Lake.
Boatbuilding is hot work, but so much fun!
Voted most likely to float. (Spoiler Alert: Sorry it didn't!)
Voted Best Looking Boat.
The first boat to sink!
The second boat sunk, too!
This surfboard boat didn't sink but the captain couldn't control its direction.
The winner! Didn't sink and completed the course in record time.
The 2nd Place winner! Didn't sink but was a little slow after the paddle broke.
Dinner & Dancing at Lakeside Restaurant to the Caribbean Experience on Saturday night.
"Where Have You Taken the Cove?"
Frank and Gayle Bradley (aka ReNude Adventures) visiting the Liberty Bell
Peter C. at Roundabout RV Water Park in Oxford Mississippi
Thank you Amy K. for representing Cypress Cove at Whispering Oaks nudist resort in Michigan
SEND US YOUR PHOTOS!!!
We want to see where you have worn your Cypress Cove t-shirt, no matter which style it is! Wear it to town, the grocery store, while you are out and about, or at a national monument, and send us a photo! You will be featured in our newsletter or on our social media channels.
Don't have a shirt yet? Purchase one at the main office or call and order one to show your pride in Cypress Cove!
Call us at Toll-Free (888) 683-3140.
Send photos to Newsletter@CypressCoveResort.com
Where have you worn your Cypress Cove T-shirts?
Please send us a photo!
Book Your Room Today!
It's never been a better time to stay at Cypress Cove! Book Online, Email Reservations, or Call Reservations toll-free at 888-683-3140.
For Special Offers click HERE!
Every week we receive great reviews on TripAdvisor and Google; if you have visited or stayed with us, we would love to know about your experience. Click the logos below.
Questions, comments or submissions? E-mail us at newsletter@CypressCoveResort.com or call 888-683-3140