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Florida Key Largo Skippers Dockside Food

Florida Key’s Best Tiki Bars

 

A waterfront table under a thatched roof; a chilled drink and island music carried by a soft sea breeze. This is what many seek when they head to the Florida Keys, and they soon find it in the open-air tiki bars scattered across this drive-to chain of islands. There are many to choose from, but for purists, the best feature direct water views, a unique atmosphere and a colorful cast of patrons. Here are ten that shouldn’t be missed, so designate a driver and follow along as we count down the mileposts on U.S. Highway One on our way to Key West.

Skipper’s Dockside, Mile Marker 100, Key Largo

Before setting out on the final hundred miles of America’s southernmost highway, pull in for a refresher under the thatched roof of this revitalized Key Largo landmark formerly known as Coconuts. The elevated canal side deck provides a front row seat for the comings and goings of fishing charters and dive boats in the adjacent marina. But there’s more to the story than a new name and new ownership, as the kitchen now turns out meals that are as memorable as the views.

Skippers Dockside Key Largo

Skipper’s Dockside is perched on the wharf above Key Largo’s busiest marina. When fishermen and divers return from a day on the water, this is often their first stop. Photo: Skipper’s Dockside

Tiki Bar at the Postcard Inn, Mile Marker 84, Islamorada

This open air bar overlooking Whale Harbor has sated thirsty patrons since the 1950s, and is known as the home of the Rum Runner cocktail. Many locals still refer to the hotel and marina complex where the bar is located as “Holiday Isle,” but new ownership in 2014 resulted in a name change and some major upgrades to the vintage hotel rooms. But the resort’s Tiki Bar was spared gentrification, and continues to serve up its signature cocktails in an unabashed atmosphere of island-style revelry.

Tiki Bar Postcard Inn Islamorada

The longstanding landmark property now known as the Postcard Inn is still home to Islamorada’s famous Tiki Bar, which has hosted generations of revelers. Photo: Craig Denis/Postcard Inn

Lorelei Cabana Bar, Mile Marker 82, Islamorada

Look to the right as you cruise through the fishing village of Islamorada and you’ll know you’ve arrived when the giant mermaid signboard comes into view. If you’ve timed it right, you’ll score a table on the water a bit before sunset. It’s a daily ritual for fishing guides, happy hour locals and in-the- know travelers, who gather for the evening light show set against the backdrop of Florida Bay. Sit back; order some fish dip and a key lime piña colada, and then watch for the fabled green flash as the last rays of the sun sink below the horizon.

Lorelei Cabana Bar

Spectacular sunsets, drink specials and live entertainment provide a trifecta of enticements for patrons at Islamorada’s Lorelei Cabana Bar. Photo: Tom Lynch/Lorelei

Island Fish Company Tiki Bar, Mile Marker 54, Marathon

As you move south through the middle Keys, the town of Marathon provides a trifecta of tiki bars that kicks off with a stop at Mile Marker 54, where the longest open air bar in the keys perches on a sand spit that juts into turquoise waters. It’s a popular stop, and bar stools are often filled by midday. But libations aren’t the only attraction, as the kitchen turns out some excellent seafood fare, and the atmosphere is lively yet still family friendly.

Island Fish Company

Marathon’s Island Fish Company boasts the longest tiki bar in the Florida Keys, but it is more than just a waterfront watering hole, as it is also known for good food and entertainment. Photo: Island Fish Company

Chiki Tiki Bar & Grille at Burdines Waterfront, Mile Marker 49.5, Marathon

For a taste of Marathon’s local maritime vibe, get off U.S. 1 at 15th Street and make your way to the boatyard at Burdines Waterfront. Set in a working waterfront of lobster traps and dry-docked workboats is a second-story tavern that enjoys big views across the anchorage of Boot Key Harbor. A steady stream of dinghies come and go from moored boats, and crews climb the stairs of the Chiki Tiki to enjoy reasonably priced food and drinks in a relaxed atmosphere that is missed by tourists who remain on the highway.

Chiki Tiki Bar Fish

Tucked into Marathon’s working waterfront, the Chiki Tiki Bar & Grille is a favorite with local boat crews, who come ashore for signature items such as fried key lime pie. Photo: Chiki Tiki Bar

Sunset Grille & Raw Bar, Mile Marker 47, Marathon

Since opening in 2010, this final stop before the Key’s famous Seven Mile Bridge has quickly become a favorite hangout for the bare feet and bathing suit crowd, thanks to the oceanfront pool and palm shaded sands that flank the thatch-roofed bar. Patrons are welcome to settle in for an afternoon of swimming and sunning in a beach party atmosphere. The sunset is always a big draw, and those who come to dine can choose from a broad array of offerings that includes sushi, fresh fish, every manner of shellfish and even a Caribbean paella entree.

Sunset Grille Raw Bar Marathon

Patrons at Marathon’s Sunset Grille & Raw Bar can watch the sun sink low over the famous Seven Mile Bridge, and can also enjoy a quick dip in the on- site pool. Photo: Sunset Grille

Sugarloaf Lodge Tiki Bar, Mile Marker 17, Sugarloaf Key

Travelers on the Overseas Highway often breeze right past the Sugarloaf Lodge in their eagerness to reach Key West. Those who do pull in to this old school fishing lodge will discover a thatch-roofed waterfront bar, where happy hour stretches into an all-day affair, and nightly entertainment draws a laid-back local crowd. The drinks are stout and reasonably priced, as are the burgers and pizza. Though most of the business is local folk and lodge guests, the atmosphere is welcoming to all.

Sugarloaf Lodge Tiki Bar

Though just a stone’s throw from the Overseas Highway, the Sugarloaf Lodge Tiki Bar is missed by most travelers. Those who do stop discover an inviting local atmosphere. Photo: Sugarloaf Lodge

The Fish Camp at Geiger Key Marina, Mile Marker 10.5, Big Coppitt Key

A GPS or a stop for directions may be needed to find this hidden gem, formerly known as the Geiger Key Smokehouse and Tiki Bar, which is tucked away in a small marina and RV park, well off the main drag. The entrance sign proclaims “on the backside of paradise,” and the quiet setting is certainly reminiscent of an earlier era. The kitchen opens early to accommodate a fishing crowd who come for hearty breakfast favorites such as fish and grits. Many will return after a day on the water to enjoy fresh seafood favorites, tall drinks and live entertainment. The Sunday afternoon barbecue is always a big draw.

Geiger Key Marina

Anglers often begin their day with breakfast at the Fish Camp, and tie up at the tiki bar’s dock after a day on the water to celebrate their catch. Photo: Geiger Key Marina

Hogfish Bar and Grill, Mile Marker 5, Stock Island

Another out-of-the-way find on the outskirts of Key West delivers an authentic serving of local flavors, both on the menu and with the views. A tasty local species is the signature ingredient in the bar’s most famous offering, the Killer Hogfish Sandwich. Picnic tables set under the palm-thatch roof of a large chickee hut look out over a working waterfront where shrimp boats unload fresh catches. Opt for a table by the water and you can keep the kids amused by tossing scraps and shrimp tails to resident schools of fish that swarm in anticipation of a handout.

Hogfish Bar and Grill

Seafood served at Stock Island’s Hogfish Bar and Grill often come fresh from the boat, as this local landmark sits in the heart of the town’s commercial fishing district. Photo: Hogfish Bar

Sunset Tiki Bar, Mile Marker almost 0, Key West

True to its catch phrase, “where the boardwalk ends and the sunset begins,” the waterfront bar at the Galleon Resort delivers unobstructed westward sight lines from a prime overwater location. Purists might suggest that the bar’s tin roof precludes tiki status, as there is no palm thatching in sight. But any such quibbles are soon overshadowed by expansive water views and a tempting collection of signature libations. In recognition of Key West’s party town atmosphere, the Sunset Tiki offers not only an evening happy hour, but also two-for-one specials on Bloody Marys from ten till noon.

Sunset Tiki Bar Key West

The Sunset Tiki Bar perches on the western tip of Key West. As the name promises, the over-water sunsets are spectacular, but patrons also come for morning-after libations. Photo: Sunset Tiki Bar

 

Florida Keys Seaplane

Florida Lighthouses

Lighthouses appeal to the romantic in all of us, and Florida has its share of these iconic landmarks lining the coasts. This spider- legged structure, which dates from 1873, sits atop a reef in the Florida Keys named for the USS Alligator, a Naval Schooner that foundered on the coral shallows. The light sits four miles east of the village of Islamorada. It is closed to the public and can only be reached by boat. A local Keys artist now stages the Annual Swim for Alligator Lighthouse event to raise awareness for the preservation of lighthouses. Photo: Rob O’Neal/Key West Seaplanes

Cap Juluca Beach Villas, Anguilla

Beachfront Rooms Just Steps from the Water

 

There’s nothing like waking up- or falling asleep – to the soothing sound of waves. Whether the roar of the Atlantic or the soft swish of the Caribbean Sea, the rhythm signals the presence of water and a beach. Imagine that early morning walk along the shore or gazing at the moon in total darkness as waves lap at your feet. Here are five hotels that couldn’t get any closer to the shore if they tried.

Moorings Village, Islamorada, Florida

The Moorings Village & Spa, Rooms just steps from the beach

Enjoy your morning coffee with a view of the Atlantic from the porch of the Maroni House. Photo: the Moorings Village & Spa

Think of a coconut plantation, where 18 cottages are tucked in among a variety of palm trees and blooming hibiscus and bougainvillea add splashes of color to the greenscape. This is the Moorings Village & Spa. A top spot to book is the white Maroni House, with its lush green front yard that meets the sandy shoreline and faces the Atlantic Ocean. Sit on the big wrap-around porch with a cup of Joe and watch the sunrise. (Florida Keys’ sunrises are just as spectacular as the famed sunsets.) With just a few steps you’re on the water’s edge taking a stroll, followed by a swim or some paddleboarding. The bedroom has a king-size bed and French doors that open onto the porch, providing a dreamy view of feathery palms, beach and water. Go ahead, open the doors and feel the island breezes. The cottage’s oak-wood floors and crisp decor complement the tropical environment. Bonus: A midday siesta in one of the hammocks draped between the beach’s many palm trees is total bliss. 

Ponte Vedra Inn & Club, Ponte Vedra, Florida

Ponte Vedra Inn & Club

Miles of the Atlantic shoreline greet you when you wake up at the Ponte Vedra Inn & Club. Photo: Ponte Vedra Inn & Club

 A real Florida classic, the Ponte Vedra Inn & Club in Northeast Florida has beachfront rooms that allow you to step out the door and right onto a wide stretch of the Atlantic shore. The rooms are exquisitely furnished with heavy wooden beds, complete with carved headboards and posts, and dressed in comforters and pillows in rich seascape tones and floral and stripe patterns. Wide moldings define the walls and ceilings and add a regal touch to the decor. The ocean rooms are so close to the Atlantic that the sound of waves will lull you to sleep. 

Bolongo Bay Beach Resort, St. Thomas, U.S. Virgin Islands

Bolongo Bay, St. Thomas

Bolongo Bay Beach Resort is a water-sports playground, but at night it takes on a romantic aura. Photo: Bolongo Bay Beach Resort

 A low-key property on Bolongo Bay, this smaller resort is a water-sports playground. First-floor rooms open their doors onto the sand, and with a few steps you’re at the shoreline. Move between your room, the sand, the Caribbean waters and the toys—kayaks, paddleboards, aqua bikes and paddle boats. Nestled against hillside tropical foliage, Bolongo Bay Beach Resort is a cool little hideaway. Rooms are decorated in sunny oranges and yellows with bamboo-inspired furniture. Bonus: At the weekly Snorkel Booze Hunt, snorkelers search for a bottle of rum staff members hid under the sea. 

Four Seasons Resort Hualalai at Historic Kapulehu, Island of Hawaii

Four Seasons Resort Hualalai, Hawaii

From the outdoor area of this Four Seasons suite, Hawaii’s shore is just steps away. Photo: Four Seasons

Go for an oceanfront Superior Suite on the lower level so you can walk out through the patio and onto the beach at this Four Seasons gem. Hawaiian art and nature-inspired furnishings are well executed to create a luxurious décor reminiscent of Hawaii’s golden age (the boom years from 1893 to 1941). The beach’s fine white sand blends with black lava landscapes and Pacific blues to dazzle the eye. 

Cap Juluca, Anguilla

Photo: Cap Juluca

Having the beach just outside your door makes a stay at the impeccably designed Cap Juluca perfect. Photo: Cap Juluca

From your perch on the patio of these Moorish-style beachfront villas, the architecture’s stark white arches frame the intense blues and greens of the beach just outside your door. Strikingly romantic and as close as you can get to the brightest sands in the Caribbean, Cap Juluca’s rooms and suites boast white walls and floors that connect with the alabaster sands just beyond. Columns, domes and more arches give this resort its intriguing aura. 

 

Tranquility Bay Beach House Resort, Marathon, Florida

Tranquility Bay Beach House Resort

Sand, palm trees and water creates an amazing tropical vibe at Tranquility Bay Beach House Resort. Photo: Tranquility Bay Beach House Resort

In the Florida Keys, you really have to search to find a sweeping beach, which is why a stay at the Tranquility Bay Beach House Resort is such a treat. Walk out the French doors of a two- or three-bedroom beachfront house onto the porch and savor the expansive view of sparkling white sand that leads to the Gulf of Mexico. Palm trees, lounges, a swimmer’s beach and even TJ’s Tiki Bar are right there. And the two-story beach house couldn’t be prettier. Its white walls and linens serve as a canvas for brightly colored furniture, bed accessories and accent walls boasting playful floral and sea coral patterned wallcoverings. The full kitchen allows you to brew your own coffee—or mix your own cocktails—to enjoy curled up in an Adirondack chair on the porch or the second-floor balcony. 

 

postcard inn Islamorada, best tiki bars in florida

Best Tiki Bars in Florida

 

Thatched roofs, bar stools and crazy concoctions, made with lots of potent rum, are what you’ll find at these old and new tiki bars. Set on the Atlantic Ocean or the Gulf of Mexico, these Florida bars continue to attract the party folk. It doesn’t have to be happy hour to visit any of the on-the-edge-of-the-water bars, where making new friends gets easier with every sip.

Isle Tiki Bar, Islamorada

Back in the day the old salts packed this bar at the Holiday Isle Resort. And even after a 21st century face-lift and rebranding turned the property into the Postcard Inn Beach Resort & Marina, the outdoor Holiday Isle Tiki Bar with its thatched roof and vistas of the Atlantic Ocean continues to draw a crowd.

The Drink: Nothing will do but a Rum Runner, which supposedly was invented here.

Casey Key Tiki Bar, south of Sarasota

Any Saturday afternoon, the hogs are lined up roadside at the Casey Key Tiki Bar. Perched on an island between Casey Key and the mainland, the open-air bar is packed with the regulars in T-shirts and shorts and the visitors with signature Tommy Bahama attire. Squeeze in under the fringed roof or hang out on the little beach in the back, where doggies are welcome. 

The Drink: A pina colada on a hot sunny day works really well in this setting.

Stan’s Idle Hour, Goodland near Marco Island

If you’re on Marco Island on a Sunday, you have to make the drive to Goodland, an obscure spot made famous by the late Stan Gober when he opened Stan’s Idle Hour almost 30 years ago. This is a let your hair down kind of place where folks arrive by boat, bike and Benz to party the afternoon away with live music and curious conversation.

The Drink: You got to have the signature Stan’s Buzzard Punch, a concoction of light and dark rums, orange and pineapple juice and splashes of grenadine and sour mix.

Guanabanas, Jupiter

Definitely one of Florida’s more sophisticated choices, Guanabanas’ horseshoe-shaped bar is tucked behind thick tropical foliage under a palm-fringed roof just steps from the Loxahatchee River. Locals, from boaters to golfers, mix with visitors. During season, February to May, the line’s out the door.

The Drink: Topping the list is the My Wave Mojito, made with the Dominican Republic’s Atlantico Platino rum, muddled mint, lime juice and sugarcane.

Lido Key Tiki Bar, Sarasota

This tiki bar is right on the sand, so stroll on over sans sandals. One of the oldest around, the traditional Lido Key Tiki Bar was saved from bulldozers in 2003 by preservationists with help from the Ritz-Carlton, which now owns it. Guests from the hotel’s nearby beach club mingle with the locals who love this breezy Gulf-front spot.   

The Drink: Hurricane Category 5 is one of the strongest drinks served here. Banana, coconut, mango and pineapple rums get a 151-proof-rum floater, and the mix of orange, pineapple and cranberry juices disguises its potent character.