Jolley Trolley Transportation

Transportation service · Clearwater

Jolley Trolley Transportation

Transportation service · Clearwater

1

1230 S Myrtle Ave Suite 301, Clearwater, FL 33756

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Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null
Jolley Trolley Transportation by null

Highlights

Offers public transit & private charters for events  

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1230 S Myrtle Ave Suite 301, Clearwater, FL 33756 Get directions

clearwaterjolleytrolley.com
@jolley.trolley

Information

Static Map

1230 S Myrtle Ave Suite 301, Clearwater, FL 33756 Get directions

+1 727 445 1200
clearwaterjolleytrolley.com
@jolley.trolley
𝕏
@JolleyTrolleys

Features

wheelchair accessible parking lot
wheelchair accessible entrance
wheelchair accessible seating

Last updated

Oct 15, 2025

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@travelleisure

Clearwater Beach, Florida, Gets 360 Days of Sunshine a Year — How to Plan the Perfect Visit

"Payne and Beltz both lauded the Jolley Trolley, a 'concierge on wheels' that runs seven days a week along the coast, with stops in Clearwater Beach, Downtown Clearwater, Dunedin, Palm Harbor, and Tarpon Springs. As a bonus, all Jolley Trolley pass holders can ride the entire Pinellas County bus system because passes are interchangeable." - Travel + Leisure Editors

https://www.travelandleisure.com/clearwater-beach-florida-8647957
View Postcard for Jolley Trolley Transportation

Allie

Google
We booked Jolley Trolley to provide transportation for the entire wedding weekend and it was truly one of the best decisions we made during the wedding planning process. Nevada was such a pleasure to work with prior to the weekend; she was quick to respond to questions and worked on the timeline with my planner! The trolleys arrived on time, were decorated as planned, and the drivers were so nice and aware of the road / area. I could not be more pleased and would hire Jolley Trolley again in a heartbeat! I highly recommend.

Jeff Rodgers

Google
I think Jolly Trolley is great. However, riding in one of those several times warrants some improvements. First of all, riders feel every bump. The wooden bench seats with no cushion on the back and 1 inch worth on the seat make for a rough ride. Then, you hear every rattle and bang for every bump encountered, It drowns out the weak music on the intercom. I asked how old these vehicles were, and the driver didn't know. I'd say at least- 20 years old! They look fancy on the inside, but it's not a glamorous ride. I'm only hoping they get updated someday. Revamp the suspension and give the riders the same cushion as the drivers.

Brenda Curtis

Google
Jolley Trolley Saturday June 28 Do yourself in a favor and just take an Uber. We actually renamed this ride to, "The not so Jolly Trolley." We recently took a trip to Clearwater Florida and decided to go spend a day in Tarpon Springs. We thought the Jolley Trolley might be the best way to go since there were four of us. We're not from Clearwater so we had no idea what we were doing. The first driver was amazing, he took us to the bus depot and dropped us off and showed us exactly where we were to catch our next Trolley. Again, or second driver was also amazing. He told us exactly what we needed to do and he dropped us off in front of Lori's soap shop in Tarpon Springs. He told us to come back to this exact spot to catch the trolley to get back to Clearwater when we were finished in Tarpon Springs. He told us that the trolley came every hour on the hour so if we missed it we would have to wait another hour. We made sure we made it back to the same spot in front of Lori's soap shop in plenty of time. The trolley pulled up and let some people off and when we went to get on, the driver told us that we couldn't get on yet because it was his break time. He told us to go directly across the street and stand there and wait and he would turn the trolley around and come and pick us up in 10 minutes. We walked across the street and stood directly across from the trolley just as he had instructed us. He saw us standing there the whole time and in 10 minutes he took off in the trolley but instead of turning around to come and get us like he said, he made a left turn and took off up the street. We chased him all the way to the next trolley stop where there was only one person waiting. That person boarded and the trolley driver looked right at us and shut the door and took off without us. We were in shock! We did exactly what he told us to do and then he treated us that way. We called the trolley and asked them to send him back since he had just left. He came back and he was going the opposite direction. The windows were closed on the trolley but he was screaming at us in front of everyone on the trolley and pointing his finger and waving his arms. I've never seen such a display of anger from a public transportation driver. He turned it around to pick us up and as we started to board my sister was the first one boarding and he was screaming at her so loud and making such a huge scene I couldn't believe it. We were paying customers how dare he treat us that way. My sister's husband was angered the way he was telling at his wife and he spoke up and said we did exactly as you instructed us to do and then you looked right at us and slammed the door shut and took off and left us here. The trolley driver continued screaming and I asked my family if we could please not get on this trolley I don't feel comfortable with this. Then one of his buddies that was riding the trolley started yelling at us telling us to just get on and sit down, after all he had come back to pick us up. Then I started swiping my card to pay for 4 rides and he started screaming at me. He told me to stop! stop! stop! Then he started screaming at my friend behind me and told her not to take another step forward. Then he looked back at me and he said who's paying for this ride and I said I am. Then he screamed then you need to swipe your card then. I told him I WAS swiping my card and paying until he screamed at me to stop, then I asked him what he was so angry about. We're not a bunch of dumb kids, we were all 60 and 70 something people just trying to have a nice day in Florida. This was one of the most humiliating moments of my life. We got on the trolley and this man drove so erratically and so fast that it made me a nervous wreck. I was terrified he was going to hit a pedestrian or another car. He was definitely proving his point that he was not happy with us. He was a complete jerk. It was so awful, that finally at one of the stops we got off and called for an Uber.

Rosemary Vaughan

Google
Jolley Trolley has amazing employees who go far above & beyond to help their patrons. I accidentally left my purse on their Trolley & was in a panic. I left a message with their dispatch after hours voice mail. Received a call the next morning & was told that my purse was found (by a very nice driver) & turned it in immediately. Not only were the entire contents in the purse, but the supervisor drove to the Dunedin Highland games at Highlander Park to bring it to me. I can't say enough how very grateful I am to all those involved in helping me recover my purse. The Trolley system is easy to use & runs consistently throughout the day from Palm Harbor to Dunedin, Clearwater & other locations. Fairs are very inexpensive. Seniors only pay $1.10. I would highly recommend their service. Very honest & professional folks work here. Thank you for all you did for me. Everyone there I spoke to was exceptionally professional.

Star Knight (M45)

Google
First time trying out the Jolley Trolley Coastal as an "alternate transportation idea" to get around the Clearwater/Clearwater Beach/Dunedin area. I had a boat to catch at Clearwater Beach and allowed for 2 hours for any delays. The fares are reasonable and the pickup times and stops plentiful. The trolleys were clean. Unfortunately, that is where the positives ended. From Dunedin and not knowing exactly what pickup spot to go to was aggravating. I went to 3 different Dunedin "Stop" locations and made 2 phone calls to their dispatch to find the right one that goes to Clearwater Beach. Once on the Trolley, I couldn't get the reader to scan my phone for the payment. The driver couldn't get it to work either. So, being persistent for 2-3 mins, the scanner finally read the Q Code and we were off. Finally made it to the Clearwater Beach Transit Center and arrived with less than a 40 mins for my boat trip. The major problem came when I took the Jolley Trolley back to Dunedin. No clear instructions on which Trolley Stop we should be to get back to Dunedin. One of the drivers at the Beach Transit Stop (where we were dropped off, earlier) ended up telling us that we had to cross the main street into Clearwater Beach, then walk a block to the far east side of the Marina Parking Lot to get back to Dunedin. We had to wait there in 90-degree temps facing the sun directly with little shade for 45 mins. Finally, the "right bus" to Dunedin came after 4 other buses passed by. Now onto a 40 min ride to Dunedin. NOT! We get to downtown Clearwater at the main terminal for buses and the driver got out of the bus W/O telling anyone riding that he wasn't leaving for at least 40 minutes. We just sat there...waiting and waiting. When he did come back (30 mins later) he pulled out a book he brought from home and started reading it for 10 mins. Not a word to any of us. Finally, he left to continue the Dunedin stop. Just after 5 mins of driving, he picked up a man and that man took over driving near Drew St and Sunset Point Rd. That took another 7 mins for this change over. The new driver then proceeded down Alt 19 only to stop to chat with a homeless person on the side of the road. He asked if she needed a ride. This wasn't a scheduled stop, but at least he tried to help her. After that unscheduled stop, we finally made it back to Dunedin. I couldn't get off that Trolley, fast enough. I was extremely happy not to have any plans scheduled after this trolly trip. After spending 2 hours on a very hard seat and the ridiculous delays-without an explanation and the minor hassles on the earlier trolly experience, I would NEVER consider taking the Jolley Trolley from Clearwater Beach to anywhere north of the downtown Clearwater area. Going to Clearwater Beach from Dunedin is okay but find another way back. I used Uber continuously for returns back to Dunedin after that fiasco with Jolley Trolley Coastal Route.

Sara Ann

Google
We booked the Jolley Trolley for our wedding day transportation, and it was awesome! Our driver Debbie Schultz called us a week before the big day to finalize the route, and she was very kind, accommodating, and prepared to make our ride in the Jolley Trolley perfect! On the big day, she added thoughtful details in the trolley, which we loved. We also loved that we were able to eat and drink on the trolley and that there was enough space for our bridal party and families. The interior of the trolley is beautiful for photos as well. One thing was that our "just married banner" was missing from the back of the trolley, so if you book them and request this, I recommend sending Jolley Trolley a reminder about it closer to the day. Nonetheless, they refunded us for the missing "just married banner" right away. This was one minor missing thing though and otherwise, the Jolley Trolley was amazing and 10/10 we highly recommend it!

DeLu Co

Google
I recently took my two 4 year old special needs children on the Jolly Trolley for the first time from Palm Harbor to Clearwater Beach. I always have a double stroller or a small collapsible wagon to use for them as a medical device because the double wheelchair setup I have is too large and difficult to use for situations like this. As I was getting the on the trolley the driver said that she didn’t have to allow the wagon on and she would have denied access with it if another passenger with a walker wouldn’t have gotten off at this stop. I advised her of my sons’ medical conditions and the wagon is used as a handicap device and she claimed it wouldn’t have mattered and that other drivers may not allow us on at all. I understand why strollers and wagons on the trolley as their is limited space for storage during transport and could become a safety issue but as a parent that has one child with autism and cerebral palsy with mobility issues and another with autism, I found her approach uninformed and unaccommodating to the needs of my children. I searched the Jolly Trolley website prior to our trip and didn’t see any mention that strollers or wagons could not be brought onboard and if I had, I would have called for clarification for our specific situation for use as a medical device. The driver that took us from Clearwater Beach to Palm Harbor didn’t mention the wagon. He was pleasant and let us know we would have a 30 minute wait in downtown Clearwater before continuing to our destination. Both trips overall went fine but it does take about an hour to get from PH to CWB with several stops along the way. It was important to note it is cash only for the trip!

April Sherwin

Google
I was the wedding planner for a friends wedding at the St Pete Shuffleboard Club, ceremony took place on the beach. The bride had Jolley Trolley and another company (****) scheduled to transport her guests from the hotel, to the beach ceremony to the reception. Less than 24 hours before, the other company (****) cancelled her reservation, with little to no explanation, completely disrupting the bride from enjoying her rehearsal the day before! I immediately called Jolley Trolley and not only did they answer the phone, but they were communicating between different managers, drivers, all hands on deck to solve the situation promptly! They added a second trolley for us to make up for the one that cancelled. I felt extremely confident and grateful for their customer service. Ask for Jennifer to be your driver! And Dominic in the office was a huge help as well. Thank you!