Meet Our Team

Steven crane


Steven arrived at Key West Adventures just in the nick of time to become the store’s, General Manager. Steven graduated from Bradley University in 2014. Steve’s graduate studies include Second City’s Improv classes as well as Comedy Writing With The Onion program. Steven is a certified rescue scuba diver. Steve has been working with Jeeps since 2011 and has been a frequent flier to Key West since the mid-2000s.

Steve's favorite spot in Key West is the Comedy Key West on Whitehead street. Steve performs stand up comedy on a weekly basis. 

You can also find Steven at Mary Ellens Bar on Monday evenings where he hosts the "Drunk Spelling Bee".


Sally crane

Sally Crane – OWNER and Adventure Specialist

Sally has been exploring the Keys as a frequent visitor for many years. Mother to 4 and a new empty nester, Sally now makes the Florida Keys her home away from home. Sally’s favorite restaurants are the Square Grouper (mm 23), Louies Backyard, and Bagatelle (Duval Street). Sally enjoys Sunday night live music at the Gardens Hotel and dancing at La Te Da. Sally LOVES Starbucks! Sally’s tip for the Key West Visitor – is to stay safe…stay off scooters, pace yourself, wear sunscreen, and don’t miss the sunsets; they are spectacular.

Thomas Crane – Owner

Tom imagined a top-down door-off Jeep Rental business with all the equipment available you need to make the most of any given day. Tom opened Key West Adventures in late 2014. Tom began his career putting away parts and cleaning cars at his father’s Chrysler dealership way back in 1979. Tom remembers going classroom to classroom in his high school to obtain over 450 support letters to Congress and the President to aid Lee Iacocca’s efforts to obtain federal loan guarantees to save Chrysler from dissolution. Tom sold his Jeep dealership in January 2017 and relocated to the beautiful Florida Keys full-time. Tom is a private pilot and frequent traveler throughout the Caribbean. Tom has been a regular visitor to Key West over the past 15 years, primarily to restock his freezer with fish caught in the keys. Tom is a native of the Chicago area, married to Sally for 30 years. Tom and Sally have four grown children. Tom and Sally enjoy the Keys so much that it is difficult to fully describe;

  • A trip in an open-air Jeep up the Keys for lunch at the Square Grouper
  • A bike ride along Sugarloaf Boulevard
  • Cocktails and live music at the Gardens Hotel
  • Dining on Duval
  • Live music at the Smokin Tuna
  • Dancing at La Te Da
  • The stars at night

Chris Walsh – Internet Wiz Kid

Chris has been helping behind the scenes at Key West Adventures since before the first Jeep rolled out onto North Roosevelt. He’s tried his hand in everything from house building to firefighting to working with some of the world’s biggest technology companies. Born and raised in Chicago, he hasn’t yet found his perfect place in the Keys, but he’s working his way across them all and really likes Hawks Cay Resort, Bahia Honda State Park, The Saint Hotel, and Smokin’ Tuna Saloon.