What's New

Tour now has full commentary in both directions. Miami to Key West and Key West to Miami.
Listen to the tour in both directions - with lots of new content on the return trip.
You can also start the tour in Key West if arriving there by plane or ferry.
And we've added a loop driving route around Key West itself!

App Description

GyPSy Guide’s narrated driving tour for the Overseas Highway from Miami to Key West and reverse, is an excellent way to enjoy all the benefits of a guided tour while you explore at your own pace.

There are 235+ audio points that play automatically along a tour route, featuring the best things to see and do, stories, tips and driving directions.

Professional tour guides share advice on how to prioritize your time at recommended “not to be missed” places, suggested side-trips and quick-selfie viewpoints.

Tours work offline, using free GPS signal and location services, so no data roaming, network, or wifi is required while touring.

Visit www.gypsyguide.com for route maps, sample audio, tips and advice and what to know before you go.

It’s Just Like Having a Tour Guide in Your Car™


We start one of the USA’s most famous and classic road trips, the Overseas Highway, U.S. 1, from Miami and then jump from Key to Key, all the way to Key West. On the return journey, we will point out all the best stops again, along with some different options, just like a brand new tour. You can start the tour in Key West itself if you've arrived by ferry or by plane.

The tour commentary will point out all the best things to see and do. And we have a huge collection of fascinating stories from the region.

Along the journey, we’ll track the story of how a determined Henry Flagler fought engineering, financing, hurricanes and some ridicule to build an Overseas Railway. Those tracks forged the initial route and became the foundation on which the road was eventually built upon.

We'll talk about famous musicians, writers and more who've been charmed by the Florida Keys and Key West's unique location and way of life. Some arrived because of shipwrecks, some came to chase huge fighting fish. So many interesting characters.

We’ll point out areas to keep your eyes peeled for the endangered Key Deer, the smallest of North American deer and visit the small beach at Bahia Honda for an up close up photo of the old rail bridge.

The tour ends with a loop of Key West, showing all the best places to visit. Touch the striped buoy that represents the Southernmost Point in the Continental USA. Take some time to wander Duval Street. You’ll quickly find yourself slowing to Key West pace.

From Miami, the tour officially starts on the A1A from either Miami Beach or downtown Miami. You can also start touring right in Key West. Or you can join and pick up the commentary anywhere along the route.


Highlights along the tour route include

• Key Largo
• John Pennekamp Coral Reef State Park
• Big Betsy Giant Lobster
• The Turtle Hospital
• Robbie’s Marina Tarpon Feeding
• Pigeon Key
• Bahia Honda Beach
• Key Deer
• Southernmost Point of Continental USA
• Hemingway House
• Key West
• And many more suggestions

++ Continued use of GPS/Location Services in the background increases battery usage. We strongly recommend taking a cigarette style (DC outlet) car charger. Avoid using a direct connection to the USB port of a rental vehicle.

** iPad models must include a GPS chip. Please note that Apple only install these on the iPad Wifi + Cellular models. Wifi only iPad models have limited location service capabilities and are unable to play commentary automatically.

The app is larger in size in order to work offline. You must be on wifi to download as the store may block the download over cellular networks.


GyPSy Guide™ produce award winning narrated audio tours along scenic drives and road trips around the world.

Enjoyed by travelers who prefer to set their own pace and itinerary on vacation, but enjoy a fun, informative and educational guided experience while driving themselves.

Our goal is to provide a great introduction to the region and inspire you to learn more and return.

None of our apps include paid advertising or placements for benefit.

iPhone Screenshots

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Miami Key West GyPSy Guide screenshot 1 Miami Key West GyPSy Guide screenshot 2 Miami Key West GyPSy Guide screenshot 3 Miami Key West GyPSy Guide screenshot 4 Miami Key West GyPSy Guide screenshot 5

iPad Screenshots

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Miami Key West GyPSy Guide screenshot 6 Miami Key West GyPSy Guide screenshot 7 Miami Key West GyPSy Guide screenshot 8 Miami Key West GyPSy Guide screenshot 9

App Changes

  • July 29, 2014 Initial release
  • April 14, 2015 New version 1.2
  • June 13, 2019 New version 2.7.0
  • September 23, 2019 New version 3.0.1
  • July 14, 2020 New version 3.1.1
  • July 14, 2020 Price increase: $4.99 -> $9.99