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Everglades to Key West Multisport Tour
Everglades to Key West Multisport Tour

In the water. Over the water. Under it and around it. Traipse right through it in the Everglades, amid lush grasses, epiphytes and a labyrinth of centuries-old cypress trees. Paddle on it and pedal above it. Plunge into it, sharing the experience with living coral, kaleidoscopic fish and maybe even sea turtles. And watch the sun set over it from the southernmost point in the United States. Wondering how to enjoy the true Keys to happiness? It’s easy—just add water.

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.

Terrain & Traffic

The Keys’ narrow islands are connected by the Florida Keys Overseas Heritage Trail, which allows us to travel through the Keys on dedicated bike paths. The paths are flat—perfect for laid-back spins and admiring the scenery—and run parallel to the highway. Please note that cars will typically be within view and you’ll occasionally have to cross the main road.

Day 1 Stroll on an elevated boardwalk above wetlands in Everglades National Park, with the chance of seeing spoonbills, egrets and alligators exhilaratingly close Bike into the heart of the park for an off-road view of endangered pine savannah With an interpretive guide, 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 Love seafood? You'll taste some of the best here in the Keys  Enjoy shallow-water snorkeling at a protected coral reef or view this colorful undersea world from a glass-bottomed boat Maybe you'll spot the submerged remains of an early Spanish shipwreck just offshore  Kayak to the small island of Indian Key, where you can explore on foot and still view the overgrown ruins of a 19th-century town  Ever hand-fed a wild giant tarpon? Now’s your chance!

Days 4-6 Pedal back in time—and above the open ocean—along Old Seven Mile Bridge to historic Pigeon Key  Have a look around this five-acre island, perhaps visiting its museum dedicated to the workmen who lived here and toiled on the Overseas Railroad in the early 1900s Snorkel 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 and from the reef Check out a few of Hemingway's old haunts on a walking tour in Key West's historic district  Looking for the most classic way to end the day on the island? Join the revelers at the nightly Sunset Festival, brimming with street performers and local artisans.

Trip Highlights
  • Ride and walk in the Everglades, a World Heritage site and International Biosphere Reserve—there's no other environment like it on Earth!
  • Keep an eye out for marine life as you kayak on luminescent turquoise waters to a beautiful coral island
  • Rub elbows with colorful Key West characters at the nightly festival on Mallory Square
  • Easygoing activities, like pedaling on flat dedicated bike paths, let you relax and soak in the warm breezes at a leisurely pace
  • Enjoy unique, off-the-beaten-path historic and cultural encounters known only to locals
big map

Premiere Inns

Casa Morada (2 nights): A Caribbean-chic resort featuring award-wining gardens and access to a private island with a pool and stunning views over the Gulf of Mexico from the bar terrace. (pool)

Hawks Cay Resort (1 night): Ease into island life as you savor superb vistas at this elegant resort just steps from the Atlantic Ocean. (pool, spa, tennis)

Ocean Key Resort & Spa (2 nights): Superbly located at the foot of Mallory Square, the epicenter of the famous nightly sunset festival. Condé Nast Traveler Gold List. (pool, spa)

Routes For All Abilities

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
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 5 0
Biking 16 0
Walking/Hiking 1 0
2 Other Snorkeling Excursion or Glass Bottom Boat Tour (2.5 Hours)
Other Optional Kayaking or Fishing
3 Biking 18 0
Kayaking Around Indian Key (4 Hours)
4 Biking 17 0
Other Pigeon Key Historical Visit (1 Hour)
5 Other Snorkeling Excursion (2 Hours)
Other Optional Fishing, Parasailing and Jet Skiing
6 Other Walking Tour of Key West (2 Hours)

2015 Dates & Pricing*

  • 2/22-27 Price: $3898 pp dbl. occ., (+ $1440 for sgl. occ.)
  • 2/24-3/1 Price: $3898 pp dbl. occ., (+ $1440 for sgl. occ.)
  • 3/10-15 Price: $3798 pp dbl. occ., (+ $1420 for sgl. occ.)
  • 3/17-22 Price: $3898 pp dbl. occ., (+ $1420 for sgl. occ.)
  • 3/24-29 Price: $3898 pp dbl. occ., (+ $1440 for sgl. occ.)
  • 4/7-12 Price: $3698 pp dbl. occ., (+ $1440 for sgl. occ.)
  • 4/19-24 Price: $3498 pp dbl. occ., (+ $1440 for sgl. occ.)
  • 11/22-27 Price: $3498 pp dbl. occ., (+ $1440 for sgl. occ.)
  • 12/19-24 Price: $3898 pp dbl. occ., (+ $1440 for sgl. occ.)

*Prices may change. Once you book your trip, your price is guaranteed.

Private Trips Options & Pricing

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 any open date for your group of 8 or more except for trips departing during the last two weeks of December, where a 16 guest minimum is required. Call us for date availability.

Pricing for Private Trips (prices may vary based on departure date)


2 - 3 guests from $5,798 pp dbl. occ. 8 - 9 guests from $4,298 pp dbl. occ.
4 - 5 guests from $4,998 pp dbl. occ. 10 - 11 guests from $3,798 pp dbl. occ.
6 - 7 guests from $4,598 pp dbl. occ. 12 or more guests from $3,498 pp dbl. occ.

Guest Trip Reviews

Ocean breezes, unrivaled snorkeling, incredible nightlife. There's no need to grab your passport - just join us on this brand new adventure in the Florida Keys! Pedaling and paddling your way from the Everglades through the islands and all the way to Key West...this just might be the perfect winter escape.
Riley Pearce- Regional Manager, North America