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Weddings
x3 Award winner
Award winner thanks to recommendations from couples on WeddingWire.com.
  • 2015
  • 2014
  • 2013

Clearwater Jolley Trolley

Multi-Locations
Trolley
Mansie
Jenn
Temple
Grace
Janelle

Recommended by 93% of couples

About this vendor

Clearwater Jolley Trolley is based in Clearwater, Florida, and offers wedding transportation services. Vintage-style trolleys are a unique and beautiful addition to celebrations, with gorgeous oak interiors and gleaming brass trim. With trolleys that can seat up to 38 people, this service can accommodate wedding parties, shuttle guests, and make a charming backdrop for a photography session to mark the occasion. This team has more than 30 years of experience, ensuring a safe and reliable trip.

Services Offered

Clearwater Jolley Trolley offers both open-air and air-conditioned trolleys to meet the needs of patrons, and all are ADA accessible. This team can provide a flat rate for a carriage or a luxury carriage with a 3.5-hour rental time. The friendly staff are ready to answer questions and can decorate each trolley to meet a theme or color palette.

Features

Small team (2-10 members)

Experience

  • 44 years in business

  • We speak English

Links

Visit website

Weddings with this vendor

Jason & Crystal's wedding
Jason & Crystal
62 photos
Caitlin & Kyle's wedding
Caitlin & Kyle
35 photos
James & Courtney's wedding
James & Courtney
25 photos

FAQ

What types of vehicles are in your fleet?

Trolley

Schedule permitting, which of the following driving services do you provide?

Round Trip
One-Way Trip
Multi-Locations

Typically, what is the minimum rental time required to book your services during peak season?

3 Hours

Which of the following amenities are your vehicles equipped with?

Wedding Signage

Still have questions?

Reach out about anything you didn't see answered here—no question is too small!

Wedding couple

Reviews of Clearwater Jolley Trolley

Mansie
Mansie Sent on 05/05/2025
5 out of 5 rating

Such a fun wedding experience!

We're so happy we went to our wedding in a Jolley Trolley! They arrived on time and helped us stay on schedule, it was an adorable backdrop for photos, and it was such a special experience 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
Jenn Sent on 06/21/2024
5 out of 5 rating

We loved the Jolley Trolley!

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 and flexible with our requests the night of. They were professional, responsive, easy to work with - highly recommend hiring Jolley Trolley!
Temple
Temple Sent on 03/01/2024
5 out of 5 rating

Local touch for transportation

The Jolley Trolley was by far the easiest way to transport the wedding party to and from my daughters wedding. Our driver, Jerry, was such a gentleman and fit right in with our day. He was extremely professional, on time, and courteous. I wish we would have more places for him to drive us!
K
Kortney Sent on 02/23/2023
5 out of 5 rating

Love Their Customer Service

They were awesome to work with. Very timely and flexible. Alicia is very personable and kind. The head driver called me a few days before the wedding to touch base. Will definitely use again, if needed.
Grace
Grace Sent on 02/06/2023
5 out of 5 rating

Best transportation ever!

I always wanted the trolley to be my wedding transport and it did not disappoint! I could stand in my dress, not feel closed in. My nephew (ring bearers) loved it. The whole party said it was the best touch of the wedding. Our driver Jenny was amazing! Helped me on and off in my wedding dress! Played great music and we could hook up to Bluetooth too! Forget the limo or party bus the trolley is where it is at’
Janelle
Janelle Sent on 03/11/2022
5 out of 5 rating

They were great!

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 wedding, 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
Cara Sent on 01/23/2022
5 out of 5 rating

The best!

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.
Sydney
Sydney Sent on 12/04/2021
5 out of 5 rating

Perfect Wedding Shuttle

We hired CJT after we decided to change our reception location a few months before our wedding. Our driver was great and the trolley was clean. Happy we hired them!
Nicole
Nicole Sent on 09/27/2021
5 out of 5 rating

Way more than just getting from Point A to Point B!

They were amazing to work with and super flexible leading up to the day-of to make adjustments. Mitch was our driver and we absolutely LOVED him! The best person we could have asked for to make our day even better and low stress!
M
Mary Sent on 09/01/2021
5 out of 5 rating

Unique and fun!

Everyone at our wedding said this was the most unique and fun part of the wedding! And it really was !!! It’s so different and yet classy that people are blown away by this. We had no problems, they were easy to work with and flexible. Highly recommend over a boring Limo!
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Awards

76
WeddingWire Couples' Choice Awards 2015 Winner
WeddingWire Couples' Choice Awards 2014 Winner
WeddingWire Couples' Choice Awards 2013 Winner
illustration message review

Are you interested?

Team

The Jolley Trolley Team
The Jolley Trolley Team
Office Administration

Professional Network & Endorsements

Holiday Inn Hotel & Suites Clearwater Beach Holiday Inn Hotel & Suites Clearwater Beach Hotel Weddings

One of a kind transportation for your event! Fabulous reputation!

Map

Location
Travel range
This vendor will travel up to within 100 miles

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