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Cabbage Key continues to enthrall with old Florida charm, dollar bill bar and storied past

Posted on April 11, 2025
By Robyn George, The News Press
Cabbage Key, History, Reviews

The small tropical island of Cabbage Key, Florida, accessible only by boat, is a beloved destination with an inn, restaurant and bar keeping it afloat

Story Summary:

  • Cabbage Key is a small, 112-acre island accessible only by boat, located in Pine Island Sound near Pineland, Florida.
  • The island, once home to the Calusa Indians, is now a popular destination featuring an inn, restaurant, and cottages.
  • The restaurant’s “Dollar Bill Bar” is a unique attraction, with thousands of dollar bills stapled to the walls, some of which periodically fall off and are donated to charity.
  • Cabbage Key is rumored to be the inspiration for Jimmy Buffett’s song “Cheeseburger in Paradise,” though the connection is anecdotal.
  • The Wells family has owned and operated Cabbage Key since 1976, maintaining its “Old Florida” charm and laid-back atmosphere.

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Brendan O’Connor Is Livin’ the Salt Life In Fort Myers

Posted on September 26, 2024
By Brendan O’Connor, Orlando Magazine
Cabbage Key, Dining, Fort Myers, Hurricane Ian

Post Hurricane Ian, Fort Myers hasn’t lost a bit of its allure.

I had heard of Fort Myers, but I don’t think I really understood what it was all about. Just another waterfront playground for the rich that I’d never see, I assumed. I’d been to Naples and streaked on a few golf courses before, how different could it be? Completely different, y’all.

I was extended an invitation by Visit Fort Myers to come and see firsthand what made them so special, and I have to say, at the end of the trip, I had drunk the Fort Myers Kool-Aid.

…

After I washed those dreams out of my hair the next morning, we all hopped on a private boat tour with our guide, Captain Brian on the Water. Brian took us out to the barrier islands, which were beat to hell by the hurricane. These places are only accessible by boat, haunted islands where whole trees had been stripped of foliage and jutted out of the sand like wizard wands or gnarled fingers poking skyward. We cruised by North Captiva Island, where only 36 permanent residents call it home and traverse the island in little golf carts. He knew all the critters that poked their noses out at our boat, from spotted eagle rays and ospreys to manatees, dolphins and permit fish. His enthusiasm was contagious.

he Gulf Stone Crab Claw appetizer at Cabbage Key ©Brendan O’Connor

he Gulf Stone Crab Claw appetizer at Cabbage Key

I knew lunch was going to be a treat when I saw the glint of mischief in Capt. Brian’s eye. He shuttled us over to Cabbage Key, the home of the historic Dollar Bill Bar and Restaurant, a beautiful collection of buildings that opened to the public in 1944. The place was packed to the railings with happy and hungry visitors. The walls and ceilings were covered with paper currency from around the world, with names and messages scrawled in Sharpies, and stuck in place with a prayer and a piece of gum.

The Dollar Bill Bar and Restaurant

The Dollar Bill Bar and Restaurant ©Brendan O’Connor

It was that afternoon with Capt. Brian that really drove home it was the water and the islands that made Fort Myers so special. The resorts and the restaurants were all top notch and we still had more to see on the mainland, but you could tell that both Capt. Brian and Capt. Dan (if that was his real name) had embraced the Salt Life and weren’t coming back.

This is an excerpt from an article by Brendan O’Connor that originally appeared on orlgnaomagazine.com on September 3, 2024

Old Florida is still alive and easily accessible by boat.

Posted on June 2, 2024
By Polly Dean, Florida Sportsman Magazine
Cabbage Key

Aerial view of homes on Cabbage Key, Florida

Cabbage Key is an island consisting of approximately 100 acres of tropical paradise with a feeling of remoteness as it is only reachable by boat.

It lies in Pine Island Sound just west of Fort Myers. Though most Floridians have likely never stepped foot on this piece of Old Florida, it has been a destination for anglers and boaters for over 60 years. It is the kind of place where you can grab a meal or “belly up” to the bar to find yourself alongside a celebrity seeking the same welcoming hospitality and laidback charm the island offers. Legend has it that the late, great Jimmy Buffett wrote “Cheeseburger in Paradise” after a visit, but that may have been somewhere in the British Virgin Islands.

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FORT MYERS: Classic cars and snappy songs highlight Florida destination

Posted on April 2, 2024
By Dave Pollard, Edmonton Journal
Cabbage Key, Fort Myers, Reviews

Fort Myers waterfront

Night falls on the Caloosahatchee River in Fort Myers. PHOTO BY DAVE POLLARD /Toronto Sun

Classic cars and snappy songs.

And, maybe, if you’re lucky, a cheeseburger in paradise.

Yes, Fort Myers and the surrounding area, including Captiva and Sanibel islands, has all that – it was the winter home of Henry Ford (and Thomas Edison, for that matter), hosts the annual Island Hopper Songwriters Fest, and nearby Cabbage Key was allegedly the inspiration for one of Jimmy Buffett’s more well-known songs – and more for Canadian snowbirds to discover … if your timing is right.

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This Remote, 112-acre Island Is One of Florida’s Best-kept Secrets — and It’s Only Accessible by Boat

Posted on March 27, 2024
By Caroline Eubanks, Travel + Leisure
Cabbage Key, Reviews

Cabbage Key, Florida, has attracted famous guests like Ernest Hemingway and Jimmy Buffett.

Aerial view of Cabbage Key ,Florida

PHOTO: VITO PALMISANO/GETTY IMAGES

Set off the coast of Fort Myers lies a 100-acre island that feels like it has been preserved in amber. It’s the type of “Swiss Family Robinson”-style retreat that represents a bygone Florida and has attracted famous writers and heiresses — not to mention presidents Carter and Kennedy.

The 112-acre island on the Pine Island Sound was first inhabited by the Calusa people and Cuban fishermen. And in 1875, it appeared on maps with the name Palmetto Key.

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Overnight on Cabbage Key, for a cheeseburger (and more) in old-Florida paradise

Posted on February 20, 2024
By Susan Glaser, cleveland.com
Cabbage Key, Recreation, Reviews, Tarpon Lodge

Looking down the long dock towards the quaint dollhouse cottage at Cabbage Key.

A cottage for rent on Cabbage Key, a Southwest Florida tourist destination named for the many cabbage palm trees on the island.

CABBAGE KEY, Florida – There’s no beach here, no pool, no high-rise condos.

What you’ll find on tiny Cabbage Key: an historic lodge, nature trails, a terrific restaurant that (perhaps) inspired Jimmy Buffett, and most strikingly, an old-time Florida vibe that’s fading fast elsewhere around the state.

Cabbage Key is a small island – just 112 acres – located in Pine Island Sound, west of Fort Myers. Its first inhabitants were the Calusa Indians, who left behind a large shell mound that has served to protect the land for centuries.

The island developed as a tourist destination in the 1930s, accessible only by boat, an off-the-beaten path spot where you could get away from it all (except from the mosquitoes, which also seem to have great fondness for the place).

It’s still that spot.
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Florida’s Gulf Coast: Hotels, restaurants and things to do

Posted on December 15, 2023
By Alicia Watts, Cosmopolitan
Cabbage Key, Reviews, Tarpon Lodge

John Coletti//Getty Images

Look no further for a relaxing, wholesome and feel-good trip

If you’re a fan of low-key, chain-free restaurants and hotels, protected wildlife, island hopping around secluded beaches and making real memories in a slice of paradise, Florida’s Gulf Coast could be calling your name. Here’s our travel guide of the best places to stay, where to eat and drink and what to do while you’re there. Basically, here’s what your adventure could look like.

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Dock & dine in style: Discover Fort Myers’ best waterfront restaurants

Posted on October 6, 2023
By Travelweek
Cabbage Key, Dining, Fort Myers, Recreation, Tarpon Lodge

Inhale those fresh Gulf breezes and feel the warmth of the sun on your face as the day unfolds before you.

All throughout Fort Myers’ islands, beaches, and neighborhoods, you can go straight from an exhilarating boat ride to an amazing meal while overlooking the water.

You’re invited to experience a local legend. Cabbage Key Inn sits on its own 100-acre island and has been feeding guests for decades. Hop aboard a charter or book your own private boat to reach this remote restaurant famed for its cheeseburgers, fresh seafood and frozen Key lime pie. Its defining feature is the thousands of dollar bills taped to the restaurant’s ceilings and walls, and you’ll likely spot tortoises and other wildlife roaming the walkways outside.

Feel the charm of an Old Florida landmark at the Tarpon Lodge & Restaurant in Bokeelia on Pine Island. This historical 1926 house overlooks Pine Island Sound and is surrounded by a restored boathouse, bungalow-style cottage and comfortable Island House. Enjoy a leisurely lunch or exquisite evening meal at Tarpon Lodge Restaurant, where you can dine on the catch of the day, prized Gulf pink shrimp or other locally sourced favourites.

This is an excerpt from an article originally published by Travelweek.

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