Orlando Lifestyle Events & Swinger Parties
Orlando’s September lifestyle calendar is unusually concentrated around Secrets Hideaway in Kissimmee, where major takeover weekends can reshape the resort for several days at a time. This month’s guide groups those destination weekends with recurring resort nights and one vetted independent Orlando retreat, so you can compare the dates that can actually change your plans.
Use guest lists before you build the weekend.
Orlando draws both Central Florida locals and travelers who come specifically for a takeover or resort weekend. A free SDC account can add useful context before you book: open Parties & Events, set your location around Orlando or Kissimmee and check participating guest lists where available.
September calendar
Eight listings, not every individual party.
The calendar intentionally groups multi-day takeovers and recurring weekly series instead of turning every pool party, theme night and SDC listing into a separate card. Tap a flyer to enlarge it, then use the filters to compare Secrets weekends, recurring nights and the selected independent event.
Last researched Sep. 4, 2026.
Schedules can change. Verify final details with the venue or organizer before attending.
Showing 8 curated listings
Swingers Gone Wild: Labor Day Weekend
Labor Day becomes a full resort trip at Secrets, with five days of daytime pool programming and a different evening concept from the opening meet and greet through Monday karaoke.
- Thu, Sep 3: Naughty Networking meet and greet
- Fri, Sep 4: pool party and Principal’s Office
- Sat, Sep 5: pool party and Wet & Wild Glow & Foam Party
- Sun, Sep 6: pool party and White Attire Party
- Mon, Sep 7: Labor Day Pool Party and Labor Day Karaoke
Beyond Lifestyles Takeover
Beyond Lifestyles and Free Spirit build this five-day Kissimmee takeover around a deliberate day-to-night rhythm, with pool themes during the afternoon and a separate nightlife concept each evening.
- Wed, Sep 9: 90’s Hip Hop meet and greet
- Thu, Sep 10: Superheroes & Villains pool party and School Spirits
- Fri, Sep 11: Candy Shop pool party and First Responders
- Sat, Sep 12: Red Light District pool party and Dungeon Takeover
- Sun, Sep 13: Glow-in-the-Day pool party
Swinger Society: Working for the Weekend
Swinger Society turns a four-day Secrets stay into an after-work themed weekend, beginning with a Thursday meet and greet before Friday and Saturday pool events and themed nightlife.
- Thu, Sep 17: Happy Hour and Meet & Greet
- Fri, Sep 18: pool party, room crawl and CEO & Office Hoes
- Sat, Sep 19: daytime pool party and Hard Hats & Hammers
- Sun, Sep 20: Clocked Out & Poolside wind-down
Stay Playful: Escape Ordinary
This is the outlier in September’s resort-heavy calendar: an approval-only Orlando retreat at a private property, with limited attendance, daytime amenities, social programming and overnight or day-to-night options.
- Private 10-acre property with pool, lazy river, waterslide and hot tub
- Live DJ, karaoke, games, escape rooms and other activities
- Weekend accommodations plus Friday and Saturday day-to-night options
- Attendance is limited and approval is required
Secrets Anniversary Weekend: SecToberfest
Secrets closes the month with its own anniversary weekend, using Bavarian-inspired evening themes, daytime pool programming and a slower Sunday poolside finish.
- Thu, Sep 24: Bavarian Beats & Treats
- Fri, Sep 25: Friday Pool Party and Secrets Beer Fest
- Sat, Sep 26: Saturday Pool Party and Alpine Temptations
- Sun, Sep 27: Sunday Pool Party and Sip & Reminisce
Karaoke Monday
For visitors who do not want a full takeover, Monday offers a simpler recurring Secrets night. After Labor Day programming, the remaining September dates are the 14th, 21st and 28th.
Pride Tuesday
Pride Tuesday is the month’s most consistent weekly Secrets option, giving locals and midweek Orlando visitors four September dates outside the takeover-weekend format.
Erotic Rendezvous
Erotic Rendezvous fills the Wednesday gap between September’s larger takeover blocks, with remaining dates on the 16th, 23rd and 30th for visitors looking for a midweek social rather than a multi-day event.
October will be rebuilt around October, not copied forward.
Each month we start again with the current Secrets calendar, major takeover organizers and selected public Central Florida events. If a listing does not add useful choice for an Orlando-area reader, it does not need a card just to make the calendar look larger.
Planning the Orlando calendar
Orlando lifestyle event FAQ
The useful questions here are usually about geography, event size, access and whether a particular weekend is worth building a trip around.
How often is this Orlando events calendar updated?
We rebuild the featured calendar for each new month, then re-check important venue and organizer sources as the month approaches. The goal is not to preserve an old list. It is to show the events that are actually useful for the current Orlando and Kissimmee calendar. Always confirm last-minute schedule, access and admission changes with the source before attending.
Why does an Orlando events page include so many Kissimmee events?
Because Secrets Hideaway is in Kissimmee, and its resort calendar is one of the main forces shaping the Orlando-area lifestyle scene. We use the geography accurately, but we follow how people actually plan Central Florida weekends rather than stopping coverage at Orlando city limits.
Why are there only eight listings when other sites show many more parties?
Because this is a curated calendar, not a mirror of every regional feed. A five-day Secrets takeover is one useful trip decision even though it may contain multiple pool parties and theme nights. Likewise, recurring Mondays, Tuesdays and Wednesdays are grouped into series. We also leave out private home parties, distant listings and repetitive events that do not add meaningful choice for an Orlando-area reader.
How should I choose between a recurring Secrets night and a takeover weekend?
Choose a recurring night when you want a simpler visit with fewer moving parts. Choose a takeover when the organizer, themes and multi-day schedule are part of the attraction and you are comfortable planning more of the trip around the event. First-timers may prefer the easier baseline of a regular or social-focused night before committing to a major weekend.
Can I see who else is planning to attend before I go?
For participating events, yes. Create a free SDC account , open Parties & Events and set your location around Orlando or Kissimmee. Members who RSVP can appear on the guest list. Treat that list as planning context, not as permission to contact everyone attending.
Do I need a membership, ticket or approval to attend?
There is no single Orlando-wide rule. Secrets Hideaway has its own current membership and admission policies, takeover organizers may control room or ticket packages, and a private-location event such as Stay Playful can require approval before the address is released. Check the exact official source before purchasing or traveling.
What should I wear to one of the featured Orlando events?
Start with the current flyer because September’s takeover weekends use very different themes from night to night. If you are not following an optional theme, use the venue’s current dress rules as the baseline. Secrets also has different expectations in its courtyard and pool areas than in the lobby, restaurant and nightclub.
Are Orlando lifestyle events couples only?
No single access policy applies across this calendar. Couples are common, many events welcome single women, and rules for unaccompanied men can vary by venue, organizer, date, ticket type and even on-site area. Verify the exact event before purchasing or traveling. Our future Single Men in Orlando’s Lifestyle Scene guide will cover the local differences in more detail.