6 p.m. at the Edson Keith Estate, 5500 S. Tamiami Trail
$175 to $225
The name says it all. This event, which benefits the Child Protection Center, invites men to sample whiskeys from select distillers while browsing luxury watches and premium cigars. The evening features a live and silent auction, casino-style games, hors d’oeuvres and an open bar.
5:30 p.m. at Alfstad& Contemporary, 1419 Fifth St.
Renowned sculptor Hans Van de Bovenkamp, known for his large-scale sculptures, scales down for his first solo exhibition in Sarasota. “Gateways” will highlight the artist’s smaller sculptures, as well as paintings and drawings. Show runs through Jan. 20.
7:30 p.m. at the Van Wezel Performing Arts Hall, 777 N. Tamiami Trail
$30 to $110
The Sarasota Ballet has performed the individual works of choreographer George Balanchine’s iconic ballet, “Jewels” before, but this performance of all three pieces marks the first time the company will perform it in its entirety. Continues Saturday at 2 and 7:30 p.m.
Artists, performers and local businesses come together for an evening of art, live music and local craft beer to benefit Toys for Tots through raffles and toy donations.
'A Christmas Carole and a New Years Yves'
7:30 p.m. at the Historic Asolo Theater, 5401 Bay Shore Road
Artist Series Concerts of Sarasota presents Carole Bufford and Eric Yves Garcia in a holiday special, featuring classic interpretations as well as some new twists on popular holiday favorites, such as “It’s Beginning to Look a Lot Like Christmas,” “Silent Night,” “Baby it’s Cold Outside” and “Santa Baby.”
SUNDAY, DEC. 18
'Guys and Dolls'
2 p.m. at the Asolo Repertory Theatre, 5555 N. Tamiami Trail
$32 to $87
This classic, dazzling performance hits the stage to kick off Asolo Repertory Theatre’s season with all glitz, glamour and memorable songs you’ll be humming all the way home. Runs through Jan. 1.
Langston Hughes' 'Black Nativity'
2 p.m. at the Westcoast Black Theatre, 1646 10th Way
$42; $30 for students and active military
Experience the Nativity story through the African-American lens at Westcoast Black Theatre Troupe’s annual holiday tradition. Runs through Dec. 23.
Black Diamond Burlesque: 'Unwrapped'
8 p.m. at McCurdy's Comedy Theatre, 1923 Ringling Blvd.
Been naughty this year? Why stop now? Celebrate the holidays with a tantalizing performance by Black Diamond Burlesque.
7:30 p.m. at Sarasota Sailing Squadron, 1717 Ken Thompson Parkway
The Sarasota Folk Club presents this holiday concert with performances by Bill Schustik, Ishmael Katz, Mindy Simmons and Lisa Bohn, Carolyn Dunn and Julia Chaplin and James Hawkins.
TUESDAY, DEC. 20
'Legally Blonde: The Musical'
7:30 p.m. at the Players Centre for Performing Arts, 838 N. Tamiami Trail
$12 to $30
Follow Elle Woods, a sorority girl who enrolls at Harvard Law School to win back her ex-boyfriend, Warner. Along the way, Woods manages to surprise her contemporaries and stay true to herself. Runs through Dec. 23.
WEDNESDAY, DEC. 21
Music Matinees: Aaron and Avis Romm
Noon at the Beatrice Friedman Symphony Center, 709 N. Tamiami Trail
Celebrate the world-class musicians living right here in Sarasota with this lunchtime concert series by Sarasota Concert Association. This installation features a performance by mother-son duo Avis and Aaron Romm. Avis is a Steinway artist and Aaron is an accomplished trumpet player
Re-live your arcade glory days at Calusa’s new bracket-style retro video game tournament. The winner gets not only bragging rights, but also a free growler full of any beer on tap.
'A Christmas Carol'
8 p.m. at the Van Wezel Performing Arts Hall, 777 N. Tamiami Trail
$36 to $56
Charles Dickens’ classic holiday story comes to life, complete with timeless tunes, including “God Rest Ye, Merry Gentlemen,” “Away in a Manager” and more.
'Million Dollar Quartet'
8 p.m. at Florida Studio Theatre, 1241 N. Palm Ave.
It was one of the most famous jam sessions in rock ‘n’ roll history. This Tony Award-winning musical takes you behind the scenes of the legendary collaboration between Elvis Presley, Johnny Cash, Jerry Lee Lewis and Carl Perkins in the iconic Sun Studios in Memphis. The session may have happened by pure chance, but the collaboration is considered a seminal moment in rock history. Runs through Jan. 1.