The Keys a la Board Sports

Day Note:

Holiday Isle is the heartbeat of Islamorada, and fast-paced fun. Down the road find Whale Harbor Marina, where Seven Sports has their course set up to tackle the winds. Take lessons, or flaunt your stuff, but a day out on the sandbar kiting cannot be beat. Whale Harbor is the site of the annual Kiteboarding Invitational held in March, around spring break. Tonight, grab a down-under steak and enjoy a few drinks out back of the Outback under the tiki.

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    Holiday Isle Resort

    Holiday Isle Resort - Florida Keys
    • Contact:

    • +1 305 664 2711
    • visit website
    • Location:

    • 84001 Overseas Hwy
    • U.S. 1 at MM 84
    • Islamorada,FL33036
    • Map

    •  

    Description:

    At this Howard Johnson-style property you'll find a beach and two swimming pools, one heated.  Of the 56 rooms, there is expected to be renovations at the resort beginning in 2011.  It is an old-Florida style hotel, so until remodeling is complete, don't expect major modern amenities.

    There's a famous Tiki bar as well as other restaurants not far from the door. Swimming and fishing are the main recreational activities but plenty of other water sports facilities from sportfishing to diving, canoeing and jet skis are available in the area. 

    Beach areas are the main appeal of this resort, that caters to the young, hip party crowd.

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    Outback Steakhouse

    Outback Steakhouse - Florida Keys
    • Contact:

    • ( 305 ) 664 3344
    • visit website
    • Location:

    • 80000 Overseas Hwy
    • Islamorada,FL33036
    • Map

    Description:

    Take in the atmosphere of the Australian Outback while enjoying mouth-watering entrees and high-quality service. Serving dinner only, Outback Steakhouse offers an extensive menu featuring appetizers, chicken, ribs, steak, seafood, pasta, salads and desserts for moderate prices. Family-friendly, the casual restaurant has something for everyone at its numerous locations in North and South America, Europe, Asia and Australia. Outback Steakhouse also offers call-ahead seating and curbside take-away.

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    Tiki Bar

    • Contact:

    • 305 664 2321
    • visit website
    • Location:

    • Mile Marker 84
    • Islamorada,FL33037
    • Map

    Description:

    Early in the evening, talented ladies from the Pacific islands show off dances in this bar's popular Polynesian show. Later in the evening, the place fills with other dancers who also gyrate but in a much less organized style. Tucked away in Holiday Isle Resort, where the action goes from dawn to dawn and frequently well beyond, the Tiki Bar is a popular gathering spot, one among several at this action-packed resort that features a host of theme events from bikini competitions to holiday celebrations, luaus to fireworks. This is a laid back bar during the daytime, but at night the action heats up. Live nightly entertainment 6 nights a week (3 nights a week during off season) featuring your favorite rock and dance music.

Day Note:

When the winds are too much (or simply nonexistent) for kiteboarding, standup paddling is a perfect stand-in sport for fun and a core physical workout. It's possible to use the board for surfing, traversing on a "downwinder" (riding the board backed by tradewinds to cover long distances), as a fishing or diving platform, or just quietly enjoying secluded eco-tours through the backcountry flats in an environmentally friendly way. Seven Sports or Otherside Boardsports...

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    The Hungry Tarpon

    The Hungry Tarpon - Florida Keys
    • Contact:

    • +1 305 664 0535
    • visit website
    • Location:

    • 77522 Overseas Highway
    • Lower Matecumbe
    • Islamorada,FL33036
    • Map

    •  

    Description:

    A down-to-earth, efficient staff dishes up home-cooked favorites at this plain-looking, plain-talking local favorite. As is typical of the Keys, flash and glamour give way to comfort and simplicity. Breakfast starts at 6:30am, and includes fun features like Frittatas and Grits and Grunts. The house specialty 'Hungry Tarpon' is a plateful of hash browns, covered in cheese, eggs and sausage gravy. You will not leave hungry.

    Try a sweet potato crab fritter with Caribbean cocktail sauce!

    The atmosphere is decidedly "Keys casual" with room for 28 diners inside, another 28 on an outside deck overlooking Lignumvitae Pass and a private room that can accommodate 15 for special occasions and small parties.

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    Holiday Isle Resort

    Holiday Isle Resort - Florida Keys
    • Contact:

    • +1 305 664 2711
    • visit website
    • Location:

    • 84001 Overseas Hwy
    • U.S. 1 at MM 84
    • Islamorada,FL33036
    • Map

    •  

    Description:

    At this Howard Johnson-style property you'll find a beach and two swimming pools, one heated.  Of the 56 rooms, there is expected to be renovations at the resort beginning in 2011.  It is an old-Florida style hotel, so until remodeling is complete, don't expect major modern amenities.

    There's a famous Tiki bar as well as other restaurants not far from the door. Swimming and fishing are the main recreational activities but plenty of other water sports facilities from sportfishing to diving, canoeing and jet skis are available in the area. 

    Beach areas are the main appeal of this resort, that caters to the young, hip party crowd.

Day Note:

If you're kiting with Kitehouse (they rock), owner and pro kiteboarder Paul Menta has partnered with British-trained chef Charlie Wilson to open Help Yourself Foods in Key West, presenting a veritable smorgasbord of healthy foods. The restaurant opened in October to rave reviews and features an ever-evolving menu. Check it out!

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    The Wicker Guest House

    The Wicker Guest House - Key West
    •  

    Description:

    Come visit us at the Wicker Guesthouse, "The Quiet Oasis in the Heart of Old Town Key West." Our peaceful hideaway lets you enjoy our tranquil island setting, but right out your front door you'll enter the excitement of Key West's main street, Duval Street. If it's browsing art galleries, shopping, participating in water sports, enjoying the nightlife and entertainment or a beautiful sunset, it's all within walking distance. A complimentary continental breakfast is served each morning on our poolside deck and all rooms have a private bath. Special promotions and discounts are offered throughout the year.

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    Green Parrot Bar

    • Contact:

    • 305 294 6133
    • visit website
    • Location:

    • 601 Whitehead Street
    • Key West,FL33040
    • Map

    •  

    Description:

    Wild groups gather at this open-air bar nightly, to party 'til they drop. If you are up for a pretty rambunctious scene, you will enjoy this antique saloon built in 1890 and generally agreed upon as the oldest bar in Key West. The co-owned smokehouse next door called "Meteor," serves pork, chicken, beef and seafood until 2am. Play pool, darts, or pinball while trying a "spine-tingling" cocktail. On weekends, there is live music, and the jukebox pounds out blues, zydeco and reggae all week. Don't miss this spot, listed as one of the "World's 50 Greatest Bars."

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    Mallory Square

    Mallory Square - Key West
    • Contact:

    • +1 305 296 4557
    • visit website
    • Location:

    • 300 Duval St
    • (at Front St)
    • Key West,FL33040
    • Map

    •  

    Description:

    Located by the historic Key West waterfront, this open-air marketplace and entertainment complex is a great place to start or end your visit to Key West. Known for its magnificent sunsets, the area is also home to many shops, including Shell Warehouse, Key West Sponge Market and Caribbean Cargo. The Square also features daily entertainment, which includes guitar music, juggling, and animal performances. Local sightseeing tours also depart from the Square. Call for additional information.

Day Note:

Today, feel the winds at your back and the sun on your face. Sandspur is another of Key West's sandy gems, and later grab a happy hour at Schooner Wharf for high octane fun, and late night frozen deal-ios at Fat Tuesday's - Shark Bites are a-list.

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    Schooner Wharf Bar

    • Contact:

    • +1 305 292 3302
    • visit website
    • Location:

    • 202 William Street
    • Key West,FL33040
    • Map

    •  

    Description:

    You're sure to be spoilt with the entertainment options available at Schooner's Bar. Drink, dine, dance, cheer, or shop...till you drop! With happy hours from 8am-noon, you're sure to have a great start to your day. The vast menu offers items, such as Fresh Stone Crab Claws, Conch Chowder and Fresh-Shucked Oysters. Don't worry - you can burn those calories up dancing the night and day away! Cheer for your favorite team at the Minimal Regatta, Barbecue Cook-off, Chili Cook-off, or the king of all Key West events, the Battle of the Bars. You can even plan a party on Key West's flagship, The Schooner Western Union, which docks here. With such fine entertainment offerings, it's no surprise that the bar has been highly acclaimed by Aqua Magazine as well as the New York Times.

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    Fat Tuesday

    • Contact:

    • 305 296 9373
    • visit website
    • Location:

    • 305 Duval Street
    • Key West,FL33040
    • Map

    •  

    Description:

    If you're tired of the same old cocktail mixes and regular drinks, pop into Fat Tuesday. Happy hour starts from 4p-7p. Known as the 'Home of the World's Famous Frozen Drinks', Tuesday's smooth cold concoctions are known throughout the country. The front runner for the most popular drink here is dubbed 190 Octane and consists of grain alcohol and orange. Also check out the Rumrunner, Kuya Pina Colada, Horny Appleton, Stoli Ocean and many many more delicious liquids. You can even make your own or have the experts mix it up for you. The prices just might be the best in town.

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    Sandspur Beach

    Sandspur Beach - Florida Keys
    • Contact:

    • 305-872-2353
    • visit website
    • Location:

    • 36850 Overseas Hwy.
    • Big Pine Key,FL33043
    • Map

    •  

    Description:

    The 524-acre Bahia Honda State Park's number one attraction is the beaches. In particular, Sandspur Beach was rated in 1992 as "Best Beach in America." Typically, the beaches in the Florida Keys are not the main attraction. Little sand and a hard limestone surface dominate the waterfront. However, Bahia Honda is different. The sandy edge is wide in terms of beaches found in the Keys. The sand is thick and soft and there is a constant flow of warm ocean breezes that seem to magically slow the temperament of visitors. The surf is gentle and crystal clear with a tranquilizing aquamarine appearance. Darker areas of the water are lush with seagrasses, sea fans and sea plumes that sway with the water's motion. When the sun gets too hot, sunbathers flock to the warm soothing waters and let their bodies relax to the rhythm of the ebb and flow. Others snorkel below the water's surface to explore the sponges, corals and stunning tropical fish. While others find relaxation in wind surfing, sea kayaking or canoeing in the shaded narrow mangroves in search of unique birdlife.

    Other attractions along the beach include the Silver Palm Nature Trail where tourists explore the 0.5-mile hike observing a variety of oceanside communities. Park staff even offer guided tours along this small stretch of path. Picnic facilities, a bathhouse, and plenty of parking are welcome accompaniments to Sandspur Beach.

    Bahia Honda State Park has two other beaches, Loggerhead Beach and Calusa Beach. Loggerhead Beach is located near an ocean overlook, which is a good place to be at sunset. It also has a concessionaire who rents a variety of beach ware from sunbathing chairs to snorkeling gear. Calusa Beach is located next to the main marina on a quiet stretch of waterfront, great for small children. There is also a shaded picnic area at Calusa.

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    The Wicker Guest House

    The Wicker Guest House - Key West
    •  

    Description:

    Come visit us at the Wicker Guesthouse, "The Quiet Oasis in the Heart of Old Town Key West." Our peaceful hideaway lets you enjoy our tranquil island setting, but right out your front door you'll enter the excitement of Key West's main street, Duval Street. If it's browsing art galleries, shopping, participating in water sports, enjoying the nightlife and entertainment or a beautiful sunset, it's all within walking distance. A complimentary continental breakfast is served each morning on our poolside deck and all rooms have a private bath. Special promotions and discounts are offered throughout the year.

Day Note:

Only if the winds don't cooperate, do you want to abandon kiteboarding today ... here are some alternatives that are sure to please sand, sun and surf-seekers.

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    Smathers Beach

    Smathers Beach - Key West
    • Contact:

    • Location:

    • West end of S Roosevelt Boulevard
    • Key West,FL33040
    • Map

    •  

    Description:

    This strip of sand is one of the best-known beaches in Key West. Named after a former governor, it is just west of the airport and, at two miles long, it is the island's longest strip of silica. This beach is an excellent choice if you have children. With plenty of parking, restrooms, concession stands, chair rentals, picnic tables, watersport rentals and more, everything you need to have a great day in the sun is right at hand. The beach was hit hard by a hurricane in 1998, but it has recovered well and is flourishing once again.

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    Mosquito Coast Outfitters

    Mosquito Coast Outfitters - Key West
    • Contact:

    • +1 305 294 7178
    • visit website
    • Location:

    • 310 Duval Street
    • Mile Marker 4.2
    • Key West,FL33040
    • Map

    •  

    Description:

    If you're interested in water sports or want a unique way to see the islands, consider this local tour group specializing in ecology trips. See crystal clear waters with tropical fish, reefs and mangroves inhabited by rare birds. They offer daily back country tours that depart from Key West in sea kayaks to explore the northern islands of Geiger Key and Sugar Key. Tours last approximately six hours. The tour fee includes snacks and soft drinks.

    Author note:

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    Turtle Kraals Waterfront Restaurant and Bar

    • Contact:

    • 305 294 2640
    • visit website
    • Location:

    • 231 Margaret Street
    • Key West,FL33040
    • Map

    •  

    Description:

    Key West's Turtle Kraals have been around for many years, first as a way of raising turtles for food and for the shell, and later as a turtle soup cannery and a tourist attraction. Now it's doubling as a restaurant with a historic tower bar that's a popular spot in Old Town. The restaurant focuses its culinary offerings, not surprisingly, on seafood. Cooks blend the cuisine of New Orleans with that of Key West, Cuba and the Bahamas to come up with dishes featuring a wide array of delicate spices. Or catch the very popular turtle races, which are held twice a week.

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    Sloppy Joe's

    • Contact:

    • 305 294 5717
    • visit website
    • Location:

    • 201 Duval Street
    • Key West,FL33040
    • Map

    •  

    Description:

    You'll have to stop in here just to say you did. Scholars and drunks debate whether this is the same Sloppy Joe's that Hemingway wrote about, but there's no argument that this classic bar's early-20th-century wooden ceiling and cracked-tile floors are Key West originals. There's live music nightly, as well as a cigar room and martini bar.

  • 5 hide detail

    The Wicker Guest House

    The Wicker Guest House - Key West
    •  

    Description:

    Come visit us at the Wicker Guesthouse, "The Quiet Oasis in the Heart of Old Town Key West." Our peaceful hideaway lets you enjoy our tranquil island setting, but right out your front door you'll enter the excitement of Key West's main street, Duval Street. If it's browsing art galleries, shopping, participating in water sports, enjoying the nightlife and entertainment or a beautiful sunset, it's all within walking distance. A complimentary continental breakfast is served each morning on our poolside deck and all rooms have a private bath. Special promotions and discounts are offered throughout the year.



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