Our Concierges on Wheels
Our professional drivers are friendly, accommodating and knowledgeable about each of the cities along the coast; Clearwater Beach, Downtown Clearwater, Dunedin, Palm Harbor, and Tarpon Springs. Each of our drivers has certified qualifications and can easily get you acquainted with the area on your first Jolley Trolley ride. So, all aboard!
Benny
Benny is originally from Ohio and enjoys the warm weather in Florida. Benny enjoys meeting all of the different people that board his trolley. You can catch Benny driving the Trolley for many Wedding Charters andPub Crawls around the Tampa Bay Area.
Bob
Bob was born in Brooklyn N.Y. and moved to FL in 1971. He worked as an electrician most of 19 years as the Chief Electrician at the St. Pete Clearwater International Airport. Bob and his wife live in Seminole with two of their 25 shared grandchildren. After retirement he started working again because he knew too much about Soap Operas. Bob enjoys the conversations and the people he meets on the Trolley. They teach him something new every day.
Brent
Brent is our newest "concierge on wheels". He has an outgoing personality, lives in Dunedin and knows the local area very well. Brents is also a Football Coach for Dunedin High. You can catch Brent driving on Clearwater Beach and our Coastal Route up to Tarpon Springs.
Crist
Crist has been a firefighter/EMT with the City of St. Pete Beach for over 25 years. He drives a bus for Northside Christian School and is completing his Bachelors degree in Public Administration with a specialty in Emergency Management. Crist has been married over 20 years and has two children. He enjoys the everyday changes of working with the Jolley Trolley. You can ride with Crist on Clearwater Beach or on the Coastal Route on weekends.
Diane
Diane adds a special personality to the Jolley Trolley. She loves driving the Clearwater Beach Route, but can also be found on the Coastal Route. Diane is a "Concierge on Wheels" when it comes to recommending our local advertisers for places to eat or entertainment! She enjoys driving for Pub Crawls and private Wedding Charters!
Fred
Fred has a 30 year career as a professional driver. He loves driving for the Jolley Trolley and meeting people. Fred is a long time resident of Pinellas County and has been married for 36 years. He loves living by the beach in sunny warm Florida and enjoys working on old classic cars. Fred is a native New Yorker.
George
George is from Southern New Jersey and moved to Clearwater with his wife in 2009 after retiring from teaching woodworking, coaching track and field and running a small cabinetmaking business. In addition to driving, George is also the Jolley Trolley's Fleet Maintenance Manager. George has been married for 28 years and has two children. He enjoys fishing, boating, camping and playing the piano. His favorite sports team is the New York Yankees.
George
George, from Winston Salem, NC worked 40 years as a locomotive engineer. After retirement, George continued to enjoy his hobby of hunting & fishing. His love for outdoors drew him to his career as a motorcoach driver/guide for Royal Highway Tours in Alaska based at the Mt. McKinley Princess Lodge. George and his wife currently live in Clearwater and enjoy traveling, cruising, and the beach. He enjoys meeting new people on the Trolley!
Jamie
Jamie drives for the Trolley on the weekends while driving for the Pinellas County School District during the week. She enjoys driving! You can find Jamie on the weekends driving the Coastal Route up to Tarpon Springs.
Jill
Jill is the Jolley Trolley's Operations Manager. She has over 30 years as a "Transportation Specialist" and is now a "Concierge on Wheels" for the Jolley Trolley. She says that meeting people from all over the world has been an enjoyable gift. She looks forward to meeting you, too. So come on and get on board for a ride to remember on the Jolley Trolley with Jill.
Joann
Joann drives the Trolley on weekends and can be found driving the Clearwater Beach Route. She spends the weekdays as a bus driver for the Pinellas County School system. Joann gets compliments from many Jolley Trolley passengers for her outgoing personlity and her knowledge of the Clearwater Beach area.
Mike
Mike was born and raised in Brooklyn where he worked 20 years in the transportation business. He moved to Florida in 1988 and continued to work in the transportation business. Mike enjoys staying active and enjoys tennis, bowling, and taking advanatage of Florida's fishing. He is also a lifelong basketball fan. Mike enjoys working for the Jolley Trolley because of the different people he meets from across the USA and abroad.
Robin
Robin lives locally and knows the area very well. She enjoys driving on Clearwater Beach because she has gotten aquainted with all of our locals and tourists that come to the area to ride the Trolley. You can also find Robin driving the Coastal Route on weekends.
Roger
Roger is the name and driving is his game! Roger has been driving professionally over 5 years and currenty drives a school bus as well as a Trolley. His motto is "be safe, have fun," and yes you can do both! He likes to set the tone on his trolley and always plays a selection of Buffet, Beach Boys or Reggae songs. Find Roger driving on the Coastal Route on the weekends. His biggest and most enjoyable hobby is spending time with his family.
Ron
Ron is originally from New Jersey and is a retired bus operator after 33 years of service for SEPTA in Philadelphia, PA. In his off time he likes watching sports and spending time with his family. He has been with the Jolley Trolley for 6 years and enjoys interacting with the passengers from all regions of the world. Ron mainly drives on the Jolley Trolley's Clearwater Beach route during weekdays.
Sue
Sue has lived in Largo over 20 years and is from the state of Missouri. She has been employed by Pinellas County Schools for about 20 years and is VERY happy to be working for the Jolley Trolley. She also really enjoys ALL of the people that she has the opportunity to meet while working with the Jolley Trolley. She likes to read, garden and go to the beach. You can ride with Sue on the Jolley Trolley Coastal Route on weekends!
Wendy
Wendy drives for the Jolley Trolley in addition to also being a School Bus driver like many on our Jolley Trolley team. You can catch Wendy on the Coastal Route on the weekends!












































