Themed Activities & Events

Parrothead Back to the 50's Beatles Tribute Show Nude-A-Palooza Crafts & Cocktails Gangster Night NASCAR Weekend Nude-A-Palooza Professional Body Painting Contest Parrothead Parrothead

Every weekend is a different event at Cypress Cove Nudist Resort!

Our Full Time Activities Department is dedicated to showing you a great time.  Play Bar Trivia at Happy Hour, sing Karaoke, dance to a DJ, enjoy live music and bands, pool parties, parades, the list of activities goes on and on...

A typical week of entertainment at Cypress Cove looks something like this:

Monday Tuesday Wednesday Thursday Friday Saturday Sunday

Monday Music

Taco Night


Pizza Night

Live Music
at Cheeks

Nude Night

at Lakeside

Bar Trivia

Dance or

Pool Party

Super Mega
Trivia 3000


Live Music 
By Pool

  • Monday
    • Monday Music (Winter season)
  • Tuesday
    • Taco Night
    • BINGO
  • Wednesday
    • Pasta / Pizza Night
    • Live Music at Cheeks
  • Thursday
    • Nude Night
    • Entertainment at Lakeside
  • Friday
    • Bar Trivia
    • Friday Night Entertainment
  • Saturday
    • Pool Party (Summer)
    • Super Mega Trivia 3000
    • Saturday Night Entertainment
  • Sunday
    • Live Music by Pool (Summer)

Often the themed weekends come with fun themed games and costume contests, like the Golf Cart Drag Race for NASCAR Weekend or the Gangster Costume Contest for Gangster Weekend.

Our biggest weekends of the year, by far, are Open House & Parrothead in July, and Nude-A-Palooza in October.


Open House

Usually the second Saturday of July, Open House is our day to show off. Resort admission is FREE for the Open House (12:00 PM to 4:00 PM) and the public is invited to attend.

Our members offer tours to show you around the resort. There's live entertainment, plus food & drinks as well.

There's always some hook to get you involved. This year, we are hosting a group Skinny Dip. Let's see how many people we can squeeze into that pool!

Upcoming Dates: July 14, 2018  |  July 13, 2019


Parrothead Party Weekend

Usually the fourth weekend of July, Parrothead is our biggest party of the year. It usually sells out a year in advance. However, if you keep the weekend open until the very last minute, we can often get you in from our Waiting List. We generally get several last minute cancelations and most guests on the Waiting List have already made other plans. Pro Tip!

What's a Parrothead? Parrotheads love Jimmy Buffett music, Parrotheads love that laid back island culture, and Parrotheads love to Party!

The weekend kicks off with a Thursday afternoon Pool Party, and it's pretty much non-stop after that. We have an afternoon Pool Party and evening entertainment every day and night through Sunday.

Highlights of the weekend include daily Pool Parties, the amazing Parrothead Parade, the Jell-O Shot Contest, and a whole lot more!

Parrothead is extremely crowded and usually involves a lot of drinking, which means it's the one weekend a year that isn't really appropriate for children. But it's a lot of fun!

Pro Tip 2: Arrive very early or bring your own lounge chair, they go quickly!

Upcoming Dates: July 26-29, 2018  |  July 25-28, 2019


Professional Body Painting Contest

Cypress Cove is proud to host one of the area's premiere Professional Body Painting Contests. In part because of the many theme parks, this area has an abundance of talented artists. Our annual contest has featured amazing local artists as well as contestants from TV's "Skin Wars" and "Face Off."

Body Painting and nudism make a great combination, as it provides artists the opportunity to work out in the open and guests get to watch it all live. Plus, we offer great prizes for the artists.

See the Professional Body Painting Contest page for more information, or to register for the contest.

Upcoming Dates: August 18, 2018  |  August 17, 2019

Cypress Cove Labor Day 5K

Have you ever wanted to strip down and take a run in the buff? Come out and streak with us at the 8th annual clothing optional run at Cypress Cove Nudist Resort on Saturday September 1st.

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 pickle ball courts, a playground and much, much more!

Day fees are included with you 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 7:30-8:15am. Join us for the race after party around the pool for music, awards, great food and drink specials.

For more information and to register, click here. 

Upcoming Date: September 1, 2018


Usually the weekend before Halloween, Nude-A-Palooza is an all day charity music festival to raise funds for Rock Pink, a local Breast Cancer charity. 100% of ticket sales are donated to Rock Pink.

The concert features a series of fantastic professional Tribute Artists. Highlights from year's past include: The Beatles, Rolling Stones, Eagles, Beach Boys, Adele and many more.

The event is unique in several ways. It's one of the only events we charge a separate admission for, because of the donation. However, your admission includes full resort use, so there are no grounds fees due if you buy a ticket. It's also open to the public, so our usual entry qualifications are waived that day.

We set up tents to sell merchandise, and food & drinks. There's also an After Party in the Lakeside Restaurant. It's an amazing day!

Upcoming Dates: October 20, 2018  |  October 19, 2019


Bare Necessities Nude Cruise

Cypress Cove Nudist Resort is proud to serve as your pre and post cruise assistant. Why not fly into Orlando, stay at The Cove a few nights, and let us tend to your luggage and do the driving?

Welcome Nude Cruisers! Though 2019 is still some time away, as history tells us, it'll be here before you know it. We hope that you'll choose to make Cypress Cove Nudist Resort a part of your nude cruise vacation, so here's some information for your planning:

Guests staying 4 or more nights in the villas will receive round trip bus transportation for two to the port (a $200 value), including gratuities for the bus driver and baggage porters, and complimentary drink tickets for the Lakeside Restaurant "Bon Voyage Meet & Greet Party." 

Stay 5 nights and you will also receive two complimentary Cypress Cove Nude Cruise T-Shirts (a $40 value).

Stay 7 nights or longer and you'll also get your 7th night FREE!

How about 2 days at The Cove before the cruise and 3 days after to keep the fun going? That qualifies as a 5 day stay!

Space is limited, so make your reservations today.

Remodeled Hotel Room with a King Size Bed, $164.00 AANR/ $175.00 Non-Member
Remodeled Villa Apartment 
with a full kitchen, $211.00 AANR/ $226.00 Non-Member
(Rates quoted are per night, plus tax)

Only looking for transportation? We can help with that too! We have several options available to meet your needs.

Free car parking for all bus riders!

To book your pre and post vacation at Cypress Cove Nudist Resort, call us at 407-933-5870 or toll free at 1-888-683-3140. Be sure to tell the reservation specialist that you are going on the cruise. Bon voyage! 

Upcoming Dates: January 25th - February 3rd, 2019