Miracle on Cleveland Street: The 400 block of downtown Clearwater turns into a winter wonderland for the 14th annual celebration with falling snow, strolling carolers, holiday-themed selfie stations, photos with Santa, Tel-an-Elf video chats with Santa’s elves, Holly Jolley Trolley rides, an Xtreme Board snowboard simulator, ice skating, Gingerbread Mini Putt-Putt Golf, crafts and a touch a truck. Free. 2-6 p.m. Sunday. Nancy and David Bilheimer Capitol Theatre, 405 Cleveland St., Clearwater. 727-791-7400.
Cars and Couture: The 12th annual “Enchanted Woodlands”-themed black-tie-optional gala features an exotic car show, fashion show, live music, silent auction, craft cocktails and a VIP dinner. Benefits Autism Speaks. $75, $125 two. 6-10 p.m. Saturday. East Lake Woodlands Country Club, 1055 East Lake Woodlands Parkway, East Lake. 727-784-8576.
Death by Chocolate: Enjoy dessert samples from area restaurants and businesses while the holiday lights in Largo Central Park are on full display. Includes live entertainment, an auction and complimentary champagne. The Largo Rotary event benefits the city’s youth programs. $20. 7 p.m. Friday. Central Park Performing Arts Center, 105 Central Park Drive, Largo. 727-587-6793.
Paula Poundstone: The award-winning comedian and popular panelist on NPR’s weekly comedy news quiz “Wait Wait … Don’t Tell Me” performs. $35-$45. 7:30 p.m. Friday. Nancy and David Bilheimer Capitol Theatre, 405 Cleveland St., Clearwater. 727-791-7400.
Trolley Holiday Light Tours: Hop on the Jolley Trolley for a 90-minute tour to some of the area’s best light displays. Sit back and enjoy snacks or a drink as you sing along to holiday songs. BYOB welcome. The tours depart from both Crabby’s Dockside and the Clearwater Historical Society. A rum bucket is included for those guests who hop on at Crabby’s Dockside at Clearwater Beach. $19.99-$29.95. 6:30-8 p.m. Thursday-Friday and Sunday. Clearwater Historical Society Museum and Cultural Center, 610 S Fort Harrison Ave. 727-445-1200.
Holiday Tour of Homes: The Dunedin Youth Guild holds the 53rd annual “Winter Wonderland”-themed Holiday Tour of Homes to welcome the holidays. Includes access to five historical or decorated Dunedin homes, the Dunedin Chamber of Commerce and the Dunedin Fine Art Center. Also includes Holiday Tea with tea, cookies, vendors and a holiday boutique. Benefits the Dunedin Youth Guild’s youth scholarship program and other youth-focused community improvement projects. $25-$30. 10 a.m.-3:30 p.m. Saturday. Dr. William E. Hale Senior Activity Center, 330 Douglas Ave., Dunedin. 727-734-0394.
Victorian Christmas Stroll: Stroll through the museum to see a variety of themes and displays in each exhibit room. The 41st Annual Victorian Christmas Stroll includes snow babies, tiny antique trees, vintage Santas and nutcrackers, antique goosefeather trees, vintage fashions and visitor favorites from years past. $18, $16 seniors, $12 youth, 3 and younger free. 10 a.m.-8 p.m. Thursday-Sunday. Henry B. Plant Museum, 401 W Kennedy Blvd., Tampa. 813-254-1891.
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Plaid Tidings: A heavenly phone call from Rosemary Clooney prompts The Plaid’s return to Earth for a posthumous Christmas performance to bring a little harmony to the world. The musical comedy brings holiday favorites that are “Plaid-erized” including a three-minute, 11-second version of “The Ed Sullivan Show.” $20.50 and up. 7:30 p.m. Wednesday-Friday, 2 and 7:30 p.m. Saturday, 2 p.m. Sunday. Jaeb Theater at the David A. Straz Jr. Center for the Performing Arts, 1010 N MacInnes Place, Tampa. 813-229-7827.
Honeymoon Island Bluegrass Festival: Six hours of traditional bluegrass music by the Cody Norris Show, Amanda Cook Band and Born Lonesome. Also includes food vendors, a children’s area and trolley rides to and from the parking lots. Located in the shady picnic area near the north beach and wooded hiking trails. $15-$18, 11 and younger free. 11 a.m.-5 p.m. Saturday. Honeymoon Island State Park, 1 Causeway Blvd., Dunedin. 845-399-5412.
Gardens and Grounds Tour of Old Hyde Park: Explore several distinctive and beautiful gardens in the iconic Hyde Park neighborhood on this tour with sips, snacks, music, gardening demonstrations and surprises. Benefits the beautification efforts of Hyde Park Preservation. $30-$35. 10 a.m.-1 p.m. Saturday. 1012 S Dakota Ave., Tampa. 862-368-6576.
12 Days of Christmas: This winter festival on the farm has holiday hayrides, a gingerbread village, a Merry Market, photos with Santa and Christmas stories read by Mrs. Claus. For added fees you’ll find pony rides, gem mining and face painting. Advanced tickets can be found at rapragerfamilyfarms.com. $14.95, 2 and younger free. 3-9 p.m. Friday-Saturday, 3-7 p.m. Sunday. Raprager Family Farm, 16907 Boy Scout Road, Odessa. 813-922-2799.
Christmas Block Party: The community is invited celebrate the holidays with free food, inflatables, cookies, cocoa, door prizes, photo ops, reindeer games, Frosty and friends crafts, balloon art and holiday characters. Free. 6-8 p.m. Friday. Clearwater First Church of the Nazarene, 1875 Nursery Road. 727-536-1498.
Celebration of Lights: The eighth annual drive-thru light show with family entertainment including a ridable holiday train. Lights run 6-9 p.m. Friday-Sunday evenings through Dec. 18 and Dec. 21-23. $20 carload, $3 train. 6-9 p.m. Friday-Sunday. The Concourse, 11919 Alric Pottberg Road, Shady Hills. 727-233-2968.
Herb Alpert: The Grammy Award winner, 2006 Rock and Roll Hall of Fame inductee and trumpeter of Tijuana Brass fame performs with his wife, Grammy-winning vocalist Lani Hall. $45-$75. 8 p.m. Saturday. Nancy and David Bilheimer Capitol Theatre, 405 Cleveland St., Clearwater. 727-791-7400.
Hanukkah Fair: Get food from Wheely Kosher Pizza and Falafel Factory food trucks at this festival with bounce houses, inflatable slides, obstacle courses, face painting, balloon art, kids crafts, a book fair and performances. No cover. 11 a.m.-3 p.m. Sunday. Hillel Academy, 2020 W Fletcher Ave., Tampa. 813-963-2242.