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Restaurant & Bar Hopping Trips

Dinner Cruise

You embark at one of the following restaurants for sightseeing around Estero Bay and return for dinner on your own.

You may bring cocktails for the ride , we will have cooler and ice as well as bottled water.

We ask kindly that you please patronize the restaurant that has allowed us to pick up and drop off at the dock.

For our customers using Uber or Lyft we can pick up at our marina SNOOK BIGHT and leave you at any restaurant that has dockage.


  • FISH-TALE WATERFRONT DINING- 7225 Estero Blvd FMB 33931

  • MATANZAS ON THE BAY -416 Crescent St FMB 33931

  • DOC FORDS OR DIXIE FISH HOUSE - 708 Fishermans Wharf FMB 33931


1.5 hours - $255/charter

2 hours - $305/charter

2.5 hours - $355/charter

Estero Bay Booze Cruz

This BYOB trip includes island music and sightseeing while you sip your favorite drinks soaking in the sights of Estero Bay. Cooler and ice included no glass bottles please !

2 hours - $305/charter

3 hours - $405/charter

Cabbage Key

One of longer trips you will spend 1 ½ hrs on the intercoastal waterway enroute to this remote Island of Jimmy Buffett fame where he reportedly wrote “Cheeseburger in Paradise” at the “Dollar Bar” where you can donate a buck and leave your legacy. The extra hour tour will allow time to climb the water tour for 360 degree views and a little exploring. Tip: don’t ask for fries, it’s potato salad or coleslaw.

6 hours - $895/charter

7 hours - $1025/charter


Pronounced "Mat-la-Shey", this funky little town in the center of Pine Island offers Berts Bar and Seafood Grill, Old Fishhouse, and the “Blue Dog”, all with good local fare and a short walk between spots with art shops on your way. We will be docking at Bert’s.

5 hours - $695/charter

Pine Island

We head under the Sanibel bridge past Sanibel Harbor Marina, north to in inter-coastal water toward Pine Island as we enter the channel to Pine Island you will notice wonderful newer homes, then “Old Florida” as we enter Monroe Canal. Check your iPhones folks, its now 1965!  There are 3 choices here Phuzzy’s, Low Key Tiki, and Ragged Ass Saloon.

5 Hours - $695/charter

Sanibel Island

We take quick route to Matanzas Pass and  scenic Bowditch Point Beach and head across San Carlos Bay towards Sanibel Light here you will likely see larger yachts and maybe shrimp boats as they enter the harbor. This trip includes a stop off at the famous Grandma Dots Restaurant at Sanibel Harbor Marina where you can enjoy a fabulous lunch or drinks indoors or out near the dock.

3 - 3.5 hours - $550/charter

Matanzas Bar Hopper

We cruise the back bay with music and sightseeing as we hit the great bars of Matanzas and Estero Bay. Tour ends at Bayfront Bistro dockside bar.

3 hours - $405/charter

3.5 hours - $495/charter

4 hours - $550/charter

Lunch & Bar Hopping Cruise Reservation

To reserve a lunch tour, fill out the form below and indicate a desired tour, date, and number of guests. We will immediately receive your information and get back to you within 1 hour to confirm. If you have any questions, please don't hesitate to contact us.

Thank you. Someone will confirm within 24 hours.


© 2021 Island Runner Tours. Fort Myers, Florida.

Snook Bight Marina

4765 Estero Blvd

Fort Myers Beach, FL 33931


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