January 2010:

• January 9 to April 24 - ART - Sculpture Key West 2010 - Outdoor sculpture exhibition at Fort Zachary Taylor State Park and West Martello Tower. Cutting edge sculptures made by artists from around the world. For more information, call 305-295-3800.
   
• January 13 & 14, 2010 - MUSIC - Key West Symphony Master Concerts Series II - Israeli Violin/Composer, Ittai Shapiro and Jin Hi Kim, Korean Drums/Composer join the Key West Symphony performing their own Compositions. Tennessee Williams Theater, 5901 College Rd, Stock Island. 8 pm. For more information and tickets, call 305-296-1520.
   
• January 13 - February 13, 2010 - THEATER -Women Who Steal by Carter W. Lewis. Director Rebecca Tomlinson - Red Barn Theatre, 319 Duval Street, Rear, Key West. Box office: 305-296-9911
• January 15-16, 2010 -- ARCHITECTURE- House and Garden Tour - Visit 5 Key West homes and tropical gardens.  Tickets are $25, and include transportation on a Conch Tour Train.  Call 305-294-9501 for more information.
• January 16, 2010 - FOOD - 5th Annual Florida Keys Seafood Festival - Growing more popular each year, this festival celebrates Key West's abundant fresh seafood with music & beverages served up by many of the Florida Keys commercial fisherman and families. Crab, lobster, ceviche, conch chowder, and other local cuisine is served up in a picnic setting. Entrance is free. 11 a.m. - 9 p.m. Bayview Park at Truman Avenue and Eisenhower Drive, Key West. For more information, call 305-872-9026.
• January 16 - April 16, 2010 - ART - Sculpture Key West 2010- Each year artists from Key West and beyond install a thoughtful, inventive, and often whimsical collection of outdoor sculpture. Be sure to visit all three locations: Key West Garden Club at West Martello Tower (southern end of White Street), Key West Tropical Forest & Botanical Garden (5210 College Road, Stock Island), and Fort Zachary Taylor Historic State Park (at the end of Southard Street). For more information, call 305-295-3800.
• January 16, 2010 - ART - Sculpture Key West 2010 Opening & Reception - 3 pm - 6 pm: Free Admission to Fort Zachary Taylor, then the 5:30 - 7:30 pm: Opening Reception at West Martello (southern end of White Street).
   
• January 16, 2010 - MUSIC - Key West Symphony Master Concerts Series II - Tennessee Williams Theater, 5901 College Rd, Stock Island, 8pm. For more information and tickets, call 305-296-1520.
• January 18 - 22, 2010 - SAILING - Premier Racing Presents: Key West 2010 - Known locally in Key West as "race week", this worldclass sailing competition hosts nearly 300 racing yachts compete for class championships in this international midwinter sailboat regatta. Call (781) 639-9545 for more information.
• January 22 -24, 2010 - FISHING - Hog's Breath King Mackerel Tournament - Using the fastest boats in competitive saltwater fishing, highly competitive anglers seek the largest and most king mackeral for cash prizes. For more information, call (305) 296-0364.
• January 23, 2010 - ART - Anne McKee Artists Fund Auction - Nearly 100 artists are to exhibit and auction their work to raise money for the fund that provides project-based grants to Keys artists. Artwork includes original paintings, sculpture, photography, fiber art, ceramics and more. East Martello Museum, 3501 S. Roosevelt Blvd, Key West.
   
• January 24 - February 9, 2010 - THEATER - Speed the Plow by David Mamet - Directed By Carole MacCartee, Red Barn Theatre, 319 Duval Street, Rear, Key West. Box office: 305-296-9911
• January 28 - 31, 2010 - MUSIC - 1st Annual Key West Dulcimer Fest - 15 of the best performers of mountain dulcimer and hammered dulcimer will be presenting concerts and teaching workshops to registrants and to the general public.  Registrations are $95 and include all concerts and classes.  Vendors will be on hand with instruments and beginner lessons are available.  Contact Bing Futch at (407) 342-1447 for more info.
   
• January 30 -31, 2010 - ART - 25th Annual Key West Craft Show - Open air art market and judged show offering an amazing variety of work, including sculpture, paintings, craft, and folk art. Whitehead Street and Caroline Streets, Key West. For more infromation, call (305) 294-1241.
• January 31, 2010 - SPORTS - 12th Annual Key West Half Marathon - 7:00 AM. Registration costs $45 by Jan. 20, 2009, $50 thereafter. Dante's Restaurant, 951 Caroline Street (The registration booth will be set up at Lands End Marina on Saturday January 24 from 5 PM till 8 PM. Race packets can be picked up at this time. Registration booth will also be open race day starting at 6 am.) Awards ceremony with great prizes distributed will follow the race. Awards will given to First thru third Male/Female three deep from 14 & Under to 70 & Over. First Place Overall Male/Female and First & Second Masters and a Military Division.
   

February 2010

• February every day - ART - Sculpture Key West 2010- Each year artists from Key West and beyond install a thoughtful, inventive, and often whimsical collection of outdoor sculpture. Be sure to visit all three locations: Key West Garden Club at West Martello Tower (southern end of White Street), Key West Tropical Forest & Botanical Garden (5210 College Road, Stock Island), and Fort Zachary Taylor Historic State Park (at the end of Southard Street). For more information, call 305-295-3800.
• February 7 - 15, 2010 - SPORTS - 19th Annual Kelly McGillis Classic - Women's flag football teams from all over the world to compete in the International Women's Flag Football Association largest tournament. Call 888-GO-IWFFA for more information.
• February 12-13, 2010 -- ARCHITECTURE - House and Garden Tour - Visit 5 Key West homes and tropical gardens.  Tickets are $25. Call 305-294-9501 for more information.
• February 18 - 21, 2010 - THEATER - The Return of Miss Gulch - Written by and Starring Fred Barton. Red Barn Theatre, 319 Duval Street, Rear, Key West. Box office: 305-296-9911
• February 19 - 21 - 2010 - GARDENING - Garden fest Key West - South Florida's top nurseries will show bromeliads, orchids, fruit trees, palms, tropical flowers and natives for the Botanical Gardens' annual plant sale! Attend landscaping workshops, learn how to build your own native garden, browse through garden supplies booths, and arts and crafts. Docent tours will be offered. Plant sale is free and open to the public. Gates open 9 a.m. - Call 305-296-1504 for more information.
• February 19 - 22, 2010 - WRITING - Key West Travel Writing Workshop - Learn the secrets of travel writing from Bob Fisher, a Frommers writer and contributing editor.  The course concentrates on how to shape your travel story into something that editors would consider buying. The course includes instruction on different types of travel writing, kinds of outlets, methods of research, determining the market, self-publishing, query letters and more. Classes are held in the museum's Robert Frost Cottage or in the adjacent, gorgeous garden. Cost is $275 for two days of instruction (four hours per day on Saturday and Sunday). Classes limited to only 15 participants. Reception and orientation held the first night. Heritage House Museum, 410 Caroline Street. For more information, call 305-296-3573.
• February 24 - March 27, 2010 - THEATER - Shirley Valentine by Willy Russell - Directed By Joy Hawkins. Red Barn Theatre, 319 Duval Street, Rear, Key West. Box office: 305-296-9911
• February 25, 2010 - FUNDRAISER - Friends of the Key West Library Bi-annual Fund Raiser - A catered affair with entertainment, to be held at the Studios of Key West, from 6 p.m. to 7:30 p.m., cost $100 per person. Call for more information call 305-293-0713.
• February 27 - 28, 2010 - ART - 45th Annual Old Island Days Art Festival - Open-air art show and market featuring oil paintings, watercolors, sculpture, photography and other works. Whitehead Street & Caroline Street, Key West. For more information, call (305) 294-1241.
   

March 2010

• February 24 - March 27, 2010 - THEATER - Shirley Valentine by Willy Russell - Directed By Joy Hawkins. Red Barn Theatre, 319 Duval Street, Rear, Key West. Box office: 305-296-9911
• March, every day - ART - Sculpture Key West 2010- Each year artists from Key West and beyond install a thoughtful, inventive, and often whimsical collection of outdoor sculpture. Be sure to visit all three locations: Key West Garden Club at West Martello Tower (southern end of White Street), Key West Tropical Forest & Botanical Garden (5210 College Road, Stock Island), and Fort Zachary Taylor Historic State Park (at the end of Southard Street). For more information, call 305-295-3800.
• March 6, 2010 - LOCAL COLOR - 48th Annual Conch Shell Blowing Contest - Watch enthusiastic contestants, from children to seniors, pucker up and demonstrate their shell-blowing talents. No cost to enter or to compete, and no experience is necessary. Conch shells are available for purchase for those who do not have their own. Contestants are encouraged to register for the event at the Oldest House from 11:30 to 1:00 pm on or before the day of the event. For further information call 395-294-9501.
• March 12-13, 2010 -- ARCHITECTURE - House and Garden Tour - Visit 5 Key West homes and tropical gardens.  Tickets are $25. Call 305-294-9501 for more information
• March 13, 2010 - CUBA - Hot Havana Nights - A night celebrating and enjoying Cuban culture. Features a hot salsa band, silent auction of Cuba art, Cuban food, and mojito & cigar bar. VIP seating $125 includes seating dining. $50 for buffet & cash bar. 7pm - 11pm. 5210 College Road, Stock Island. Early reservations are suggested. Call 305-296-1504 for more information.
• March 18-20, 2010 - THEATER - Always… Patsy Cline by Ted Swindley - Directed By Joy Hawkins.
  Red Barn Theatre presenting at the San Carlos Institute, 516 Duval Street, Key West. Box office: 305-296-9911.

April 2010:

• continuing until April 16, 2010 - ART - Sculpture Key West 2010- Each year artists from Key West and beyond install a thoughtful, inventive, and often whimsical collection of outdoor sculpture. Be sure to visit all three locations: Key West Garden Club at West Martello Tower (southern end of White Street), Key West Tropical Forest & Botanical Garden (5210 College Road, Stock Island), and Fort Zachary Taylor Historic State Park (at the end of Southard Street). For more information, call 305-295-3800.
• April 7 - May 8, 2010 - THEATER - Short Attention Span Theatre - "A Myriad of Directors and A Cast of Thousands." Red Barn Theatre, 319 Duval Street, Rear, Key West. Box office: 305-296-9911.
• April 11, 2010 - WRITING - 16th Annual Robert Frost Poetry Festival - Abbreviated schedule this year (normally a 5 day festival). Plans to announce winners of the International Poetry Contest and the Monroe County Poetry in Schools Contest. 410 Caroline Street. For more information, call 305-296-3573.
• April 17, 2010 - THEATER - John Wells and Carmen Rodriguez sing James Taylor and Linda Ronstadt- Directed By Joy Hawkins. San Carlos Building, 516 Duval Street, Key West.
• April 23, 2010 - MUSIC - Key West Symphony Master Concerts Series III - Tennessee Williams Theater, 5901 College Road, Stock Island. For more information and tickets, call 305-296-1520.
• April 28 - May 2, 2010 - MUSIC - 15th Annual Key West Songwriters Festival - The 14th-annual showcase of musical magic features America’s foremost performing songwriters, with concerts staged in intimate, audience-friendly island settings.
• April 21, 2010 -MUSIC - Key West Symphony Master Concerts Series III - Tennessee Williams
  Theater, 5901 College Road, Stock Island - 8pm. For more information and tickets, call 305-296-1520.

May 2010

• April 7 - May 8, 2010 - THEATER - Short Attention Span Theatre - "A Myriad of Directors and A Cast of Thousands." Red Barn Theatre, 319 Duval Street, Rear, Key West. Box office: 305-296-9911.
• May 29 to June 6, 2010 - GAY/LESBIAN - Pridefest Key West 2010: Diversity In Paradise - Event honoring diversity, openness and freedom in the city that is consistently recognized as one of the world's top gay and lesbian vacation destinations. For more information, call (305) 292-3223.

June 2010

• June 12, 2010 - SPORTS - The Original FKCC Swim Around Key West - Swimmers, accompanied by kayakers, circumnavigate the island of Key West, a distance of over 12 miles. For more information, call 305-809-3562.

October 2010

• October 22-31 2010 - FANTASY FEST 2010 - Weeklong celebration - Key West biggest party of the year - with many adult-only events. More information to be added as events are announced.

And check back frequently - since more dates and details will be added as the season progresses.