My Key West Portal is the Social Calendar for the Florida Keys and Key West

35th ANNUAL HEADDRESS BALL
2017-10-26 18:30 - 22:00 UTC | Key West Amphitheater, 35 E Quay Rd, Key West, FL, 33040, United States
The Key West Business Guild presents the 35th Annual Headdress Ball, the premier gay and lesbian event of the Fantasy Fest celebration, which proudly opens the brand new Key West Amphitheater at the Truman Waterfront Park. Come experience your favorite Fantasy Fest event in a new waterside setting and help Key West celebrate a beautiful expanded park system. Mayor Craig Cates will dedicate the facility and Howard Livingston will perform a special song he wrote for the occasion. Tom Luna returns as the outrageous EmCee, and Rudegirl will again do the sound. Randy Roberts opens the show and is joined by the best of Key West's local talent throughout the contest. Over twenty five contestants will parade their Headdress creations on the amphitheater stage to vie for the $3,000 first prize. Show starts at 8:00 PM, with the gates opening at 6:30 PM. The Guild has retained its traditional four top table seating and expanded General Admission area with last year’s pricing. Bar service by the Aqua Night Club and SideBar. This event always sells out so book your tickets early! Rain date Friday, October 27. Tickets are available at keystix.com.

BRICK HOUSE FUNK PARTY
2017-10-26 18:00 - 22:00 | The Custom House, 281 Front Street, Key West, FL, 33040, United States
Shake it down, shake it down now...welcome to funky town...the grooviest street party of the week! With way cool go go girls, far out light shows and a dynomite dance off, this brick house will be rockin’ off the hook. Connect with the foxy mamas and cool cats getting down and boogying with jivin’ DJs EBG lll, RA & MFG in the house. It’s gonna be wicked...be there or be square...can ya dig it? 6pm-10pm 281 Front Street 305-295-6616

The Smallest Parade In The Universe
2017-10-26 17:00 - 21:00 | The Waterfront Brewery, 201 William Street, Key West, FL, 33040, United States
A dazzling event from 5-9 p.m., at the corner of Caroline and William streets, at Key West Waterfront Brewery. Artists, craftsmen, model makers and creative types are encouraged to participate, making floats no larger than 18 inches! Proceeds benefit the MARC house. Up to $2,000 in prizes.

Robert the Doll Returns to Islamorada
2017-10-26 17:00 - 20:00 | Keys History and Discovery Center, 82100 Overseas Hwy, Islamorada, FL, 33036, United States
Haunted History: Robert the Doll Returns to Islamorada, at Keys History & Discovery Center
Doors open at 5pm, with lecture starting at 6pm. Cost is $25 for non-museum members, which includes museum admission, light appetizers and cash bar. Free for museum members. All lectures are at Keys History & Discovery Center, 82100 Overseas Highway, MM 82 in Islamorada, on the property of the Islander Resort, a Guy Harvey Outpost. Reservations are recommended and can be made by calling 305-922-2237 or e-mailing info@keysdiscovery.com.
Contact: 305-922-2237
Email: info@keysdiscovery.com

DANTE'S 11TH ANNUAL HALOS & HORNS POOL PARTY
2017-10-26 12:00 - 18:00 | Dante's, 951 Caroline St, Key West, FL, 33040, United States
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.

DUNGEON of DARK SECRETS
2017-10-25 22:00 - 23:30
Purchase your advanced tickets online at KeysTix.com keystix.com. Tickets will also be available the day of the event at the door. VIP Tickets are guaranteed to sell out so please order them soon. For more information please contact Brad (305) 203-3461.

SWING N' FREAK FEST
2017-10-25 22:00 - 23:30 | Bare Assets, 1029 Truman Ave, Key West, FL, 33040, United States
Come meet, greet, swing and freak at the one and only Bare Assets adult night club. Bare Assets is the premier gentlemen’s club of Key West and your original risque party venue. Couples are encouraged, singles are more than welcome. Get ready to fulfill all your erotic desires with 30 of our very beautiful Bare Assets ladies. Come play in our X-rated playground for a chance to win $1,000.00 cash prize. Join us as we host our famous stripper lesbian Olympics, an exotic pole dancing contest and much more. Limited VIP and table seating available. Get your tickets today at keystix.com. If you have any questions email assetsbare@aol.com. Swinging when sharing is both caring and daring! Bare Assets, 1029 Truman Ave., 10 PM.

ABC PARTY
2017-10-25 22:00 - 23:30 | Senor Frogs, 221 Duval st, Key West, FL, 33040, United States
Hot adult film star Zuma the Puerto Rican Goddess, and many more celebrity models invite you to enter the ABC (Anything But Clothes) Party. Enter the ABC costume contest and win $700 in cash and prizes. It's the most outrageous and creative contest on the planet! Join the adventurous and risqué for the party of a lifetime in a club setting located in the heart of world famous Duval Street featuring live guest DJs. Limited tickets are available to the public for this private star-studded red carpet celebrity extravaganza. Purchase tickets at keystix.com or call (305)304-1188. 221 Duval St, 10PM.

LUV2GLOW
2017-10-25 21:00 - 23:30 | Mary Ellen's, Applerouth Lane, Key West, FL, 33040, United States
LUV 2 GLOW! Fantasy Fests Best and Longest Running Glow In The Dark Dance Party. 6 Years Running! House/Tech House & Techno feat. DJS JEVNE, ATNARKO, TOP JIMMY & HERB JAVIER • 21+ • $5 • 9PM - 4AM • New GlowinG VENUE - MARY ELLEN’S BAR • 420 APPLEROUTH LN

FOGARTY'S RED PARTY
2017-10-25 21:00 - 23:30 | Fogarty's, 227 Duval St, Key West, FL, 33040, United States
Prepare to see RED! RED decorations, RED lights and RED beach balls. As long as it's RED any costume will do! The DJ will keep you dancing, so you won't want to miss this often imitated but never duplicated party with the zany, off-beat COSTUME CONTEST. Why wait in line?! Pre-purchase tickets at Fogarty's. 227 Duval St. 305-294-7525. 9 PM; $.

TEAM LINGERIE PILLOW FIGHT
2017-10-25 21:00 - 23:30 | Cowboy Bill's Bar, 618 Duval St, Key West, FL, 33040, United States
A first time event for Cowboy Bill's. 10 teams of 2 women will do their best to show you a very sexy pillow fight while 3 lucky judges score their performance. $1000.00 in cash prizes - 1st - $700.00; 2nd - $200.00; 3rd - $100.00 618 Duval Street 305-440-2605

LUCY'S BLUE PARTY
2017-10-25 20:00 - 23:30 | Lucy's Retired Surfers Bar, 221 Duval St, Key West, FL, 33040, United States
Come and dance under the sea at Lucy’s Retired Surfers Bar’s BLUE PARTY! Key West’s newest bar and restaurant is going all out for a night of marine-themed fun featuring live music from Patrick and the Swayzees and then a late night DJ and a body painter! Sip on signature cocktails like Da Killer Whale and keep the party rockin’ with late night eats. Wonderful prizes will be raffled off to benefit Reef Relief. The party starts at 8 PM @ 320 Grinnell Street – wear your best BLUE inspired costume for a chance to win some great prizes! 305-922-2616

SMOKIN TUNA HOMEMADE BIKINI CONTEST
2017-10-25 20:00 - 22:00 | The Smokin' Tuna, 4 Charles Street, Key West, FL, 33040, United States
The Smokin’ Tuna Saloon is proud to present the 25th Anniversary of the Original Key West Homemade Bikini Contest. Over $5,000 in cash & prizes. Creativity and attention to detail are the key elements to winning the 1st prize of $2000, Additional cash prizes for 2nd & 3rd place along with prizes totaling over $5,000. Join the Backstage VIP section with an open bar, light food and a contestant meet & greet. Hosted by the World Famous MC Mr. Bill Hoebee and his celebrity judges. For contest entry information contact the Smokin’ Tuna Saloon @ 305.517.6350. 4 Charles Street. Contest participation is $10. Doors open at 7 PM, Event Starts @ 8pm. Free General Admission; Limited Backstage VIP Tickets available atsmokintunasaloon.ticketleap.com or 305.517.635.

Wharfstock
2017-10-25 19:00 - 23:30 | The Schooner Warf Bar, 202 William St, Key West, FL, 33040, United States
Fall under the spell of Peace and Love Woodstock style. It’s tie-dye, flower power, and psychedelic colors hoo-doo style this year at the Schooner Wharf Bar. The Party starts at 7 PM. Cast your votes for the sexiest Hippie Chick & Grooviest Dude at 8:30 PM. For the adventurous, the Body Painting Contest will mesmerize at 10 PM. Bring a friend to paint or be painted; paints and brushes provided with awards to follow! Enjoy live music by the Hippie Band, cold drinks and great galley fare. Emceed by Magic Frank Everhart. Winners will receive cash prizes and gift certificates. 202 William St.; 305-292-3302; 7 PM; judging at 8:30 & 10 PM; No cover charge or entry fee.

the History of SEX!
2017-10-25 19:00 - 21:00 | Tropic Cinema, 416 Eaton Street, Key West, FL, 33040, United States
The History of Sex – as presented by Psychologist, Sexologist and Sex Therapist Dr. Pamela Stephenson Connolly – is an illuminating journey through centuries of human eroticism. Key West is not the only society that openly and ritually celebrates sexual fun and fantasy – as exuberantly expressed in parades and parties during its annual Fantasy Fest. Different civilizations at different times in history have developed unique sexual rituals, beliefs, and more that in turn have influenced the personal eroticism of its citizens. Dr. Connolly will reveal fascinating facts about our ancestors’ sexual styles, behaviors and beliefs. For adults over 21 only, this thoroughly exciting lecture promotes a fun, utterly frank and positive view of sex – and sheds light on some of the seemingly quirkiest aspects of human sexuality. But there is also an important message: In gaining insights and an educated perspective into the roles of religion, families, beliefs and mythologies regarding the way sexuality has been viewed and experienced through the ages, one can better understand ones own sexual mysteries. Tropic Cinema, 416 Eaton St. 877-761-3456. 5:30- 7 PM. For tickets go to eventbrite.com.

The Pet Masquerade
2017-10-25 17:30 - 20:00 | Casa Marina, 1500 Reynolds St, Key West, FL, 33040, United States
You will see a magic carousel of frisky pets and playful owners, all delightfully disguised, stroll, dance and even skateboard across a stage in a fun frolic for fame and fortune! Think you and your furry, feathered or slithery friend have the perfect outfit? 4 categories to enter-$25 each entry; benefits the Lower Keys Friends of Animals; Registration begins at 4 PM; Show starts at 5:30 PM; FREE to watch; VIP seating is available on the beach of the Casa Marina, A Waldorf Astoria Resort, 1500 Reynolds St. $25 VIP tickets are available at keystix.com For more information, visit our Facebook Page or email petmasquerade@hotmail.com.

CHERAOKE
2017-10-25 17:00 - 20:00 | The Gates Hotel, 3824 N Roosevelt Blvd, Key West, FL, 33040, United States
Come celebrate the incomparable queen of basically everything, CHER, from 5-8pm! Come dressed as your favorite Cher from any of her famous decades. We'll have Cheraoke (Yes...Cher Karaoke hosted by Randy Roberts!). Themed cocktails, Cher trivia and a Cher look-alike contest (with PRIZES). Don't miss it! Rum Row at The Gates Hotel, 3824 N. Roosevelt Blvd. 305-320-0930. Free

ROCK AND ROLL REVITALIZING 1960’S POOL PARTY
2017-10-25 13:00 - 16:00 | The Marker Waterfront Resort, 200 William St, Key West, FL, 33040, United States
Let us take you back to a groovy time full of Tom Collins, Pink Squirrels and Greyhounds; when the bikini became every woman’s new purchase, mini-skirts crept into closets and good ol’ Rock and Roll was heard from every radio station and record player in the United States. Dress in your favorite vintage swimsuit, psychedelic patterns and platform shoes and join us at the Marker Waterfront Resort for The Sixties Pool Party. Boogie down to live music your old man might not approve of, sip on a few of our nifty drink specials and have a guaranteed far out time. Do you dig? Featuring Patrick and the Swayzees Live Poolside! The Marker Waterfront Resort, 200 William Street. 305-501-5193. 1-4 PM.

TUTU TUESDAY #9 PROM
2017-10-24 19:00 - 23:30 | The Waterfront Brewery, 201 William Street, Key West, FL, 33040, United States
For the 9th Annual TUTU Party - we will be celebrating the glory of the TuTu and all of its wonderment! Doors open at 7PM for PROM, $20 Wristband Admission; Waterfront Brewery 201 William St. 305-440-2270

Cocktails for Animal Tails
2017-10-24 19:00 - 22:00 | Rick's & Dirty Harry's, 202 Duval st, Key West, FL, 33040, United States
LOCATION: Rick's Complex, 202 Duval St.
305-296-5513 TIME: 7-10 p.m.
ADMISSION: $35; keystix.com
Come to an “All You Can Drink” Animal Party to benefit the Florida Keys SPCA. Each bar has been transformed into a different Animal Kingdom around the world where you can enjoy an All You Can Drink experience of the entire Rick’s Complex. Wear your best animal ears & tails, warm up your tutus and get ready to party like an animal! Join in the costume contest to win great prizes! Proceeds will benefit the animals of the Florida Keys SPCA. Pre-sale tickets are available at fkspca.org. (click on Donate then Cocktails Tickets) or at 5230 College Rd. 305-296-5513.

OFFICIAL FLORIDA KEYS COUNCIL OF THE ARTS FANTASY FEST POSTER SIGNING PARTY
2017-10-24 17:00 - 21:00 | WineO, 430 Duval St, Key West, FL, 3304, United States
Meet-n-greet with the 2017 award-winning poster artist. Get up close and personal while having a lively libation or two. WineO will have wine by the glass specials all night long. WineO located at La Concha Hotel & Spa, 430 Duval St. 305-296-2991. 5 PM; posters for sale.

Beach Bash
2017-10-24 14:00 - 17:00 | Southernmost Beach Cafe, 1405 Duval St, Key West, FL, 33040, United States
Beach Bash: Blast from the Past on South Beach located at the Southernmost Beach Cafe, 1405 Duval Street. Join Patrick and the Swazyees in taking you back to the time of surfing, sun-bathing, and beach blanket bingo. Put on your favorite beach attire, sport your boldest bikini, or don your newest tie-dye. Grab your flip flops and head out to the beach to twist again, like you may have done last summer. Drink and food specials all afternoon along with beach activities, and, of course, good old fashion fun! From 2 PM- 5 PM.

SOUTHERNMOST FANTASY FEST LUAU
2017-10-23 18:30 - 21:00 | Southernmost Beach Cafe, 1405 Duval St, Key West, FL, 33040, United States
REFUEL with us at the Southernmost Luau after you conquer the SUPER, EVIL, AWESOME, Heroes and Villains Run/Walk 5K. Enjoy a Key West style pig roast with your toes in the sand and a drink in your hand. Southernmost Beach Resort, 1405 Duval St.; 6:30 PM; $35 includes one drink per person. Buffet includes Roast Cuban Pork, Picadillo, Frijoles Negros, Soffritto Rice, Yuca Fries, Tostones and Dessert. Tickets are available at keystix.com

HEROES AND VILLAINS RUN/WALK 5K
2017-10-23 18:00 - 20:00 | Southernmost Beach Cafe, 1405 Duval St, Key West, FL, 33040, United States
Be super, be evil, be AWESOME and get your run on! Dress up as your favorite Superhero or Super Villain and run, walk, or fly to the finish line. The first 400 to register get a puzzle piece finisher medal with the famous 90 Miles To Cuba buoy! Only offered this year. Race starts and finishes near the beach at the Southernmost Beach Resort, and runs through historic Old Town Key West. Free beer and snacks after the race. Be part of the Fantasy Fest FUN! For registration information: Theme Runs.com

The Zombie Bike Ride
2017-10-22 14:00 - 22:00 | Fort East Mortello, 3501 S. Roosevelt Blvd, Key West, FL, 33040, United States
Born from the collective minds of We-Cycle the Zombie bike ride is now a beloved Fantasy Fest tradition.

2pm Fort East Martello

Zombieland opens at the historic and haunted Fort East Martello (3501 S. Roosevelt Blvd.)
If you haven’t yet registered for the ride, you CAN register at the Fort.
T-shirts and merch are available at the Entry to the Fairgrounds

2-6pm Kid's Zone & Body Painting

There will be a Kid's Zone area inside the fort for children of ages toddler-junior high with bounce houses and a few other kid-friendly activities for a small entry fee!
NOTE: The Kid's Zone will be relocated from the citadel, to the main field to keep kids in the mix! Parental supervision is necessary for all children under age 6
Body Painting is officially open at 2pm, First come First Served - you can make appointments directly with the artists.

2-6pm DJ, Live Mural Painting, MC, Bar & Food Vendors

Featuring live mural paintings from 8 local artists, full bar and Shipyard Beers, food and beverage vendors and more! Check out the funky and fearless sounds from MG Bell, hosted by none other than QMitch Jones! Raffle prizes and Zombie giveaways!

6:00 pm Zombie Bike Ride Starts - Leaving towards Downtown Key West

Zombie bike ride begins, using all four lanes of South Roosevelt to travel west toward Atlantic Blvd. and onwards to Duval Street.

7:00 pm ZombieFest! Downtown Key West Duval & Greene Streets
Zombie Party on the 100, 200 and 300 blocks of Duval Street! Official Parties @ Sloppy Joes, Amigo's, The Green Parrot and Bagatelle. Huge end of the Ride Party at Duval & Greene Street with multiple DJ's playing into the Streets.

Parade Watching Along South Roosevelt

Prefer to watch rather than ride? Join hundreds of onlookers all along the Beach @ South Roosevelt.

Fantasy Fest Royal Coronation
2017-10-20 18:00 - 22:00 | Casa Marina, 1500 Reynolds St, Key West, FL, 33040, United States
ROYAL CORONATION Presented by the Casa Marina, A Waldorf Astoria Resort
It’s one final caucus with the candidates for King & Queen of Fantasy Fest! This fabulous 2-hour stage show includes entertainment by local celebrities and the candidates themselves, hosted by J.B. McLendon! General admission is a suggested $10 donation at the door; VIP reserved tickets for $75 include a 3-course plated dinner (with a cash bar). For tickets go to ahi.ticketleap.com. or call 305-296-6196. This is a benefit for AIDS Help, Inc. Casa Marina, A Waldorf Astoria Resort, 1500 Reynolds St.; 6 - 10 PM.

36th Annual Goombay Fest 2017
2017-10-20 12:00 - 2017-10-21 23:59
This exuberant street party showcases island arts and crafts, music and food in the heart of Key West’s historic Bahama Village neighborhood. The festival’s main entertainment stage is located at the corner of Petronia and Fort streets on Truman Annex, and features nonstop musical entertainment ranging from gospel to reggae. This family friendly street party continues on Saturday! Noon to midnight; FREE

Fifth Annual Humphrey Bogart Film Festival
2017-10-18 - 2017-10-22 | Tavernier Cinema, 91298 Overseas Hwy, Tavernier, FL, 33070, United States
The Humphrey Bogart Film Festival is to screen a rotating selection of Bogie classics and a group of movies celebrating the life and films of the man the American Film Institute named “America’s greatest male screen legend.” The festival, hosted by the screen legend’s son, Stephen Bogart, is the only event of its kind, and is backed by the Bogart Estate. The 2017 theme is scheduled to celebrate the 75th anniversary of ‘Casablanca.’

There are only two event locations this year. Those locations are Tavernier Cinemas and the Playa Largo hotel. All movies are screened at Tavernier Cinemas. The ONLY exceptions are the three outdoor screenings and the Saturday night screening of Casablanca. Those four screenings take place at the Playa Largo hotel. All special events (presentations, discussions, cocktail parties, contests, brunch, dinner, outdoor screenings) take place at the Playa Largo hotel. Each cocktail party will feature our complimentary Bogart's gin and vodka.

Key West Toastmasters Club Meeting
2017-08-08 12:00 - 13:00 | Keys Federal Credit Union, 3022 N. Roosevelt (Key Plaza), Key West, 33040, United States
Toastmasters is an internationally recognized organization, specializing in communication and leadership developement.
Meetings are the second and fourth Tuesday of each month and start on time at 12pm. Meetings are open for anyone who wishes to improve their leadership and communications skills.
Toastmasters Mission statement:
"We empower individuals to become more effective communicators and leaders."

Sixth Annual Standup Paddle Invitational 2017
2017-10-13 16:00 - 19:00 | Higgs Beach, Key West, FL, 33040, United States
Inclusive paddle event for Special Olympics athletes and Stand Up Paddlers nationwide! Family fun for the weekend in beautiful Key West — everyone is invited!
The 2017 SUP Invitational will include a weekend of family fun in Key West, including activities for paddlers and non-paddlers of all ability levels. Proceeds from all events will benefit Special Olympics Florida – Monroe County. More than 100 Special Olympics athletes, coaches, families, and fans are expected to take part in this must-attend event.

Friday October 13, 2017- Athletes Reception at Lucy’s Retired Surfer Bar and Restaurant on Grinnell Street in Old Town Key West.

4 pm- 7 pm– Check In/Packet Pick Up Open- Get registered to race, purchase dinner and raffle tickets, meet our awesome Special Olympics atheltes, Taco Bar Buffet available.
Special Olympics teams can Jump on a Historic Tours of America Trolley for a tour of Old Key West and MORE! Pick up and drop off locations and times to be announced.

Saturday October 14 , 2017- Higgs Beach,

1pm- 3 pm- #ChooseToInclude Unified Relay Races
Teams of 3, made up of two Special Olympics paddlers and one traditional paddler. Race registration of $25 includes a T-shirt and instructional clinic about Unified Sports in Special Olympics. Each registered typical paddler will have the opportunity to meet and pair up with Special Olympics paddlers during the clinic.
3 pm- Check In Opens- take time to check out the race course, play some volleyball or beach games with Special Olympics athletes.
3 pm- 4:00 pm-Special Olympics Coaches Meeting/Training-Mandatory for all coaches attending the Special Olympics races and open to all other Special Olympics Coaches who wish to learn more. This will be a round table discussion and race overview with Sue Cooper, our race director.
4:30 pm- Traditional Special Olympics Opening Ceremonies (Note- depending on weather, this may be moved closer to time of Sunset- TBD)
5:30 pm- 7:00 pm Preferred Properties Beachside Luau and dance celebration with DJ and music provided by Historic Tours of America (our FUN Sponsor)

Sunday October 15, 2017 – Race Day- Higgs Beach

7:00 am– Check in
7:30 am– Special Olympics Coaches and Volunteer Meetings
8:00 am– Special Olympics Races Start- Level 2, 3 and 4
11:30 am – Open Race 2 mile paddle with a beach obstacle course, Level 1 Special Olympics Paddlers included, hosted by Lazy Dog Paddle Shack,
Raffle tickets for some awesome prizes will be sold all weekend! Be sure to get your tickets.
Keep updated on our Facebook Page or join the Facebook event.
Awards will be given after each event during a traditional Special Olympics ceremony.
Volunteers are needed for the entire weekend! You can race and volunteer! Volunteers receive a free T-shirt and lunch on Sunday Oct. 15.
