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Daily Diversions (Throughout Festival) 10 a.m.-4 a.m. “Indecent Exposure.” Revelers can party like Adam and Eve at the Garden of Eden clothing-optional rooftop bar above the Bull & Whistle, 224 Duval St. Body painting available. Cover charge.
Any time Fantasy Cyber Souvenirs. Visit the Fantasy Fest Store on-line at fantasyfest.net for festival memorabilia. Official posters, T-shirts and limited-edition medallions.
Friday, Oct. 17 Noon-midnight - Goombay Celebration in Bahama Village. A lively street carnival with Caribbean sights, tastes and sounds, arts and crafts, food vendors and entertainment. Off Duval and Petronia streets. Free admission.
6-10 p.m.- Royal Coronation Ball. Entertainment and pageantry accompany the coronation of the King and Queen of Fantasy Fest 2008. La Te Da, 1125 Duval St. $5 “buys” general admission and votes. All proceeds benefit AIDS Help Inc. Call (305) 296-6706.
Saturday, Oct. 18 Noon-midnight - Goombay Celebration in Bahama Village. A lively street carnival with Caribbean sights, tastes and sounds, arts and crafts, food vendors and entertainment. Off Duval and Petronia streets. Free admission.
Sunday, Oct. 19 4 p.m. - Mel Fisher Maritime Museum’s Hot Wench & Wicked Pirate Tea Dance. Dancing and revelry in the museum’s courtyard, with costume competitions for best pirate, wench, pirate couple and Queen Anne’s Revenge (best drag wench). 200 Greene St. Free admission. Call (305) 294-2633, ext. 13.
Monday, Oct. 20 9 p.m. - Dungeons & Dragons. A leather fetish party — not for the timid or shy. 801 Bourbon Bar, 801 Duval St. at Petronia. Cover charge. Call (305) 293-9800.
Tuesday, Oct. 21 All day - Reddy Ice Fantasy Facade Competition. Festively decorated homes and businesses throughout Key West compete for “cold cash.” To enter, call (305) 296-5334.
5 p.m.- Official Fantasy Fest Poster Signing Party. Meet award-winning artist Rick Worth, creator of the 2008 festival poster. Posters for sale. Crowne Plaza La Concha Hotel, 430 Duval St. Free admission. Call (305) 296-2991.
5-8 p.m. - Booty Party. Join “The Getaway Girl” author Casey Wohl at the official release of her book “Girls Getaway Guide to Key West,” co-hosted by the Key West Art Bar as a fundraiser for Womankind. Highlights include a benefit bachelor auction. Key West Art Bar, 901 Caroline St. Admission is a $10 donation. Call (305) 296-0424.
8 p.m. - Finnegan’s Wake Green Party. The ultimate Irish party is to include live music, an edamame eating contest and a benefit sale of greenwear. 320 Grinnell St. No cover charge for guests wearing green. Visit keywestirish.com.
8 p.m.-1 a.m. - Big ‘Uns Pirate Wenches in Paradise Contest. Wenches are to compete for $1,000 in booty for the sexiest attire. Big ‘Uns, 218 Duval St. $10 admission. Call (305) 292-0486.
8 p.m. - “The Raucous Caucus” Headdress Ball. An outrageous extravaganza presented by the Key West Business Guild. Judges are to “elect” the best headdress entries and award cash prizes during this evening of lavish live entertainment. Southernmost Hotel, 1319 Duval St. Open seating (rear) $40 per person, $320 for a reserved VIP table seating four and $270 for reserved table seating four. Tickets available at keystix.com.
9 p.m. - Party in Plaid. Explore your fantasies in plaid attire — whether naughty or nice. Live music, good friends, libation specials. Captain Tony’s Saloon, 428 Greene St. Free admission. Visit capttonyssaloon.com.
Wednesday, Oct. 22 5:30 p.m. - WKEY Pet Masquerade and Parade. Playful pets and outrageous owners compete in a costume competition for furred and feathered “party animals.” Casa Marina Resort, 1500 Reynolds St. Registration begins at 4:30 p.m. Free to watch; $25 to enter benefits Lower Keys Friends of Animals. Call (305) 296-7511.
8 p.m. - Celebrity Look-Alike Contest. Celebrity pretenders vie for cash and prizes. Crowne Plaza La Concha Hotel. Free to watch; free to enter. Call (305) 296-2991.
8-10 p.m. - Leather and Lace. Club Zu presents a sexy, sensual evening gathering. Wear the appropriate attire and drink free. 422 Appelrouth Lane. Visit clubzu.com.
9 p.m. - Red Night Party. Live DJ, costume contests and door prizes. Fogarty’s and Flying Monkeys, 227 Duval St. Cost TBA. Call (305) 294-7525.
9 p.m. - Cheeseburger’s Wild and Kinky Luau. A night of feasting and fun for pineapple papas and mango mamas, with attractions including mai tais, limbo rock and a pig roast. Prizes for best “Big Kahuna” costume and most inventive hula dance. 217 Duval St. Cost TBA. Call (305) 296-9466.
10 p.m. - Homemade Bikini Contest and Beach Party. Presented by Hog’s Breath Saloon, this renowned party and contest is in its 21st year of offering cash prizes for best bikinis. Hog’s Breath, 400 Front St. Admission $20 at the door; $20 contest entry fee. Benefits MARC. Contest details at hogsbreath.com.
Thursday, Oct. 23 1-6 p.m. - Dante’s Halos & Horns Pool Party and Wet T-Shirt Contest. This wet and wild pool party features angels and devils, free body painting, live music, giveaways, food and drink specials, surprises and big prizes. Dante’s Restaurant & Raw Bar, 951 Caroline St. Call (305) 293-5123.
6-10 p.m. - Galerie duVal’s “Dream Team of the Art World.”. Watch fine artists, including world-renowned relief sculptor Bill Mack, perform their magic. Galerie duVal, 534 Duval St. Free. Call (305) 294-7270.
8 p.m. - Pretenders in Paradise “The Pandemonium Party” Costume Competition. This legendary Fantasy Fest highlight celebrates creative and performing energies. $10,000 total cash prizes for amateur, professional and group costume entries. On the beach at Pier House Resort and Caribbean Spa, 1 Duval St. Contest entry fee $10 individual or $20 group of four or more. General admission tickets $30 per person, available in advance at the Pier House Chart Room Bar and Beach Bar & Grille or at the door. For contest registration info, visit the Pretenders in Paradise section at fantasyfest.net.
9:30 p.m. - Sloppy Joe’s Bar 25th Annual Toga Party. Cash prizes for top togas — ideally, expressing the Fantasy Fest theme of “Pirates, Pundits and Political Party Animals — at this legendary watering hole. Contest registration begins at 8 p.m. Sloppy Joe’s Bar, 201 Duval St. Cover charge; free to enter contest. Visit sloppyjoes.com.
10 p.m. - Monsters’ Ball. Mermaids, sea serpents and other unusual creatures of the deep appear at this bizarre ball and annual costume party. Green Parrot Bar, 601 Whitehead St. Free admission. Visit greenparrot.com.
10 p.m. - Pajama and Lingerie Party. Less is more at this soiree featuring playboy model Kristy Morgan, guest DJs and cash prizes in Hugh Hefner and Marilyn Monroe look-alike contests. Mangoes, 700 Duval St. VIP tickets $50 per person; general admission tickets $25; available at keystix.com. Call (305) 304-1188.
10 p.m. - Cowboy Bill’s Git-R-Wet T-Shirt Contest. Contestants tease in creative wet tees. Attractions include cash prizes and a live DJ. Cowboy Bill’s, 610-1/2 Duval St. Cover charge; VIP seating available. Visit cowboybillskw.com.
Friday, Oct. 24 Noon-10 p.m. - Fantasy Fest Street Fair. Arts and crafts, food and beverage vendors and costumed frivolity turn Duval Street into a mile-long entertainment extravaganza. Free. Visit fantasyfest.net.
1 p.m. - 801 Bourbon Bar Tea Dance. Dancers, live DJ, drag queens, cool drinks and celebrities are the attractions at this tea in the street party. 801 Duval St. Free admission. Call (305) 293-9800.
4-6 p.m. - “Presidents, Politicians and Public Affairs” Costume Contest. Party and costume prizes accompanying the lively Masquerade March. Theme-oriented costumes are encouraged. Southernmost Hotel. Free to enter and to watch. Visit southernmostresorts.com.
5 p.m. - Fairvilla Megastore Masquerade March. Costumed celebrants cavort through the Old Town streets, starting at the Key West Cemetery (Frances Street entrance), with music and noisemakers. Thirst quenchers provided at selected guesthouses. Spectators can join the march anywhere along its two routes. Free. Visit the Masquerade March section at fantasyfest.net.
6-10 p.m. - Wyland Galleries’ “Fantasy of Art” Extravaganza. Discover new artistic fantasies by America’s leading masters of ocean, surrealistic and dreamscape art. Celebrate Fantasy Fest’s exuberant creative spirit at Wyland’s 623 Duval St. and 102 Duval St. galleries. Free. Visit wylandkeywest.com.
Sunset - “Living Art” Air Brush Expo. Airbrush artists use the human form as a canvas and vie for prizes. Live entertainment. Painting and partying begin at sunset; judging begins at 9 p.m. Sunset Pier at Ocean Key Resort & Spa, Zero Duval St. General admission $10; tickets available at keystix.com. Call (305) 295-7045.
9 p.m. - Rum Barrel’s Pirate Bash. Dress and drink like a pirate with help from Key West’s resident pirate experts. Cash prizes for best pirate and wench costumes, live music from a rooftop stage and much more. Rum Barrel Restaurant & Bar, 528 Front St. Cover charge. Visit rumbarrel.com.
10 p.m.- Pimp and Ho Party. Exotic dance party featuring Mr. Pimp and Ms. Ho Costume Contest. Special guest star Ron Jeremy and guest DJs live. Cost ranges from $35 per person general admission to $130 per person for VIP table seating; purchase advance tickets at keystix.com, Red Fish Blue Fish, 407 Front St. Call (305) 304-1188.
10 p.m. - 70s Kiss Party. Relive the 70s in funky costumes as Kiss Army performs in make-up live onstage. Gene Simmons and Cher look-alike contests, guest DJs and other attractions. Cost ranges from $25 per person general admission to $100 per person for VIP table seating; purchase advance tickets at keystix.com. Mangoes, 700 Duval St. Call (305) 304-1188.
Saturday, Oct. 25 Noon-10:30 p.m. - Duval Street Promenade. Sassy live entertainment, delicious food and spirited libations tempt fest fanciers along historic Duval Street. Free admission.
Noon - Bourbon Street Pub Tea Dance. Beads, boys, booze, live entertainment and a taste of New Orleans decadence at this street dance party on Duval. Bourbon Street Pub, 724 Duval St. Free admission.
3 p.m. - Epidermal Arts and Torso Tapestries Contest. Art lovers are invited to view or participate in this culture-rich search for the best-illustrated men and women of Fantasy Fest. Green Parrot Bar. Free admission. Visit greenparrot.com.
7 p.m. - Captain Morgan Fantasy Fest Parade. Fantasy Fest’s most flamboyant spectacle. Legendary procession of dazzling floats, marching bands, dancing groups and costumes galore wends its way down Whitehead, Front and Duval streets. Free to watch. Visit fantasyfest.net.
Sunday, Oct. 26 10:30 a.m.-6 p.m. - Halfway Home BBQ at Robbie’s Marina. Heading home to the mainland? Stop at Robbie’s rustic and laidback marina at mile marker 77.5 in Islamorada for lunch. Barbeque chicken, pork and ribs plus live music, an art show and a chance to feed Robbie’s famous tarpon. Call (305) 664-9814.
11 a.m.-3 p.m. - Grog and Frog! Pirates of the Sanctuary Brunch. Delicious “grog and frog” for pirates and wenches, including hearty fare, mimosas and unlimited champagne. $37.50 per pirate or wench; half price for pirates 12 and under. Reservations recommended. Hyatt Key West Resort & Spa, 601 Front St. Call (305) 809-4000.
11 a.m.-11 p.m. - Official Big Pecker Wine Tasting. Revelers heading up the Keys are invited to a free wine tasting of Big Pecker Wine at mile marker 28.5 on Little Torch Key. Parrotdise Waterfront Bar & Grille, 183 Barry Ave. Visit parrotdisewaterfront.com.com.
Noon-5 p.m. - Children’s Day. Family event featuring food, games, arts, crafts and a costume contest for children. Bayview Park at Truman Avenue and Eisenhower Drive. Free admission. Call (305) 292-8912.
4-9 p.m. - “The Fat Lady Sings” Tea Dance. It ain’t over till the fat lady sings … Fantasy Fest’s last hurrah features music from DJ Junior and free Jello shots and beads distributed by local celebrity Sushi. La Te Da. Free admission. Visit lateda.com.
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