A fun & unique way to arrive on your special day!
FL
Travel area: Within 100 miles See details
The Jolley Trolley Team
OFFICE ADMINISTRATION
Make your wedding day unforgettable with the timeless charm and coastal elegance of the Jolley Trolley. Based in beautiful Clearwater, FL, the Jolley Trolley offers a fun and stylish way to arrive on your special day. Our vintage-style trolleys feature charming oak interiors, gleaming brass trim, and seating for up to 32 guests — perfect for transporting wedding parties, shuttling your guests, or adding a whimsical photo-op to your big day. Whether you're planning a beach celebration or a grand downtown affair, our fleet includes both open-air and air-conditioned trolleys, all ADA accessible, to suit your needs. With over 30 years of experience our dedicated team is here to enhance your wedding day experience so that your ride will be as joyful as your celebration!
Let the Jolley Trolley be part of your love story—bringing everyone together, one charming ride at a time.
Details
Transportation
Shuttle Service
Trolley
Wedding Activities
Rehearsals & Parties
Wedding
Any questions?
Meet the team
The Jolley Trolley Team
Office Administration
We're the little worker bee's making all your transportation needs happenn
Reviews
4.6
out of 5.036 reviews
Your trust is our goal. Our community relies on honest reviews to help
you make those big decisions with ease.
Review Summary
This AI-generated summary is a snapshot of this vendor's ratings and feedback.
Jolley Trolley provided reliable, well-organized wedding transportation that kept events on schedule and eased stress. The clean, roomy trolley (AC available) was a fun, photogenic touch guests and kids loved, and drivers were professional, patient, and accommodating. Reviewers praised the value and highly recommend them.Jessica C
Highlighted review.
5.0
6/04/2025
what a fabulous experience we had with Jolley Trolley! They not only upgraded our Trolley free of charge to an A/C one, but the driver was various courtesy and patient with our row...
dy crew!
We went back and forth between the Moxy Hotel DTSP & Sunken Gardens (wedding venue) and the drive was very smooth every time.
They even made a special trip from the venue to the hotel to drop off my grandmother early on in the evening, which meant a lot to us.
The Trolley was big enough, and very clean for all of our guests, accommodating both sitting and standing room. At the end I think we probably had close to 30-35 people.
Highly recommended!
Aleia S
5.0
3/15/2026
We had a great experience using Jolley Trolley for our wedding transportation! Everything ran smoothly and it made getting everyone where they needed to go so much easier.
The tro...
lley itself was fun and added a unique touch to the day, and the service was reliable and well organized. Having transportation handled took a lot of stress off our plate and helped keep everything on schedule.
Our guests loved it, and it was such a great way to move everyone together between locations. We’d absolutely recommend them to anyone looking for wedding transportation in the area.
Any questions?
Mansie H
5.0
5/05/2025
We're so happy we went to our wedding in a Jolley Trolley! They arrived on time and helped us stay on schedule, was an adorable backdrop for photos, and it was such a special exper...
ience to ride the trolley. I will also say it was unexpectedly a strategic investment as the trolley arrived just as our 3 year old flower girls were starting to flag, and going on the trolley was such a fun experience for them and it turned their energy right around. Thanks for everything!
Jenn B
5.0
6/21/2024
We loved the Jolley Trolley! It was really important to us to provide a transportation option since we had an open bar, and Jolly Trolley were the best! They had reasonable pricing...
and the driver was fantastic the night of. They were professional, responsive, easy to work with - highly recommend hiring Jolley Trolley!
Molly S
5.0
2/25/2024
Our guests raved about their experience with the Jolley Trolley! Benny provided transportation for our guests to/from our hotel block in downtown St. Pete to our venue at Isla del ...
Sol. The Jolley Trolley team was easy to work with and Benny made sure our guests were well taken care of. We highly recommend the Jolley Trolley to any couples requiring wedding transportation!
Cassidy M
5.0
4/06/2023
The Jolley Trolley was a huge hit for our wedding! They coordinated pickup and drop-off from Downtown St. Pete to Tierra Verde seamlessly! Not to mention, it was fun to take newlyw...
ed pictures during cocktail hour :) Jolley Deborah was a great driver and extremely kind.
Rachel C
5.0
1/19/2023
This is the cutest form of transportation and our wedding guests loved it! I suggest paying for the upgraded wedding decorations, they really added a great touch and were perfect f...
or pictures! Our driver was so nice and accommodating, she called me a few days before to plan out the pick up and drop off details and even worked with our photographers to help us get perfect pictures!
Chelsea C
4.0
6/30/2022
We used the Jolley Trolley to transport the bridal party from our getting ready location to our venue, and then also to transport guests to the venue and back at the end of the eve...
ning. Our driver Mitch was friendly and professional. He did arrive at the wrong hotel in the beginning. He was right across the street and if there was not a torrential downpour my bridesmaids and I would have walked, but because of this we were a bit late for pictures before the ceremony, but it was not a huge deal! However, with the terrible weather and a Bolts game, it was definitely a challenging transport, and he got us there dry and safely! It was great to have him at the end of the night and transport us all back to the hotel for the after party and not have to worry about people driving or relying on Uber. I would definitely recommend Jolley Trolley for your transportation needs!
Kristin S
5.0
6/19/2022
We had two trolleys to take the bridal party from the hotel to the venue. These two trolleys also picked up guests from the hotel to bring to the venue. The air conditioned trolley...
s are amazing. It was in December and 84 degrees!! Air conditioning never hurt anybody. The drivers were extremely friendly and both arrived 15 minutes early to each stop.
Jessica R
3.0
4/05/2022
The driver wasn’t great. He got lost and didn’t understand the instructions that were clearly written out for him. However the trolley was beautiful and Brittany in the office was ...
extremely helpful and great to work with!
Amber M
5.0
3/28/2022
Perfect for what we wanted! They were on-time, professional, and reliable. We also got to take some great photos when we arrived at the venue. Since we didn’t have a hotel wedding,...
it was nice to be able to get to and from the venue with the wedding party all together.
Janelle B
5.0
3/11/2022
Jolley Trolley was such a great choice for our wedding transportation. Alicia was the person I spoke with and she was so helpful! When I had to adjust the time, a week before the w...
edding, she changed it with no issues! The girls were getting ready at the hotel and I wanted the guys to have a reliable way of getting to the hotel from a condo, especially during the start of spring break traffic. Mitch was our driver for Jolley Trolley, and he was awesome!! He arrived early and was ready to get the party started for the guys! After our wedding, Mitch went above and beyond and let extra people onto the trolley to get them to their end destination. He was great and it was very appreciated that he did that for our guests!
Cara M
5.0
1/24/2022
I highly recommend booking the Jolley Trolley as your wedding transportation! My wedding party had so much fun on the trolley. It was quite spacious and comfortable, and we enjoyed...
jamming out to music on the way to and from the church! The trolley was right on time, and our driver Deborah was extremely kind. The trolley was also a cost-effective option. In all, this was a fun and memorable part of our big day.
Marley S
5.0
10/29/2021
The best and most fun way to keep our day and excitement going even during Friday traffic. Loved this vendor!
Elizabeth P
5.0
6/13/2019
We loved having Jolly Trolley at our wedding. They were so kind, accommodating and decorated the trolley perfectly. It made a great picture background and everyone had a blast en...
joying their ride from the chapel to the reception.
Brooke V
3.0
3/26/2019
We used Jolly Trolley to shuttle our guests from the wedding ceremony to an offsite activity before the reception, to transport our wedding party, and transport guests to the recep...
tion. They were super easy to work and very responsive. On the day of the wedding, they were very accommodating with anything we needed done during our time block we had them reserved for. The trolley itself was super clean and had lots of room with a nice sound system. It was a fun and unique way to transport our guests! Would definitely use them again.
Catherine B
5.0
3/09/2019
Honestly, I am so thankful I stuck to my dream and booked the jolly trolley for my bridal party. It was such an iconic, memorable touch and I know the pictures will be SO worth it....
You might think “this is too expensive,” but I can promise you... it’s comparable to limos. Especially when you get hit with minimum time frames and tips. This ride was so much fun and so timeless, THANK YOU!
Samantha C
5.0
1/17/2019
We had an excellent experience with Jolley Trolley on our wedding day. The driver was friendly and on time every time we needed him.
Logan W
5.0
12/01/2018
Our guests LOVED they Jolley Trolley, it was such a fun experience! All of the staff were super helpful during the planning process and accommodating to all of my requests. Our dri...
ve waited patiently for over an hour while we took pictures, which was appreciated by us all. Highly recommend Jolley Trolley!
Lauren R
5.0
12/31/2017
We used the Jolley Trolley for the bridal party's transportation. They were easy to get in touch with and helpful from the beginning in terms of the planning process. Our driver ha...
d a great personality and didn't mind waiting for me and my friends as we finished up photos! Overall, great experience!
Mary P
1.0
9/15/2017
I was planning on getting married in Tampa on September 9th! Because of Hurricane Irma, I was forced to have my wedding a day early with no reception since everything was closed. J...
olley Trolley refused to give any refund although Florida was in a state of emergency and there were mandatory evacuations. Although the agreement stated that there would be no refunds based on weather, a major hurricane , the likes of which haven't been seen in over a decade and forces evacuations, seems a little different. Don't waste hundreds of dollars on this. They were the ONLY vendor that refused to give some sort of refund. This shows what sort of company they are. Putting profit over safety. Is this the sort of company you want to do business with?
Melissa L
5.0
5/17/2017
The Jolley Trolley was fantastic for our wedding weekend! Since we are all from out of town, had a trolley booked for our rehearsal day (hotel to church and back) and our wedding ...
day (for wedding party and all guests from hotel to church and back). They were great to work with and everyone from out of town loved the trolley as a fun beach ride! For the wedding day, I ordered the Elegant Decoration package, along with the "All Aboard to Celebrate" sign, and the "Just Married" sign with the cans on the back of the trolley. It made for amazing pictures! The drivers were on-time, courteous, and super fun! Thanks Jolley Trolley for being apart of our special day!!
Jill F
5.0
1/16/2017
Brent was our Jolley Trolley driver for our wedding day on 12/30/16, and he was amazing! He took two trips each way to transport our wedding party and guests to the venue, to the ...
church and back - and we had quite the fun group! He was very patient, never stopped smiling, and had fun joking with us as well! We had so much fun singing along to the CD he had put together for the trip, I complimented him on his music choices, and he actually gave my dad his CD at the end of the trip to give to me! I love to listen to it and remember how much fun we had that day! Even though we (the wedding party) were running late, and ended up extending our trip by a half hour, Brent was a great sport, and we loved having him as part of our day!
Rebecca D
4.0
10/05/2016
The driver and the trolley were great. They arrived on time, and it had AC. However, either the lift for w/cs was not working or the driver could not operate it. This left several ...
of our guests needing to find other transportation. Otherwise, it was a very positive experience.
Alyssa A
5.0
5/13/2015
Our guests absolutely loved the Jolley Trolleys. We received nothing but compliments and it made for some great photos!! I totally recommend going the extra mile and providing tran...
sportation for your wedding guests! We loved it!
Heather H
4.0
2/02/2015
We wanted something different to safely get our (mainly out of town) guests to and from the venue, especially since our venue did not have very much parking. Jolley Trolley was jus...
t what we were looking for. The trolleys clean and the drivers were very friendly. Our guests loved it. The only real complaint we had was that they were excessively strict on the timing. Because our ceremony ran a few minutes late, we ended up paying for an extra 30 minutes because we needed them to stay for 10 minutes to take a few cute pictures.
Overall a lot of fun. They were the only trolley company in the area and the prices were comparable to most limo companies.
Anonymous
5.0
10/13/2014
As MOTB I was placed in charge of wedding transportation (unexpectedly) at the last minute for my daughter's St. Petersburg wedding. I contacted "Rose" at Jolley Trolley who was j...
ust an absolute pleasure to work with. She patiently and pleasantly answered all of my questions and revised the contract several times until it was just right. The air conditioned Jolley Trolley arrived spotless with all the optional signs beautifully displayed. "Benny" was our "concierge on wheels" and he was just phenomenal and dressed to kill for our black tie affair! Benny contacted me several days prior to go over itinerary times and make sure he understood the transportation directives. He even, on his own, contacted the resort Event Manager and Wedding Planner to be certain he knew the exact location for guest pick- ups and drop offs. Benny arrived to the ceremony site early which was a godsend since a developing storm cut the wedding ceremony very short. Benny disembarked each time with an umbrella in order to escort the wedding guests onto the trolley to prevent them from getting wet from the rain. An epic St. Petersburg electrical power failure occurred just as we sat down to dinner and I'm still not sure that Benny ever got to eat the vendor meal we had planned for him. I know he was kept very busy throughout the evening as he continuously shuttled guests back and forth from the Vinoy Sunset Ballroom to both the Vinoy Renaissance hotel as well as the Courtyard Marriott hotel.
At the end of the evening there was a mix-up with the bridal party who somehow failed to remember that Benny was returning for them for the last trolley ride of the evening after he took all other guests to their hotels. The bridal party ended up rolling my daughter up and stuffing her into a car like a caterpillar between the front and back seats. They were all mortified when they passed Benny and the trolley as he returned as planned to pick them up. When I spoke with Benny late that evening, he was gracious about the entire situation.
I cannot say enough positive remarks about the quality of customer service we were shown from the very first contact with Rose to the last ride with Benny on the trolley. If you desire wedding transportation peace of mind, look no further. While everything else that could go wrong DID the day of my daughter's wedding and reception, Benny and the Jolley Trolley were indeed a highlight!
Amanda F
5.0
6/22/2014
My parents enlisted the help of the Jolley Trolley to escort our guests from our wedding venue, the Sandpearl Resort, to various hotels in the area. They were amazing! Most of our ...
guests were from out of town and appreciated the convenience that the Jolley Trolley provided. I would recommended them to anyone getting married near Clearwater Beach!
Ashley H
3.0
5/13/2014
We hired Jolley Trolley thinking it would be a cute way to escort our wedding party and family around town. We had pleasant dealings with the owners, and I was satisfied with thei...
r service and responsiveness. Unfortunately, the particular trolley we got was wet and very dirty inside. It was raining that day, but the whole trolley was rather grimy wasn’t the “cute” experience I had envisioned. Our driver was great and very helpful and understanding when we went over our time due to the weather and traffic, but I wasn’t very happy with the trolley itself. Further, I was told it would seat 35 people, but 35 people was extremely uncomfortable, and really could only accommodate about 20. Further, there are big ugly ads on the sides of the trolleys, so I would recommend spending the few extra bucks for the wedding decorations they provide to cover the ads (which I did not do because I thought the trolley itself would be great and did not realize it would be covered with ads.
Jessica E
3.0
10/22/2013
I loved the idea of the trolley, and the service during the planning stage was great, but when it actually mattered most they were late with pick ups and I was 30 minutes late to m...
y own wedding. To top it off we broke down many times from the church to the reception and couldn't use the A/C (that I paid extra for). We were consequently quite late for our reception as well.
Elizabeth E
5.0
4/30/2013
We had a trolley for the bridal party but also for the guest. They loved it and it created a fun atmosphere.
Megan W
5.0
11/07/2012
We had a great time using the Jolley Trolley for our wedding day transportation! They decorated the trolley perfectly with our wedding colors and everyone commented on how cute it ...
looked. I loved having something a little more unique than just a regular old bus or something. It was special and personal!
Rachel M
5.0
7/03/2012
I loved my jolley trolley! Everyone thought it was just a great and unique idea rather than a boring limo. Plus, the trolley seated 30 people so I could have my entire wedding part...
y plus more! It was covered and air conditioned and definitely got lots of attention as we drove to the reception. The pictures with the trolley turned out great.
Courtney W
5.0
7/14/2011
We loved having the Jolley Trolley at our wedding! Our driver was very fun and the air conditioned trolley was so wonderful! Our bridal party loved riding in it throughout the day....
Thanks Jolley Trolley!
Krystal B
4.0
3/07/2011
It was a great price but our driver was a little cranky. Loved the trolley though for photos! =)
Jami D
5.0
8/27/2007
We had the trolley pick up our guests from the hotel and drop them off after the reception. It worked out great and was an unique experience for our guests.
Service area & Contact info
FL
Typically included in the starting cost
Travel area: Within 100 miles
Additional charges may apply
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Jolley Trolley
The Jolley Trolley Team
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Office Administration
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