30+ Years Of Excellence

Voted SWFL's Best Transportation Service!

The BEst of the Gulfshore 202, Gulfshore Life

Naples Transportation and Tours (NT&T) is a second-generation company. Founded in 1988, NT&T continues to deliver 5-Star service today through exemplary customer service and commit to responding to our clients within 15 minutes, 24/7 year-round.  

Awarded Collier County’s “Best Transportation Service” company in 2020 by Gulfshore Life Magazine. NT&T owns and maintains a diverse fleet of 75 vehicles, over 100 chauffeurs and staff and is the premier and recommended partner of every 4 and 5-star resort in Southwest Florida.

Utilizing state-of-the-art technology, NT&T creates customized solutions for all of our clients and partners.   We welcome you to NT&T where our customer service and commitment to business relationships are second to none.

NT&T is proud to be part of the Hoffmann Family of Companies.

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.

Experience Our Tours

Naples Transportation and Tours offers unique ways to experience Southwest Florida. Come enjoy our Trolley Tours, Segway Tours, or Everglades Excursions. 

Naples Trolley Tours

Ranked #1 on TripAdvisor!

Join Naples Trolley Tours for a fascinating tour of the Naples area and experience the natural beauty, history, and charm of the city. We are certain you will find your tour interesting, informative, and fun! See the very best of Naples on board a vintage Trolley and enjoy our fully-narrated Trolley Tour covering over 100 points of interest. 

Segway Of Naples Tours

Guided Tours of Historic Downtown Naples

A Segway or Trike Tour is perfect for both visitors to Naples and Neapolitans! For visitors, this tour will offer a fantastic orientation of Naples and give you a great opportunity to see all of the beautiful sites. Locals are sure to learn new facts and stories about Naples that they’ve never heard. Riding a Segway is the most fun way to see downtown Naples!

Everglades Excursions

TripAdvisor’s ‘Certificate of Excellence’ Award

Let the experienced tour guides show you the mystery and ecology of the Everglades on a private excursion. Learn about the four Eco-Systems and precious wildlife that thrive in this area. The tour allows guests to experience the fascination and mystique of one of the most beautifully diverse eco-systems in the world: The Everglades. 

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.