Florida Bike Tour | Everglades, Overseas Heritage Trail & Key West

Tour Overview

5 Day Bike Tour in Florida Keys and Everglades

icon Duration: 5 Days / 4 Nights icon Start: Miami, FL | End: Key West, FL icon Bikes: View Fleet | E-Bikes Available (Limited. Request Early) icon Rating: Easy Trips
Price Starting from:
$3850/ Per Person
Dates & Prices →

Join a bike tour in one of the world’s most distinctive regions in Florida. Starting in the Florida Everglades and cycling the Florida Keys Overseas Heritage Trail (FKOHT), the tour traverses one of the most uniquely biodiverse regions in North America.

Experience the exhilaration of an airboat ride through the Everglades, the largest subtropical wilderness in North America, and home of numerous rare and endangered species. For the next few days, the Florida Keys Overseas Heritage Trail will guide you on the 107 miles to Key West. With the Atlantic Ocean on your left and the Gulf of Mexico on your right, the route parallels U.S. #1 to Mile Marker 0 and the southernmost point in the continental United States. Trade winter chills for turquoise seas and palm-lined bike paths. Ride through Everglades National Park, bike the Florida Keys Overseas Heritage Trail across island after island, and roll into vibrant Key West for sunset celebrations—supported by Sojourn’s expert leaders, van, and e-bike options.

Stay in 4–5-star oceanfront resorts, and sprinkle in classic Keys experiences: an airboat ride in the Everglades, stops at an alligator farm, a diving museum, and a local brewery. You’ll have time to explore the islands—think Ernest Hemingway’s Home and the Key West Lighthouse—before a sunset cruise and a waterfront farewell dinner cap off an unforgettable week.

MORE WINTER BIKE TRIPS

Tour Highlights

  • An exhilarating air-boat ride in the Everglades with a visit to an alligator farm
  • Florida Keys Overseas Heritage Trail: long stretches of paved path linking the Keys—built on the historic Flagler route—with big-water views all day
  • Old Seven Mile Bridge to Pigeon Key: Pedal the restored, 2.2-mile historic span turned linear park
  • Stays in the Oceanfront Isla Bella and Playa Largo Resorts - Dine while dipping your feet in sand
  • Sunset sailing cruise in the Key West

Lodging Information

Distinctive lodging, carefully selected to complement your tour.

Lodging

Reefhouse Resort & Marina, Key Largo

Set across 17 acres of tropical island overlooking picture-perfect Key Largo Bay, Reefhouse Resort & Marina is its own destination. Guests can take advantage of private beach access, a waterfront spa, a heated outdoor pool, and delicious on-site dining options, among other first-rate amenities. (1 Night)

Lodging Website

Lodging

Isla Bella Beach Resort

Relax on the powder-soft sands of Isla Bella Beach Resort, a beautiful sanctuary tucked in from the outside world, with swaying palms and ocean views. (1 Night)

Lodging Website

Lodging

The Capitana Key West

The Capitana Key West is a boutique waterfront resort in Key West. You’ll find waterfront views, a beautifully landscaped pool (complete with tiki bar), delicious dining options, and well-appointed accommodations here. (2 Nights)

Lodging Website

Date and Pricing

Single Supplement Starts At: $1179
PRICES ARE NOT GUARANTEED UNTIL BOOKED.
Feb 28
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Mar 04
$3850
Mar 07
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Mar 11
$3850
Dec 05
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Dec 09
$3850
Dec 12
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Dec 16
$3850

What's Included

  • Support of experienced tour leaders from start to finish
  • Full van support for a variety of route options
  • Custom Sojourn branded performance shirt*(*2027 onwards), riding sling bag, and water bottle – yours to keep
  • All gratuities at hotels and restaurants
  • Four nights in luxurious and primarily waterfront accommodations
  • Complimentary use of Sojourn’s equipment and bikes [Our Bike Fleet]
  • Tandem Custom Built Cannondale or Co-Motions options at an added cost of $300
  • Baggage transfers and porterage
  • All breakfast, two lunches, and two dinners
  • Daily route directions, maps, and a downloadable GPS
  • 5% Past Traveler Discount to use on your next Sojourn Tour. Conditions apply.

Florida Bike Tour - Frequently Asked Questions

Easy–moderate. Expect mostly flat terrain on paved paths and bike lanes with daily rides of ~20–35 miles. Van support and e-bikes make it approachable for newer riders.

Professionally fitted road, hybrid, and e-bikes (limited supply), plus helmet and a bike bag. We’ll set you up for comfort on Day 1.

Yes, on our planned routes e-bikes are permitted wherever traditional bikes are allowed. Your leaders will brief you on any local guidelines before each ride.

December–March is prime “warm-winter” season—typically sunny, breezy, and comfortable for cycling.

Most days range 20–35 miles with optional add-ons. You can ride more, less, or hop in the support van at any time.

4–5-star oceanfront lodging, most meals, bike selection and fitting, support van and guides, route files, park admissions, and select activities noted in your itinerary. Here’s what’s included.

Airfare, airport transfers (unless specified), some lunches, optional excursions, alcohol (except where noted), and personal purchases/gratuities outside included activities.

Yes—an airboat experience in the Everglades is included, schedule permitting.

Yes. Tell us your restrictions during your booking; we coordinate with restaurants and hotels to accommodate most needs.

We typically include curated stops such as an alligator farm, the diving museum, and a local brewery—timing may vary with weather and operations.

Handpicked  4–5-star waterfront resorts with pools and easy access to dining and beaches.

Absolutely. Non-riders can relax at the resorts, shop, or join sightseeing while cyclists are out. Shorter ride options are available daily. We do not offer any discounted price for non-riders.

Small groups for personal attention—typically sized for a friendly, guide-to-guest ratio that keeps the experience intimate.

Light, breathable activewear, sun protection (hat, SPF, sleeves), casual resort wear, and closed-toe cycling shoes. We’ll send a detailed packing list after booking.

Plan to arrive in the Miami area on Day 1; the tour concludes in Key West or we can bring you back to Miami. Your confirmation packet includes recommended flight windows and transfer details.

Your support van is never far. Hop in for a lift, refill bottles, or grab a snack—no judgment, all support.

We have one of the industry’s most lenient cancellation policy. Here’s our full terms and conditions.

Guest Reviews

Hear from Guests on the Trip

Great group of people, nice easy ride. Accommodations were among the best we’ve ever had. Sunset cruise and airboat tour were both spectacular.

Thomas S. Pannke

The first ride in Everglades National Park, sharing some really wonderful meals with the group, riding over the 7 mile bridge, and the sailboat trip was really wonderful.

Angela Schutz

“The off-bike activities on the airboat and schooner were both great. Isla Bella and Playa Largo resorts were lovely. Fantastic trip with great company.”

Dawn Harrison

Guests Say it the Best

DAY BY DAY

Florida Bike Tour

DAY 1

Miami arrival & the Everglades

Start this fun Florida bike tour in Miami, where we meet you. After a short shuttle to a safari park, take an educational airboat ride through the grasslands. After lunch, we head to the Everglades National Park to witness its diverse plants and wildlife from the Pa-Hay-Okee boardwalk and ride to Key Largo. Join us for  the welcome reception and dinner at the stunning Reefhouse Resort & Marina.

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DAY 2

Overseas Heritage Trail to Marathon

Set off on a ride following the MM markers of US #1, counting down the miles to Key West. Head southwest along the Florida Keys Overseas Heritage Trail towards the town of Marathon. There are a number of attractions to stop along the way, including a brewery and a diving museum. Enjoy dinner on your own at a local restaurant or the resort’s restaurant on the beach this evening.

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DAY 3

Old Seven Mile Bridge & Bahia Honda to Key West

Slow start to the morning today. Take some time to relax and explore the resort before gathering for a group lunch at its fantastic restaurant. After lunch, we set out for Key West, driving across the iconic Seven Mile Bridge before hopping on our bikes. Ride alongside lush mangroves and crystal-clear waters, crossing a series of scenic bridges as we make our way through the Keys to vibrant Key West.

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DAY 4

Key West Exploration

Today is your day to explore Key West. Take an optional ride with the Tour Leaders to see some of the local attractions, including Ernest Hemingway’s famed home, the famous Florida Keys Lighthouse, and the marker for the southernmost point in the continental U.S. Later, regroup and head out on a sunset cruise before savoring a memorable farewell dinner on the waterfront.

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DAY 5

Departure – drop off at Key West Airport or Miami Airport

After breakfast, we will depart for the Key West International Airport. If you are flying home from Miami International Airport, your Tour Leaders will shuttle you to the airport around mid day.

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