The Charms of Gasparilla Island

A small barrier island off the southwest coast of Florida, historic Gasparilla is well worth the drive and the $6 toll to get through the gates.  As you enter the island, it’s obvious that this locale is a playground for the wealthy, but in spite of the perfectly manicured estates lining the main route, Gasparilla Island retains a relaxed and welcoming atmosphere.

Gasparilla Island Beach (Photo courtesy BeachHunter.net)

There’s a legend that the island was named for the Spanish pirate, Jose Gaspar (circa 1756-1821), who built a village there with his men and buried considerable stolen treasure after spending several years terrorizing and ransacking the Gulf Coast. When a US Navy ship tracked him down in 1821, the story is that he tied an anchor around his waist and cast himself into the water to die by his own hands rather than be captured. A few of his men managed to get away, hiding whatever treasure they took with them along their escape route, and many believe the treasure is still buried somewhere off the Florida coast. Whether you believe the story or not, the name ‘Gasparilla’ is a big part of the the Sunshine State’s history and a Gasparilla Pirate Festival is celebrated every year in Tampa.

The earliest known settlers of Gasparilla were the Calusa Indians who fished the rich waters off the island until the early 1600’s when the appearance of the first Europeans brought about their demise through battles, enslavement and disease.  By the late 1800’s, descendants of early Spanish explorers and Cubans operated fish ranches, salting fish for shipment to Havana and other ports. 

The grounds of the Gasparilla Inn (Photo by Nancy Marie Allen)

The discovery of high-grade phosphate, greatly sought after for use in fertilizers and many other products, led to the construction of a railroad in 1905.  The rail not only transported phosphate and supplies, it brought wealthy travelers to the island. Six years later, the now iconic Gasparilla Inn opened, becoming a popular tourist destination for the well-heeled of Florida and beyond. 

Side view of the Gasparilla Inn (Photo by Nancy Marie Allen)

The Gasparilla Inn and Club is listed in Historic Hotels of America and the National Register of Historic Places. A large rambling structure that was originally built in 1911, the Inn quickly underwent renovations in both 1913 and 1915 due to ever-increasing popularity. More expansions came in the early 1930’s with the construction of tennis courts and guest cottages. Today, it is one of the largest of the surviving early Florida resort hotels and retains the old-style charm of that era.

Golf carts are at the ready for island adventures (Photo by Julie Wilkins)

The hub of the island, Boca Grande village, is a bustling place with restaurants and shops catering to tourists.  Although the railroad is no longer in use, the original depot was restored in the late 1970’s and now houses many local businesses. It’s easy to park and walk to most destinations and scenic water views abound.  Since there are no gas stations other than a pump at the Boca Grande Marina, many people get around on golf carts which only add to the leisurely pace of island life.  People here are laid-back, unhurried and content, but then it’s hard not to be when you live and/or work in such a tranquil setting!

A Great White Egret taking a morning stroll (Photo by Nancy Marie Allen)

Exotic plants, trees and many species of birds make this island their home. Egrets can be seen nonchalantly walking the sidewalks!  There are photo opportunities everywhere, one of them a village street lined with large Banyan trees.  Beaches are easily accessible with ample parking and facilities, and you can watch both pelicans and people fish along the shore.

A Banyan tree gracefully spreads its roots (Photo by Nancy Marie Allen)

If you happen to be a lighthouse enthusiast, this seven mile long island boasts two:  The 105’ white steel tower known as the Gasparilla Island Lighthouse, and the Port Boca Grande Lighthouse which is a bungalow-style dwelling along with a Keeper’s Cottage.  Both lighthouses are open to the public.   

Port Boca Grande Lighthouse and Museum (Photo by Nancy Marie Allen)

I was fortunate to visit this little gem of an island in late February and found it far exceeded my expectations. If you appreciate a vacation destination that incorporates striking beauty with a relaxed atmosphere and old Florida charm, then I highly recommend visiting Gasparilla!

A Pelican rests from fishing (Photo by Nancy Marie Allen)

Feature photo courtesy of Gasparilla Inn and Club

DISCLOSURE: This post contains affiliate links to the companies listed below. When you click through on a link and make a purchase, I may make a small commission at no additional cost to you. As an Amazon Associate, I earn from qualifying purchases. Thank You! 

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Jungle Love

“I met you on somebody’s island
You thought you had known me before
I brought you a crate of papaya
Then waited all night by your door”

“Jungle Love, it’s drivin’ me mad, it’s makin’ me crazy . . .” (from the song by the Steve Miller Band)

Pine Island Trees
Palm Trees Mingle with Pines on Florida’s Pine Island (Photo by Nancy Marie Allen)

On a recent trip to Florida’s Gulf Coast, my daughter and I were fortunate to make Pine Island our home base.  Friends of my daughter’s graciously put us up in their guest cottage while also sharing gourmet meals and the use of their car for nearby day trips.  It was a dream vacation and, upon arrival at this lush tropical paradise, I was instantly struck with jungle love!

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Florida Bananas (Photo by Nancy Marie Allen)

Our hosts’ six acres of land in the village of Bokeelia was covered with palms, mangoes, bananas, coconuts, the ubiquitous pines and much more, some trees happily sharing their branches with air plants, hanging moss and the bright blooms of orchids.  Bold bromeliads of many shapes and sizes covered the ground with a sizzle of hot color, while overhead, circling birds constantly filled the clear blue sky.  A neighbor’s towering pine held a pair of huge nesting Ospreys at its very top, each parent taking turns flying off to bring back food for their young.  There was such an abundance of vegetation and bird life that it was hard to take it all in, and this old Yankee gal was always finding something new to gawk at.

Pine Island Bromeliads
Bromeliads are Common Florida Landscape Plants (Photo by Nancy Marie Allen)

Pine Island is definitely off the beaten tourist trail and not what most people expect when you mention a Florida vacation.  The largest island of Florida’s west coast, its 18-mile length is partially framed by Mangroves whose myriad tangled roots provide a safe haven for a variety of wildlife.  As the name implies, there are pine trees everywhere, and although there is plenty of water all around, there are no sandy beaches.  It’s this lack of beaches that keeps most tourists away and helps Pine Island maintain its remote jungle wildness.

No Beaches but Plenty of Water Views (Photo by Nancy Marie Allen)

Just a short drive down the road in Matlacha (Mat-la-shay) are galleries, shops, cottages and restaurants, all brightly painted to complement the canal and water views.  Although much more touristy than Bokeelia, the area has a laid-back retro feel to it, and life progresses at a leisurely walking pace.  The fresh tropical salads and seafood served here, such as Grouper and Mullet, were especially delicious!

MatlachaStreetView625X_edited-1
Colorful Matlacha Shops and Galleries (Photo courtesy Authentic Florida)

We took several short day trips off the Island which included visiting the Edison and Ford Winter Estates in Fort Myers and the enchanting islands of Sanibel and Cayo Costa.  Our last full day was spent at the Naples Botanical Garden where we were wowed by 170 acres of tropical beauty including the largest orchid garden in the continental United States.

Sanibel Island Beach
The White Sand and Aquamarine Water of Sanibel Island (Photo by Nancy Marie Allen)

Although I wanted to share my experience of staying on Pine Island, I was also hesitant to write about it.  Just like its residents, I don’t want this pristine tropical island to be ruined by development.  As people continue to move to Florida in droves, I wonder how long this remarkable place will retain its tranquil wildness.  I can only hope it will be for a long time yet to come.

Red Orchid
One of Many Striking Orchids at the Naples Botanical Garden (Photo by Nancy Marie Allen)

Special thanks to our hosts, Ana and Steve, who made this trip not only possible but oh so enjoyable.  Good night, Pine Island!

Pine Island Sunset
Pine Island Sunset (Photo by Nancy Marie Allen)

DISCLOSURE: This post contains affiliate links to the companies listed below. When you click through on a link and make a purchase, I may make a small commission at no additional cost to you. As an Amazon Associate, I earn from qualifying purchases. Thank You! 

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