6-Day Florida Keys Multi-Adventure Bike & Explore Tour

We'll transport you to Cheeca Lodge and Spa and get you there by early afternoon. Now relax and enjoy all of the amenities we include in your stay– go for an outing on Cheeca Lodge’s paddle boards or kayaks, enjoy tennis on their six courts, play a round of golf (clubs included), opt for their many excellent spa services, stroll out along their wooden fishing pier for a view of the bay, rest by the heated swimming pools or saltwater lagoon, or just lounge in the sun on the warm sands of their palm-tree-lined private beach.

Later in the afternoon we will have a get-acquainted meeting followed by a superb dinner in one of their three restaurants.
Accommodation: Cheeca Lodge and Spa, Islamorada
Meals: Lunch, Dinner

This is your vacation, so sleep in if you wish, or get up early to watch a sensational Florida Keys sunrise. After a leisurely breakfast, we will lead you on a ride to Robbie’s, a famous old-style marina and fish shack immortalized in paintings by dozens of artists and photographers. The marina has a number of open air shops and is well known for the large schools of majestic silver king tarpon that cruise to their docks. We enjoy a professionally guided kayak adventure (weather permitting) of the amazing mangrove “tunnels” to get an up-close and personal encounter with the flora and fauna of a mangrove ecosystem. For those wanting additional miles, we offer an optional 7-mile ride to an interesting fossil reef at Windley Key.

We arrive back at Cheeca Lodge in plenty of time to take advantage of the many exciting and fun experiences offered at the resort, or best of all, just relax by the ocean or by one of the heated swimming pools, and luxuriate in the warmth of south Florida.

Dinner is together at a nearby seafood restaurant.
Accommodation: Cheeca Lodge and Spa, Islamorada
Meals: Breakfast, Lunch, Dinner

Biking: 9.3 miles (15 kilometers)
Elevation Gain/Loss: 47 feet (14 meters) ascent, 47 feet (14 meters) descent
Terrain: Easier

After another leisurely breakfast, we are back on our bikes riding south along a series of narrow causeways. We cross several of the keys in the middle chain such as Conch Key, Long Key, Fiesta Key and Lower Matecumbe. On either side of you, and for miles ahead, are the emerald waters of the Florida Sound and Atlantic Ocean. Surely this must be one of the prettiest bike rides in the world. Today we include a fascinating visit to the Dolphin Research Center where we can get up close to dolphins and sea lions and learn about some of the amazing research being done. Tonight’s destination is the Hawks Cay Resort on Duck Key. Enjoy a dip in their lovely pool, soak in the hot tub, snorkel in the lagoon, or just gaze into the blue ocean.

Then, after dinner on your own (options at the hotel include the tiki bar or a high-end restaurant), you can enjoy an evening refreshment sitting by their poolside bar.
Accommodation: Hawks Cay Resort, Duck Key
Meals: Breakfast

Biking: 26.3 miles (42.3 kilometers)
Elevation Gain/Loss: 154 feet (47 meters) ascent, 154 feet (47 meters) descent
Terrain: Easier

Today we begin cycling from Duck Key. We then cycle from Key to Key admiring the sparkling blue waters along the way. Circle back to Marathon Key for lunch before a shuttle into Key West. At Key West you are literally the end of the road…you are at the southernmost point in the continental U.S. (closer to Cuba than Miami) and to go any further you will need a boat! And yet its geographical location is only part of its world-famous attraction. You will ride along its palm-tree-lined streets, pass gingerbread mansions and tin-roofed conch houses, and later visit the homes and neighborhoods where Ernest Hemingway, Tennessee Williams, Elizabeth Bishop, Robert Frost, Jimmy Buffett and Harry Truman all lived. And while Key West is famous for the night life and shenanigans of Duval Street (all true), you will also be impressed that it is not just a party town but is likewise a tightly knit community of permanent residents who cling fiercely to their live-and-let-live attitude.

Our home for the next two nights, The Silver Palms Inn, is perfectly situated in a quiet location in Old Town and yet just an easy walk to all that makes Key West such a sought-after destination. In the afternoon you can take an optional guided walk to get acquainted with Key West, often meandering along Duval Street and Mallory Square before arriving at the harbor docks in time to take a spectacular sunset sail complete with complimentary hors d’oeuvres and a celebratory glass of champagne. After your sunset sail you are on your own for dinner selecting from numerous excellent restaurants or maybe just opting for some bar food while enjoying the nightlife at one of Key West’s legendary pubs or open air bars such as Sloppy Joe’s, the Green Parrot, or Hog’s Breath Saloon.
Accommodation: Silver Palms Inn, Key West
Meals: Breakfast, Lunch

Biking: 19.7 miles (31.7 kilometers)
Elevation Gain/Loss: 73 feet (22 meters) ascent, 77 feet (23 meters) descent
Terrain: Easier

You can start today with an optional 7-mile sunrise bike ride which includes an out-and-back ride along the beautiful ocean bike path of Key West’s south shore, followed by a bountiful breakfast at the funky and fun Banana Café. Afterwards, there is a visit to the Butterfly Conservatory to enjoy some magical time amidst the tropical flora and fauna offered there, ending in time for us to get you to Key West Airport by 1 p.m. There are several afternoon flights from here to major hub airports along the East Coast. Or if you left a car at the Pullman in Miami, there's an option for a 3.5-hour shuttle back to that hotel.
Accommodation: Not applicable
Meals: Breakfast

Biking: 8.2 miles (13.2 kilometers)
Elevation Gain/Loss: 24 feet (7 meters) ascent, 24 feet (7 meters) descent
Terrain: Easier