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🏝️ Chasing the Horizon: A Motorcycle Ride to Key West from DaMonkey MotoRentals

  • Writer: williamdiaz92
    williamdiaz92
  • Sep 27, 2025
  • 2 min read

Updated: Oct 13, 2025

# 🏝️ Chasing the Horizon: A Motorcycle Ride to Key West from DaMonkey MotoRentals


There’s nothing quite like the road to Key West—a legendary ride that every biker should do at least once. Starting from DaMonkey MotoRentals in Boynton Beach, this ride isn’t just about the destination. It’s about the journey down the spine of the Florida Keys, surrounded by ocean on both sides, with sun, salt, and soul filling every mile.


🛣️ Route Overview

  • Start: Boynton Beach, FL

  • End: Key West, FL

  • Distance: ~220 miles (one way)

  • Time: 6 hours riding (counting stops)

  • Recommended: 1-night stay or weekend trip


🌊 Ride Highlights


🐊 Homestead & Florida City – The Last Stop Before Island Time

Fuel up, hydrate, and grab snacks—this is the gateway to the Keys. Once you pass Florida City, it’s nothing but island bridges, turquoise waters, and coastal breezes.


🌴 The Overseas Highway (US-1)

Eighty-three miles of scenic heaven await you. You’ll cross:

  • Key Largo: Reef shops & roadside conch fritters

  • Islamorada: Fishing capital & chill cafes

  • Marathon: Halfway point, home of the 7 Mile Bridge

  • Big Pine Key: Watch for Key deer!


🌅 Key West Arrival

Roll into Key West just in time for a sunset at Mallory Square. Park the bike and soak in the island energy. Explore Duval Street, grab a Cuban sandwich, and maybe a slice of key lime pie.


🍽️ Biker-Approved Food Stops

| Location | Spot | What to Try |

|---------------|------------------------|-------------------------------------|

| Key Largo | Mrs. Mac’s Kitchen | Conch chowder, fish tacos |

| Islamorada | Lorelei Restaurant | Waterfront lunch & drinks |

| Marathon | Keys Fisheries | Lobster Reuben, no joke |

| Key West | Sandy’s Café | Cuban mix sandwich & café con leche |


📸 Must-See Stops

  • 7 Mile Bridge Overlook: Breathtaking ocean views

  • Bahia Honda State Park: Perfect photo op & swim break

  • Southernmost Point Buoy: Snap a pic at the edge of the U.S.

  • US-1 Mile Marker Zero: The ultimate biker brag


🛠️ Quick Tips

  • Leave early to enjoy daylight over the bridges.

  • Wear sun protection—there’s no shade on the Overseas Highway.

  • Fuel up before the Keys; gas stations are spaced out.

  • Parking in Key West is tight—look for motorcycle zones.


🏁 Wrap-Up

The ride to Key West is more than a motorcycle trip—it’s a memory maker. Between the sea air, the endless bridges, and the party that waits at the end of the road, this is the ultimate Florida biker escape.


🌟 Experience the Adventure

Book your bike with DaMonkey MotoRentals, pack light, and let the road carry you south. This journey is not just about the miles; it’s about the experiences you’ll collect along the way. Don't miss out on the thrill of riding through the stunning landscapes of Southeast Florida.


Whether you’re cruising solo or with friends, this ride will leave you with stories to tell. So, gear up, hit the road, and embrace the freedom that comes with every twist and turn.


Let’s make unforgettable memories together!

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In loving memory of my late wife of 16 years, Cindy Diaz.

She made this dream possible, and was affectionately known as “DaMonkey”.

I will forever be her Monkey.

(6/11/1977 - 5/12/2022)

©2022 by DaMonkey MotoRentals LLC.

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