Top 5 best motorcycle rentals in Key West

Old Town Key West is made for two wheels — pull up right at the Southernmost Point Buoy for the classic photo, then keep rolling down Duval Street as the bars and shop windows slide by. Come evening, park easily near Mallory Square and join the sunset crowd of street performers and onlookers along the harbor. Once you've had your fill of the historic streets, the open road north on the Overseas Highway is waiting, and a motorcycle is the best way to meet it.

Key West's Old Town is tiny, tangled and short on car parking, so a scooter or motorcycle turns a five-minute ride into what would otherwise be a long search for a spot. You can duck between Duval Street, the beaches and the historic sights without ever circling a block twice. And beyond town, the Keys themselves reward riders: the run out along the Overseas Highway toward Seven Mile Bridge is one of the great open-road experiences in Florida, and it's simply better felt on a bike than boxed up in a car.

Top 10 things to see in Key West by motorcycle

1. Southernmost Point Buoy — the iconic red-black-yellow marker, the classic photo stop and symbolic start or end of any Key West ride.
2. Duval Street — the main strip end-to-end, bars, shops and street life, best taken as a slow cruise rather than a single stop.
3. Mallory Square — the nightly sunset celebration with street performers right on the harbor, and easy parking for two wheels.
4. Fort Zachary Taylor Historic State Park — a Civil War-era fort paired with the best swimming beach in town, a short ride from Old Town.
5. Ernest Hemingway Home and Museum — the landmark house-museum on Whitehead Street, famous for its polydactyl cats.
6. Key West Lighthouse — climb it for a rooftop view over Old Town, right across from the Hemingway House.
7. Smathers Beach — a long open beach along South Roosevelt Blvd, ideal for a breezy oceanfront cruise.
8. Seven Mile Bridge — the signature span of the Overseas Highway toward Marathon, and the must-do open-road ride out of Key West.
9. Bahia Honda State Park — turquoise water and a classic old bridge overlook, a scenic ride up the Keys from town.
10. Key West Cemetery — quirky above-ground tombstones and epitaphs, an easy stop in the historic district.

What do you need to rent a motorcycle in Key West?

Every state requires a motorcycle endorsement (commonly called a Class M licence) added to your driver's licence, and Key West rental operators will also want to see documented riding experience before handing over the keys. No International Driving Permit is required nationally, though it's worth carrying one alongside your home licence just in case. Minimum age is set by the rental company rather than by law — expect 21 as a baseline, with many operators preferring 25 and up, especially for larger motorcycles. A deposit or credit-card hold is standard, and the card needs to be in the renter's own name.

How much does it cost to rent a motorcycle in Key West?

Standard scooters run roughly USD 50–90 per day in high season, while larger touring bikes or Harley-Davidson-style motorcycles can reach USD 100–180 or more per day.

• Prices climb from December through April, when winter visitors and spring break push demand up.
• Rates ease off from June through September, the hot, humid low season, though hurricane risk is part of that trade-off.

When to book a rental motorcycle in Key West?

High season runs roughly December to April, and booking ahead matters most in those months since fleets get reserved early. If you'd rather ride with fewer crowds and lower prices, June through September is the quieter, cheaper stretch — just keep an eye on the forecast, since it overlaps with hurricane season.

Local traffic rules in Key West

Traffic drives on the right, as everywhere in the United States. Florida requires a helmet for riders under 21, or for any rider carrying less than USD 10,000 in medical insurance coverage — wearing one regardless is the simplest way to stay covered and safe. Speed limits sit around 25–35 mph on Old Town streets, rising on the Overseas Highway once you're out of the historic district. The blood-alcohol limit is 0.08%, with zero tolerance under 21, so save the sunset cocktails for after you've parked the bike.

Types of motorcycles available

On our website you can rent the following types of motorcycles: cruiser, sport, touring, standard, classic, dual-purpose, dirt bikes, street, naked bikes or roadsters, choppers, custom, streetfighter, sport-touring, dual-sport, on-road, off-road, adventure motorcycles, supermoto, scrambler, motorcycle with sidecar, enduro, motocross mx, trail, motards, tricycles, bikes with automatic or manual gears, luxury motorbikes.

Models of motorcycles available

On our website you can hire motorcycles from the following manufacturers: BMW, Harley Davidson, Aprilia, Buell, Cagiva, Ducati, Gilera, Honda, Yamaha, Kawasaki, Suzuki, KTM, Husqvarna, Jawa, MV Agusta, Moto Guzzi, Triumph, Benelli, Bajaj, Indian, Royal Enfield, TVS, Beta, Bimota.

Which insurance is provided?

Most providers include basic third-party liability insurance in the rental price, with options to upgrade to fuller coverage that reduces or removes your deposit liability in case of damage or theft. Always confirm exactly what is and isn’t covered before you set off.

Extra services available

When you make an online motorbike reservation you can also order the following extra services and equipment: integral helmet, GPS navigation, intercom, unlimited mileage, top case, side cases, boots, jacket, gloves, individual guide or tour, map, full insurance, one-way rental, or delivery to your chosen address.

Why use BikesBooking.com?

• Compare prices from multiple local rental companies in one place;
• Read reviews from previous customers;
• Reserve online with a Best Price Guarantee;
• Friendly support if your plans change.

Most of our motorcycle rental providers have years of experience and will equip you with a well-maintained bike, helmet and insurance for the ride ahead. The number of companies we work with is increasing every day, so if you want to rent a motorcycle locally, just use the search form at the top of the page. Have a nice trip!