Set Sail for an Unforgettable LIVE Experience
A.J. Pierzynski and Friends
Step aboard for an exclusive event hosted by All-Star catcher A.J. Pierzynski and Manager Ozzie Guillén of the 2005 World Champion MLB team. This unforgettable experience will bring you face-to-face with the legends who made history and current players looking for their first ring. Relive the magic of the historic 2005 season through insider stories, behind-the-scenes moments, and first-hand reflections from the catcher and coach who made it happen. Each event features special appearances by Shane Smith, Chase Meidroth, Davis Martin, and Kyle Teel. Guests will enjoy a multi-course buffet dinner and a full cash bar, all while taking in breathtaking views of the Chicago skyline. This is more than just a celebration—it’s a once-in-a-lifetime opportunity to connect with both past and present players at the same time. Bring your questions, as there will also be a Q&A segment and don’t worry about bringing memorabilia to have signed, you will receive a baseball upon boarding to capture their signatures throughout the night. This immersive experience doesn’t happen anywhere but with City Cruises Live!
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Who’s On Board
A.J. Pierzynski
World Series Champion and Major League Baseball All-Star A.J. Pierzynski is regarded as one of the most accomplished catchers in league history. A key member of the 2005 World Series-winning Chicago White Sox, Pierzynski enjoyed a 19-year MLB career, which included two All-Star selections in 2002 and 2006, as well as a Silver Slugger Award in 2012. With over 2,000 career hits and a .280 batting average, he remains one of the most durable and dependable players of his era.
Since retiring, Pierzynski has successfully transitioned into broadcasting, serving as a game and studio analyst for FOX Sports since 2017. Known for his sharp insights and candid commentary, he’s become a fan favorite in the booth and beyond. Additionally, he co-hosts the popular baseball talk show Foul Territory, offering his unique perspective on breaking news and topics from the world of baseball.
Born in Bridgehampton, NY, Pierzynski grew up in Orlando, Florida, where he earned All-State honors at Dr. Phillips High School before being drafted by the Minnesota Twins in 1994. He now resides in Orlando with his wife, Lisa, and their two children, continuing to make an impact on the game both on and off the field.
Ozzie Guillen
Oswaldo José Guillén Barrios (Ozzie Guillen) is a Venezuelan-American former professional baseball player. He played as a shortstop in Major League Baseball for 16 seasons, primarily with the Chicago White Sox, from 1985 to 2000. During his playing career, Guillen won the American League Rookie of the Year Award and a Gold Glove, earning recognition as one of the best defensive shortstops of his era. He later managed the Chicago White Sox from 2004 to 2011, leading the team to a World Series championship in 2005
Chase Meidroth
Chase Meidroth is an American Professional infielder for the Chicago White Sox. Born July 23, 2001 Chase played his college baseball at University of San Diego and was drafted in the 4th round of the 2022 MLB draft by the Boston Red Sox. Traded to the White Sox in 2024, Meidroth made his MLB debut in April of 2025 and quickly showcased his plate discipline and versatility across the infield. Known for his strong on-base skills and defensive flexibility, Meidroth has become a regular contributor for the White Sox.
Davis Martin
Davis Martin is an American professional baseball pitcher for the Chicago White Sox. Born January 4, 1997 Martin played college baseball at Texas Tech University before being drafted by the White Sox in the 14th round of the 2018 MLB draft. He made his MLB debut on May 17, 2022 with the White Sox and has spent his career with the club, wearing #65 as a member of the starting rotation. His career includes overcoming Tommy John surgery in 2023 and returning to contribute at the big-league level in 2024 and 2025.
Kyle Henry Teel
Kyle Henry Teel is an American professional baseball catcher for the Chicago White Sox of Major League Baseball. He played college baseball for the Virginia Cavaliers, and was selected by the Boston Red Sox in the first round of the 2023 MLB draft
Shane Smith
Shane Smith is an American professional right-handed pitcher for the Chicago White Sox. Born April 4, 2000 he played his college baseball at Wake Forest University and began his professional career after signing with the Milwaukee Brewers as an undrafted free agent in 2021 following recovery from Tommy John surgery. The White Sox selected Smith with the first pick of the 2024 Rule 5 draft, and he made the club’s opening day roster for the 2025 season. Smith was selected to the All Star game in his rookie season and is emerging as an important young arm in the White Sox rotation.
A Night with A.J. Pierzynski and Friends
Take a look back at unforgettable cruises with A.J. Pierzynski and friends. Relive the stories, laughs, and championship memories, and don’t miss your chance to join us again later this year for more epic nights in Chicago with City Cruises LIVE.
