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Florida Keys Multi-Adventure Tour – Older Teens & 20s

Bike
Snorkel
Walk/Hike
Kayak

Winter Sunshine from Everglades to Key West

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In the water. Over the water. Under it, around it. Paddle on it, pedal above it. Plunge into it, sharing the experience with kaleidoscopic fish and maybe even sea turtles. Watch the sun set over it from the southernmost point in the country. How do you and your family enjoy the true Keys to happiness? It's easy—just add water.

We're here to help

Florida

Start Miami / End Key West

Key West and Everglades map

Highlights

  • Explore unique ecosystems in the Everglades, an international biosphere—there's no other place like it!
  • Rub elbows with colorful characters at the nightly festival on Key West's Mallory Square—the most classic way to end your trip
  • Pedal over aquamarine waters on the Overseas Heritage Trail's historic bridge, taking in spectacular tropical scenery
  • Keep an eye out for marine life above and below the water as you kayak under the mangrove canopy
Florida

Start Miami / End Key West

Key West and Everglades map

Itinerary

Day 1 Stroll on an elevated boardwalk above wetlands in Everglades National Park—with the chance of seeing herons, egrets and alligators exhilaratingly close | Venture through the fascinating swamp habitat of a cypress dome | Look for wading birds in the mangroves as we travel from the Everglades to Islamorada.

Days 2-3 At John Pennekamp Coral Reef State Park, the first undersea park in the United States, enjoy shallow-water snorkeling or view the colorful undersea world from a glass-bottom boat | Maybe you'll spot the submerged remains of an early Spanish shipwreck just offshore | Kayak to the small island of Indian Key or deep into the mangrove mazes for opportunities to view unique animals | Ever hand-fed a wild giant tarpon? Now's your chance!

Days 4-6 Bike along the Overseas Heritage Trail, a scenic 70-mile-long path just for cyclists and pedestrians | Cool down with an iced latte at Baby's Coffee, a local favorite | Sail in the Florida Keys National Marine Sanctuary, home to the world's third largest coral reef | You might even see dolphins during the boat ride to the reef | Check out a few of Hemingway's old haunts on a walking tour in Key West's historic district | Looking for the quintessential Key West experience? Join the revelers at the Sunset Festival, brimming with street performers and local artisans.

The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy.

Please click on a date below for specific pricing and possible itinerary variations.

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Gather your favorite people to share a Backroads adventure on a ready-to-book Private Trip - featuring all the legendary Backroads hallmarks from expert leaders to unforgettable activities. You can pick from a large selection of dates for your group of 8 or more. Call us for date availability. If your party has fewer than 8 guests, or if your preferred date is not available, we'll create a departure just for you.

Please click on a date below for specific pricing and possible itinerary variations.

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    for 8 or more guests
  • 16 AVAILABLE TO BOOK
    for 16 or more guests
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Prices

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Traveling with Kids

Premiere Hotels

Cheeca Lodge and Spa
Cheeca Lodge & Spa

Islamorada (2 nights)

Hawks Cay Resort
Hawks Cay Resort

Duck Key (1 night)

Ocean Key Resort and Spa
Ocean Key Resort & Spa

Key West (2 nights)

Activity Level

This trip is rated Levels 1-2

What's Included

Services and equipment are included.

Why Backroads

Why Travel with Backroads in Everglades and Key West

More On This Trip

Reviews by Power Reviews ®

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Premiere Hotels

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 and Spa

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)

Hawks Cay Resort

Hawks Cay Resort

Duck Key (1 night)

Ease into island life as you savor sublime vistas at this elegant resort just steps from the Atlantic Ocean. (pool, spa)

Ocean Key Resort and Spa

Ocean Key Resort & Spa

Key West (2 nights)

Superbly located at the foot of Mallory Square, the epicenter of the famous nightly sunset festival. (pool, spa)

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
Day Activity EASYGOING ACTIVE AVID
Level 1 Level 2 Level 3 Level 4 Level 5
miles feet gain miles feet gain miles feet gain miles feet gain miles feet gain
1 Biking 12 0
Biking 17 0
Walking/Hiking 1 0
Other Everglades Walk (30 Minutes)
2 Biking 21 0
Other Snorkeling Excursion or Glass-Bottom Boat Tour (2.5 Hours)
3 Biking 16 0
Kayaking around Indian Key (2.5 Hours)
4 Biking 14 0 31 0
Biking 17 0
5 Other Sailing Excursion (3 Hours)
Other Optional Fishing, Parasailing and Jet Skiing
6 Other Walking Tour of Key West (2.5 Hours)
 

Note: To make for the most comfortable ride to this particular trip, we've outfitted our titanium road bike with slightly wider tires. You'll appreciate this on those stretches of the route with hard-packed dirt (approximately 10% dirt and 90% paved).

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 (such as Map My Ride and Garmin devices) may give differing elevation figures due to different GPS and mapping technologies. Readings from a Garmin or a smart phone are influenced by other factors such as air pressure.

Meals

All breakfasts, 5 lunches, 4 dinners

Also Included

  • 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.

A Place Like No Other

The Florida Keys have a unique charm all their own. You'll bike past the meticulously restored Victorian homes of Key West, cruise ships parked offshore, a few strip-malls and the occasional tackle shop. Isolated sandy beaches are few and far between in the Keys; instead it's the vibrant character, fascinating history and quirky culture that make the keys such a one-of-a-kind destination.

Traffic & Crowds

The Keys have their share of crowds and traffic—especially over peak holiday and spring break months, when it is not uncommon to experience traffic delays and slow service during meals. Not to worry, we have built plenty of time into the itinerary to account for the relaxed pace—which the locals call "Keys Disease"!

Terrain

The Keys' narrow islands are connected by the Florida Keys Overseas Heritage Trail, a flat bike path that parallels Highway 1 (cars are typically within earshot and view) and includes segments where you must ride along or cross the highway to continue on the path.

Weather & Activities

Water activities in the Keys are weather dependent. In the case of inclement weather, alternative activities will be planned. In colder months, the water temperatures average 70 degrees, and wetsuits will be available.

On-Your-Own Activities

During the trip there will be time for you to enjoy some of the Keys' signature activities, such as paddleboarding, fishing, parasailing, Jet Skiing or scuba diving. These options are often a highlight for those who choose to participate. Since they're not always to everyone's liking, however, they have not been included in the cost of your trip. As with other Backroads trips rated 1-2, if you decide not to take part in an optional activity, it simply means more time to enjoy the hotels or explore the area on your own.

Why Travel with Backroads in Everglades and Key West

No One Else Has Got the Keys

Only Backroads combines biking, snorkeling, hiking, kayaking and boating in a single trip exploring the National Marine Sanctuary, the vast reserve that encompasses the Florida Keys, as well as the world's third-largest barrier reef. Our Trip Expert grew up in the Keys and has spent much of his life on the reef and in the surreal swampland of the Everglades. His insights have guided us in creating a unique active travel experience you won't find anywhere else.

The Best Leaders in Everglades and Key West

Backroads has the best-qualified people to lead your trip in Everglades and Key West, and our guests back that up, rating our Trip Leaders an average of 9.75 out of 10 for all-around quality of performance. Get the facts (and no fluff) on how we recruit and develop the very best people for your trip.

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.

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.

Kids Who Aren't Kids Anymore

Only Backroads offers active trips in Everglades and Key West designed for families with older teens and 20s. These trips are aimed at you and the amazingly grownup members of your clan—whether they're almost high school grads, already in college or further along. Find out more in this blog post.

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.

A Variety of Routes Each Day

In Everglades and Key West you head off each morning after choosing among several expertly designed routes—all with detailed directions, mileage and shuttle options. Unlike trips with one fixed daily route (or worse, one guide that everyone's obliged to follow), you're free to enjoy the best of the region at your pace, stopping wherever you want to explore further.

Your Trip Will Run. Period.

Under our Book with Confidence policy, your Backroads trip will run even for a single family of three or four people, 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.

Signature Backroads Picnics

Guests rave about our picnic spreads. Enjoy a welcome break in a scenic spot, or a quick refuel stop if you don't want to lose momentum. And because we have two vans, one can host lunch while the other is out providing support along the route.

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.

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.

Videos

Straight Talk

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.

A Place Like No Other

The Florida Keys have a unique charm all their own. You'll bike past the meticulously restored Victorian homes of Key West, cruise ships parked offshore, a few strip-malls and the occasional tackle shop. Isolated sandy beaches are few and far between in the Keys; instead it's the vibrant character, fascinating history and quirky culture that make the keys such a one-of-a-kind destination.

Traffic & Crowds

The Keys have their share of crowds and traffic—especially over peak holiday and spring break months, when it is not uncommon to experience traffic delays and slow service during meals. Not to worry, we have built plenty of time into the itinerary to account for the relaxed pace—which the locals call "Keys Disease"!

Terrain

The Keys' narrow islands are connected by the Florida Keys Overseas Heritage Trail, a flat bike path that parallels Highway 1 (cars are typically within earshot and view) and includes segments where you must ride along or cross the highway to continue on the path.

Weather & Activities

Water activities in the Keys are weather dependent. In the case of inclement weather, alternative activities will be planned. In colder months, the water temperatures average 70 degrees, and wetsuits will be available.

On-Your-Own Activities

During the trip there will be time for you to enjoy some of the Keys' signature activities, such as paddleboarding, fishing, parasailing, Jet Skiing or scuba diving. These options are often a highlight for those who choose to participate. Since they're not always to everyone's liking, however, they have not been included in the cost of your trip. As with other Backroads trips rated 1-2, if you decide not to take part in an optional activity, it simply means more time to enjoy the hotels or explore the area on your own.
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