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Photo by: Courtesy of MCH Swiss Exhibition (Basel) LTD.

SOUTHEAST
Spend an afternoon with humor columnist Dave Barry at the Miami Book Fair. The street show brings together more than 350 authors and thousands of book lovers.
Nov. 14-21
miamibookfair.com

You never know what to expect when the works of international contemporary artists come together under one roof during Art Basel in Miami. Start at the Miami Beach Convention Center, and party your way through satellite shows where both artists and their works make an appearance.
Nov. 30-Dec. 5
artbaselmiamibeach.com

Join Key West’s Holiday Historic Inn Tour, and meander through 20 small inns decked out for the season.
Dec. 10-11, 16-17
keywestinntour.com

See the Gilded Age mansion of industrialist Henry Flagler aglow when the Flagler Museum in Palm Beach hosts Holiday Evening Tours of Whitehall, with carolers and refreshments.
Dec. 18-23
flaglermuseum.us

SOUTHWEST
View cutting-edge films at the Naples International Film Festival. Meet filmmakers and producers at the opening and closing ceremonies at the Naples Philharmonic Center.
Nov. 4-7
naplesfilmfest.com

Hop a double-decker boat for the Christmas Light Cruise with Kingfisher Cruises in Punta Gorda. Sail through the Charlotte Harbor area canals, viewing homes all lit up for the holidays.
 Dec. 4-31
kingfisherfleet.com

CENTRAL
Lakeridge Winery & Vineyards in Clermont, near Orlando, hosts its holiday open house. Displays of local art, live music, winery tours and tastings.
Nov. 11-14
lakeridgewinery.com

Chill Lounge Night turns Straub Park in St. Petersburg into a buzz-filled outdoor club scene with cool daybeds for seating. Alfresco dining, a cigar lounge, live jazz, Brazilian samba—plus a fashion show and fireworks.
Nov. 20
chilloungenight.com

At a frigid 9 degrees, ICE! is the signature holiday event at Gaylord Palms Resort in Kissimmee. Bundle up (parkas are provided) for strolling the enchanted display of 2 million pounds of hand-sculpted ice.
Nov. 20-Jan. 2
gaylordpalms.com/christmas

NORTHEAST
Mannheim Steamroller shows off its blend of classical music and rock when it launches its national tour at the University of Florida in Gainesville. See the Mannheim Steamroller Christmas show, with its multi-media images, synchronized lighting and special effects.
Nov. 11
352.392.2787

During Luminary Night at the St. Augustine Lighthouse & Museum on Anastasia Island, climb to the top of the tower, where you’ll find a view of the Old City’s holiday lights and a glass of cider waiting for you.
Dec. 1
staugustinelighthouse.com

Take a self-guided Downtown Historic Church Tour in Jacksonville. Visit 10 churches from the late 1800s and early 1900s; learn about their architecture and historical significance. Trolley service provided.
Dec. 10
downtownjacksonville.org/church-tour

NORTHWEST
Seeing Red is the highlight event at Destin’s Taste of the Beach food and wine festival. Vintner dinners, winemaker lectures and a sparkling wine brunch round out the festival.
Nov. 4-7
tasteofthebeachfla.com

The Moscow Ballet performs the Great Russian Nutcracker with fairy-tale characters and larger-than-life puppets. See it at the Marina Civic Center in Panama City.
Dec. 29
marinaciviccenter.com