Key West Lifestyle

October Meet and Greet
2022-10-21 20:00 - 22:00 (America/New_York) | Private Location, Key West Location - Shared Upon Registration, Key West, FL, 33040, United States
Join us each month at our fun and casual Key West Meet & Greet. Come mingle with other like minded people in a safe and social setting and hopefully make some new sexy connections.
We meet at a bar, centrally located in Old Town, either on or just off of Duval Street. We try to vary the location each month so that regular attendees can explore new places in addition to new people. The bar is open to the public during our events, but we will have a meeting spot of some sort (depending on the bar we’ll provide details in the confirmation message). There’s no cost to attend, other than whatever you eat or drink (and please tip the staff!).
Our event is officially 8pm – 10pm, but you’re welcome to arrive early or stay late. It’s also not uncommon for a private house / hotel party to follow, so perhaps keep your evening options open 🙂
To get location details please RSVP. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have RSVPd before the event.
NEW: We have worked out a special deal on drinks for our attendees! You MUST RSVP here to get the drink special (a QR code “coupon” will be emailed to you)
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP the details will show up right here, like magic!

Local Event: Kinky Karnival
2022-10-24 20:00 - 23:30 | First Flight Brewery, 301 Whitehead Street, Key West, FL, 33040, United States
Join us at the annual Kinky Karnival during Fantasy Fest.
Key West’s Original Fantasy Fest Kink Party in its 25th year! Ticket includes: 3 hour Open Bar from 8pm – 11pm, but the party goes until 1am! Interactive BDSM stations, Fetish rooms, Bondage and more! Tickets go on sale Friday – Saturday, October 22nd -24th, 12-9pm at First Flight, 301 Whitehead Street. No Pre-sales. $60, Cash Only. No Kinky Costume, No Entry.

Afternoon Delight Tu-Tu Party
2022-10-25 11:00 - 16:00 | Private Location, Key West Location - Shared Upon Registration, Key West, FL, 33040, United States
It’s the most wonderful time of the year! Welcome all of you wild child’s ready to sow your oats. We are here and ready to host our early week fantasy fest meet up. Not here this early? Never fear, check out our meet up later in the week at the Dante’s Halos n Horns party on Thursday.
This is a mid day pool party at the best private swinger pool in Key West. For those that made it out last year, you know the spot. This year we are moving our event day to Tuesday day time so you can mingle before the tutu party.
Our party theme is only a tutu. Pasties are welcome, but once you arrive at the house, all other clothes must go. This is a no cell phone/picture/video party so please take all your pictures before you enter and respect everyone’s privacy.
Last years event had 75 attendees, let’s see how many sexy people we can fit this year! This party will be fully vetted and couples only, with the exception of previously vetted single women and “throuples”. We look forward to seeing you all!
Sodas, water, mixers, light snacks, music, linens and pool towels are provided. BYOB.
A signed privacy agreement is required to attend.
TWO TICKETS REQUIRED. VETTED COUPLES ONLY. Those who we have not met in person before the event, or invited personally, will not be admitted and no refund will be given. If you’re not sure, or to request confirmation, email hosts@keywestls.com

Private Event: Sandbar Topless Charter
2022-10-26 10:30 - 17:00 | Private Location, Key West Location - Shared Upon Registration, Key West, FL, 33040, United States
Join us on a fun, full day, clothing optional, couples only charter!
The party boat will be limited to 15 select couples, headed out to a beautiful spot to have some fun in the sun. Anything goes on this boat!
With plenty of room, music, sodas, water, mixers all provided this is going to be an awesome day on the water. BYOB!
Ticket price includes everything listed as well as all taxes and gratuities for the crew. $300/couple for 6 HOURS on the Key West water.
A signed privacy agreement is required to attend. Crew have also signed and are trusted lifestyle and lifestyle friendly adults.
TWO TICKETS REQUIRED. VETTED COUPLES ONLY. Those who we have not met in person before the event, or invited personally, will not be admitted and no refund will be given. If you’re not sure, or to request confirmation, email hosts@keywestls.com

Local Event: Halos and Horns Pool Party
2022-10-27 12:00 - 18:00 | Dante’s Pool Bar, 955 Caroline St, Key West, FL, 33040, United States
Hello to all the late arrivals! Your Key West Lifestyle Ambassadors are here to make sure you can jump right into the party with an impromptu meet up at the famous Dante’s Halos n Horns party.
Get there early so you don’t miss a minute of the party. This event gets packed and space can be limited, we can not guarantee you a spot, you must arrive early enough to hopefully find some space with the group. But no worries, no matter where you find a spot you’ll be able to move and mingle and will certainly have a great time at this party.
There is a cover charge at the door to enter (typically $20 per person)! This RSVP does not provide access to the event, you must pay Dante’s directly. We are just coordinating meeting other lifestyle people while you’re there.
We look forward to hosting you and thank you again for allowing us to be your favorite local connections for all things lifestyle in Key West!
Whether you wear the halo of an ANGEL or prefer devilish HORNS, GET WET & WILD at Dante’s for a chance to win BIG $$$! Free body painting, live music, great giveaways, fantastic food, drink specials and our one of a kind stage in the CENTER of the POOL! The party starts at noon and goes till 6 PM, pole dancing starts at 4:30 PM; Dante’s Restaurant & Raw Bar, 951 Caroline Street next to the ferry terminal. 305-293-5123. $. Visit danteskeywest.com for more details.

Partner Event: Cartoon Carnival
2022-10-27 20:00 - 2022-10-28 20:00 | Side Bar, 504 Angela Street, Key West, FL, 33040, United States
Vita-Sirena at Side Bar /Poke in the rear Presents Cartoon Carnival!!

Pre- Sale Tickets on sale to LOCALS & Repeat Vita-Sirena
This Event will sell out!! Our Artists are moving and grooving. they are already working on this amazing event- DJ MakYah will be in the Box have a few traveling from out of town- so we will be posting a guest video on facebook to check out their music!
We will have a Best dressed- Most Creative- and a Couples Contest at 10 -11 pm-
Pre-sale is $25 until Sept 30, 2022 which includes Swag bags. Starting Oct 1, 2022 the Price goes to $40 but will still include the Swag bag and other perks that will remain a surprise until announced live. Be sure to be following us on Facebook.
Entry fee will be $55 at the door- no same day ticket sales online Or swag bags for those who don’t purchase tickets in advance.
Tickets include- Fun swag & entry fee where you can come and go all night- between all locations.
More to come as time approaches- anyone who has ever been to one of our events knows- we have some sneaky fun stuff in store.
Our lighting, Linens and DJ will be handled and assisted by AAG.
All of the art and decor is being done by Pashur, Vita- Sirena and Tracy D.
Cash & Prizes for Best Costume contests!
Painter on Property as well as a Live Mermaid for Photo Ops as well by Mermaid D.

more to come follow both Facebook pages.

Partner Event: Freaky Flamingo Catamaran Cruise
2022-10-28 10:30 - 16:30 | Vita Sirena Events, 201 William St, Key West, FL, 33040
This is a 21 and up event- we will be checking VALID ID*
Freaky Fun allowed 🙂
We will also have a DJ on board.
Sand bar/ Island (captain picks location day of trip) There is an open bar and if you want something special – at sea you can opt in for a premium cash bar.
$225 pp non-refundable 11am-4pm. 201 William St, Key West. Arrive 15-20 minutes early to sign in.
Bring your scan able ticket and I would recommend bringing cash for tips
Cum and play with all the fun people.. or just lay around in your birthday suit and be as Free as a jay bird – Tan lines are over rated..
where ever we go you will have snorkel gear and shaded areas to get out of the sun.
Bring a towel or blanket- reef safe sunblock is a must-
We are Mostly Couples but we do welcome singles- we do monitor ticket sales so if to many single guys start buying tickets we will reach out and refund tickets. We are geared to a Couples vibe but if single females also join then we keep it leveled out. We are open to all walks of life. No pets on board.
We will have Plenty of food to choose from and a great spread! dairy free and meat free options are available please let me know what works for you, but if you have any restrictions I will need to know prior Not the day of.
80 person Capacity, only refundable if the Captain Cancels, otherwise it is Non-Refundable. only transferable with my knowledge prior- if someone shows up stating they have your tickets. they will not board.
Event staff and Boat Company needs a detailed name list. NO EXCEPTIONS.

November 2022 Bliss Cruise
2022-11-12 - 2022-11-19 | FL
Who will be joining us on the Bliss Cruise this year?!
Bliss Cruise Celebrity Reflection November 13 – 20th, 2022
Bliss Cruise has put together another great itinerary to the Southern Caribbean. You’ll have four sea days packed with daytime pool activities, seminars and workshops, meet & greets, clothing optional pool and open deck areas, plus, afternoon playtime fun. Once we reach the Southern Caribbean, you have two port days to explore the beautiful white sand beaches, warm surf and colorful architecture of Curacao and Aruba. In the evenings, you’ll enjoy fabulous entertainment, DJ’s with varied music styles, a high energy party vibe and inventive themes that will spice up your evening and help you connect. This unforgettable cruise departs from Fort Lauderdale, FL and will be very popular so book early to get the cabin of your choice.
Enhance your Bliss experience by participating in some or all of the following options: • Open decks and pool areas are clothing optional. • Clothing optional shore excursions. • Meet & Greets to help you break the ice and meet new people. • Seminars that educate and allow you to explore new areas of the lifestyle. • Multiple play areas to meet your level of comfort and interest. • Evening entertainment and late night dance parties in various venues. • Themed nights to add a little extra fun to dressing up & heading out for the night.

November Meet and Greet
2022-11-25 20:00 - 22:00 | Private Location, Key West Location - Shared Upon Registration, Key West, FL, 33040, United States
Join us each month at our fun and casual Key West Meet & Greet. Come mingle with other like minded people in a safe and social setting and hopefully make some new sexy connections.
We meet at a bar, centrally located in Old Town, either on or just off of Duval Street. We try to vary the location each month so that regular attendees can explore new places in addition to new people. The bar is open to the public during our events, but we will have a meeting spot of some sort (depending on the bar we’ll provide details in the confirmation message). There’s no cost to attend, other than whatever you eat or drink (and please tip the staff!).
Our event is officially 8pm – 10pm, but you’re welcome to arrive early or stay late. It’s also not uncommon for a private house / hotel party to follow, so perhaps keep your evening options open 🙂
To get location details please RSVP. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have RSVPd before the event.
NEW: We have worked out a special drink deal for our guests! You must RSVP here to get the QR code for the drink special!
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP the details will show up right here, like magic!

December Meet and Greet
2022-12-30 20:00 - 22:00 | Private Location, Key West Location - Shared Upon Registration, Key West, FL, 33040, United States

January Meet and Greet 2023
2023-01-27 20:00 - 22:00 | Private Location, Key West Location - Shared Upon Registration, Key West, FL, 33040, United States

April 2023 - Half Way to Fantasy Fest
2023-04-21 20:00 - 2023-04-22 02:00 | FL
Join us each month at our fun and casual Key West Meet & Greet. Come mingle with other like minded people in a safe and social setting and hopefully make some new sexy connections.
We meet at a bar, centrally located in Old Town, either on or just off of Duval Street.
Come celebrate HALF WAY TO FANTASY FEST with us! We have some exciting news and a new location! RSVP for the details!
Our event is officially 8pm – 10pm, but you’re welcome to arrive early or stay late. Our new location will be private, for our group, until 2am! The new location will also allow far more flexibility, due to it being a private, closed door event. Spaces will be available for clothing optional mingling and dancing, as well as some semi-private spaces for those interested.
Please note: Due to more than one unfortunate incident, our events will now be couples and single females only. Single men are still welcome, but must be sponsored and accompanied in and out, by a previously vetted couple. This is a private event and entry may be refused. Guests must abide by our policies at all times.
To get location details please RSVP. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have RSVPd before the event.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP, just refresh this page and the details will show up right here, like magic!

Cinco de Mayo 2023 - Lifestyle Party
2023-05-05 22:00 - 2023-05-06 01:00 | FL
Join us for a special Cinco de Mayo Key West Lifestyle Party. Come dance and socialize with other like minded people in a safe and sexy setting and hopefully make some hot new connections. You must follow the instructions and be vetted in order to RSVP to this event.
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
Come celebrate Cinco de Mayo with us! We have a new location! RSVP for the details!
You may enter this private party (with your ticket) after 10pm. Party is on until 1am, private for just our group.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one.
Please note: Due to more than one unfortunate incident, our events will now be couples and single females only. Single men are still welcome, but must be sponsored and accompanied by a previously vetted couple. This is a private event and entry may be refused. Guests must abide by our policies at all times.
To get location details please RSVP. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have RSVPd before the event.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP, just refresh this page and the details will show up right here, like magic!

May 2023 - Poolside Meet and Greet
2023-05-20 11:00 - 14:00 | FL
Join us for an open-to-all poolside meet and greet. This is just a fun and relaxing way to meet likeminded people in an everyday setting. There’s a cash bar, large pool, sunchairs, etc… food and drink are also available for purchase. Come meet some of our hosts and get vetted for future private events.
To get location details please RSVP. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have RSVPd.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Events Location:

You need to RSVP to this event to see the details! Once you RSVP, just refresh this page and the details will show up right here, like magic!

May 2023 - Memorial Day Weekend Party
2023-05-26 20:00 - 2023-05-27 02:00 | FL
Join us each month at our fun and sexy Key West Lifestyle Party. Come dance and socialize with other like minded people in a safe and sexy setting and hopefully make some hot new connections.
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
Come celebrate Memorial Day Weekend with us! We have a new location! RSVP for the details!
You may enter this private party (with your ticket) between 8pm – 10pm. Doors close at 10pm sharp. Party is on until 1am, private for just our group.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one.
Please note: Due to more than one unfortunate incident, our events will now be couples and single females only. Single men are still welcome, but must be sponsored and accompanied by a previously vetted couple. This is a private event and entry may be refused. Guests must abide by our policies at all times.
To get location details please RSVP. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have RSVPd before the event.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP, just refresh this page and the details will show up right here, like magic!

June 2023 - Poolside Meet and Greet
2023-06-02 12:00 - 14:00 | FL

June 2023 - PRIDE Weekend Lifestyle Party
2023-06-09 20:00 - 2023-06-10 02:00 | FL
Join us each month at our fun and sexy Key West Lifestyle Party. Come dance and socialize with other like minded people in a safe and sexy setting and hopefully make some hot new connections. You must follow the instructions and be vetted in order to RSVP to this event.
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
Come celebrate PRIDE Weekend with us! We have a new location! RSVP for the details!
You may enter this private party (with your ticket) between 8pm – 10pm. Doors close at 10pm sharp. Party is on until 1am, private for just our group.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one.
Please note: Due to more than one unfortunate incident, our events will now be couples and single females only. Single men are still welcome, but must be sponsored and accompanied by a previously vetted couple. This is a private event and entry may be refused. Guests must abide by our policies at all times.
To get location details please RSVP. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have RSVPd before the event.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP, just refresh this page and the details will show up right here, like magic!

July 2023 - Poolside Meet and Greet
2023-07-01 11:00 - 14:00 | FL

July 2023 - Saturday Double Dip Party
2023-07-01 21:00 - 22:00 | FL
Join us each month at our fun and sexy Key West Lifestyle Party. Come dance and socialize with other like minded people in a safe and sexy setting and hopefully make some hot new connections. You must follow the instructions and be vetted in order to RSVP to this event.
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
Come celebrate our first Double Dip – An afternoon pool meetup followed by our first Saturday Party! We have a new location! RSVP for the details!
You may enter this private party (with your ticket) between 9pm – 10pm. Doors close at 10pm sharp. Party is on until 1am, private for just our group.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one.
Please note: Due to more than one unfortunate incident, our events will now be couples and single females only. Single men are still welcome, but must be sponsored and accompanied by a previously vetted couple. This is a private event and entry may be refused. Guests must abide by our policies at all times.
To get location details please RSVP. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have RSVPd before the event.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP, just refresh this page and the details will show up right here, like magic!

July 2023 - Sexy Summer Lifestyle Party
2023-07-28 21:00 - 22:00 | FL
Join us each month at our fun and sexy Key West Lifestyle Party. Come dance and socialize with other like minded people in a safe and sexy setting and hopefully make some hot new connections. You must follow the instructions and be vetted in order to RSVP to this event.
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
Come celebrate Sexy Summer with us! We have a new location! RSVP for the details!
You may enter this private party (with your ticket) between 9pm – 10pm. Doors close at 10pm sharp. Party is on until 1am, private for just our group.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one. This is in addition to any event ticket pricing.
Please note: Due to more than one unfortunate incident, our events will now be couples and single females only. Single men are still welcome, but must be sponsored and accompanied by a previously vetted couple. This is a private event and entry may be refused. Guests must abide by our policies at all times.
To get location details please RSVP. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have RSVPd before the event.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP, just refresh this page and the details will show up right here, like magic!

August 2023 - Turn up the HEAT Lifestyle Party
2023-08-25 21:00 - 22:00 | FL
Join us each month at our fun and sexy Key West Lifestyle Party. Come dance and socialize with other like minded people in a safe and sexy setting and hopefully make some hot new connections. You must follow the instructions and be vetted in order to RSVP to this event.
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
Come Turn up the HEAT this August with us! We have a new location! RSVP for the details!
You may enter this private party (with your ticket) between 9pm – 10pm. Doors close at 10pm sharp. Party is on until 1am, private for just our group.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one. This is in addition to any door or entry charges.
Please note: Due to more than one unfortunate incident, our events will now be couples and single females only. Single men are still welcome, but must be sponsored and accompanied by a previously vetted couple. This is a private event and entry may be refused. Guests must abide by our policies at all times.
To get location details please RSVP. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have RSVPd before the event.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP, just refresh this page and the details will show up right here, like magic!

September 2023 - Getting Ready for Fantasy Fest
2023-09-29 21:00 - 22:00 | FL
Join us each month at our fun and sexy Key West Lifestyle Party. Come dance and socialize with other like minded people in a safe and sexy setting and hopefully make some hot new connections. You must follow the instructions and be vetted in order to RSVP to this event.
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
Come Get Ready for Fantasy Fest with us! We have a new location! RSVP for the details!
You may enter this private party (with your ticket) between 9pm – 10pm. Doors close at 10pm sharp. Party is on until 1am, private for just our group.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one. This is in addition to any door / ticket charges.
Please note: This event is open to vetted single males as well. This is a private event and entry may be refused. Guests must abide by our policies at all times.
To get location details please RSVP. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have RSVPd before the event.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP, just refresh this page and the details will show up right here, like magic!

October 2023 - Ladies Night - Open to All Party
2023-10-14 21:00 - 22:00 | FL
Join us for a fun and sexy Key West Lifestyle Ladies Night Party open to all (vetted single guys included!). Come dance and socialize with other like minded people in a safe and sexy setting and hopefully make some hot new connections. You must follow the instructions and be vetted in order to purchase tickets to this event.
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
You may enter this private party (with your ticket) between 9pm – 10pm. Doors close at 10pm sharp. Party is on until 1am, private for just our group.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one. This is in addition to any door / ticket charges.
Please note: This event is open to all, vetted single guys are welcome! This is a private event and entry may be refused. Guests must abide by our policies at all times.
To get location details please purchase a ticket. We intentionally keep the location quiet to ensure some privacy for our group.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike, Anna and this month’s host – Geneveve
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP, just refresh this page and the details will show up right here, like magic!

October 2023 - Fantasy Fest Lifestyle VIP Pass
2023-10-19 21:00 - 2023-10-28 22:00 | FL
Going to be in town for Fantasy Fest and want to have a great lineup of lifestyle events to attend? Pick up our VIP Lifestyle Pass and join us at ALL of our events for the week for one low price, with some fun bonuses too!
Includes:

Friday Welcome Party ($75 value)
TuTu Tuesday Party ($75 value)
Lifestyle Private Clothing Optional Boat Charter ($125 value)
Final Fantasy Friday Party ($75 value)

Plus!

Key West Lifestyle Membership Wristband ($5 value)
Key West Lifestyle T-Shirt ($25 value)
Other VIP Surprise Bonuses at our events ($50 value)

These passes are limited and you must be a vetted couple and follow all of our policies to purchase and attend these events.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.

October 2023 - Fantasy Fest Lifestyle Kickoff Party
2023-10-20 20:00 - 22:00 | FL
Join us each month at our fun and sexy Key West Lifestyle Party. Come dance and socialize with other like minded people in a safe and sexy setting and hopefully make some hot new connections. You must follow the instructions and be vetted in order to purchase tickets to this event.
This event is nearly sold out!
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
Come Fantasy Fest Lifestyle Kickoff Party with us! We have a new location! Details will be provided on your ticket.
You may enter this private party (with your ticket) between 8pm – 10pm. Doors close at 10pm sharp. Party is on until 1am, private for just our group.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one. This is in addition to any ticket or event cost.
In town for the week? Check out our Fantasy Fest Lifestyle VIP PASS with access to ALL of our events for just $249 per person!
Please note: Due to more than one unfortunate incident, our events will now be couples and single females only. Single men are still welcome, but must be sponsored and accompanied by a previously vetted couple. This is a private event and entry may be refused. Guests must abide by our policies at all times.
To get location details you must purchase a ticket. We intentionally keep the location quiet to ensure some privacy for our group. Details will be provided to those who have purchased a ticket before the event.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
Tiered Priced Event
Event tickets increase in price as the event fills up. Buy your tickets early and save!

The first 10 Tickets are only $20 each!
The next 20 Tickets sold are $30 each
The next 30 Tickets sold are $40 each
The next 40 Tickets sold are $50 each
The remaining Tickets sold are $75 each
Any tickets available 24 hours before the event start time are $100 each
Ticket sales end at 7pm on the day of the event.

This Months Location:

You need to purchase a ticket to this event to see the details! Once you’ve completed the purchase, the location will be displayed on the ticket, you can also then refresh this page and the details will show up right here, like magic!

October 2023 - Fantasy Fest TuTu Tuesday
2023-10-24 21:00 - 22:00 | FL
It’s the time of year that you’ve all been waiting for – Fantasy Fest 2023 is here! We have a number of amazing events scheduled for the week and look forward to you joining us for some sexy fun!
You must follow the instructions and be vetted in order to purchase tickets to this event.
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
Come celebrate Fantasy Fest TuTu Tuesday with us! This is a PRIVATE party with the opportunity to play ON PREMISE. Purchase your ticket today for the details!
You may enter this private party (with your ticket) between 9pm – 10pm. Doors close at 10pm sharp. Party is on until 1am, private for just our group.
The theme of this event is TuTu!
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one. This is in addition to any ticket or event cost.
Please note: Due to more than one unfortunate incident, our events will now be couples and single females only. Single men are still welcome, but must be sponsored and accompanied by a previously vetted couple. This is a private event and entry may be refused. Guests must abide by our policies at all times.
Location details are provided on your ticket. We intentionally keep the location quiet to ensure some privacy for our group.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to purchase a ticket to this event to see the details! Once you do, just refresh this page and the details will show up right here, like magic!

October 2023 - Fantasy Fest Lifestyle Boat Party
2023-10-25 13:30 - 18:00 | FL
It’s the time of year that you’ve all been waiting for – Fantasy Fest 2023 is here! We have a number of amazing events scheduled for the week and look forward to you joining us for some sexy fun!
You must follow the instructions and be vetted in order to RSVP to this event.
Come celebrate Fantasy Fest on a BOAT with us! This is a PRIVATE party with the opportunity to play ON PREMISE. RSVP for the details!
Join us on a private sandbar charter, an intimate gathering of just 15 couples, clothing optional and anything goes! We’ll provide some light snacks, waters, sodas and some beer and wine, but that’s not why you’re coming on this boat 🙂
We will be departing promptly at 1:30pm and will return to dock just as the sun sets, allowing you to enjoy the evening activities in town.
Join us on a fun, full day, clothing optional, couples only charter!
The party boat will be limited to 15 select couples, headed out to a beautiful spot to have some fun in the sun. Anything goes on this boat!
With plenty of room, music, sodas, water, mixers all provided this is going to be an awesome day on the water. We’ll provide some limited snacks and libations, but also feel free to BYOB if you’d prefer.
Ticket price includes everything listed as well as all taxes and gratuities for the crew. $250/couple for 5 HOURS on the Key West water.
In town for the week? Check out our Fantasy Fest Lifestyle VIP PASS with access to ALL of our events for just $249 per person!
Crew have also signed our privacy agreement and are trusted lifestyle and lifestyle friendly, adults.
TWO TICKETS REQUIRED. VETTED COUPLES ONLY. Those who we have not met in person before the event, or invited personally, will not be admitted and no refund will be given. If you’re not sure, or to request confirmation, email hosts@keywestls.com
Please note: This event is couples only. This is a private event and entry may be refused. Guests must abide by our policies at all times.
Details will be provided to those who have purchased a ticket.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.

October 2023 - Fantasy Fest Final Fantasy Lifestyle Party
2023-10-27 21:00 - 22:00 | FL
THIS EVENT IS SOLD OUT
Come celebrate Fantasy Fest Final Fantasy Lifestyle Pool Party with us! This is a PRIVATE party clothing optional, with a pool and the opportunity to play ON PREMISE. Buy your ticket for the details!
You must follow the instructions and be vetted in order to purchase tickets to this event.
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
You may enter this private party (with your ticket) between 9pm – 10pm. Doors close at 10pm sharp. Party is on until 1am, private for just our group.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one. This is in addition to any ticket or event cost.
Please note: Due to more than one unfortunate incident, our events will now be couples and single females only. This is a private event, at a private location and entry may be refused. Guests must abide by our policies at all times.
To get location details you must purchase a ticket. We intentionally keep the location quiet to ensure some privacy for our group.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to purchase a ticket to this event to see the details! Once you purchase your ticket, just refresh this page and the details will show up right here, like magic!

November 2023 - Veterans Day Weekend Lifestyle Party
2023-11-10 21:00 - 22:00 | FL
Unfortunately this event has been cancelled. We’ll see you for New Years Eve Eve!
Join us each month at our fun and sexy Key West Lifestyle Party. Come dance and socialize with other like minded people in a safe and sexy setting and hopefully make some hot new connections. You must follow the instructions and be vetted in order to purchase ticket to this event.
We meet at a private location, centrally located in Old Town, just off of world famous Duval Street.
Come Celebrate Veterans Day Weekend with us! We have a new location! Purchase your ticket for the details!
You may enter this private party (with your ticket) between 9pm – 10pm. Doors close at 10pm sharp. Party is on until 1am.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one. This is in addition to any ticket or event costs.
Please note: Due to more than one unfortunate incident, our events will now be couples and single females only. Single men are still welcome, but must be sponsored and accompanied by a previously vetted couple. This is a private event and entry may be refused. Guests must abide by our policies at all times.
To get location details please purchase a ticket. We intentionally keep the location quiet to ensure some privacy for our group.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to purchase a ticket to this event to see the details! Once you do, just refresh this page and the details will show up right here, like magic!

December 2023 - New Years Weekend Lifestyle Party
2023-12-30 13:00 - 17:00 | FL
IMPORTANT UPDATE!
The pool heater died at the party house, and a cold pool does not make for a great pool party. So we’re pivoting. (If you’ve paid already for this party you will be refunded).
Instead we’re going to host a meet and greet at a new bar location (not yet open to the public) with great drink deals and a private bartender. 1-3pm come meet other lifestyle friends and make some connections that might lead you to your own fun afterwards!
You must follow the instructions and be vetted in order to get the details to this event.
You must be a member of our private group (this website) and have an orange wristband for entry. If you do not have one, you can purchase one at the door for $5 cash. If you forget yours you will need to buy a new one. This wristband will not only get you discount drinks, but will also help you identify others in town (and at the event) that are also members of our lifestyle community.
If you have any questions, please feel free to reach out ahead of time. We look forward to seeing you and making your visit to Key West even more memorable. Tim, Amy, Mike and Anna.
This Months Location:

You need to RSVP to this event to see the details! Once you RSVP, just refresh this page and the details will show up right here, like magic!
