Know Before You Go

The Best Shopping in Key West

In the land of key limes, errant roosters, partying and sunsets, every day is never the same as the one before. With its turquoise waters and hang-loose state of mind, time moves differently here in paradise and that is a very good thing. It’s an easy place to visit but is it ever tough to leave. You forget about the rest of the world here, but you are reminded of it just enough. If you plan on visiting the Conch Republic and want to drop some coin on a bit of a shopping spree, this tiny island is big on options.

Perfect Girls Weekend Key West

Planning a girls weekend in Key West? We’ve got you covered with everything from where to stay, what to eat, the hottest bars and the best activities on the island.

Dry Tortugas National Park Ferry

The Yankee Freedom III is the official ferry of the Dry Tortugas National Park. 70 miles from Key West at the Dry Tortugas National Park lies Fort Jefferson, the largest masonry structure in the western hemisphere. Aboard the Yankee Freedom guests will travel in air conditioned comfort, enjoy delicious breakfast and lunch, snorkel gear, showers and guided tours of this Civil War fort that has been called the eighth wonder of the world.

Hidden Gems In Key West

An island of only five square miles, Key West is a pretty easy place to navigate. It’s also filled with hidden gems ripe for discovery.

To paraphrase former Key West resident and famed poet Robert Frost, the road less traveled in Key West can make all the difference. And that’s exactly what you get when you hop aboard Old Town Trolley – the road less traveled far beyond Duval Street.

Casa Marina Resort Guide

The Casa Marina was built by Henry Flagler for his passengers on the overseas rail road in 1920 and exudes splendid Mediterranean charm. Sophistication and luxury mesh beautifully with this ideal Key West locale offering visitors a heavenly retreat in the midst of historic sites, natural beauty and enticing attractions. Ocean view rooms, an expansive private beach and a gorgeous swimming pool make it easy for guests to relax and appreciate every moment of their stay. The Casa Marina recently emerged anew, even grander, after a magnificent renovation of the guest rooms, pool and other areas and is now part of the Waldorf Astoria collection of hotels.

Ultimate Guide To Duval Street Key West

Perhaps one of the most popular destinations on the island of Key West, Duval Street is the main drag of downtown, running north and south from the Gulf of Mexico to the Atlantic Ocean. Although it is not much more than a mile in length – this is where the heartbeat of the city comes to life in a diverse array of restaurants, shops, world famous pubs and attractions.

Getting Around Key West On Vacation

A visit to Key West is always an adventure and if you’re heading that way, you’re in for great time. The Southernmost City offers a host of interesting things to see and do, fascinating history and gorgeous natural scenery. When you begin your planning, make sure to plan how you’re going to get from one place to another. Here are some of the best ways to get around Key West.

4th of July Events

We created this page to help visitors plan a great celebration while on vacation in Key West. We’ll offer you some local tips on the best places to watch the fireworks and celebrate America’s Birthday!

Fun Facts About Key West

To most, Key West is thought of as a beach town with great parties, endless sandy coastline and year-round sunshine. But did you know its history stretches much farther than its shoreline? Read on for some of the best fun facts about this island oasis.

Reasons To Visit Key West

The Southernmost City in the USA, Key West is an oasis surrounded by gorgeous crystal waters. It’s here that you’re invited to come as you are, kick back and let go of all the stresses of hectic day-to-day life. Learn some of the top reasons to visit Key West.

Key West Cruise Excursions

Welcome to Key West

Key West is a beautifully historic town filled with impressive attractions and sites. Maximize your time for sightseeing by taking Key West shore excursions from Old Town Trolley. Whether you take the tour purchased from your cruise excursions desk, or take the tour with on-and-off privileges purchased from Old Town Trolley directly, you will have time to shop, visit attractions, and find your way to some of our most famous landmarks.

Labor Day Events

Old Town Trolley Tours of Key West has provided vacation guests and locals with more than 30 years of historic tours, news, and events. Each month the Trolley Team publishes upcoming events in Key West for visitors and residents to enjoy.

Hogs Breath Saloon

On the corner of Duval and Front Streets; The Hogs Breath Saloon is one of those places you just can’t miss while visiting Key West.

How To See Key West in 2 Days

Planning a two-day trip to Key West?

Follow this guide to get the most out of your time on the island.

How to See Key West in 1 Day

So, you’re heading to the southernmost city in the USA? Lucky you! There is so much to do and see in this island paradise, from intriguing attractions and historical sights to water sports, entertainment and world-famous points of interest. If you want to see the best of Key West in one day, hop aboard Old Town Trolley.