Cycling Key West to Universal Studios


Offered: May 1 – October 15. From the famous Key West Florida, the southernmost point in the continental US, we will begin our 400-mile challenge at the home of famous writers such as Ernest Hemingway & Tennessee Williams.

Riding up the coastal highway through quaint towns, we breathe in the sea air of the Atlantic coast punctuating our days and filling our minds with memories to last a lifetime.

After some long and rewarding, challenging miles on the bike, we’ll bask in the glow of the famed Miami Beach skyline, keeping our sights set on the remaining miles into Orlando, home of Disney heritage and the charity we have worked so hard to support.

We are not listing elevation for each day of cycling because, Florida is relatively flat. We will discuss route details before each ride. Overall elevation on the trip is  +2,269/-2,273 with maximum grade +2.1%. Don’t be fooled and keep the legs strong for the occasional greetings by the coastal head winds.



Arrival into Miami one of the State’s – and the world’s – most popular vacation/cycling challenge spots. Though many destinations are said to offer a little something for everyone, the Miami area offers multiple enticements for everyone.

Upon arrival you will be met by your local guides. You will be treated to a relaxing 3-hour transfer down the Florida Keys and Key West, where there’s a lot to love. Rich in history, arts and culture, the Key West area is also perfect for outdoor types, with eco-tours, snorkeling, scuba diving, sport fishing and more. The 120-mile island chain is home to the continental United States’ only living-coral barrier reef, an amazing place to start our cycling challenge!!!

Driving: 3 hrs, airport transfer in motor coach/ mini coach to Key West

LODGING: Key West Best Western Hibiscus

MEALS: On own



Free day to explore Key West.

LODGING: Key West Best Western Hibiscus

MEALS: Breakfast, Lunch, Dinner



We begin our cycling challenge with a bike fit and a pre-trip briefing. We will cycle through the town of Key West where the written name is as revered as the descendants of Hemingway’s six-toed cat. “Papa” Hemingway and a host of other literary luminaries, including Tennessee Williams, Elizabeth Bishop, and Shel Silverstein, once called this island home. Our challenge today will be to keep hydrated and keep our eyes on the road while cycling up the beautiful Highway 1 coast. Our route over the panoramic 7 Miles Bridge sometimes likes to welcome you into Marathon, our stop tonight, with a strong head wind.


LODGING: Marathon Holiday Inn Express

MEALS: Breakfast, Lunch, Dinner

RIDING: 54 mi


This morning we continue up Highway 1 towards our destination tonight, Miami Beach, located above the Tropic of Cancer, and known for some of the hottest night life in U.S. While Miami might be known for night life, the biggest part of your life, today, will be your ability to deal with calf-burning miles and humid salty air, while not getting sand in your eyes!! You will feel the sweat drip down your face as you hit your 110mi today. You will be rewarded with the famed Miami skyline, amazing ocean views, and a nice soft therapeutic piece of beach to sit on, while enjoying the sunset.


LODGING: Day’s Inn Miami Beach Oceanside

MEALS: Breakfast, Lunch, Dinner

RIDING: 110 mi


When you wake up, today, you will realize you have muscles you didn’t even know existed – until having completed 164 miles. Well done!! We begin our ride by saying goodbye to Miami Beach and saying hello to Jupiter Florida. We will ride through some of the most expensive real estate in Florida, and the US, home to celebrities and professional golfers. While riding 90mi today you will encounter coastal winds that come up late in the afternoon to push your thighs and calves to a nice medium level of burn. Hopefully, by now, you are getting comfortable on your bike saddle, but don’t settle in too far, and let your beach dreams distract you from our goal of reaching Universal Studios!

LODGING: Jupiter Waterfront Inn

MEALS: Breakfast, Lunch, Dinner

RIDING: 90 mi


Our ride begins along the twin coasts 1 and 1A heading towards Cocoa Beach, home to world class surfing and 75 miles closer to our final destination. As we ride today, we will get our first glimpse of coastal habitat that is a cross between spooky and adventurous. You will need to keep your pace up as you encounter the amazing sites of mangroves, strangler figs, and gumbo limb, just to name a few species of trees. Along with that, several bridges in sight will test your cycling cardio ability before crossing the Banana River into the quintessential beach town of Cocoa Beach.


LODGING: International Palms Resort & Conference Resort

MEALS: Breakfast, Lunch, Dinner

RIDING: 110 mi


On our final ride today, with 364mi in the saddle, we will be feel it, but with Universal Studios in our sights we will be motivated to stay focused and in the saddle. We will ride inland today towards our final goal of Universal Studios!! You will see some of the first views of the famous Florida everglades and maybe a sighting of an alligator to keep us pedaling to the finish line!


LODGING: Best Western Buena Vista Suites, Orlando (near Universal Studios)

MEALS: Breakfast, Lunch, and Celebration Dinner

RIDING: 75 mi


After a well-earned night of rest, we have free time to enjoy Universal Studios and the surrounding area before we board flights home. Well done!!!


MEALS: Breakfast


What’s included in cost? 

  • Airport transfers
  • Vehicle support for duration of the trip
  • Professional, knowledgeable, friendly, & safety certified guide(s) and support staff
  • Hotel lodging for 6 Nights (double occupancy)
  • Aid stations throughout the rides every 10-15 miles depending on terrain and weather
  • Meals: (Breakfast Day(2) Lunch and Dinner on Own) (All Meals Day 3 – Day 6 Lunch)
  • Bicycles: type of bike TBD
  • Local taxes, dining and housekeeping gratuities

Group Size

Min: 20 pax | Max: 60 pax

CONTACT US for a customized itinerary and costs.