Northern Island Hopping

Explore Anna Maria Island, Longboat Key, and Lido Key!

The only way to learn about this area, is to see and experience it.  Wait until you experience the warm and magical charm of Anna Maria Island.  You'll see iconic Piers, take a refreshing beach walk around Bean Point with your Cadillac waiting for you at the end, have a conversation with a parrot, see a nautical salvage gift shop and visit a charming late 1800's fishing village that is still operational.  Lunch on this route does not disappoint - it's all water and/or beach views.  You'll cruise down prestigious Longboat Key and see the manicured landscaping and Gulf Front homes that line the beach.  Heading into Lido Key, you'll have the opportunity to shop and stroll St. Armands Circle, see the beaches, nod at the mansions, and end at a secret Tiki bar that is literally in the sand.

  • This day runs from 9am - 4pm, Standard Island Time.
  • Land tour pricing does not include lunch.
  • Complimentary water, soda and bottle of champagne provided.
  • Alcohol allowed in the Cadillac. We provide the cooler, ice and cups.

Island Life, Escalated!

A little luxury doesn't hurt.

We've thought of everything from included amenities you may need for beach stops, to optimal route timing so stops are balanced and without feeling rushed, to drop-offs and pick-ups at the front entrances of wherever we go, to different lunch options with water views.  We use local knowledge and experience in order to combine convenience and luxury for a day you won't forget.  It's a vacation, within a vacation.

You'll see and experience things about this area you never knew existed and we'll tailor the day to the party you have coming along.  Whether you're a family with kiddos, a group of friends or just a couple that wants a day to yourselves - let us show you what we do.

Some unique places we visit.

See and experience the highlights of Anna Maria Island, Longboat, and Lido Key. 

Beautiful Beaches

Explore a beach or two that is off the beaten path.

Island Sightseeing

See the sights and feel the vibes of our islands.

Lunch on the Water

Eat at a delicious restaurant with tropical water views.

Unique Shopping

Shop where finding the perfect souvenir is an understatement!

Tiki Bar Stop

There's just something about having a waterside cocktail.

Kokomo Land Tour Front of SUV

Have your own idea?

If you're looking for something different than our tours, contact us and we'll do our best to plan something out.  There are many places to visit and special events happening throughout the year in our area.  We're flexible and can always give you a price on what special plans you would like to make.

Also offering Private Car Service to the Boats, and Airport Runs.

Convenient Pickup Zone

Pick up and drop off will be where you're calling home.  If you're outside the shaded area of the map, please contact us as there may be an additional pickup fee.


If your Land Tour is a rain out, we can reschedule to another day, or a deposit refund will be offered.

If you need to cancel your land tour due to any reason, we need at least a 48 hour notice in order to receive a deposit refund.  If your notice is less than 48 hours, the deposit refund will be forfeited.

If you cancel your land tour 4 hours or less, we will charge your credit card on file the total price of the land tour.  There are no exceptions and we really appreciate your understanding.

Have Questions?

Please visit our FAQ’s page to learn more about our Land Charters.

Land Charter Pricing

2 Guests


  • 7 Hour Tour
  • 2 Easy Booking Options Below:
  • 1. Click the "Book It!" Button and Reserve with a $100 Deposit.
  • 2. Give us a Call and Reserve with a $100 Deposit.

3 - 6 Guests


  • 7 Hour Tour
  • 2 Easy Booking Options Below:
  • 1. Click the "Book It!" Button and Reserve with a $100 Deposit.
  • 2. Give us a Call and Reserve with a $100 Deposit.

7 -12 Guests


  • 7 Hour Tour
  • 2 Caddy's are better than 1!
  • Online Booking is Currently Unavailable at this Time.
  • Give us a Call and Reserve with a $200 Deposit.

Gift Cards Available

Select Your Charter


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