Private Land Charters

Experience Island Life, Escalated!

What is a land charter?

Sit back and relax in the First Class Cabin, while Ali (the co-owner of Kokomo Charters), shows you a day you could only create by living here your whole life. This area has so many hidden gems that even full time residents haven't seen and experienced them.  Let us show you what this incredible place called Sarasota and her Sister Islands are really about, by way of a Cadillac Escalade ESV Platinum.  Loaded with every option Cadillac offers, but also loaded with accessories that will accompany your experiences along the way like complimentary non-alcoholic drinks, beach chairs, champagne flutes & glasses for cocktails, shark teeth sifters, beach gear, a yeti cooler, and other needed necessities for an epic day.  We even include a bottle of champagne to enjoy on every tour.  Finally, we'll always pair your route to match your group, so everyone is guaranteed to have an amazing day.

a Road Trip on your vacay

Except with no worries about traffic, parking or where to go. Let us show you the best of the best!  

An Itinerary To Match Your Party

Whether it's hopping tiki bars, beaches, shopping or alligators, we'll make it all work out!

Up to 6 Guests

Very comfortable seating with separate climate zones, generous space and a huge cargo capacity.

We come to you

We will pick you up and drop you off right where you're staying. Convenience feels good!

Explore Our Land Tours


Northern Island Hopping Tour

Explore Anna Maria Island, Longboat Key and Lido Key. Uncover a secret beach, shop til you drop and sightsee the spots that make this area so special and unique.

The beach Kokomo Charters land tour

Southern Island Hopping Tour

Explore Venice Island and Casey Key. Hunt for sharks teeth, drive through millionaire row, or throw back a cocktail at a tiki bar. We promise a fantastic day for all!


Tiki Bar Trail Tour

Hop on the Tiki Bar Trail with us and become a Tiki Bar Connoisseur! Every Tiki Bar has a different look, a different vibe, a different waterview and a different speciality cocktail. The Tiki Bar is OPEN!


garden tour

Choose Jungle Gardens or Selby Gardens for a morning adventure, then fill the afternoon with good food, shopping, beaches and sightseeing.  The possibilities are endless.


Ole' FL Tour

Step back into time with us as we explore Florida's natural beauty and wildlife.  We'll visit areas untouched by man and witness it's pure form as it was way back when.

Our fleet Kokomo Charters

Caddy & Boats

Want to pair the Cadillac Escalade with a Sea Ray? We can always drop off & pickup at the boat ramp with the Caddy, or we can combine a boat and land tour together. 

About The Cadillac.

Spread out. Bring Stuff. We've got room!


Ambition on a grand scale. Iconic design, innovative technology, and craftsmanship elevated to a higher degree. The Cadillac Escalade ESV Platinum.  Let's do this!


Why a Private Land Charter?

Because the road less traveled is worth the ride!

Imagine seeing and experiencing the beauty of this area where parking is never an issue, having the right gear to experience these places, no worries about driving, traffic, directions or research - and doing it all First Class!  It's a short cut that will make up the cliff notes to this Paradise, and is truly something amazing to experience!  

Live in the moment.

Below are a few pictures of places we visit.  They are all beautiful, unique and you'll learn a little history along the way!

See It. Feel It. Live it.  -  Welcome To Paradise.

Have Questions? Contact Us.

Gift Cards Available

Select Your Charter


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