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Weddings

About

Island Time Trolley is a wedding transportation company located in Tavernier, Florida. Since 2012, the company has been specializing in providing group and wedding transportation in the local areas of Key Largo, Islamorada, and Marathon. Island Time Trolley gives couples and their guests a one-of-a-kind ride experience with their trolley, designed with oak interiors and gleaming wood floors. Its friendly staff and CDL-licensed drivers help couples by giving suggestions about the local attractions, sharing fun facts, and recommending excellent places to eat.

Services Offered
Island Time Trolley offers party buses, shuttles, and trolleys for weddings, with red carpet service. Their vehicles include amenities such as a bar, a DVD player, flat screens, bottled water, fiber optics, premium stereos, and wedding signage. Couples can hire the trolley for two hours with driving services which can include multiple locations, and one-way or round trips.

  • Woman-owned
illustration popular

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Frequently asked questions

What types of vehicles are in your fleet?

Stretch Limo
Shuttle
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?

4+ Hours

Which of the following amenities are your vehicles equipped with?

Bar
Bottled Water / Ice
DVD Player
Fiber Optic Lighting
Flat Screen TVs
Premium Stereo System
Red Carpet Service
Wedding Signage

Reviews of Island Time Trolley

A
Angie Sent on 02/02/2021
5 out of 5 rating

Highly recommend!!

Island Time Trolley is a must for your wedding day! The Trolley itself was so much fun and our guests loved having the peace of mind that they would get to and from the wedding venue safely! I highly recommend adding the trolley as a service! They are wonderful.
Krissy
Krissy Sent on 03/07/2024
5 out of 5 rating

Great way to end the night!

Our wedding guests had a great time on the Island Time Trolley! It was a fun way to end the evening by heading to Hog Heaven for the after-party. The drivers were friendly and professional, and Lyndsey was a pleasure to work with during the booking process. I would highly recommend booking them for your event!
Katy
Katy Sent on 10/13/2023
5 out of 5 rating

Wonderful Company and Ownership!

We highly recommend Island Time Trolley -- the owners are incredibly professional, responsive, and flexible and they have many different transportation options to choose from depending on guest size and budget. We had a few changes and a couple of small things pop up last minute, but Lyndsae Mae handled it all with ease and grace, and always showed us nothing but kindness, compassion, and dedication in making sure we were happy and cared for. We appreciate so much their diligence in getting our guests home safely, even making multiple stops at area hotels to accommodate everyone. Thank you!
Sarah
Sarah Sent on 11/12/2021
5 out of 5 rating

Amazing Transportation for Your Guests!

We hired Island Time Trolley and chose to have their trolley be our Guest's transportation to and from the reception. This way people could drink as much as they liked and not have to worry about driving back to their hotel. We had only a small number of people using the trolley but they were spread out all over Key Largo. Jennifer was very accommodating and helped plan out the times that the trolley would pick everyone up. The driver, Tony, was amazing. Everyone loved how personal he was. At the end of the night, my husband and I took a ride on the trolley just to see what it was like and it was so much fun. We'd definitely use Island Time Trolley again!
Colleen
Colleen Sent on 11/06/2019
5 out of 5 rating

Great and unique option

We used Island Time Trolley as a transportation option for our wedding weekend in Key Largo. Jennifer was a pleasure to work with in the planning process. While the trolley was already booked for the weekend, we booked the Tiki shuttle which was perfect. Service across all three days was wonderful - on time and efficient. The guests that used the transportation all commented on how friendly the drivers were!
Ellen
Ellen Sent on 01/05/2019
5 out of 5 rating

A great addition to our wedding, making the day so much easier!

I highly recommend Island Time Trolley. We were worried about parking because our reception venue had limited space. We actually hired Island Time Trolley to transport guests from the church/ceremony to the reception and back at the end of the evening. They were on time, friendly, and quick, and very budget friendly! If you are worried about parking or driving in the Keys, this is the way to go!
Jennifer
Jennifer Sent on 08/02/2018
5 out of 5 rating
We used Island Time Trolley to transport all of our guests to and from our outdoor beach wedding. It worked so seamless and guests loved having the option to take the trolley to and from vs. driving or having to get an uber. All guests had nothing but good things to say about the experience and trolley itself. Jennifer was super easy to work with and gave a couple of options for how the pickup and drop off could go based on our guest count and where they were all located. My only complaint is that I didn't get to go on the trolley since our venue was also the house we stayed in! I highly recommend for the ease of guests as well as the price!
A
Akilah Sent on 06/24/2018
5 out of 5 rating
Island Time Trolley provided transportation for our wedding guests and it was smooth and perfect! They had all of our guests there on time before the start of the ceremony and they were able to bring everyone back safe and sound to their hotels. I'm glad we had them assist our guests for transportation! I would definitely hire them again!
S
Sarah Sent on 06/06/2018
5 out of 5 rating
My wife and I were extremely happy we chose Island time trolley. They were very responsive to all my questions and even made it possible to stop at all of our guests hotels for pick up and drop off. They placed signs in each hotel directing our guests where pick up would be (so no stressing for you or them). Jennifer even came the day of to grab all our beverages we had for our guest for the ride. All our guests were very happy to have this and said the driver was very nice and patient!!
K
Karina Sent on 11/17/2017
5 out of 5 rating
I'm so happy that we decided to use Island Time Trolley as our transportation for our wedding. Jeanne has such a bubbly personality it was a breath of fresh air to do business with her in the craziness of planning a wedding! She had numerous trolleys to choose from but we decided on the smaller Tiki trolley because it was comfortable to accommodate all of our guest. They stopped at a few hotels to grab our guest and made several rounds to take them home. It was nice not to have to worry about anyone drinking and driving and what better way with an air conditioned Keysy style ride! Can't thank them enough for how nice they were to my husband, me and my guests. My guests all contacted me the next day to tell me how much they loved the trolley ride to and from!
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Awards

21
WeddingWire Couples' Choice Awards 2018 Winner

Professional Network & Endorsements

6 Endorsements
Dolphin Point Villas Dolphin Point Villas Hotel Weddings

Island Time Trolley is a fantastic service for events, weddings, or group outings. We have had nothing but great feedback from those who we have recommended to Island Time Trolley.

McLaughlin Photo & Video McLaughlin Photo & Video Wedding Photographers

Island Time Trolley is a fun service for your Wedding. Their trolleys are clean and their staff are nice and punctual. Guests always seem happy when they arrive :)

Keys Planning and Events Keys Planning and Events Wedding Planners

Island Time Trolley is the one stop shop for all your transportation needs. Jeanne will take care of all your needs for any wedding or event!!!

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