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Key West Jobs in Florida (NOW HIRING)

Enterprise Holdings

Driver - Key West

Key West, FL

$15.50/hr

This pay for this position starts at $15.50 / hour and is located at 2516 N Roosevelt Blvd. Key West, FL 33040. The Available Schedule (s): * Monday: 8:00AM-1:00PM * Thursday: 2:00PM-7:00PM * Friday ...

Enterprise Holdings

Driver - Key West

Key West, FL · On-site

$15.50/hr

This pay for this position starts at $15.50 / hour and is located at 2516 N Roosevelt Blvd. Key West, FL 33040. The Available Schedule (s): * Monday: 8:00AM-1:00PM * Thursday: 2:00PM-7:00PM * Friday ...

Enterprise Holdings

Driver - Key West

Key West, FL

$15.50/hr

This pay for this position starts at $15.50 / hour and is located at 2516 N Roosevelt Blvd. Key West, FL 33040. The Available Schedule (s): * Monday: 8:00AM-1:00PM * Thursday: 2:00PM-7:00PM * Friday ...

US Ghost Adventures

Key West Tour Guide

Key West, FL · On-site

$43/hr

Key West Tour Guide Location: Key West Compensation: $43 per hour Are you brave enough to be a ghost tour guide? Ready to share incredible experiences as you bewitch and enchant audiences? Then ...

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Key West information

What are Key West jobs?

Key West jobs refer to employment opportunities located in Key West, Florida, a popular tourist destination known for its hospitality, tourism, marine, and service industries. Common positions include hotel staff, restaurant workers, tour guides, retail employees, and jobs related to boating and water sports. The city also offers roles in healthcare, education, and local government. Many jobs are seasonal due to the fluctuation in tourism, but some year-round positions are available. Job seekers often benefit from customer service experience and flexibility with work hours.

What are some unique challenges faced by professionals working in hospitality roles in Key West?

Professionals in hospitality roles in Key West often encounter unique challenges such as managing high volumes of tourists during peak seasons, adapting to a diverse clientele from around the world, and maintaining quality service standards despite the fast pace. Additionally, housing affordability and availability can be a concern for employees relocating to the area. Teamwork and strong communication skills are essential, as staff often work closely together in dynamic, sometimes high-pressure environments to ensure guests have memorable experiences.

What are the key skills and qualifications needed to thrive as a Key West tour guide, and why are they important?

To thrive as a Key West tour guide, you need in-depth local historical and cultural knowledge, strong storytelling abilities, and typically a valid tour guide license or permit. Familiarity with reservation systems, audio equipment, and sometimes foreign language proficiency are often required. Exceptional communication, enthusiasm, and adaptability help guides engage diverse groups and manage unexpected situations. These skills ensure memorable guest experiences, operational efficiency, and positive reviews in a competitive tourism market.

What is the difference between Key West vs Boat Captain?

AspectKey WestBoat Captain
Required CredentialsCommercial Marine License, CPR/First AidCaptain's License, CPR/First Aid
Work EnvironmentTourist destinations, beaches, marinasBoats, watercraft, offshore or harbor
Industry UsageTourism, hospitality, fishingRecreational, charter, fishing, transportation

Key West is a popular tourist destination known for its beaches and vibrant nightlife, while a Boat Captain is a professional responsible for operating boats and ensuring passenger safety. Both roles often require similar licenses and work in maritime environments, but Key West refers to a location, whereas Boat Captain describes a job role within the maritime industry.

What are popular job titles related to Key West jobs in Florida?

For Key West jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Key West jobs in Florida look for?

The top searched job categories for Key West jobs in Florida are:

What cities in Florida are hiring for Key West jobs?

Cities in Florida with the most Key West job openings:

Key West jobs near you
Infographic showing various Key West job openings in Florida as of August 2026, with employment types broken down into 87% Full Time, 11% Part Time, and 2% Contract. Highlights an 84% Physical, 3% Hybrid, and 13% Remote job distribution.

Driver - Key West

Enterprise Holdings

Key West, FL

$15.50/hr

Full-time

Re-posted 14 days ago

Enterprise Holdings rating

7.1

Company rating: 7.1 out of 10

Based on 268 frontline employees who took The Breakroom Quiz

118th of 178 rated vehicle equipment hire

Job description

The Enterprise brand of Enterprise Mobility has an exciting opportunity for a Driver. The Driver delivers vehicles and in some instances, customers, employees or vendors safely and timely to the appropriate destination(s) while giving helpful, courteous and professional customer service.

This pay for this position starts at $15.50 / hour and is located at 2516 N Roosevelt Blvd. Key West, FL 33040.

The Available Schedule (s):

  • Monday: 8:00AM-1:00PM
  • Thursday: 2:00PM-7:00PM
  • Friday: 2:00PM-7:00PM
  • Saturday: 2:00PM-7:00PM
  • Sunday: 8:00AM-1:00PM

OR

  • Monday: 12:00PM-5:00PM,
  • Tuesday: 1:00PM-6:00PM
  • Wednesday: 1:00PM-6:00PM
  • Saturday: 12:00PM-5:00PM
  • Sunday: 12:00PM-5:00PM

OR

  • Monday: 8:00AM-1:00PM
  • Thursday: 8:00AM-1:00PM
  • Friday: 8:00AM-1:00PM
  • Saturday: 8:00AM-1:00PM
  • Sunday: 8:00AM-1:00PM

Enterprise Mobility is a leading provider of mobility solutions, owning and operating the Enterprise Rent-A-Car, National Car Rental and Alamo Rent A Car brands through its integrated global network of independent regional subsidiaries. Enterprise Mobility and its affiliates offer extensive car rental, carsharing, truck rental, fleet management, retail car sales, as well as travel management and other transportation services, to make travel easier and more convenient for customers.  

Privately held by the Taylor family of St. Louis, Enterprise Mobility together with its affiliate Enterprise Fleet Management manages a diverse fleet of 2.4 million vehicles through a network of more than 9,500 fully-staffed neighborhood and airport rental locations in more than 90 countries and territories. 


The Driver is responsible for the transporting of fleet cars and vans to and from rental locations, as well as navigating written directions.

  • Drive and deliver vehicles locally or out of area as needed, following all rules of the road
  • Deliver customers and vehicles to appropriate destination in a safe and courteous manner
  • Ride with or follow another driver to drop off vehicle(s) or pick up multiple vehicles
  • Organize travel route and ensure vehicle paperwork is accurate and timely
  • May need to communicate via 2-way radio or cellular phone
  • May be asked to clean vehicles
  • Perform miscellaneous job-related duties as assigned

Equal Opportunity Employer/Disability/Veterans


  • Must have at least six (6) consecutive months of prior work/organizational experience
  • Must be at least 18 years old
  • Must have a valid driver's license with no more than 2 moving violations and/or at-fault accidents on driving record in the past 3 years
  • No drug or alcohol related conviction on driving record in the past 5 years
  • Must be authorized to work in the United States and not require work authorization sponsorship by our company for this position now or in the future.

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