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Experience all the sights and sounds of The Magic City on a sightseeing tour from our sister site, Miami Tour Company. Rated #1 on TripAdvisor by Consumers. Daily excursions include:

Traveling Through Time Along Old Cutler Road

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Bustling South Beach has its charms—compact walkability and near-instant access to just about anything you could desire—but the price for its convenience is a lot of traffic, cement, testosterone, and and a cacophony of noises.  Thus, natives and extended vacationers alike learn to appreciate the value of a day in the country!

Judging from recent trends, one might assume that it’s necessary to flock to North Carolina to accomplish this feat—but take heart: if you want to go searching for your heart’s desire, you can find it right in your own back yard—by taking a journey down Old Cutler Road…

GETTING THERE

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The 95 fizzles out just south of downtown and becomes the no-less harrowing US 1.  Impatient soccer moms whiz around you in their SUVs; strip malls, billboards, and office buildings define the perimeter.  However, if you hang a left at LeJeune Road and continue for a few blocks, you’ll begin to feel like you’re in Jurassic Park in no time.  There’s a traffic circle up ahead; once you arrive, you’ll know you’ve made it to the Old Cutler Zone.

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The meandering two-lane highway traverses what could easily pass as for the South American jungle; with a little imagination, the enthusiastic squirrels pass for branch-hopping howler monkeys.  Overhead, banyans canopy the roadways, shading a journey past secluded estates with high, vine-covered stucco walls, behind which lurk the homes of drug lords, exiled dictators…and Madonna; ever-flowering bougainvillea, bromeliads, and other myriad tropical delights pique your senses as this serene back-road draws you along its route, which leisurely winds its way southward along the coastal ridge.

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Built between 1916 and 1919, it was originally known as the Ingraham Highway (and sections still are),  uniting the communities of Miami, Coconut Grove, Cutler and Homestead, before coming to its end in the Everglades.  The advent of US 1 was undoubtedly a welcome event, as it succeeded in diverting the masses away, ensuring that this route would remain a veritable time-capsule into what life was once like in Miami.  Here’s a bird’s eye view!

Although it could well be said in this instance that the journey is the destination, there are nonetheless some memorable points of interest along the way.  Here are but a few of them:

COCOPLUM CIRCLE

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Possibly one of the most picturesque views along this route,  Cocoplum Circle is located just beyond a stunning palm-shaded canal.  Boats rest along its edges, moored to docks behind grand estates.  It’s a great spot to hang out for a few minutes and take in the beauty; perhaps you’ll even spy a manatee.  This locale has not escaped the notice of the celebrity set: Sylvester Stallone’s estate is one of the many which abut this postcard perfect waterway.  Madonna’s one time home is just a stone’s throw away.

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This verdant roundabout marks the convergence of a few of Miami’s most beautiful drives: Sunset Drive, Cocoplum Lane, LeJeune Road and Old Cutler.  After your scenic moment, continue around the circle until you see the sign for Old Cutler Road.

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Once you’ve gotten your fill, hop back in the car and continue along your journey along the enchanted drive.  Two miles later you’ll find yourself at the entrance of one of Miami’s favorite leisure destinations…

MATHESON HAMMOCK PARK

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The uninitiated might imagine this to be a spot where you can relax on a rope sling, but in South Florida, the term “hammock” also refers to an area of high ground in a somewhat marshy or swampy surrounding.  And that describes Matheson Hammock (9610 Old Cutler Road, Miami, 305-665-5475), Miami’s oldest park, quite aptly.  As you enter the park, there is a beautiful grassy meadow off to the right, complete with a scenic pond with belly flopping iguanas, some mangroves, palms, and a few hardwood trees.  To the left are mangroves that line the canals which surround the edge of Biscayne Bay.  Continue along the road for about half a mile and you’ll come to the park office, where you’ll be charged a $4 per car admission fee.  However, if you go after 4:30 pm, you can get in free.

There isn’t much tree cover at this point, only a convergence of mangroves, which tend to be rather short and squatty, and not very shady (unlike everything else in this town).  Follow the loop around and you’ll pass through various parking lots.  Off to the left, there is usually a hoarde of local fishermen, casting their reels off into Biscayne Bay.  Beyond them is a dazzling view of the skyline of Miami.  Notwithstanding, the feature this park is most famous for is its coconut palmed lagoon.

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Leave your Gilligan fantasies at home, though; this one is a little murkier and full of kids! Behind it is the Redfish Grill, a popular local restaurant.

Surrounding all of this are nature paths, providing ample views of the native flora and fauna.  Some of those closest to the water’s edge are often impassable, however, due to the mud and abundance of garbage strewn about in several directions.  Before you lose all hope in humanity, however, keep in mind that much of this is no doubt the handywork of some picnic-raiding raccoons.

For me, ironically enough, the best part of this park was the free part—the meadow near the entrance where the iguanas roam.  You may also encounter some frisky blue crabs…

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A stone shelter makes an intriguing landmark; its accessible roof provides an opportunity to survey the surroundings.

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This is an ideal place for a picnic, as the many tables and shelters attest.  And just beyond them, through the trees, you can spy the next stop on the itinerary:

FAIRCHILD TROPICAL BOTANIC GARDEN

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Fairchild Tropical Garden (10901 Old Cutler Road, Miami, FL ,305-667-1651) recently rated by Miami Herald as the “top Florida wonder”, is the largest tropical botanical garden in the United States, and is one of Miami’s most scenic attractions—and home to the only outdoor tropical rainforest in the continental US. Its beauty is unparalleled anywhere else in Florida, and quite possibly, the country. 

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First established in 1936 by plant enthusiasts David Fairchild and Robert H. Montgomery, the Gardens first opened their doors to the public in 1938.
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If tackling this 83-acre paradise on foot in the blazing Florida sun seems too daunting a task, there is a free tram which will take you on a full tour of the exquisite surroundings. 

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While there, be sure to sample its new butterfly garden, guided walking tours, greenhouse, and varied eco-environments.  In addition, there are classes, tropical-plant themed festivals, and the garden also functions as one of the leading centers in palm research and conservation.

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While the normal admission is $20 per regular adult, $15 for seniors, and $10 for children 6-17, the first Wednesday of every month you can set your own admission price!

THE CHARLES DEERING ESTATE

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Meander further along Old Cutler a few more miles and you can experience what it was like to live the good life in the early 20th century. 

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The Charles Deering Estate may not attract the crowds of its more popular rival, Vizcaya—but that works in its favor.  Here you’ll find a dazzling three-story stone mansion that looks like it was brought over stone by stone from the South Of England.  It sits alongside a less flashy wooden cottage with a screened in porch, overlooking a group of islands off in the bay.  The 444-acre grounds can be toured in groups or individually, and it’s very much a hands-on affair. 

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A whimsical well-manicured garden greets you when you first walk through the gate. 

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Various paths take you through a variety of eco-systems; there is an elevated wooden trail that leads through a mangrove swamp on one side.

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On the far side of the estate is another nature walk through what very may well be the last remaining hardwood tropical hammock in the contiguous US. 

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When I visited, I had the good fortune of spotting some manatees frolicking near the dock.  They splashed and cavorted for some time, unnoticed by a nearby group of schoolkids.

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Charles Deering was a Maine native born in 1852, who, like the rest of us, fell in love with Florida and made it his home.  Millionaire businessman, philanthropist and art collector, his attention to detail is still evident in the architecture and décor today.

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Though a tour of the grounds will make you feel as though you’d been transported back to its heyday between 1916 and 1927, the estate was actually devastated by Hurricane Andrew in 1992.  Most of what you see today was tediously rebuilt, and was only completed in the year 2000.

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For a very reasonable $7 general admission, you can tour the homes and grounds, take a butterfly hike, and commune with ghosties galore.  For an additional fee, you can travel by canoe out to nearby Chicken Key. 

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The estate also functions as a small conference center for groups who appreciate Deering’s own pastimes: botany, history, nature conservation, fine arts, rare books, and wine—making this feel a world away from the madcap pace of Miami.

CONCLUSION

After you finish at the Deering Estate, you have the option of returning to civilization via the 1, or back-trekking up Old Cutler Road.  If you do opt for the latter, be sure to follow it past Cocoplum Circle this time, and into the city of Coconut Grove, where you can shop the shops at Mayfair or visit the Coco-Walk, an elaborate outdoor mall.  You’ll also find some unforgettable bistros and can take a stroll to the nearby marina—just in time for sunset!

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Miami is a wonderful mix of old and new, of spectacles both man-made and natural, and there is perhaps no better way to take it all into perspective than this peaceful tour of Old Cutler.

Douglas Eames is a freelance writer, homespun philosopher and budget bon vivant who divides his time between Southern California and South Beach. Doug’s column appears Fridays at Miami Beach 411.


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  1. Driving Down Old Cutler Road (Map)
    An Afternoon at the Charles Deering Estate (Pictures)
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    A Critical Look at 11 of Miami’s Best Parks
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19 Responses to "Traveling Through Time Along Old Cutler Road"

  1. Maria de los Angeles says:

    Great article of my favorite spots in Miami, Doug!  You are so right—Miami Beach is a concrete jungle compared to this part of Miami, which is why I so appreciate living here again now.  I can never get tired of Old Cutler!

    I just want to add that David Fairchild was also a plant explorer and botanist who introduced thousands of plant species to the US when he worked for the US Department of Agriculture.  His friend, Col. Robert Montgomery, was an accountant/attorney with a passion for plants.  Montgomery founded the garden in honor of Fairchild, with his guidance.

    Posted on 10/10 at 3:14 PM
  2. Doug says:

    Thanks, Maria! I’m glad you liked it.  I didn’t realize that David Fairchild and Col. Montgomery’s botanical contributions extended beyond Fairchild Gardens! Good to know.

    Posted on 10/10 at 5:15 PM
  3. Matt Meltzer says:

    One thing you forgot, Doug…

    Back when I was at UM, we used to call Old Cutler the Tad Foote Expressway, after the former UM president who tended to like to sip an adult beverage as he cruised down this particular stretch of highway.

    Point is, it is the best route to take home from the Grove if you’re a little tipsy. It has the least cops and it’s hard to speed and get yourself in trouble like on US-1.

    Posted on 10/10 at 6:10 PM
  4. Doug says:

    Ah….good for drunk people, bad for pussycats!

    Posted on 10/10 at 7:22 PM
  5. Maria de los Angeles says:

    I remember going to a party at the Foote mansion on Old Cutler—some official school of arts & sciences function or something!

    Doug, don’t forget, we should trek the west side of the Matheson Hammock trail one of the days when you’re in Miami!  I think it extends past School House Road to the Snapper Creek canal.  There is also a civil war cemetery we can explore.  I can’t do this alone!  Too creepy!

    Posted on 10/10 at 7:49 PM
  6. Doug says:

    Civil War cemetery…I’m there!! See you soon!

    Posted on 10/10 at 9:13 PM
  7. Trish | eMailOurMilitary says:

    Just stopping by to let our local blogging community know we’re here on the scene.

    Honor, Duty, eMail is local (Miami Lakes) and we’re doing great things for the guys and gals serving our country.

    eMail Our Military is a non-partisan, charitable organization supporting U.S. military service members through morale boosting email correspondence, letters and care packages. Troop supporters can take part in a number of support projects ranging from sending eMail to a service member on a one-on-one basis to year round support projects.

    We’d love the support of our local community!

    P.S. Miami beach 411 needs a military section and staff writer.

    =)

    Posted on 10/14 at 12:02 AM
  8. Matt Meltzer says:

    As a former Marine, I appreciate what you guys do and think it is fantastic.

    That being said, aside from remiscences about doing basic training here during WW2, and the occasional question from a Coastie, what exactly would you promose for a military section on this site?

    Posted on 10/14 at 12:13 AM
  9. Micky says:

    Beautiful article about one of my favorite roads. I must make a correction, though. Stallone and Madonna had their estates on the road just north of Viscaya (I think it’s called Brickell, an extention of the other Brikell). Go east on the road just north of Viscaya. The first estate on your right was Stallone’s. Then continue north on that road, past Arst’s 2 estates, and Madonna’s house was the one with the pretty stone wall with the sawtooth cap. It has royal palms lining the driveway. I often passed her during her morning runs out to Rickenbacker causeway. She was one of the better runners out there.

    Posted on 10/14 at 8:50 AM
  10. Maria de los Angeles says:

    Remember the story about the estate being purchased by a dog?

    It is interesting to note that James Deering (half-brother to Charles) built Vizcaya.  For me, Bayshore Drive is an extension of Old Cutler.  Lots of famous homes in between—including the Kampong.

    Posted on 10/14 at 9:19 AM
  11. Bobbi says:

    Love it… beautiful description of one of the best rides in America or anywhere…down Old Cutler Road. From beginning to end you covered it all… especially Matheson Hammock..  Thank you. Overseas Highway to Key West, PCH up through Malibu.. only rides that can compare. But, on a hot summer day, hidden under the shade of the Banyon Trees, making that curve and hanging left, around the circle… down Old Culter. Perfect. Thank you for taking us on a great ride..  smile

    Posted on 10/28 at 12:18 AM
  12. Doug says:

    Thanks, Bobbi! Glad you liked the tour! I also enjoyed reading your blog.

    Posted on 10/28 at 8:32 AM
  13. Domi42 says:

    Nice blog. I travel when possible and manage to visit the Caribbean last year to charlisangels exotic vacations resort. The resort is a beautiful all inclusive beach front with European and Russian escort.

    Posted on 12/23 at 9:03 PM
  14. Paul says:

    I love Cutler road, got lost and wound up on it and drove 10 miles an hour for hours with my wife.

    Posted on 12/24 at 12:53 AM
  15. zara says:

    I would loveeeeeee to move to Miami, great pictures!

    Posted on 12/25 at 2:21 AM
  16. Matt Meltzer says:

    That was YOU driving that slow up and down Old Cutler? I was the guy behind you laying on my horn.

    Scenic as the drive is please do remember that some of use use it to actually get places we need to go, sometimes somewhat quickly. Please show some consideration and drive the speed limit.

    Posted on 12/25 at 4:08 PM
  17. restdevgroup.com says:

    Hi Matt, I was exaggerating on the speed limit and I understand your frustration completely.

    Posted on 12/25 at 4:17 PM
  18. timjoe says:

    thanks to doug for the heads up on old cutler road and matheson hammock park…janet and i motorscootered there on a hot day, jan 7, and loved it!...to our delight, the admission collector at matheson waved us through free of charge, so we rode through the whole park, took photos, had a bite, etc…it was fun.

    Posted on 01/11 at 12:54 PM
  19. Doug says:

    Hi timjoe, glad you had a good time down there! Those January days can be real scorchers, heh heh!

    Posted on 01/11 at 1:01 PM

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