FLORIDA KEYS — There’s always something happening in the Florida Keys & Key West, from festivals focusing on the area’s colorful history and quirky ambiance to events that celebrate the Keys’ underwater paradise. While this calendar lists selected highlights for 2011, a comprehensive schedule of events throughout the Keys can be found at www.fla-keys.com.
Jan. 4: Orange Bowl Swimming Classic. Key Largo. Some of the best college swimmers in the country are to compete at Jacobs Aquatic Center, mile marker (MM) 99.6 oceanside, in an event that is part of the celebration surrounding the annual Orange Bowl college football game in Miami. Call 305-453-7946.
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Jan. 6-16 (9-13 workshops): 29th Annual Key West Literary Seminar. Key West. The seminar’s 2011 topic is “The Hungry Muse: An Exploration of Food in Literature,” featuring workshops, panel discussions and receptions with some of the contemporary world’s most compelling, thought-provoking and funniest writers — memoirists, novelists, poets, historians, journalists and more. Visit www.kwls.org or call 1-888-293-9291.
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Jan. 14: Fight Night in the Keys. Key West. Action-packed, world-class professional boxing returns to Key West’s Mallory Square. Call 305-292-0486.
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Jan. 14-16: NAMSA North American Championship & Tradewinds Midwinter OpenCat Nationals. Islamorada. Daily catamaran races featuring vessels in several classes kick off the annual Harken Buoy Series. Visit www.catsailor.com or call 305-451-3287.
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Jan. 15: Art Under the Oaks. Islamorada. This art show at the San Pedro Church features arts and crafts in many mediums, as well as food vendors and live music. Call 305-664-5574.
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Jan. 15: Florida Keys Seafood Festival. Key West. This family-oriented local seafood feast at Bayview Park is hosted by the Florida Keys Commercial Fishermen and the UF/IFAS Extension Services Office of Monroe County. Visit http://monroe.ifas.ufl.edu/environment/env_seafood_fest.shtml or call 305-292-4501.
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Jan. 15: No Name Race. Big Pine & the Lower Keys. Join a 5k Walk & Run that benefits the Monroe County Domestic Abuse Shelter. The ninth annual race begins at 8 a.m., covers 3.1 miles and is based at the Old Wooden Bridge Guest Cottages & Marina on Big Pine Key. Registration is $20 in advance, $25 on race day and $10 for children under age 15. Visit www.domesticabuseshelter.org or call 305-743-5452.
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Jan. 15 – April 15: Sculpture Key West. Key West. This stunning art exhibit showcases the work of leading contemporary sculptors at West Martello Tower, Fort Zachary Taylor State Park and the Key West Tropical Forest & Botanical Garden. Visit www.sculpturekeywest.com for more information.
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Jan. 17-21: Key West Race Week 2011. Key West. Nearly 300 racing yachts compete for class championships in this international midwinter sailboat regatta presented by Nautica. Visit www.premiere-racing.com or call 781-639-9545.
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Jan. 21-22: 51st Annual Historic House Tours. Key West. Presented by the Old Island Restoration Foundation, the house and garden tours offer a rare opportunity to see inside some of Key West’s magnificent, charming and tropical residences. The tours also are scheduled Feb.18-19 and March 18-19. Visit www.oirf.org or call 305-294-9501.
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Jan. 22-23: Key West Half Marathon. Key West. The starting gun sounds at 7 a.m. for the event recognized by “Runners World” as one of the 10 great winter half-marathons. The run is a 13.1-mile course through Old Town Key West, past historic landmarks and Key West’s scenic waterfront. Call 305-296-7182.
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Jan. 22-23: Big Pine Key Nautical Flea Market. Big Pine & the Lower Keys. All things nautical are to be displayed and sold at the annual event. Other attractions include live music, food and beverages. The seafaring sale takes place on the grounds of the Lower Keys Chamber of Commerce, MM 31 oceanside. Visit www.lowerkeyschamber.com or call 305-872-2411.
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Jan. 27-30: Key West Food and Wine Festival. Key West. Top chefs and restaurateurs showcase their culinary creativity and the Keys’ indigenous cuisine in a tasty schedule of events for food lovers. Attendees also can participate in food-related adventures during the savory celebration. Visit www.keywestfoodandwinefestival.com or call 305-292-1622.
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Jan. 27-30: Second Annual Key West Dulcimer Festival. Key West. Attendees can take workshops in hammered and mountain dulcimer, guitar, steel drums, pennywhistle, banjo, autoharp and other instruments from a stellar performing and instructing staff. The four-day festival is to be held at Hurricane Hole Marina, MM 4.5 oceanside. Visit www.keywestdulcimerfest.com for more information.
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Jan. 28-30: Florida Keys Traditional Music Festival. Marathon. Experience a weekend of traditional folk and bluegrass music in the Florida Keys. Featured performers include Michael Doucet, Wayne Henderson, Daryl Davis, The Quebe Sisters and more. The event is to take place at Sombrero Resort, MM 50. Visit www.keysmusicfest.org or call 301-565-0654.
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Jan. 29-30: 26th Annual Key West Craft Show. Key West. Juried artisans and crafters display their talents at a popular show on lower Whitehead Street in historic Old Town Key West. Visit www.keywestartcenter.com or call 305-294-1241.
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Jan. 29-30: 2nd Annual Key Largo Stone Crab & Seafood Festival. Key Largo. Chock full of fresh stone crabs, conch, local seafood, music, entertainment and fun for the entire family, the festival includes a Conch Cook-Off, cooking demonstrations, peel-and-eat shrimp eating contest, “little mermaid” contest, kids’ play area, arts and crafts vendors, Junkanoo band, magic shows, face painters, food, beverages and key lime pie. Visit www.keylargoseafoodfestival.com or call 305-453-0008.
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Jan. 30: Key West Master Chefs Classic. Key West. Local restaurants vie for top honors in three categories: appetizers, entrees and desserts. Attendees sample the culinary treats while judges pick the winners. Call 305-294-9526, ext 25.
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Feb. 5: Southernmost Open House & Aviation Review (SOAR). Key West. Key West International Airport opens its doors to the public for its first open house in 21 years. Explore the new terminal along with the general aviation ramp, and discover a static display of aircraft, airplane rides, aviation exhibits and merchandise booths as well as food and beverages. Admission is free to the family-friendly event. Call 305-879-9306.
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Feb. 11-13: 17th Annual Pigeon Key Art Festival. Marathon. Artists and craftspeople are to exhibit their work at Marathon Community Park, MM 49 oceanside. The event also includes live music and delicious food, and plans also call for tours of historic Pigeon Key, a tiny island where Overseas Railway workers lived in the early 1900s. Visit www.pigeonkey.net or call 305-509-0345.
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Feb. 18-20: Gardenfest Key West. Key West. South Florida’s top nurseries are to show bromeliads, orchids, fruit trees, palms, tropical flowers and natives at the Key West Tropical Forest & Botanical Garden’s annual plant sale. Other attractions include landscaping workshops, garden supplies booths, and arts and crafts and docent tours. Visit www.keywestbotanicalgarden.org or call 305-296-1504.
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Feb. 19-20: Upper Keys Gigantic Nautical Flea Market. Islamorada. Hundreds of marine- and water sports–related vendors offer wares to thousands of buyers seeking deals on new and used boats, marine equipment, electronics, fishing tackle, dive gear, nautical arts and crafts, and more. The event is held at Founders Park, MM 87. Visit www.giganticnauticalfleamarket.org or call 305-394-3382.
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Feb. 25-27: Civil War Days. Key West. Colorful Civil War re-enactments and tours of Key West’s historic Civil War–era Fort Zachary Taylor highlight the journey into the island’s past. Visit www.forttaylor.org or call 305-292-6850.
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Feb. 26-27: Old Island Days Art Festival. Key West. The 46th annual juried fine art show is set on lower Whitehead Street in historic Old Town. The highly acclaimed show features oil paintings, watercolors, sculpture, photography and other offerings by artists from around the United States. Visit www.keywestartcenter.com/festival.html or call 305-294-1241.
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Feb. 28 – March 6: Winter Star Party. Big Pine & the Lower Keys. Approximately 600 astronomers from around the world gather to view southern constellations, comets and stars in the Lower Keys’ clear night skies — virtually the only place in the continental U.S. where they can be viewed. Lectures, programs and workshops round out the event. Visit www.scas.org for more information.
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March 4-5: 5th Annual Sombrero Beach Run. Marathon. Come for the run and stay for the sun. A comprehensive race format includes a 15k Challenge, 10k Run and 5k Walk/Run, all set for 8 a.m. at Sombrero Beach. Runners from all over the Keys, country and world participate in the weekend-long event organized by the Southernmost Runners Club. Other attractions include music, awards, raffles, prizes, food and entertainment. Visit www.sombrerobeachrun.com, or call 305-743-4582 or 305-289-9868.
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March 5: 49th Annual Conch Shell Blowing Contest. Key West. An island tradition, this unique contest features novel sounds produced by contestants in several age categories as they attempt to make “music” on fluted conch shells. The event is staged at the Oldest House Museum & Garden, 322 Duval St. Visit www.oirf.org or call 305-294-9501.
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March 5: 35th Annual Marathon House & Garden Tour. Marathon. Tour beautiful homes and extraordinary gardens in the Marathon area, all selected for their uniqueness and reflection of Keys living. Each home is to be adorned with floral arrangements created by members of the Marathon Garden Club. Call 305-743-4971 or visit www.marathongardenclub.org.
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March 12-13: 35th Annual Original Marathon Seafood Festival. Marathon. Gourmet delicacies from the waters of the Florida Keys highlight this annual event at Marathon Community Park, MM 49 oceanside. Visit www.floridakeysmarathon.com or call 305-743-5417.
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March 13-26: Cuban Cultural Exposition & Hot Havana Nights. Key West. The Key West Tropical Forest & Botanical Garden presents Cuban-themed events including an exhibit of “chugs” and artifacts, cooking, lectures, dominos and dancing. Events culminate Saturday, March 26, in Hot Havana Nights with dining, live and silent auctions, dancing to the music of “Havana Soul” and more. Visit www.keywestbotanicalgarden.org or call 305-296-1504.
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March 19: Woofstock Music Fair. Islamorada. A day of peace, paws and music comes alive as MarrVelous Pet Rescues and Adoptions hosts a family fun event at Islamorada’s Founders Park, MM 87. Join the “fur out” festival featuring local rescue groups, food, drinks, vendors, contests, demonstrations and more. Admission is free; leashed, well-behaved dogs are welcome. Visit www.keyswoofstock.com or call 305-453-1315.
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April 2: Big Pine & The Lower Keys Music Festival. Big Pine & the Lower Keys. Musical stylings such as country, rock, reggae, jazz and Keys music are to be presented at Camp Sawyer on West Summerland Key, MM 34 cceanside. Visit www.lowerkeyschamber.com or call 305-872-2411.
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April 2-3: 20th Annual Florida Keys Island Fest. Islamorada. The annual event features music, art, food and fun. Island Fest hosts a world-class art show with 100 artists and crafters from around the state, great live music and a “Taste of the Islands” competition where the best Upper Keys restaurants compete for coveted awards. Visit www.islamoradachamber.com or call 305-664-4503.
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April 9: 30th Annual Seven Mile Bridge Run. Marathon. A field of 1,500 runners participates in this annual foot race across the longest segmental bridge in the world. Call 305-395-7040.
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April 10: 17th Annual Bay Jam. Islamorada. This music and art festival features local and guest artists performing on the shores of Florida Bay at the TIB Amphitheater at Founders Park, MM 87. Visit www.keysice.com or call 305-394-2765.
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April 18: 16th Annual Taste of Key West. Key West. Scores of area restaurants present mouthwatering samples of their cuisine to benefit AIDS Help Inc. The culinary celebration takes place at the Truman Waterfront overlooking Key West Harbor. Visit www.aidshelp.cc or call 305-296-6196.
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April 22 – May 1: 29th Annual Conch Republic Independence Celebration. Key West. Parades, bed races, parties and a wacky “drag race” commemorate the founding of the Conch Republic on April 23, 1982, in response to a U.S. Border Patrol roadblock that halted traffic in and out of the Florida Keys. Visit www.conchrepublic.com or call 305-296-0213.
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April 24: Underwater Easter Egg Hunt. Key Largo. The Easter Bunny stars in the annual underwater egg hunt off Key Largo to benefit Kids in Special Situations, a local charity for needy children. The event is hosted by Atlantis Dive Center on its 8:30 a.m. dive. Visit www.captainslate.com or call 305-451-3020.
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April 27 – May 1: Key Largo Conch Republic Days. Key Largo. This 10-day festival celebrates the Florida Keys’ independence from the mainland. Attractions include daily events at Key Largo restaurants, drink and food specials, contests and more. Visit www.keylargoconchrepublicdays.com for more information.
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April 27 – May 1: Key West Songwriters’ Festival. Key West. The annual showcase of musical magic features America’s foremost performing songwriters, with concerts staged in intimate, audience-friendly island settings. Visit www.keywestsongwritersfestival.com for more information.
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May 13-14: Harry S. Truman Legacy Symposium. Key West. Key West’s political history is highlighted in panel discussions, a reception and tours of the Little White House where Truman spent many working vacations during his presidency. Visit www.trumansymposium.com or call 305-294-9911.
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May 14: Battle in the Bay Dragon Boat Festival. Marathon. In this high-action beach-launch competition, teams propelling colorful dragon boats race along a 400-meter course parallel to Sombrero Beach. Races are free to watch. Visit www.battleinthebay.org or call 305-766-1053.
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May 14: Key West Paddleboard Classic. Key West. During this ocean paddleboard race, participants will enjoy a challenging 12-mile course over crystal blue waters, circling Key West through scenic mangroves, passing by the Historic Seaport district and more. The race begins and ends on Smathers Beach. Visit www.keywestpaddleboardclassic.com or call 305-797-1174.
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May 19-22: Key Largo’s Original Music Festival. Key Largo. Enjoy the entertainment, food and ambiance of Key Largo. Presented by the Upper Keys Business Group, the event features “on the water” venues, unique entertainers and local musicians. Visit www.keylargosongwritersfestival.com or call Robert Stoky at 305-522-1300.
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June 8-12: Key West Pride. Key West. The festival honors diversity, openness and freedom in the city that is consistently recognized as one of the world’s top gay and lesbian vacation destinations. Visit www.pridefestkeywest.com for more information.
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June 9-12: Second Annual Key West Bacchanalia. Key West. At this food and wine event with a twist, join Keys celebrity chefs along with Bravo TV’s Top Chefs as they face off in culinary competition with a great cause in mind. Benefits support breast cancer research. Visit www.keywestbacchanalia.com or call 305-766-3356.
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June 18: The Original FKCC Swim Around Key West and Swim Meet. Key West. Sponsored by the Bone Island Masters Club, this USMS-sanctioned event is a 12.5-mile swim clockwise around the island of Key West. Age groups 18 through 65 and older can register. Visit www.fkccswimaroundkeywest.com or call 305-809-3562.
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July 9: 27th Annual Underwater Music Festival. Big Pine & the Lower Keys. A quirky concert broadcast underwater for divers, snorkelers and the occasional mermaid emphasizes reef preservation. The submerged songfest is held at Looe Key Reef in the Florida Keys National Marine Sanctuary. Visit www.lowerkeyschamber.com or call 305-872-2411.
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July 14-17: Mel Fisher Days. Key West. This annual celebration brings together Mel Fisher fans and treasure hunting enthusiasts in a celebration of the anniversary of Fisher’s discovery of the shipwrecked Spanish galleon Nuestra Señora de Atocha. Visit www.melfisher.com or call 305-296-6534.
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July 19-24: Hemingway Days. Key West. The 31st annual celebration of the legendary author’s work and lifestyle features literary readings, a short story competition, fishing tournament, Sloppy Joe’s Look-Alike Contest and more. A celebration will be held July 21 honoring the 112th anniversary of Hemingway’s birth. Visit www.sloppyjoes.com for look-alike events or www.hemingwaydays.net for all other events.
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July 29 – Aug 7: Key Largo Food & Wine Festival. Key Largo. Set on an island known for its bountiful tropical fruit, fresh snapper, tuna, mahi-mahi, shrimp and lobster, the nine-day festival incorporates gourmet wine dinners with cultural specialties, feasts and fiestas, palate-pleasing adventures and wines from around the world. Visit www.KeyLargoFoodandWineFestival.com or call 305-394-3736.
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Aug. 11-14: Captain Tony Days. Key West. The late Captain Tony Tarracino was an American icon, saloonkeeper, boat captain, gambler, former mayor of Key West and inspiration for Jimmy Buffett’s “Last Mango in Paris.” The festival is a celebration of Tony’s life, featuring storytelling contests, street fairs and film showings, culminating in a roving birthday party through the streets of Key West. Call 305-296-0160.
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Aug. 18-21: Tropical Heat. Key West. Tropical Heat offers four days of fever-pitch revelry on the island city whose openness and respect for diversity have made it a world-renowned gay vacation destination. The festival includes more than a dozen intriguingly decadent events ranging from drag shows to themed pool parties and gatherings at island clubs. Visit www.tropicalheatkw.com or call 305-294-4603.
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Sept. 6-11: Womenfest. Key West. This festival for lesbians and their friends features parties and gatherings, sailing and snorkeling, comedy performances and other activities. Visit www.womenfest.com or call 800-535-7797.
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Sept. 15-18: Phil Peterson’s Key West Poker Run. Florida Keys. Motorcycle enthusiasts from around the U.S. are to travel the Keys’ scenic Overseas Highway from mainland Florida to Key West to raise money for charity. Stops are arranged throughout the Keys with a final celebration in Key West. Visit www.petersonskeywestpokerrun.com or call 800-545-2561.
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Sept. 21-25: Florida Keys Birding & Wildlife Festival. Marathon & Lower Keys. A celebration of the natural wonders of Florida wildlife takes place at the peak of the fall birding season. The event includes presentations and field trips focusing on education and conservation as they relate to Keys birds and wildlife, and an environmental fair. Visit www.keysbirdingfest.org or call 305-872-0774.
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Sept. 30 – Oct.: 2: Second Annual Conchtoberfest. Marathon. This Middle Keys event is chock full of food, beverage, vendors, music and entertainment for the entire family. “Conchtoberfest Nights” at local venues throughout Marathon lead up to main weekend events at Hawks Cay Resort. All events are open to the public. Visit http://experience.hawkscay.com/conchtoberfest/ or call 305-289-4901.
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Oct. 20-23: Key Largo Pirates Festival. Key Largo. Buccaneers and wenches can enjoy three days of piratical fun including a costume contest, walk the plank, rum tasting, booty hunt, pirate show, thieves market, underwater poker and more. Visit www.keylargopiratesfest.com or call 305-394-3736.
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Oct. 21-22: Goombay Festival. Key West. Held in Key West’s historic Bahama Village neighborhood, the lively Goombay is known for its island-style food, arts and crafts, nonstop live entertainment and dancing in the streets. Visit www.goombay-keywest.org for more information.
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Oct. 21–30: 32nd Annual Fantasy Fest. Key West. This outrageous 10-day costuming and masking celebration features flamboyant costume competitions including one for pets, promenades, street fairs and a grand parade that stars marching groups, island bands and lavish floats. Visit www.fantasyfest.net or call 305-296-1817.
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Oct. 24: Underwater Pumpkin Carving. Key Largo. Divers become underwater artists as they turn pumpkins into Halloween masterpieces beneath the sea in the Florida Keys National Marine Sanctuary. Visit www.amoray.com or call 305-451-3595.
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Oct. 31 – Nov. 6: EcoWeek 2011. Florida Keys. This second annual Keyswide event is geared toward celebrating healthy living, a healthy planet and peaceable and sustainable communities. Visit www.ecoweekfloridakeys.com for more information.
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Nov. 6-13: Key West World Championship Powerboat Races. Key West. High-speed powerboats continue Key West’s longstanding tradition in a challenge described as the Indianapolis 500 of powerboat racing. Visit www.superboat.com or call 305-296-6166.
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Nov. 10: Key Largo Chamber of Commerce’s 30th Annual Cook-Off. Key Largo. The culinary competition is open to professional and amateur cooks and chefs, as well as young aspiring chefs. Categories include soups and chowders, appetizers, main dishes, sides and salads, and desserts. Visit www.keylargochamber.org or call 305-451-4747.
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Nov. 11-12: Key Largo Bridge Run. Key Largo. Enjoy the sunrise where the Atlantic Ocean meets the Gulf of Mexico during the morning race over part of the historic 18-Mile Stretch and the Jewfish Creek Bridge at Key Largo, gateway to the Keys. Visit www.keylargobridgerun.com for more information.
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Nov. 24 – Dec. 31: Key West “Bight’ Before Christmas” Holiday Celebration. Key West. Live holiday music, games for the kids, holiday cheer and a chance for photos with Santa highlight this event along the historic harbor walk linking colorful seaport restaurants, bars and businesses at the Key West Bight. Created as a gift to the community, the gala is produced by the Key West Bight Preservation Association and tenants of the Key West Bight. Visit www.kwholidays.org or call 305-304-2633.
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Nov. 25 – Dec. 4: Pirates in Paradise 2011. Key West. Historic Key West and Fort Taylor are transformed into a pirates’ stronghold with more than 150 pirate entertainers. Tall ships, sea battles, arts and crafts, pirate sails, a living history encampment and nonstop entertainment celebrate Key West’s maritime history. Visit www.piratesinparadise.com or call 305-296-9694.
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Dec. 2: Florida Keys Holiday Festival. Islamorada. This extravaganza traditionally begins with a tree-lighting ceremony at Founders Park, MM 87. Other attractions typically include a holiday parade featuring Santa, a holiday gift bazaar and a silent auction of ornaments decorated by local artists. Visit www.islamoradachamber.com or call 305-664-4503.
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Dec. 3: Key West Holiday Parade. Key West. Local leaders, churches and organizations share their holiday spirit in an exuberant parade of floats and marchers through historic Key West. Call 305-809-3700.
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Dec. 3-4: Key West Triathlon (TRIKW). Key West. The second annual Olympic distance and sprint triathlon event is to bring hundreds of top athletes to Key West. A pre-triathlon dinner is set for Dec. 3, with the competition Dec. 4. Visit www.trikw.com or call 305-394-3469.
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Dec. 9-10 and 16-17: Holiday Historic Lighted Inn Tours. Key West. Discover the holiday spirit and Key West’s architecture and history by touring five beautifully decorated historic inns each evening. Hosted by the Key West Innkeepers Association, the tours include culinary masterpieces by top island chefs and creative offerings by local artists, writers and performers. Visit www.keywestinntour.com or call 305-295-1334.
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Dec. 10: Key Largo Holiday Boat Parade. Key Largo. Each year, the waters of Blackwater Sound shimmer as decorated boats parade along the shoreline in celebration of the holiday season. Top spots for viewing and libations traditionally include Sundowners, Señor Frijoles, the Marriott Key Largo Bay Resort and Caribbean Club, MM 103-104. Visit www.keylargoboatparade.com or call 305-451-4502.
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Dec. TBA: Big Pine & the Lower Keys Island Art Festival. Big Pine & the Lower Keys. Highlights of this holiday event include live music by local entertainers, food, exhibits and booths featuring locally produced arts and crafts. Festivities traditionally take place on the grounds of the Lower Keys Chamber of Commerce, MM 31 oceanside. Visit www.lowerkeyschamber.com or call 305-872-2411.
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Dec. TBA: Key West Lighted Boat Parade. Key West. Decorated and lighted boats are to cruise through Key West Harbor and the waters of the Historic Seaport. Musical guests are featured and the event is presented by the Schooner Wharf Bar. Visit www.schoonerwharf.com or call 305-292-3302.
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Dec. 11: Key Colony Beach Lighted Boat Parade. Middle Keys. Christmas lights on outriggers and displays on boat decks are part of the beautiful festivities during the Key Colony Beach Boat Parade that traditionally begins at the 7th Street canal. Call 305-743-7214.
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Dec. 31: New Year’s Eve Fireworks on Blackwater Sound. Key Largo. The back bay is the setting for the annual New Year’s Eve fireworks extravaganza hosted by Sundowners, Señor Frijoles, Cactus Jacks, Gus’ Grille at the Marriott Key Largo Beach Resort and the Caribbean Club, MM 103-104. Visit www.keylargofireworks.com or call 305-451-4502.
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Dec. 31: Key West New Year’s Eve Celebrations. Key West. The Southernmost City celebrates with a “conch shell drop” at Sloppy Joe’s Bar, 201 Duval St.; the descent of a 6-foot red high-heel shoe carrying drag queen Sushi at the Bourbon Street Pub/New Orleans House complex, 724 Duval St., and the descent of a pirate wench from the top of the mast of a tall ship in the island city’s Historic Seaport. Call 305-296-2388, 305-293-9800 and 305-292-3302, respectively.
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