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

Sojourn Bicycling Vacations

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Tour Overview

Bike Tour in Florida Keys and Everglades

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.

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

Playa Largo Resort and Spa

The self-proclaimed “Pearl of the Florida Keys,” Playa Largo Resort and Spa offers a host of activities and luxury experiences designed to renew your mind, body, and soul. (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. (2 Nights)

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

Starting Price: $4799/ Per Person Single Supplement Start At: $1579
PRICES ARE NOT GUARANTEED UNTIL BOOKED. SAVINGS FOR NEW BOOKINGS ONLY & CANNOT BE COMBINED. SAVINGS NOT VALID FOR 3RD PARTY BOOKINGS.
icon Start Location: Miami, FL   |   icon End Location: Key West, FL icon Limited E-Bikes Available - Request Early icon Rating: Easy Trips
icon Start Location: Miami, FL icon End Location: Key West, FL icon Limited E-Bikes Available - Request Early icon Rating: Easy Trips
Feb 01
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Feb 06

ADDITIONAL 10% OFF. BOOK BY DEC.1, 2025 (MON AFTER THANKSGIVING)

$4,799
Mar 01
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Mar 06

ADDITIONAL 10% OFF. BOOK BY DEC.1, 2025 (MON AFTER THANKSGIVING)

$4,799
Mar 08
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Mar 13

ADDITIONAL 10% OFF. BOOK BY DEC.1, 2025 (MON AFTER THANKSGIVING)

$4,799
Dec 06
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Dec 11

ADDITIONAL 10% OFF. BOOK BY DEC.1, 2025 (MON AFTER THANKSGIVING)

$4,799
Dec 13
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Dec 18

ADDITIONAL 10% OFF. BOOK BY DEC.1, 2025 (MON AFTER THANKSGIVING)

$4,799

What's Included

  • Support of experienced tour leaders from start to finish
  • Full van support for a variety of route options
  • Custom Sojourn jersey and water bottles – both yours to keep
  • All gratuities at hotels and restaurants
  • Five 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
  • Limited E-Bikes are available on a first-come, first-served basis
  • Baggage transfers and porterage
  • All breakfast, three lunches, and three 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

How difficult is this tour?
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.

What bikes are available?
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.

Are e-bikes allowed everywhere we ride?
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.

When is the best time to go?
December–March is prime “warm-winter” season—typically sunny, breezy, and comfortable for cycling.

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

What’s included in the price?
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.

What’s not included?
Airfare, airport transfers (unless specified), some lunches, optional excursions, alcohol (except where noted), and personal purchases/gratuities outside included activities.

Do we visit Everglades National Park and ride Shark Valley?
Yes—your tour includes Everglades National Park with an airboat ride and time to enjoy the observation tower views.

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

Do we ride the Old Seven Mile Bridge?
Yes—conditions allowing, we cycle the restored Old Seven Mile Bridge to Pigeon Key for classic ocean-to-ocean views.

Do we stop at local attractions (alligator farm, diving museum, brewery)?
We typically include curated stops such as an alligator farm, the diving museum, and a local brewery—timing may vary with weather and operations.

What are the hotels like?
Handpicked 4–5-star waterfront resorts with pools and easy access to dining and beaches.

Can non-riders or mixed-ability couples enjoy this trip?
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.

What group size should I expect?
Small groups for personal attention—typically sized for a friendly, guide-to-guest ratio that keeps the experience intimate.

What should I pack?
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.

How do arrivals and departures work?
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.

What if I need a break during the ride?
Your support van is never far. Hop in for a lift, refill bottles, or grab a snack—no judgment, all support.

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

What if I need to cancel?
We have one of the industry’s most lenient cancellation policy. Here’s our full terms and conditions.

Guest Reviews

“We had such an awesome trip this past week and we will travel with Sojourn again, for sure.  Our leaders, Bruce & Chris, were the best and they worked so well together.  Such a neat, first-class experience.”

Bill Pitt

“Let me just say that our experience was outstanding! The planning was excellent, the guide team was terrific, and the itinerary perfectly met our needs! “

Jonathan Mark

This was our first bike tour experience. We were so pleased with the quality of the bikes and the friendliness and support of our tour guides. I would recommend Sojourn Tours to beginner as well as advanced cyclists. So enjoyed this experience!! – Molly Sureck

Molly Sureck

DAY BY DAY

Florida Bike Tour

DAY 1

Miami arrival → Everglades Shark Valley

Start this fun Florida bike tour in Miami, where we meet you. After a short shuttle to the Everglades Alligator Farm, 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 Playa Largo. Put your feet in the sand of your private beach for the welcome reception and dinner at the luxurious Playa Largo Resort and Spa.

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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 at a local restaurant this evening.

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DAY 3

Relax and soak in the sun and the beach

Take today to relax and explore Marathon and enjoy a wide variety of activities and lunch at the Isla Bella Beach Resort.

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DAY 4

Old Seven Mile Bridge & Bahia Honda to Key West

Start your morning by crossing the famous Seven Mile Bridge, cutting through mangroves and passing crystal clear waters along the way to Key West, crossing more bridges on the way.

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DAY 5

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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icon The Capitana
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DAY 6

Departure – drop off at Key West Airport or Miami Airport

After breakfast, we will depart for the Key West International Airport. Scheduled drop off time is 9:15 am. If you are flying home from Miami International Airport, your Tour Leaders will shuttle you to the airport. Scheduled arrival time at Miami International is 12:30 pm.

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