Come with us for a multi-sport adventure in the beautiful coral islands of the Florida Keys. The 120-mile journey from top to bottom is known as one of America's best road trips, but we think the best way to see the stunning views is a bit slower. We'll peddle our bikes, paddle our kayaks, and stop along the way for snorkeling North America's only living coral reef, a surf lesson, and a slice of key lime pie. Let's go island hopping in the American Caribbean! 

Activity Level: Class II; Involves full days of physical activity, but as long as you know how to swim, no prior skills are needed!
Lodging: Hotel, prices based on double occupancy.
Included Meals: Breakfasts and some dinners.


Day One

After arriving in Miami, we shuttle down to Key Largo and check into our hotel. We then head up into Pennekamp Coral Reef State Park and hop in some kayaks (stand-up paddleboards also available!) to explore miles of mangrove trails. If we're lucky, we may even see some manatees.

After exploring the northern tip of Key Largo, we go sit out and have a group dinner as we watch the sun set over Sunset Cove. We recommend the very fresh seafood!

Day Two

A good breakfast is required for our 50 mile day biking to Marathon Key! Many people do the full 100 mile trip in a single day (a century ride), but we're splitting the journey so we can have plenty of stops along the way to explore. We'll peddle through tree-lined streets and over long, scenic sea bridges connecting the islands. We'll take a break for lunch in Islamorada and have some time to explore this key before hopping back on our bikes to continue onto Marathon. 

Depending on the time we make to our destination, we may have time for a hike in Curry Hammock State Park before grabbing dinner.

Day Three

One of the most exciting days of the trip, we'll be biking across many beautiful bridges, getting our ocean-side riding fix. We'll stop for lunch in No Name Pub, a fun destination for cyclists on the trail, and continue onto Key West, our final destination. We'll hop aboard a catamaran for an evening snorkel adventure, where we'll see and learn about the island's resident bottle-nose dolphins, snorkel the reef, and enjoy a celebratory glass of champagne for our sunset at sea -- we made it! 

Day Four

After breakfast, we head down to the beach for our last excursion of the trip: a surfing lesson! Stretching and learning technique onshore quickly becomes paddling out into the gentle, beginner-friendly waves of Key West, where we'll practice our pop and learn a fun new sport. 

After lunch, we head back up to Miami (this time, in our shuttle!) and back to the airport, having biked a century ride, snorkeled reefs, and learned to surf. For only being a long weekend away, it's a trip of a lifetime!



Bike rentals & guided cycling
Double occupancy lodging for 3 nights (single occupancy available at an extra cost)
Transport to and from activities in the Keys
Snorkeling or kayaking in Key Largo
Sunset dolphin sighting and snorkel cruise in Key West
Surf lesson in Key West
Three breakfasts, 1 lunch, 2 dinners, and many, many snacks


Flights to and from Miami