850-205-4294
Used Harley-Davidson Cruiser Motorcycle For Sale in Tallahassee, Florida

Used Harley-Davidson Cruiser Motorcycle For Sale in Tallahassee, Florida

Tallahassee Harley-Davidson is your destination for used Harley-Davidson cruiser motorcycles in North Florida. From timeless Heritage Classics to Iron 883s, Fat Boys, and Softail models, our pre-owned inventory gives riders plenty of options to choose from. Whether you are searching for a dealer-certified low-mileage Harley or a more budget-friendly cruiser, we have something that fits your riding style.

We proudly serve riders from Tallahassee, Pensacola, Panama City Beach (PCB), Fort Walton, Dothan, Jacksonville, and Tifton, making us a trusted source for used Harley cruisers within 100 miles of Tallahassee.

Why Buy a Used Harley Cruiser from Tallahassee Harley-Davidson?

  • Dealer-certified and inspected pre-owned motorcycles

  • Flexible financing and competitive trade-in values

  • Wide range of Harley-Davidson cruiser models

  • Award-winning service and parts support

  • Trusted dealership serving riders across North Florida and South Georgia

Explore Our Used Cruiser Inventory

Our showroom is stocked with a rotating selection of Harley-Davidson cruisers, including popular models from recent years. Each motorcycle is carefully inspected and ready for the road. Whether you want a bike built for city streets, long highway rides, or weekend cruises, our team will help you find the right fit.

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Showing 1 - 12 of 20 results
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Showing 1 - 12 of 20 results
  • FXBR 2024 Breakout™ 117

    $19,184.00

    *Starting At

    T043232
    Pre-owned
    2024
    1871 mi
    Harley-Davidson®
    1HD1YEZ16RB043232
    White Onyx Pearl

    Summon the Drama. Dominate the Parking Lot. Meet the 2024 Harley-Davidson® Breakout®, because subtlety is for scooters. This isn’t just a cruiser, it’s a chrome-drenched middle finger to moderation. Underneath that glimmering bling is the Milwaukee-Eight® 117 engine, which basically roars “I hate …

  • FLFBS 2022 Fat Boy® 114

    $14,982.00

    *Starting At

    T013381
    Pre-owned
    2022
    6164 mi
    Harley-Davidson®
    1HD1YGK15NB013381
    Vivid Black

    The original fat custom icon. Now lighter than the previous generation Fat Boy 114, and slinging torque from a Milwaukee-Eight® 114. You’ll feel the difference the instant you crack the throttle.

  • FLFBS 2024 Fat Boy™ 114

    $18,973.00

    *Starting At

    T037696
    Pre-owned
    2024
    1087 mi
    Harley-Davidson®
    1HD1YGK1XRB037696
    Vivid Black

    This 2024 Fat Boy® 114 in Vivid Black w/ pinstripe has only 980 miles on the clock and is already flexing like it owns every lane it touches, which it kind of does. Powered by a Milwaukee-Eight® 114 engine that kicks out 119 ft-lbs of torque, this beast doesn't accelerate, it launches. Chrome? Yeah,…

  • XL 1200X 2022 Forty-Eight®

    Unlock Today's Price

    *Starting At

    G415634AA
    Pre-owned
    2022
    2165 mi
    Harley-Davidson®
    1HD1LC315NB415634
    White Sand Pearl

    Heavy-hitting style with fat tires and an iconic peanut tank. Designed with its signature bulldog stance and 1200cc of corner cranking torque.

  • FLHC 2025 Heritage Classic

    $23,042.00

    *Starting At

    T040239
    Pre-owned
    2025
    1561 mi
    Harley-Davidson®
    1HD1YA917SB040239
    White Onyx w/Laced Wheels

    Classic style meets modern confidence with this 2025 Heritage Classic (FLHC), a Harley-Davidson® Certified Pre-Owned motorcycle that delivers timeless cruiser looks with added peace of mind. With its vintage-inspired design, smooth ride, and touring capability, this Heritage Classic is ready for …

  • FLHCS 2023 Heritage Classic

    $16,877.00

    *Starting At

    T036776A
    Pre-owned
    2023
    5772 mi
    Harley-Davidson®
    1HD1YBK13PB036776
    Prospect Gold - Black Finish

    The dark style, modern edge and reinvigorated ride of the Heritage model take nostalgia ripping into a new place.

  • FLHCS 2021 Heritage Classic 114

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    *Starting At

    T064941A
    Pre-owned
    2021
    9950 mi
    Harley-Davidson®
    1HD1YBK16MB064941
    Black Jack Metallic

    The dark style, modern edge and reinvigorated ride of the Heritage model take nostalgia ripping into a new place.

  • FLHCS 2021 Heritage Classic 114

    $16,999.00

    *Starting At

    G011639
    Pre-owned
    2021
    10137 mi
    Harley-Davidson®
    1HD1YBK16MB011639
    Black Jack Metallic

    The dark style, modern edge and reinvigorated ride of the Heritage model take nostalgia ripping into a new place.

  • XL 1200NS 2021 Iron 1200™

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    *Starting At

    G415646A
    Pre-owned
    2021
    6502 mi
    Harley-Davidson®
    1HD1LP314MB415646
    Black Denim

    A modern take on what’s been putting big grins on the faces of Sportster® motorcycle riders for decades.

  • XL 1200NS 2021 Iron 1200™

    $8,913.00

    *Starting At

    G417358
    Pre-owned
    2021
    2497 mi
    Harley-Davidson®
    1HD1LP319MB417358
    Black Denim

    Unleash the raw power and classic style of the 2021 Harley-Davidson Iron 1200. With its blacked-out chopper profile, mini ape handlebars, and a robust 1200cc Evolution engine, this machine delivers exhilarating torque and a commanding riding experience. Its authentic 70's-inspired tank graphics nod …

  • XL 883N 2021 Iron 883™

    $8,976.00

    *Starting At

    T418135
    Pre-owned
    2021
    1268 mi
    Harley-Davidson®
    1HD4LE211MB418135
    Snake Venom

    2021 Harley-Davidson® XL883N Iron 883™ – Custom Style with Practical EdgeBlacked-out and built with attitude, this 2021 Iron 883™ combines classic Harley-Davidson styling with functional upgrades that make it as practical as it is aggressive. Powered by the Evolution® 883cc V-Twin engine, it …

  • XL 883N 2022 Iron 883™

    $8,683.00

    *Starting At

    G414452
    Pre-owned
    2022
    2319 mi
    Harley-Davidson®
    1HD4LE212NB414452
    White Sand Pearl

    Experience the timeless appeal of the 2022 Harley-Davidson Iron 883™ with its air-cooled 883cc Evolution® engine, providing a punchy performance and the classic Harley rumble. Featuring machined 9-spoke wheels, a low seat height (25.7 inches laden), and optional ABS, this bike is built for both …

Serving Riders Across North Florida and South Georgia

From Pensacola to Panama City Beach, Fort Walton to Jacksonville, and Dothan to Tifton, Tallahassee Harley-Davidson is the regional choice for riders shopping used Harley-Davidson cruisers. Our location, financing programs, and commitment to customer service make the trip worth it.

Ready to Ride?

It’s easy to get started:

  1. Browse our updated inventory online

  2. Get pre-qualified for financing in minutes

  3. Schedule your test ride at Tallahassee Harley-Davidson

Visit us at 1745 Capital Cir NW, Tallahassee, FL 32303 or call (850) 205-4294 to learn more.

Take the next step toward your Harley-Davidson cruiser. Schedule a test ride today and experience the difference at Tallahassee Harley-Davidson.