Employment Opportunities

Apply for an opportunity to work for Naples Transportation & Tours, an award-winning transportation company in Naples, Florida. Fill out the form below to explore jobs in the transportation hospitality industry. Drive luxury vehicles as a chauffeur or discover management positions. 

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Naples Transportation & Tours, LLC. is an Equal Opportunity Employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

NT&T LLC is committed to providing a safe, healthy, and productive work environment. Consistent with this commitment, it is the intent of the company to maintain a drug and alcohol-free workplace. Being under the influence of alcohol, illegal drugs (as classified under federal, state, or local laws), or other impairing substances while on the job may pose a serious health and safety risk to others, and will not be tolerated.

Hi, my name is Randy Smith and I am the owner of Naples Transportation & Tours (NT&T). My family moved to Southwest Florida in 1975 and I have been running our family business since 1990. We welcome you to our “family” and look forward to providing our transportation services for any of your needs.  NT&T is the leading provider of reliable full-service transportation in Southwest Florida with a fleet of over 60 vehicles and 75 professional and courteous chauffeurs. Our friendly office staff also is able to accommodate all transportation needs 24/7.

Randy Smith, CEO

Our Team


Meghan Wiseley

Senior Sales Manager

Meghan joined the NTT team in June of 2016 bringing a wealth of knowledge, and expertise in the customer service field.  Meg obtained a Business Management, and Marketing Degree from Marywood University in Scranton, PA and brings 15+ years of hospitality experience ranging from high-end restaurants to wedding planning.

She is a proud member of National Association of Wedding Planners, Southwest Florida Attractions Association and Southwest Florida’s Concierge Association. She enjoys networking and developing strong relationships with others in the guest experience industry.

When not working Meg enjoys a good book, a great beach and even better laughs with friends.  She has lived in SW Florida for 7 years with her Husband Stuart, two dogs Kaya and Kiwi and last, but certainly not least, a cat who goes simply by Kitty.


Sherrilyn Alden

Sales Manager

Sherrilyn joined the NT&T team in September of 2018 after working as a Events Manager in Naples for several years.  After tiring of too many snow filled winters, she re-located to Naples in 2012.  She prides herself in attention to detail and building customer relationships.

Within the business community, she is a member of the Southwest Florida Concierge Association, Southwest Florida Attractions Association and Skal International Southwest Florida.

Outside of work, she enjoys spending time at the beach, tending to her vast orchid collection and traveling whenever she can.


Stephanie Fotey

Sales Coordinator

Originally from North Texas, Stephanie relocated to earn her Bachelor’s degree from Florida State University in August of 2017.  Over the last two years she has worked in the Hospitality and Events industry in Naples Florida.  Since joining the NT&T team in early 2019, she has been dedicated to delivering her clients effortless travel services and excellent customer service.

Outside of the office, Stephanie is passionate about traveling and the outdoors, spending most of her free time in a new destination or soaking up the sun on the boat. She is also a proud member of National Association of Wedding Planners.

Staff Directory

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Where May We Take You?

Our professional Team Is Always Available. Call (239) 260 - 3272 anytime (24/7) Or Fill Out The Form Below and we'll be in touch shortly

Where May We Take You?

Our professional Team Is Always Available.
Call (239) 260 - 3272 Anytime (24/7)
Or Fill Out The Form Below And We'll Be In Touch Shortly.