Key Largo Bike& Adventure Tours 305-896-6995Call Key Largo Bike
Three riders in matching jerseys cycling a seawall path beside turquoise water in the Florida Keys

Key Largo to Key West. By bike.

The wind's at your back. So are we.

SAG-supported tour from $699 Self-guided from $399

A hundred miles, dozens of bridges and a tailwind most of the way. We bring the bike to your hotel, move your bags ahead each day and pick the bike up in Key West, so all you do is ride.

15 years riding the Keys, locally owned in Tavernier Every day of the year Big Ten grit, run by a former Purdue wrestler Local know-how, with our picks for hotels and places to eat
The Florida Keys from Key Largo to Key West, with mile markers
Tap a mile marker
MM 91 · TavernierHome base. Our shop is on the Old Highway, a few minutes from the start of the trail.

The Tailwind Special: ride to Key West this winter and save

  • $50 off per rider on the SAG-Supported Tour, 2 or 3 days
  • A free Islamorada history ride on your arrival day
  • Groups of 4 or more: one rider goes free

Book by November 30 for rides December through March. Winter weekends fill fast.

Claim the special
Poster for the Pre-Season Florida Keys Bike Ride to Key West on November 7, 2026, showing the old Seven Mile Bridge over turquoise water

Group ride · All levels welcome

Pre-Season Ride to Key West

Saturday, November 7, 2026

Kick off the season with 50 miles from Marathon to Key West, right across the Seven Mile Bridge, with full SAG support the whole way.

Meet
7:00 AM, Marathon City Park (MM 50)
Roll out
7:15 AM
Distance
About 50 miles to mile marker 0
Finish
Higgs Beach, Key West, by early afternoon
Support
SAG vehicle with water, ice, first aid and repairs
Price
$150 per person, plus tax
Save my spot

Two ways to ride to Key West

Two trips, 2 or 3 days each. Ride with full SAG support from locals who know every inch of the Keys, or go self-guided with everything handled behind the scenes. Either way, it's the full hundred miles.

A group of riders in single file crossing a Keys bridge beside turquoise water

Most support Winter special

SAG-Supported Tour

Full SAG support from locals who know every inch of the Keys. Ride at your own pace while our SAG vehicle (support and gear) follows your group the whole way, carrying everything you need. Water and snacks at planned stops, a mechanic minutes away, spare bikes, and a lift if your legs need a break.

Length
2 or 3 days
Group
6 to 8 riders
Dates
Ask us
Price
From $699
  • Full SAG support from local Keys experts
  • Bike, helmet and repairs
  • Luggage carried to each hotel
  • Drinks and snacks on the road
  • Lunch included on 2-day tours
  • Ride back to Key Largo

2 days is about 50 miles a day, with the Seven Mile Bridge on day two. 3 days is about 33 miles a day, with more time for beaches and lunch stops.

Per person, plus tax. 50% deposit to book.
2-day tour$699
3-day tour$799
Check tour dates
A rider waving from her bike on a palm-lined waterfront path

Most freedom

Self-Guided Tour

Ride your own pace and stop wherever you like. We deliver the bike, move your bags ahead each day, map the whole route and pick the bike up in Key West.

Length
2 or 3 days
Group
Any size
Starts
Any day
Price
From $399
  • Bike, rack and pannier bags
  • Bag transfers between hotels
  • Route mapped for you
  • Bike pickup in Key West
  • Our hotel recommendations

Ride back to Key Largo is not included. We can arrange it.

Per person, plus tax. 50% deposit to book.
2-day trip$399
3-day trip$475
Plan my self-guided trip

More rides

The SAG tour, day by day

The SAG vehicle is never far behind, with water, snacks, repairs and a lift when you need one. Here's how the hundred miles break down.

A group of riders celebrating under the End US 1 and Mile 0 signs in Key West
Mile 0, Key West. Every trip ends here.
  1. Day1

    Key Largo to Marathon

    Meet at our shop in Tavernier, get fitted, and roll out along the Overseas Heritage Trail. Lunch is included, with a stop in Islamorada, then the long bridges past Long Key into Marathon.

    • Bike fitting at the shop
    • Lunch included
    • Long Key bridges
    • Overnight in Marathon
    ~56miles
  2. Day2

    Marathon to Key West

    An early 7:15 roll from Marathon City Park puts you on the Seven Mile Bridge between 7:45 and 8:45, when wind and traffic are lowest. Regroup at the south end, fuel up in Big Pine Key, grab a shady break at Mangrove Mama's on Sugarloaf Key, and finish at Higgs Beach in Key West. We load the bikes and drive you back to Key Largo.

    • 7:15 roll-out
    • Seven Mile Bridge
    • Big Pine Key fuel stop
    • Mangrove Mama's
    • Finish at Higgs Beach
    • Ride back to Key Largo
    ~55miles

Overnight stops depend on the season. We'll recommend the best hotels for your dates.

How we keep you safe

Every ride follows a written plan. Here's what that means for you.

  • The SAG vehicle rides behind youIt follows the group with flashers on, including across the Seven Mile Bridge.
  • Everything you might need is on boardWater, ice, first aid, a floor pump, tools, spare tubes and chain links.
  • Nobody gets left behindHeadcounts at the start, at every regroup, and before we load up in Key West. Cramping or tired? Pull over and we'll pick you up.
  • We time the big bridgeWe cross the Seven Mile Bridge early in the morning, when wind and traffic are lowest.
  • Planned regroups and fuel stopsSet stops at the south end of the bridge, Big Pine Key and Sugarloaf Key keep the group together.

Pick your dates

Groups are small, 6 to 8 riders. Tell us when you'd like to ride and we'll let you know what's open.

Ask about dates

What riders keep mentioning

Rated 4.8 out of 5 on Tripadvisor. Here's what riders say, in their own words.

Six riders in bright yellow shirts with their bikes under palm trees Six smiling riders in helmets stopped at a bridge in the Keys Riders at the Kiki's Sandbar sign during a ride stop

Nothing to figure out

Bikes delivered to the hotel, bags moved every day, and the bike stays with you until you leave Key West.

The personal touch

A call before the trip to confirm the plan, hotel suggestions, and restaurant tips for every stop along the way.

The good stops

The scenic stretches of the Overseas Highway, feeding the tarpon, and rest stops where the stone crab is cheap.

4.8out of 5 on Tripadvisor, from 166 reviews
★★★★★
“Amazing service through the whole day from Patrick with guidance, recommended stops, cold drink stops, lunch and celebratory beer at the end. … It made for a terrific, worry-free experience for a truly one of a kind bucket list ride!”
Beth W., Port Hope, CanadaCentury ride, January 2023 · Tripadvisor
★★★★★
“We biked 30, 40 and 30 miles over three days and it was absolutely awesome. … Patrick had water, fruit, snacks and lunch each time we stopped. We felt very safe the whole time.”
Gary S.Three-day ride, March 2023 · Tripadvisor
★★★★★
“Patrick had everything we needed and anticipated some things we would need before we knew we needed them. He showed up at all of rest stops with plenty of drinks and fresh fruit.”
Daniel E.Century ride, July 2023 · Tripadvisor
★★★★★
“Coming from someone who rides on high speed roads with no shoulders, this ride - even on bridges - was very safe.”
Tomi R.November 2023 · Tripadvisor
Reviews on Tripadvisor Reviews on Yelp

You ride. We handle the rest.

Most of the work of a Keys bike trip is logistics. That's the part we're good at.

  1. Tell us what you want

    Call or send the form. A few days or a full week, your pace and your distance.

  2. We plan your route

    We map the route so you don't miss anything and tell you the best places to stay along the way.

  3. Your bike comes to you

    Delivered to your hotel with a helmet, lock and spares, fitted with your own pedals if you bring them.

  4. Your bags go ahead

    Luggage is waiting at the next hotel before you arrive. Pannier bags are available for the ride.

  5. Leave the bike in Key West

    Keep it until you head home. We pick it up.

Why we ride south

Aerial view of the Overseas Highway crossing turquoise water between two Keys

The tailwind is built in.

The prevailing wind in the Keys blows from the northeast most of the year, so our routes run Key Largo to Key West with the wind at your back. No doubling back into a headwind.

And on the SAG tour, so is our support vehicle, the whole way to Key West.

Good to know before you go

  • Much of the route follows the Overseas Heritage Trail, a paved path beside US-1.
  • Where the trail meets the bridges you ride a wide bridge shoulder. We'll tell you exactly where.
  • Flying in? The Keys Shuttle runs from the airport to Keys hotels and to the rental car office by our shop.
  • Customers can park at the shop while they ride.
  • Just want a bike for a local ride? We rent those too, with maps and trail advice.

More than the ride

Build rest days into your trip. Patrick can help you set up a fishing trip or a local history tour, and point you to the best of the rest.

A group of kayakers paddling through a mangrove channel in clear turquoise water
MM 82

Fishing charters

Islamorada calls itself the sportfishing capital of the world. Backcountry flats for bonefish and tarpon, or offshore for mahi and sailfish. Patrick can help set it up.

MM 102

Snorkeling & diving

John Pennekamp Coral Reef State Park, the first undersea park in the US, is a short ride from the start of your tour.

MM 91

Kayak & paddleboard

Glide through mangrove tunnels and the shallows of Florida Bay with a local guide, or rent and explore on your own.

MM 80

Sandbar & boat days

Spend an afternoon on the water at the Islamorada sandbar, or charter a boat for sunset.

MM 48

Turtle Hospital

A favorite stop in Marathon on the way south. See sea turtles being rescued and rehabilitated.

MM 0

Key West, off the bike

Sunset at Mallory Square, the Hemingway House, and a slice of key lime pie. We'll point you to the good spots.

Local riders, not a call center

We're not too big to call. When you phone, you talk to the people who run your trip.

Patrick Fitzgerald and Mark Terrill on a palm-lined beach in the Florida Keys
Patrick and Mark, on the beach in the Keys

Patrick Fitzgerald and Mark Terrill have ridden these islands for years. Patrick, a former Big Ten wrestler at Purdue, runs the shop in Tavernier and every trip day to day. He calls before your ride to go over the plan and is on the route to make sure it all goes right. Mark came to the Keys in 1994 and knows the history and lore of every stop along the way.

Questions riders ask

Still wondering if this trip is for you? Here are the answers to what people ask us most. Anything else, just call.

How fit do I need to be?

If you can ride 2 to 3 hours with breaks, you can do this. The Keys are flat, and the tailwind helps. On the SAG tour the support vehicle can pick you up anytime, so nobody gets left behind. The 3-day tour keeps each day around 30 to 40 miles.

Do you have e-bikes?

Yes. E-bikes are available, and they make the longer days easy for any rider. Ask about one when you book.

When is the best time to ride?

November through April is peak season, with cooler, drier weather and the steadiest northeast tailwind. Summer rides are hot, so we start early. Hurricane season runs June through November, and we'll watch the forecast with you.

What should I bring?

A helmet is required. Bring a front light and a rear flasher, two full water bottles, a spare tube and your phone. A bright, high-visibility top is a good idea. Add padded bike shorts, sunglasses, sunscreen and a swimsuit for the beach stops. Bringing clip-in pedals and shoes? We'll put them on your bike.

What happens to my luggage?

We carry it. Your bags go ahead to the next hotel each day, so all you carry is what you want on the bike.

How do I get to Key Largo?

Fly into Miami or Fort Lauderdale. The Keys Shuttle runs from the airport to Keys hotels and to the rental car office near our shop, and customers can park at the shop while they ride.

How do deposits and cancellations work?

A 50% deposit holds your spot. Cancel 30 or more days before your ride for a full refund. Inside 30 days, you get a rain check good for up to one year.

Plan your ride

Tell us when you're coming and how you like to ride. We'll call you back with a plan.

Prefer to talk? Call 305-896-6995.