Key West Events Calendar

Dream Catcher Charters offers visitors to Key West for Special Events Fishing Charters. Save Money and Have A Better Time Booking Direct.
Dream Catcher Charters offers visitors to Key West for Special Events Fishing Charters. Save Money and Have A Better Time Booking Direct.

There is never a shortage of activity on Key West. A new year is here and the events keep on coming. One of the events that is near to my heart is the Key West Fishing Tournament, sponsored by Dream Catcher Charters, Inc; this tournament was founded in 1965 and has been going strong ever since. Anyone fishing in the Florida Keys can enter this seven month long tournament. Culinary delights start off the year here in the Keys; with events like the Seafood Festival and the Food and Wine Festival foodies are in heaven!  There are also many marathons and other physical events like flag football and SUP for those athletic types. And let’s not forget about the art scene; concerts, art openings, seminars and plays are abundant throughout the year, starting off with the 36th Annual Literary Seminar in January. So no matter when you visit our island Paradise, you will find as much action and entertainment or relaxation as you are looking for.

January 2018

January 11, 2018

  • ANNUAL KEY WEST LITERARY SEMINAR – For more information go to www.kwls.org.
  • KEY WEST KINGFISH MAYHEM – FISHING TOURNAMENT – Stock Island Marina Village,  7005 Shrimp Road, Key West, FL 33040. Key West is known for having some of the largest Kingfish ever caught in any tournament. Come fish in the beautiful waters of Key West. The 2018 Key West Kingfish Mayhem is set to be a great event with some incredible fishing. Sign up today! Contact Jimmy Wickett at 954-605-8284.  www.keywestkingfishmayhem.com.

January 12, 2018

  • 58th Annual Home Tours – The annual Key West house tours are conducted by the Old Island Restoration Foundation and funded in part by the Monroe County Tourist Development Council. Each tour features lovely homes and gardens reflecting the varied tastes and originality of their owners. You will be enchanted by exquisite restorations, creative renovations and delightful interiors featuring art collections, antiques, and much more. General admission tickets for all tours are $30 per person and $35 during the days of each tour. In January, optional Conch Tour train tickets are $35 per person (limited availability). http://oirf.org/page.php?p=tours.  No smoking, pets, food/drink or photographs will be permitted in the tour homes. Contact: 305-294-9501.

January 13, 2018

  • 13TH ANNUAL FLORIDA KEYS SEAFOOD FESTIVAL – The Florida Keys Commercial Fisherman’s Association is having their 13th Annual Florida Keys Seafood Festival at Bayview Park. For more information contact Caitlin Hemphill, Seafood Festival Coordinator at 813-362-9555 or Caitlin.Hemphill@gmail.com.
  • 16TH ANNUAL MAYORS BALL –  For more information, please contact Janey at: 305-731-4741 or email: jwawerna@fkcs.org.

January 14, 2018

  • 20TH ANNUAL KEY WEST HALF MARATHON & 5K – We have had participants from all 50 States and 14 countries, including Denmark, Italy, Germany, Great Britain, Canada, Mexico, Switzerland, Brazil to name a few to compete in Key West’s balmy January climate. For more information, please contact Barbara at 305-240-0727 or email: info@keywesthalfmarathon.com. http://www.keywesthalfmarathon.com/.

January 22, 2018

  • KELLY MCGILLIS CLASSIC INTERNATIONAL FEMALE FLAG FOOTBALL CHAMPIONSHIP – Women and girls from around the world are to meet on the playing field for hard-fought sporting acton. Each year, more than 26 teams from across the United States, Mexico, Central America, Sweden, and India participate. Contact: 305-896-8678 or email iwffa@iwffa.com. http://www.iwffa.com/iwffa-tournaments/.

January 24, 2018

  • KEY WEST FOOD & WINE FESTIVAL – Top Chefs and restauranteurs display culinary creativity and the Keys’ indigenous cuisine in a flavorful schedule of events for food lovers. Highlights include the lively “Duval Uncorked UnDone”, neighborhood wine strolls, food and wine pairings, intriguing seminars, and a grand tasting. Contact 800-474-4319 Email: info@kwfoodwinefest.us. https://www.keywestfoodandwinefestival.com/.
  • Conch Revival Picnic – Don’t miss the second installation of the widely successful Conch Revival Picnic! If you’ve been in the Keys for any length of time, chances are you’ve had your fair share of tasty key lime pie and conch chowder. But what about the ultimate chilao or the Queen of all Puddings? Now is your chance to have your taste of these things and more at the Conch Revival Picnic— a heritage dinner presented by The Key West Art & Historical Society and Isle Cook Key West featuring a cornucopia of classic Key West/Conch recipes. With the rich and varied history of people that have flowed in and out of the Florida Keys— the Calusa and Tequesta Indians, the Spanish and English, the Caribbean and Bahamian settlers, and the émigrés from nearby Cuba— our island cuisine steams from a literal melting pot of tastes and cultures. In early days, the distance from mainland food sources also impacted the menu, forcing locals to explore ingenious ways of utilizing and preserving local fruits and fish— dietary staples which were supplemented by canned milk, rice, coffee, and other shipped-in commodities. Cost: Members $40, Non-Members $50. For information call Shawn Cowles, Society Operations Manager at 305.295.6616 x 111.

January 26, 2018

  • The Key West Theater presents: Arlo Guthrie!
  • CONCH REPUBLIC CUP KEY WEST TO CUBA RACE WEEK – The CRC is a historic race that started in 1997 with direct race to Varadero then expanded to Havana in 1999. The triangle race as it has been coined, is a traditional race to Cuba that allows the racer to complete a triangle between KW and two Cuba cities – Varadero and Havana. The CRC is a non-profit organization with the mission to introduce as many of the US sailing community to Cuba as possible as well as revitalize racing in Cuba. For more information and schedule: www.conchrepubliccup.com. Contact: info@conchrepubliccup.org or 305-731-6219.

January 27, 2018

  • 33RD ANNUAL KEY WEST CRAFT SHOW – The Key West Craft Show is a two day juried outdoor craft festival. This nationally recognized Craft Show brings over 100 fine and skilled craft artists to this beautiful historic area of Key West. Exhibitors will set up along Whitehead Street from Greene Street to Eaton, and on Caroline Street through the famous Presidential Gates into the beautiful Truman Annex. Set among historical attractions such as Audubon House, the little White House and Mel Fisher Museum the City of Key West closes two blocks of Whitehead Street and another block of Caroline Street to vehicle traffic for the show. Visitors can leisurely browse the beautiful displays of pottery, fabric, glass, wood, jewelry and other colorful handmade works by the selected artists. The show, which is in its 32nd year, is sponsored by the Key West Art Center, and was created to complement the Old Island Days Art Festival held in February. The Craft show has been recognized by the Sunshine Artists’ Magazine consistently over the last 10 years as one of their top 200 in the nation and is popular with exhibitors and visitors alike. For more information contact: www.keywestartcenter.com, Lois Songer @ 305-294-1243, kwcraftshow@earthlink.net.
  • KEY WEST HISTORIC CEMETERY STROLL – 9:30 AM – 12:00 Noon, groups of visitors will be guided through the cemetery, stopping at a variety of graves whose stories will be told by volunteer interpreters. Groups will begin tours at 9:30, 9:50, and 10:00. For reservations and information, call 305-304-1453 or email hfkf@bellsouth.net.

January 28, 2018

  • 24TH ANNUAL KEY WEST MASTER CHEFS CLASSIC – The 24TH Annual Master Chefs Classic® , held at the Westin Key West Resort & Marina Pier, 245 Front St, is a culinary competition and tasting that benefits the Monroe Association for ReMARCable Citizens (MARC provides life services for developmentally and intellectually disabled adults in the Florida Keys). Restaurants compete in appetizer, entrée and dessert categories providing an amazing array of incredible food for the lucky 450 people attending. This event sells out early and it is a FUNDRAISER for MARC Inc. It is NOT INCLUDED in the Key West Food and Wine Festival’s VIP pass. TICKETS GO ON SALE: TUESDAY, NOVEMBER 1st. Tickets are NOT refundable. Please read your options carefully before you purchase your tickets at: www.keystix.com. email: info@masterchefsclassic.com or Contact Gordon Ross at 305-294-9526.

February 2018

February 1 – 3, 2018

  • CUDA BOWL – Shallow-water flats anglers and guides are invited to hook up and fight their barracuda rivals. The event is headquartered at Hurricane Hole Marina on Stock Island. Prizes are to be awarded to the top angler and guide in light-tackle spin and fly divisions. Visit cudabowl.com or email info@cudabowl.com.

February 1 – 27, 2018

  • CHRISTOPHER PETERSON’S EYECONS – 305-296-6706 – A master of impersonations, both visually and vocally, with impeccable comic timing. The show is all LIVE, no lip-sync. Thrill to his parodies of Marilyn Monroe, Carol Channing, Madonna, Joan Rivers, Reba McEntire, Bette Midler, Tina Turner, Julie Andrews, Barbra Streisand, Liza Minnelli, Judy Garland, Eartha Kitt, Cher, Bette Davis, Lucille Ball, even Lady GaGa. Show dates are online. Show times 9 p.m., at La te da 1125 Duval St.

February 2 – 4, 2018

  • CIVIL WAR DAYS HERITAGE FESTIVAL – This three day event portrays the time period of 1861-1862 at a Federal fortress. First person interpretation, weapons demonstrations and camp life are featured on a daily basis. Event highlights include a parade down Duval Street, a sea battle (weather permitting), blockade runner’s trial and lecture series. Union and Confederate soldiers, townspeople, craftspeople, performers and sutlers are all part of the re-enactments, which focus on educating the public by sharing the history of Fort Taylor and life during the Civil War. For information on how to get involved, please contact Kevin Bowes at kevin.bowes@dep.state.fl.us. , or (305) 292-6850. Fort Zachary Taylor State Park, located at the end of Southard Street. Regular Park Entrance Fee must be purchased.

February 3, 2018

  • Studios of Key West presents: Anderson Brothers Jazz Trio – Called “virtuosos on clarinet and saxophone” (New York Times), twins Peter and Will Anderson play “anything that swings,” with a style that’s fresh, creative, and in the moment. The Blue Note regulars have played with established greats from Wynton Marsalis to the Village Vanguard Orchestra. Show starts 8 p.m.

February 4, 2018

  • Performance at St Paul’s Concert Series presents: John Baird – The event takes place at 4 p.m. at St Paul’s Episcopal Church. “For Love of Art Song”, this recital features John Baird, tenor, Tim Peterson, piano. Tickets available at the door, starting at 3 pm. Cash or check only, $30. Contact: Tim Peterson 305-296-5142 / Email: tim@stpaulskeywest.org.

February 5 – 28, 2018

  • RANDY ROBERTS LIVE – Female impersonator extraordinaire Randy Roberts brings a one man, all live tribute to some famous and infamous women of stage and screen. A Key West tradition for 18 years. Join Randy for an evening with “Bette Midler”, “Cher”, and Randy’s signature lounge act. Hilarious comedy, gorgeous costumes, and voice that never fails to thrill! Open your eyes and mind and let yourself go with Randy Roberts LIVE! Show dates online.

February 5, 2018

  • STUDIOS OF KEY WEST PRESENTS: Jeffrey Chappell & Karen Kevra – 2017’s intimate piano concert by Jeffrey Chappell was a master class in classical virtuosity and dazzling improvisation. This year Chappell is joined by Grammy-nominated flutist Karen Kevra for a recital program using their upcoming recording of standard French repertoire as a jumping off point. Show starts 7 p.m.

February 7 – 10, 2018

  • Inaugural Mile 0 Fest Key West – Mile 0 Fest Key West is a brand-new music festival assured to be a “must see” in the burgeoning Red Dirt & Americana music scene. Take in the big shows at Truman Waterfront Park Amphitheatre, a brand new state-of-the-art facility located blocks off the hopping streets of Duval, OR get into a stripped down acoustic set with your favorite band leader at one of the theatres or bars off Duval. Throw your hat into the ring for one of the charity golf outings or a fishing derby! These are just a few of the many activities and memorable experiences that await you at the inaugural Mile 0 Fest.

February 8, 2018

  • Studios of Key West presents: Seth Glier in Concert – Last season, Seth Glier blew us all away with a special private performance showcasing his incredible vocal and emotional range. This year, he returns to the Studios of Key West to play for everyone. The Grammy-nominated musician and songwriter “echoes Bruce Springsteen and Billy Joel” (USA Today). Show starts 7 p.m.

February 8 – 11, 2018

  • Key West Photography Festival  – The Festival’s goal is bring in top level photographers to share their experiences, exhibit their work, and create great conversations based around photography. The festival focuses on three areas: Exhibition, Learning, and Teaching. We invite everyone to show their work, take workshops and then share their own knowledge with the photography community. Individuals or teams can compete in a 2018 Photo Shootout as well.

February 10, 2018

  • RESCHEDULED: Fourth Annual Parade of Paws and Shopping Bazaar – Bring your dogs, wear a t-shirt with a picture of your kitty with pride, or walk with a paddle displaying your pet’s photo! Shopping Bazaar inside the dog park features entertainment, food vendors, a Kissing Booth, gifts for that special Valentine and more! A unique opportunity to support the lifesaving mission caring for the Keys’ community’s homeless animals, the event supports the Florida Keys SPCA. Check in is 9 a.m. Event is from 10 a.m. to 2 p.m., Higgs Beach, at the Higgs Dog Park. Bring four-legged friends. Contact: 305-294-4857.

February 11, 2018 

  • Key West Theater presents: Rumours, A Fleetwood Mac Tribute – Rumours is the country’s premier Fleetwood Mac tribute band. Based in Atlanta, GA, Rumours captures the energy of Fleetwood Mac at the height of their career by blending perfect harmonies, precise instrumentation, and a visually engaging stage show. Doors open 7 p.m., show starts 8 p.m. Contact: 305-985-0433.

February 14, 2018

  • Studios of Key West presents: Undying Love, A Key West Musical – Writer/musician/playwright Ben Harrison penned the definitive account of this true macabre love story in his nonfiction book, Undying Love, which earned him a spot in front of national audiences on the Howard Stern Show and This American Life. Originally performed at the Appelrouth Grill in 1999, Undying Love: The Musical distills the atmosphere of Key West in the 1930’s, and perfectly melds the pathos of von Cosel’s tale with Harrison’s signature dry humor. Showtimes 8 p.m., check website for scheduled performances.
  • Champagne & Aphrodisiacs Valentine’s Day Sail – Celebrate this Valentine’s Day with your special someone on our Champagne and Aphrodisiacs Pairing Sunset Sail in Key West. As you sail along the beautiful turquoise green waters on the Schooner America 2.0, you and your loved one(s) will be able to take in all the romance that this Key West Valentine’s Day Sunset Sail has to offer while being treated to a delicious pairing menu that is sure to entice, consisting of hors d’ oeuvres expertly paired with champagnes and sparkling wines from around the world! Join Schooner America 2.0 on a Key West Valentine’s Day Sunset Sail that is sure to tickle your taste buds and create memories to last a lifetime. Contact: 646-772-4880 / Email: Heather@classicharborline.com.
  • Key West Theater presents: Max Weinberg’s Jukebox – Max and his 4-piece band are live on stage, performing over 200 rock & roll classics, chosen in real time as the audience calls out their favorites from a video menu. Doors open 7 p.m., show starts 8 p.m. Contact: 305-985-0433 / Email: boxoffice@thekeywesttheater.com. 
  • 35th Annual Wesley House Valentine’s Day Gala – This signature fundraiser features some of Key West’s most talented performing artists, the island’s largest silent auction, open bar, dancing, and an elegant and abundant dinner buffet. Feel the Love in the Air! Located at Curry Mansion Inn, 511 Caroline Street 6:30-9:30 p.m. VIP tickets also available. Purchase tickets online.Contact: Jeremy Wilkerson 305-809-5000 / Email: Jeremy.Wilkerson@wesleyhouse.org.

February 15, 2018

  • Fringe Theater presents: The Gin Game, by DL Coburn – Two feisty retirement community residents pass the time getting to know each other over a series of contentious card games. What’s revealed surprises them both! Winner of the 1978 Pulitzer Prize. Limited Seating. Shows 7p.m., 2/15-18, 2/21-24 at Key West Women’s Club, 319 Duval St. Contact: 305-731-0581.

February 16 – 17, 2018

  • 58th Annual Key West House & Garden Tour – Tour a series of elegant and unique private homes of Key West, ranging from exquisite restorations to creative renovations, and interior design that complements each. February and March tours are offered 10 am to 4 pm each day. Transportation between homes is not provided. Tickets are $30 in advance and $35 on tour days. Proceeds benefit the foundation’s Oldest House Museum, grant and scholarship programs. Contact: 305-294-9501 / Email: tickets@oirf.org.

February 17 – 18, 2018

  • GardenFest: The Green Market Place – A giant plant sale offers visitors the opportunity to peruse a wide array of native and exotic tropical plants, earth-based art and healthy living vendors. Enjoy a perfect day in the Garden where organic and healthy food vendors as well as a beer and wine bar will be available in the Courtyard along with the talents of local musicians. Open from 10 a.m. to 4 p.m. each day. Key West Tropical Forest and Botanical Garden is located at 5210 College Road. Contact: 305-296-1504 / Email: kwbgs@kwbgs.org.

February 18, 2018

  • Hoh Couture show at the Gardens – Valerie Hoh, owner of the eclectic Pandemonium gallery in the ’90s, returns to Key West with her Hoh Couture fashion, tribal Afro-Beat jewelry as well as ReWorx, an exciting new collection of unusual metal art sculptures at The Gardens Hotel, located at 526 Angela St. Highlighting the 12-7 p.m. event is the always-fun fashion show at 5.30 p.m. led by Leda and her friends with music by Peter Diamond. Contact: 828 242 1526 / Email: valeriehoh@charter.net.

February 23 – 24, 2018

  • Key West Garden Club Gardens Tour – Between 10 a.m. and 3 p.m., both days, attendees can explore the oceanfront site at 1100 Atlantic Blvd. that has been the garden club’s headquarters for more than a half-century. The bricks and archways of the Civil War–era fort are the backdrop for spectacular orchids and bromeliads, stands of black bamboo, indigenous plants, a peace garden and a dramatic new pool and fountain in addition to many other attractions. Contact: Donna Farrow 410-544-2379 / Email: dkfarrow@verizon.net.

February 24 – 25, 2018

  • 53rd Annual Old Island Days Art Festival – The 53rd annual juried outdoor fine art festival features oil paintings, watercolors, sculpture, photography and other offerings by more than 100 artists from around the United States and beyond. The event takes place on lower Whitehead Street in historic Old Town. Contact: 304-294-1243.

February 25, 2018

  • Key West Impromptu Concerts presents: Katona Twins – The identical twins Peter and Zolta?n Katona were born in Budapest, Hungary, in 1968, and began their musical education at the age of ten. As the Katona Twins they’ve put out nine CDs so far, covering a wide spectrum of music ranging from Mozart, Bach, and Scarlatti, to Queen, the Doors, and the Beatles They have deservedly become among the classical guitar world’s musical “must see” performers. They have been called “A symphony for two, Twin Peaks of Classical Music.” Show starts 4 p.m., St. Paul’s Episcopal Church.

February 26, 2018…

  • Red Barn Theater presents: Always … Patsy Cline – The story of Patsy Cline told through the eyes of her pen pal, Louise Seeger. One of the most-produced plays in America, this down home musical features many of Patsy’s hits and is a tribute to her, her enduring  music, and to friendship. Featuring Christine Mild and Joy Hawkins. Show times and tickets online. Red Barn Theater is located at 319 Duval St. Contact: 305-296-9911.

February 28, 2018

  • Sunset Green Event Lawn presents: Michael McDonald – With a career that encompasses five Grammys, numerous chart successes and personal and professional accolades, as well as collaborations with some of the world’s most prominent artists, Michael McDonald remains an enduring force in popular music. Hailing from St. Louis, McDonald arrived in Los Angeles in the early 1970s, honing his talents as a studio musician before becoming an integral part of Steely Dan. In the mid-’70s McDonald was invited to join the Doobie Brothers as the band redefined their sound with McDonald serving as singer, keyboardist and songwriter on such Top 40 singles as “Takin’ It To The Streets,” “It Keeps You Runnin’,” “Minute By Minute” and “What A Fool Believes.” Sunset Green Event Lawn is a brand new multipurpose event space located at The 24 North Hotel in Key West.  Contact: Tickets 410.268.4545.
  • South Florida Symphony presents: MW Series III, Beethoven and Vivaldi’s Expressions of Nature
    Four Seasons is Vivaldi’s best known work, consisting of four violin concerti, each giving a musical expression to a season. Beethoven publicly declared the Pastoral Symphony’s ‘extra musical’ purpose: An Expression of Nature. Performance at 7:30 p.m., Tennessee Williams Theater, 5901 College Road.

February 28, 2018…

  • Tennessee Williams Birthday Celebration – A kickoff party is to be staged at the home of the Tennessee Williams Key West Exhibit founders Dennis Beaver and Bert Whitt Feb. 28, and the festival, a 6-week commemoration of the literary icon who lived on the island for thirty-four years, is to continue into April and boasts a full roster of writing and painting contests, film and poetry forums, curator tours of the Tennessee Williams Museum at 513 Truman Avenue, a March 26th birthday party for the playwright, and 2 one-act theatre productions of the Pulitzer-Prize-winner’s work. Presented by the newly-merged Tennessee Williams Key West Exhibit and the Key West Art & Historical Society. Contact: Shawn Cowles 305.295.6616 ext 1.

March 2018

March 1 – 28, 2018

  • CHRISTOPHER PETERSON’S EYECONS – 305-296-6706 – A master of impersonations, both visually and vocally, with impeccable comic timing. The show is all LIVE, no lip-sync. Thrill to his parodies of Marilyn Monroe, Carol Channing, Madonna, Joan Rivers, Reba McEntire, Bette Midler, Tina Turner, Julie Andrews, Barbra Streisand, Liza Minnelli, Judy Garland, Eartha Kitt, Cher, Bette Davis, Lucille Ball, even Lady GaGa. Show dates are online. Show times 9 p.m., at La te da 1125 Duval St.

March 2 – 30, 2018

  • RANDY ROBERTS LIVE – Female impersonator extraordinaire Randy Roberts brings a one man, all live tribute to some famous and infamous women of stage and screen. A Key West tradition for 18 years. Join Randy for an evening with “Bette Midler”, “Cher”, and Randy’s signature lounge act. Hilarious comedy, gorgeous costumes, and voice that never fails to thrill! Open your eyes and mind and let yourself go with Randy Roberts LIVE! Show dates online.

March 2, 2018

  • Key West Theater presents: George Winston – Self-described “rural folk piano” player George Winston was among the earliest and most successful proponents of the genre of contemporary instrumental music later dubbed New Age. Winston’s legendary music continues to grow in popularity and influence, as he is presently concentrating on live performances playing solo piano concerts, solo guitar concerts, solo harmonica concerts, and solo piano dances (with R&B and slow dance songs). Contact: 305.985.0433 / Email: info@keywesttheater.com

March 3, 2018 

  • CONCH SHELL BLOWING CONTEST – 305-294-9501 – An island tradition for over 50 years, this unique contest celebrates the historic importance of conch in the Keys and features contestants in several age categories attempting to make “music” with fluted conch shells. Contest located in the garden of the Oldest House, 322 Duval Street, free and open to all ages. Registration begins at 10 a.m., contest starts at noon.

March 10, 2018

  • Studios of Key West presents: Artist Studios Tours – One of our most popular annual events, the Artist Studio Tours return to Old Town this season with a carefully curated collection of creative work spaces. Spend the afternoon peeking into the homes and studios of some of the island’s most fascinating artists. From 11 a.m. to 3 p.m.

March 11, 2018

  • Key West Impromptu Concerts presents: Eroica Trio – This will be Eroica Trio’s second time to perform at Impromptu. The most sought-after trio in the world, the Grammy®-nominated Eroica Trio thrills audiences with flawless technical virtuosity, irresistible enthusiasm and sensual elegance. Whether playing the great standards of the piano trio repertoire or daring contemporary works, the three young women who make up this celebrated ensemble electrify the concert stage with their passionate performances. The New York Times writes, “They play chamber music for the concert hall. There is an edge of the seat intensity to every note they produce.” Show starts 4 p.m., St. Paul’s Episcopal Church.

March 12 – 15, 2018

  • MARCH MERKIN INVITATIONAL PERMIT TOURNAMENT – A charity flats-and-fly-only tournament with a twist – in addition to catch and release, anglers earn extra points for tagging their caught fish. Held at the Key West Yacht Harbor Marina on Stock Island. Email: Ldbooker@gmail.com. 

March 14, 2018

  • Key West Theater presents: Mike Love – Meet Mike Love. No, not one of the Beach Boys! One of reggae music’s rising stars. Born and raised in Oahu, Hawaii to a musical family that spans generations, Mike Love brings a multitude of influences to the table, all tied together by the common goal of making the world a better place. Doors open 7 p.m., show starts 8 p.m. Contact: 305-985-0433.

March 15 – 16, 2018

  • Fringe Theater presents: Vincent Zito’s Bernstein on Broadway – Conductor Vincent Zito leads a stellar cast in celebration of the 100-year anniversary of the birth of the beloved American composer, Leonard Bernstein. Performances by Bobby Nesbitt, Susie Speidel, Susan Powell, Richard White, Jono Mainelli and Vincent Zito. Two nights only! Shows 7 p.m., at The Studios of Key West, 533 Eaton Street. Contact: 305-731-0581.

March 16 – 17, 2018

  • 58th Annual Key West House & Garden Tours – Tour a series of elegant and unique private homes of Key West, ranging from exquisite restorations to creative renovations, and interior design that complements each. February and March tours are offered 10 am to 4 pm each day. Transportation between homes is not provided. Tickets are $30 in advance and $35 on tour days. Proceeds benefit the foundation’s Oldest House Museum, grant and scholarship programs.  Contact: 305-294-9501 / Email: tickets@oirf.org.

March 17, 2018

  • Lucy’s Retired Surfers Bar and Restaurant second annual St. Baldrick’s Block Party and head-shaving fundraiser.  Be a hero for kids with cancer! Join this St. Baldrick’s event, and whether you decide to shave your head, volunteer, or donate, we hope you’ll be a part of the excitement! The St. Baldrick’s Foundation is a volunteer-powered charity that funds more in childhood cancer research grants than any organization except the U.S. government. Get involved and you’ll be giving hope to infants, children, teens and young adults fighting childhood cancers.

March 23, 2018 

  • Key West Theater presents: Three Dog Night – These legendary music icons are celebrating nearly 5 decades, and claim some of the most astonishing statistics in popular music. In the years 1969 through 1974, no other group achieved more top 10 hits, moved more records or sold more concert tickets. songs like “Mama Told Me (Not To Come)”, “Joy to the World”, “Black and White”, “Shambala” and “One” serve to heighten our emotions and crystallize THREE DOG NIGHT’s continuing popularity. Doors open 7 p.m., show starts 8 p.m.

March 25, 2018

  • Key West Impromptu Concerts presents: Jose Franch Ballester & Michael Brown – Jose Franch-Ballester, clarinet; Michael Brown, piano The New York Times has declared Michael Brown “a young piano visionary,” praising him for “”a magnificent performance” and a “powerful technique and a vivid imagination.” The multi-award-winning Spanish clarinetist Jose Franch-Ballester is considered one of the best classical soloists and chamber music artists of his generation. This collaboration will feature Leonard Bernstein’s Sonata for Clarinet and Piano. Written in Key West in 1941, this Sonata is one of Bernstein’s first published pieces of music. Show starts 4 p.m., St. Paul’s Episcopal Church.

March 27 – 28, 2018

  • Key West Impromptu Concerts presents: Remembering Lenny – A performance of Bernstein’s CONCH TOWN, an unfinished ballet written during Leonard Bernstein’s first stay in Key West. The piano four hand version, recently discovered, will be performed with a discussion of how CONCH TOWN was the foundation of so much music that Bernstein wrote throughout his career followed by several people who knew Lenny sharing personal remembrances. The evening events are to be held at The Studios of Key West.

March 28, 2018

  • Tennessee Williams Theater presents: Little River Band – Bringing their vocal and musical energy along with some cool arrangements to their timeless classic hits, each show creates new memories for the audience. Through the ’70’s and ’80’s, LRB enjoyed huge chart success with multi-platinum albums and chart topping hits like: “Reminiscing,”  “Cool Change,” “Lonesome Loser,” “The Night Owls,”  “Take It Easy On Me,”  “Help Is on Its Way,”  “Happy Anniversary,”   “We Two,”  “Man On Your Mind,”  “The Other Guy,”  and “It’s A Long Way There.” Show starts 8 p.m., Tennessee Williams Theater located at 5901 College Road.

March 30, 2018

  • Studios of Key West presents: Ellen Cherry, Portraits in Song – The soulful and charismatic “song and story alchemist” – a 2014 Studios Artist in Residence – returns to Key West for a performance that unveils a series of portraits of powerful women in history. Show starts 8 p.m.

March 31, 2018

  • Studios of Key West presents: ImprovBoston – New England’s leading comedy school and theater for 30+ years, ImprovBoston’s alumni have been featured on The Daily Show, America’s Got Talent, and Last Comic Standing, to name a few. They show you what the big deal is, and play a bit with the locals, fresh off their workshops this week. Show starts 7 p.m.

April 2018

April 3 – 26, 2018

  • CHRISTOPHER PETERSON’S EYECONS – 305-296-6706 – A master of impersonations, both visually and vocally, with impeccable comic timing. The show is all LIVE, no lip-sync. Thrill to his parodies of Marilyn Monroe, Carol Channing, Madonna, Joan Rivers, Reba McEntire, Bette Midler, Tina Turner, Julie Andrews, Barbra Streisand, Liza Minnelli, Judy Garland, Eartha Kitt, Cher, Bette Davis, Lucille Ball, even Lady GaGa. Show dates are online. Show times 9 p.m., at La te da 1125 Duval St.

April 16, 2018

  • 23rd Annual Taste of Key West – Scores of area restaurants present mouthwatering samples of their cuisine to benefit AIDS Help Inc. The culinary celebration takes place at Mallory Square. The open-air gala traditionally spotlights indulgent edibles such as tropical and Caribbean-influenced cuisine, fresh-off-the-boat local seafood, vegetarian dishes and European specialties — all accompanied by a selection of wines from around the world. Contact: 305-296-6196.

April 19, 2018

  • South Florida Symphony presents: MW Series IV: Symphonie Fantastique – Symphonie Fantastique is an epic for a huge orchestra. Through its movements, it tells the story of an artist’s self-destructive passion for a beautiful woman. Nimrod Borenstein’s “If You Will It It Is No Dream”, based on words of Theodore Herzl, was composed as a celebration Israel’s 70th Anniversary. Performance at 7:30 p.m., Tennessee Williams Theater, 5901 College Road.

April 19 – 28, 2018

  • Fringe Theater presents: Conch Republic Re-Visited, by Gayla Morgan & Monnie King – Ever wonder just how the Conch Republic was born? Four actors tell the tale in this fast-moving comedy that is filled with music, confetti, and flags – which actually IS a lot like how the Conch Republic WAS born! Find out why we seceded where others failed! Shows 7 p.m., 4/19-22, 4/24-28 at The Studios of Key West. 533 Eaton Street. Contact: 305-731-0581.

April 20 – 29, 2018

  • 36th Annual Conch Republic Independence Celebration – With activities ranging from wacky bed race to a lighthearted sea battle featuring tall ships, the Conch Republic’s 10-day birthday party showcases the independent and eccentric spirit that characterizes the Florida Keys. Contact: 305-296-0213 / Email: info@conchrepublic.com.

April 21, 2018

  • Free Admission, First Day of National Park Week: Dry Tortugas National Park  – National Park Service is offering free entrance in celebration of National Park Week. At Dry Tortugas National Park, please check in with our official providers of transportation to the park for schedules, prices, and reservations. (All transportation departs from Key West.) Ferries and seaplanes leaving from Key West will waive park entrance fees.

April 25 – 26, 2018

  • Tennessee Williams Theater presents: Kinky Boots – Kinky Boots is Broadway’s huge-hearted, high-heeled hit! With songs by Grammy and Tony-winning pop icon Cyndi Lauper, this joyous musical celebration is about the friendships we discover, and the belief that you can change the world when you change your mind. Inspired by true events, Kinky Boots takes you from a gentlemen’s shoe factory in Northampton to the glamorous catwalks of Milan. Show times 8 p.m., Tennessee Williams Theater, 5901 College Rd.

April 28, 2018

  • Key West Paddle Classic – Presented by Lazy Dog Adventures, the challenge includes a 12-mile Elite Race around the island and a 4-mile open race. Other events include a kick-off registration party, paddleboard clinics and races for kids. Contact: Sue Cooper 305-304-4259 / Email: sue@lazydog.com.

May 2018

May 1 – 29, 2018

  • Christopher Peterson’s EYECONS – 305-296-6706 – A master of impersonations, both visually and vocally, with impeccable comic timing. The show is all LIVE, no lip-sync. Thrill to his parodies of Marilyn Monroe, Carol Channing, Madonna, Joan Rivers, Reba McEntire, Bette Midler, Tina Turner, Julie Andrews, Barbra Streisand, Liza Minnelli, Judy Garland, Eartha Kitt, Cher, Bette Davis, Lucille Ball, even Lady GaGa. Show dates are online. Show times 9 p.m., at La te da 1125 Duval St.

May 3 – 26, 2018

  • Waterfront Playhouse presents: The Legend of Georgia McBride  – Casey is an unemployed Elvis impersonator in need of a quick buck. In desperation, he takes up a job offer from drag queen Miss Tracy, to fill in for her drunk partner at a night’s cabaret performance. Turns out he’s a natural, and soon he’s decked out in sequins and warbling Barbara Streisand with the best of them. However, he’s kept his new job secret from his wife Jo, who’s starting to wonder about her husband’s newly unleashed feminine side.  Contact: 305-294-5015.

May 4 – 6, 2018

  • Third Annual Papio Kinetic Sculpture Parade – If one man’s junk is another man’s treasure, then the late Key Largo folk artist Stanley Papio was a treasure hunter extraordinaire. Fans of “outsider art” can celebrate the renegade metal sculptor’s legacy with a people-powered parade of mobile sculptures crafted in the spirit of his extraordinary creations. The Papio Kinetic Sculpture Parade features colorful sculptural floats, tricycles with exotically costumed riders, fantastically decorated bicycles and other moving works of art — all powered by human effort alone — and are to follow a route along the length of Key West’s Duval Street. Contact: 305-295-6616 / Email: mgieda@kwahs.org.

May 9 – 13, 2018

  • Key West Songwriters’ Festival – Charlie Bauer 305-304-0814 – The 23rd annual showcase of musical magic features America’s foremost performing songwriters, with concerts staged in intimate, audience-friendly island settings.

May 18 – 20, 2018

  • Key West Co-Ed Mahi Masters – Lee 305-296-0364 – In this challenge, cash prizes are awarded to the male and female angler scoring the highest total combined weight of three dolphin catches. There is no limit on the number of participating boats.

June 2018

June 6 – 10, 2018

  • Key West Pride – Matt Hon 305-294-4603 – Key West shows its Pride every day, and this is your chance to be a part of the celebration! The five-day schedule includes daytime pool and beach parties, late-night drag shows, on-the-water adventures ranging from snorkeling and kayaking to glass-bottom boat tours, a street fair, a 10k relay for tutu-wearing runners and walkers, and pageants to select Mr., Miss and Ms. Key West Pride.

June 9, 2018

  • Sixth Annual VFW Fishing Tournament – Sponsored by the Southernmost VFW Post 3911, this family oriented inshore and offshore tournament offers cash prizes for dolphin, wahoo, tuna, snapper and grouper, along with prizes for heaviest fish by a lady angler, heaviest fish by a juvenile angler, pee-wee, senior angler and active service member. The heaviest Dolphin is worth $3,000.00. All proceeds benefit VFW Relief Fund for Monroe County veterans, and local charities. Contact: Pete Thomas 610 304 2392 / Email: psty2k@yahoo.com.

June 30, 2018

  • Key West Island Swim: FKCC Swim Around Key West – The officially sanctioned event is a 12.5-mile swim clockwise around the island of Key West that is open to all age groups. Individual swimmers and relay teams can compete. The route takes swimmers through the waters of the Atlantic Ocean and Gulf of Mexico, ending where they began at Higgs Beach. Contact: Lori Bosco 305-809-3562 / Email: aqualb@aol.com; lori.bosco@fkcc.edu.

June 30, 2018…

  • Sixth Annual Key Lime Festival – A wacky talent show, pie-eating and cooking contests and other tasty temptations await Key West visitors during the annual Key Lime Festival. Four days of culinary events for every taste are planned, including favorites from past years like the Key Lime Cocktail Sip & Stroll, and new favorites for Key Lime lovers like The Key Lime Pie Hop. Email: lizlovekw@gmail.com.

July 2018

July 1 – 4, 2018

  • Fifth Annual Key Lime Festival – A wacky talent show, pie-eating and cooking contests and other tasty temptations await Key West visitors during the fourth annual Key Lime Festival. A Key Lime martini Sip and Stroll, Key lime rum sampling and distillery tour as well as a new Key Lime Pie Hop are among events to kickoff the four-day tasty fest.

July 15 – 18, 2018

  • Del Brown Permit Tournament – Loren Rea 305-360-6969 – Anglers fly-fish on the flats in a challenge that honors the late angling pioneer Del Brown, who caught and released more than 500 permit off the Keys. Professionals and guides are allowed to compete as well.

July 18 – 22, 2018

  • Hemingway Days – (305) 296-2388 (Look-Alike); 797-0579 (literary) – The 37th annual celebration of the legendary author’s work and lifestyle features literary readings, the Running of the Bulls, a short story competition, fishing tournament, 5k Run and Paddleboard Race, Sloppy Joe’s Look-Alike Contest and a birthday “party” commemorating Ernest’s July 21st birthday.

July 18, 2018

  • 5:30 p.m. Meet the “Papas.” Get to know the previous winners of the “Papa” Hemingway® Look-Alike Contest and this year’s Look-Alike Contestants at Sloppy Joe’s.

July 18 – 21, 2018

  • Havana Club Key West Marlin Tournament – Anglers ply the waters once fished by writer Ernest Hemingway, vying for $50,000 in guaranteed cash prizes. Held in conjunction with Key West’s annual Hemingway Days festival, the event awards $25,000 to the first-place team. Teams can enter one fun fish (dolphin, tuna, wahoo or released sailfish) per day to add to their point total. Contact: Tim Greene 305-304-0317 / Email: tim.greene@keywestmarlin.com.

July 19, 2018

  • Hemingway Days – 5:00pm: Thursday night Contestants must check in at registration table; 6:00pm: Scholarship Presentations; 6:30 pm: Sloppy Joe’s Look-Alike Contest Preliminary Round One.

July 20, 2018

  • Hemingway Days – 5:00pm: Friday night Contestants must check in at registration table; 6:30 pm: Sloppy Joe’s Look-Alike Contest Preliminary Round Two.

July 21, 2018

  • Hemingway 5K Sunset Run & Paddleboard Race – Barb Wright at 305-240-0727 – This is the original and oldest ongoing 5K Run in Key West and takes place as part of the the annual Hemingway Days Festival. The race course is a scenic flat course that runs past Key West’s most famous landmarks including the Ernest Hemingway Home, the iconic Southernmost Point and the famous Green Parrot Bar. Visit website for more details. Email: barb@keywestspecialevents.com.
  • Hemingway Days – Noon: Get your photo taken with Papas, this year’s Look-Alike Contestants and the Bulls. At 1:00 pm: Sloppy Joe’s 20th Annual Running of the Bulls’ Of the ‘running,’ Hemingway once remarked, ‘Pamplona is no place to bring your wife.’ Not the case here. There are no young Spaniards, just Papa’s making the mock run in the streets.  Ha!  We do actually  have young Papa wanna-bees making the run. And at 6:30 pm: Sloppy Joe’s Look-Alike Contest FINAL Round, Papa 2018 to be announced!

July 22, 2018

  • Hemingway Days at Sloppy Joe’s – 10:00am Bloody Mary’s with Papa at Sloppy Joe’s. At 10:00am Sloppy Joe’s Annual Arm Wrestling Contest.’ The Arm Wrestling Championship is the finale to the week’s events. Contestants will sign up to fill one of the seven weight categories. Same day registration begins at 10:00am the contest begins at 11:00am. Women’s competition will have two weight divisions: up to 129lbs; and over 130 lbs. Men’s competition will have five weight divisions: up to 149 lbs: 150 lbs. to 169lbs.; 170 lbs. to 189 lbs.; 190 lbs. to 215 lbs.; and 216 lbs. and up. Men will be required to weigh in. $5 Arm Wrestling Contest Entry Fee. Prizes awarded.

August 2018

August 30, 2018…

  • Ninth Annual Key West Brewfest – 800-354-4455 – More than 150 beers and micro-brews are on tap at this “tasty” annual event that benefits the charitable efforts of the Key West Sunrise Rotary Club of the Conch Republic. Events from beer dinners, beer brunches, happy hour parties, pool parties, late-night parties, seminars and the Signature Tasting Festival Event are some of the offered activities.

September 2018

September 1 – 3, 2018

  • Ninth Annual Key West Brewfest – 800-354-4455 – More than 150 beers and micro-brews are on tap at this “tasty” annual event that benefits the charitable efforts of the Key West Sunrise Rotary Club of the Conch Republic. Events from beer dinners, beer brunches, happy hour parties, pool parties, late-night parties, seminars and the Signature Tasting Festival Event are some of the offered activities.

September 14 – 16, 2018

  • 46th Annual Phil Peterson’s Key West Poker Run – Motorcyclists from throughout the United States are to travel one of America’s most scenic highways to raise money for charity. Riders traverse the Overseas Highway (U.S. Highway 1), the 113-mile roadway from mainland Florida to Key West that features 42 bridges and long vistas of breathtaking open water. Contact: drew@petersonsharley.com.

October 2018

October 19 – 28, 2018

  • 39th Annual Key West Fantasy Fest – This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions including one for pets, a headdress ball, exuberant promenades, street fairs and a grand parade that stars marching groups, island-style bands and lavish floats.  Contact: 305-296-1817 / Email: info@fantasyfest.net.

November 2018

November 4 – 11, 2018

  • 37th Annual Key West World Championship Races – 305-296-6166 – Super Boat International returns with teams from all around the world who compete April through October in the National Series Points races and conclude in November for the famous Key West World Championships. High-speed offshore powerboats race in Key West Harbor and surrounding waters to continue Key West’s longstanding tradition in this annual challenge, known internationally as the Indianapolis 500 of powerboat racing. A portion of the 6.5-mile course runs through Key West Harbor, meaning smooth water where racers can achieve speeds above 140 mph and provide fans breathtaking displays of skill and power.

December 2018

December 1 – 31, 2018

  • Key West Holiday Fest – Each year a wide range of seasonal celebrations takes place throughout Key West during the month of December. Events include the lighting of the Harbor Walk of Lights, tours of historic decorated inns, a holiday parade and much more.

December 31, 2018

  • New Year’s Eve Shoe Drop Celebration – The Southernmost City celebrates with a descending 6-foot red high heel shoe carrying drag queen Sushi at the Bourbon Street Pub/New Orleans House complex, 724 Duval St. Seconds before midnight, the high heel bearing a lavishly gowned and coiffed Sushi is to be lowered from the second-story balcony of the complex toward the cheering crowds below. As midnight strikes and the New Year officially begins, she will land and gleefully pop the cork on a ceremonial bottle of champagne.

 

 

 

And for restaurant reviews check out our restaurant review section of this blog as well as our restaurant reviews at www.gotothekeys.com.

Island Genn – Your Key West Concierge