Accommodations may vary based on departure date. Any difference from what is listed below can be found by clicking on your desired date on the View Scheduled Dates or Private Dates tabs.
Cheeca Lodge & Spa
Islamorada (2 nights)
Part of the Islamorada scene since 1946, this amenity-rich beachside resort is set on 27 lush acres. (pool, spa)
The Marker Waterfront Resort
Key West (2 nights)
Ideally situated on two acres of waterfront land and designed with a barefoot tropical luxury aesthetic, the Marker is named for the mile markers that lead to the southernmost part of the United States. (pool)
This Trip Is Rated Levels 1-2
Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. We know your pace may vary from one day to the next—and your traveling companion's may differ somewhat from yours. So we present a range of mileage options, and each day you decide exactly what and how much you want to do.
Daily Route Options (drag to see full )
|Daily Route Options
||Everglades Airboat Tour (1 Hour)
||Snorkeling Excursion (Half Day)
||Excursion (Half Day)
||Key West Walking Tour (1.5 Hours)
||Sunset Sail (1.5 Hours)
||Stand-Up Paddleboarding (1.5 Hours)
Learn more about how we determine our activity level and fully support a range of abilities and interests.
Please note that our distance and elevation figures come from Ride with GPS. Other sources may give differing elevation figures due to different GPS and mapping technologies and other external factors.
All breakfasts, 5 lunches, 3 dinners
Available Bike Options
The key to a stellar day’s ride is a bike that’s perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Read on for your available bike options for this trip.
Backroads Titanium Bikes (Included in your trip price)
Our custom-built titanium bikes are specially designed for you—and we offer different models for varied terrain so your bike is ideally suited to the region. Our custom-made bikes are included in your trip price.
Touring Bike (Included)
Performance Road Bike (Included)
Backroads Custom Electric-Assist Bike (Included in your trip price)
Wishing for a little extra assistance up those hills? Our custom Backroads Electric-Assist Bike lets you experience the thrill of exploring on two wheels while providing a boost when you want it. We've modified a selection of our great Titanium Bikes with the intuitive BionX "pedal-assist" system.
Backroads Custom Electric-Assist Bike (Included)
Co-Motion Torpedo Tandem ($400 rental fee)
Do you prefer to spin in tandem with your partner? You'll love the Co-Motion Periscope Torpedo tandem on your Backroads trip. You can upgrade to a Co-Motion Torpedo Tandem on your trip.
Co-Motion Torpedo Tandem (Upgrade)
- Expertise and services of our experienced Trip Leaders
- Snacks and beverages between meals
- Additional guides and experts from the region on many trips
- Van shuttles to support a variety of route options
- Comprehensive Travel Planner with detailed pre-trip information
- Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
- All gratuities at hotels and restaurants
- Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
- On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
- Trailercycles, carriers, and kid-sized helmets for Family Trips
- Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
- Park and other entry fees
- Fares for trains, ferries and other modes of travel as listed in the Travel Planner
- Select coach transfers
- Baggage transfers and porterage
Get the Straight Talk about This Trip
We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception.
This is a Level 1–2 trip, meaning the activities are easygoing and designed to allow us to take it slow and soak up the beauty of the region. Each day we embark on an active adventure, but the amount of time spent in the saddle and on the trails is less than the typical Backroads trip. We've paired our core activities with ones that are suited to this destination, such as kayaking and snorkeling. The level of these activities, combined with plenty of downtime to relax and take advantage of the resorts and beaches, result in the ideal way to experience Key West.
Long shuttles on Days 1 and 3 (sometimes made longer with traffic) allow us to cover the highlights of this dynamic region.
We've chosen to stay at large beach resorts on this trip because they are the most luxurious in the area and offer an array of amenities and activities to enjoy.
Peak Season Crowds
The Keys have their share of crowds and traffic, especially over peak holiday and spring break months. While we always aim to get off the beaten path, during certain times of the year traffic delays and slow service are unavoidable. Not to worry—we've built plenty of time into this itinerary to account for the relaxed pace, which the locals charmingly call "Keys Disease!"
Water activities in the Keys are weather-dependent. In the case of inclement weather, alternative activities are available.
A Place Like No Other
The Florida Keys are a truly unique destination teeming with fascinating history, vibrant character and quirky culture. On this journey expect to see everything from pristine beaches, out-of-this-world sunsets and mangrove forests to cruise ships, tackle shops and t-shirt stands.
Why Travel with Backroads in Everglades and Key West
More Leaders to Support You
On our Everglades and Key West trips we have an extra leader supporting you along the road and trail—for a total of three, compared to the industry standard two. So we can be in more places at once, giving personal attention to guests traveling at their own pace. Here's more on our Trip Leaders.
We Invented the Multi-Adventure Trip
After more than 30 years of creating Backroads Multi-Adventures, our trip designers know how to blend the perfect balance of biking and hiking with other activities to showcase the best of a region. And then they arrange the seamless transitions that would be so hard to orchestrate on your own—adding dimensions to your trip that are exciting, inspiring and just plain fun.
Everyone at Their Own Pace
We design and support our Everglades and Key West trips to suit mixed abilities and varied interests—so you can set your own pace, then change things up as the day unfolds. And all guests are free to do the same, traveling together or apart, with no one cramping anyone else's style. Which sounds easy in theory, but it's hard to pull off. Here's more on how we do it.
A Second Van When You Need It
Backroads is the only active travel company providing two support vans in Everglades and Key West—because we know it's essential to ensure a truly great travel experience. It doubles our ability to be there when you need us to offer hydration, lighten your load or give you a lift if it's time to take a break. Read more on why two vans make all the difference.
Your Trip Will Run. Period.
Under our Book with Confidence policy, your Backroads trip will run even for one or two people (or a family of three or four), subject to a nominal extra fee. Or transfer to another trip, and we'll give you a credit. It's all part of our trademark commitment to treating guests with integrity, transparency and total accountability. Read all the details.
Our Superb Bikes Included
A great bike is obviously critical for a great multi-adventure trip; you don't want to gamble on one that's been sourced locally to trim costs. This trip features our acclaimed Backroads Custom Titanium bikes, expertly tuned and fitted, and included in your trip price. Learn why our titanium bikes are ideal for most riders.
Choose Your Fellow Travelers
With Backroads you won't end up with kids on what you thought was an adult trip; we have exclusive departures for families, so they're off having their own adventures. As you browse our unrivaled selection of trips and dates, you can count on finding a trip in Everglades and Key West that's geared exclusively to your choice of traveling companions.
Get the Most Out of Each Day
Coordinating multiple activities throughout a single day can be tricky, but with Backroads you'll never know it. When you explore Everglades and Key West with us, you switch activities seamlessly without missing a beat. We invented the multi-adventure concept, and we're constantly adding new dimensions and fine-tuning the experience to make it even more enjoyable.
Quality You Can Measure
Since 1979, Backroads Founder and President Tom Hale has shown that staying #1 means constantly evaluating our performance using the best possible source of information: our guests. As we systematically analyze your feedback on our trip consultants, leaders, hotels, meals and on-trip activities, we never stop working to make a great company even better.