Frequently Asked Questions
These answers are based on answers previously given to Cool Key West customers' questions.


The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour...

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining...

Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the...

Experience 125 miles of amazing scenery on a tour down the Overseas Highway then spend an exciting afternoon riding a fun open-air trolley car around...

Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and...

Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5...

Experience all the best Key West watersports on one great adventure tour that takes you offshore to try some of the most popular Key West...

Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing....

Cool Key West's Trolley Tours offer a unique way to explore the beautiful island of Key West. On this narrated tour, visitors can learn about the area's history, culture, and attractions. The trolley tour begins at the famous Mallory Square and continues through the vibrant and colorful neighborhoods of Key West. Along the way, the guide will highlight some of the most famous sights and attractions, like the Ernest Hemingway Home and Museum and the key lime pie factory.
The tour also offers a look at the local wildlife and natural beauty of Key West. Visitors can see the stunning turquoise waters of the Gulf of Mexico from the trolley and the mesmerizing sunsets. On the way to Mallory Square, the tour passes by Sloppy Joe's Bar, the Southernmost Point buoy, and the towering palms in the city park.
The tour is designed to be informative and entertaining so visitors can get the most out of their Key West experience. The guides are knowledgeable, friendly, and willing to answer any questions about the area. Cool Key West's Trolley Tours are a great way to experience the best of Key West in a short amount of time.
These answers are based on answers previously given to Cool Key West customers' questions.