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Key West Songwriters Festival

The 20th Key West Songwriters Festival takes place between May 6 and May 10. It will feature over 150 performers at more than 40 shows over the five day period starting with a kick-off party Wednesday, May 6 at the Ocean Key at 6 p.m. For more information, visit the event list at the Key West Songwriters Festival website.

Florida Keys Vacation Rentals, Inc. offers information about vacation rentals, various attractions, entertainment options, etc. in Key West.


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9th Annual Woman’s Hope Concert

Womans Hope Concert in Key WestVisiting Key West or the Lower Keys? If you enjoy top-notch singing in a caberet atmosphere, you’ll enjoy attending the 9th Annual Woman’s Hope Concert at the Tennessee Williams Theatre located on the Key West campus of Florida Keys Community College. You’ll hear everything from pop and standards to blues, jazz and Broadway! It features Kim Gordon, Susan Speidel, Melody Cooper, Bruce Moore, Traci Reynolds, Dave Bootle, Marie Putko, Dora Gholson, Adrienne Zolondick and Maj Johnson. Proceeds from this year’s concert will benefit the Cancer Foundation of the Florida Keys. Tickets are available at www.Keystix.com or 305-296-1520


Learn more about various Key West attractions and entertainment options here.

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New Year’s Eve – Schedule for Key West & The Florida Keys

Key West New Year EveThe Florida Keys is a fantastic destination in which to spend New Year’s Eve. We’re glad you’re here with us! There will be numerous points of celebration in Key West as well as Islamorada and Key Largo.

You’ll find a round-up of these activities at Fla-Keys.com, the official tourism site. The post is found at http://www.fla-keys.com/news/news.cfm?sid=9026
Key West @ Midnight on New Year’s Eve

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While You’re Spending the Thanksgiving Holiday in the Keys…

The International Sand Arts Competition will take place between November 26 and 30 at the Casa Marina Resort in Key West.  Watch as sand sculptors create intricate, amazing sculptures.  Info is available from info@sandisle.com.

Also, in Key West, the Art! Key West! 3-day festival throughout the Old Town area.  “Highlights include visual, performing, literary, film and musical events, performances, and exhibitions. Galleries are to have extended hours and exhibitions, and art and culinary pairings are to be offered at local restaurants.  There is a special event for kids and their parents on Saturday and Sunday!  More info at https://keywestartcenter.com/ or 305-619-9459

A little further up the Keys, the Big Pine & Lower Keys Island Art Festival will take place on November 29 from 8 a.m. to 2 p.m.  There will be live music, food, exhibit and booths featuring locally-produced arts and crafts.  To be held at the Lower Keys Chamber of Commerce grounds at milemarker 31 oceanside (31020 Overseas Highway).  Visit LowerKeysChamber.com or call 305-872-2411 for additional info.

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3rd Annual Key West Film Festival Underway

This takes place in Key West November 12–16
Showcasing films that exhibit excellence in storytelling and that capture Key West’s essence: Creativity, Diversity, Sustainability, and Beauty.The festival’s lineup features screenings and special events hosted at landmark venues throughout Key West, primarily the Tropic Cinema and San Carlos Institute. The four-day program is to include several films from multiple genres and categories as well as social events with filmmakers, actors and film lovers.  There’s also a series of free, late night events.  Its website is kwfilmfest.com/

Contact: 941-527-9385; 305-295-9112

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Key West Chalk Festival

The 3rd Annual Key West Chalk Festival will take place between November 19 and 23.  It’s a pavement art festival where artists use chalk as their medium and the pavement surface as their canvas. Sponsored in part by the Florida Keys Council of the Arts and The Key West Art & Historical Society, the Key West Chalk Festival follows street painting traditions that originated in 16th century Renaissance Italy when artists began transforming streets into canvas using chalk. The Key West Chalk Festival is a family-friendly, pet-friendly event, free and open to the public. Ongoing information and updates are available on the Key West Chalk Festival Facebook page.