ARE YOU A NEWBIE? Start Here

DAY ONE

Fripp Island

You’ll soon see why we are so frippin excited for Friday and our maiden voyage to Fripp Island, a community known for its private beaches, spectacular golf courses, large (very large!) alligators, and the world’s friendliest deer.

In fact, we predict this will be the slowest (and most photographed) course we’ve ever had, in large part to those legendary deer who will be greeting your every turn in the most beautiful wildlife sanctuary in South Carolina.

After an adventurous bus ride that includes entertainment by our FlockStar Captains, our first start line awaits you on Fripp’s coveted Ocean Point Golf Course. Where after a short stroll over a few lagoons and greens, you’ll be face to face with the Atlantic Ocean – without getting a grain of sand in your shoes!

We stay on the golf course, pathways, and oak-shaded streets for the first nine miles of our journey. You’ll enjoy spectacular panoramic views of adjacent Hunting Island State Park (the coolest park in SC), ramble through Fripp’s waterfront Audubon Trail, and cross over wide salt marshes on extended spans of boardwalk.

You’ll have a blast with the island scavenger hunt, the endless deer encounters, the fire department’s hose soaking shenanigans, and the friendly Fripp residents offering you golf cart rides, cold drinks, and tasty snacks at every turn.

We expect that you’ll have posted no fewer than 100 pictures by the time you hit Mile 9 and find yourself on the most amazing beach entry you’ve ever seen.

Another mile and few dozen selfies later, we’ll bling you at the finish line and then kick up our heels (and dip in the pool) at the resort’s beach club. Our oceanfront after party includes a Survivor Celebration and the big 2019 Pledge the Pink announcement!

DAY TWO

Bluffton, Myrtle Island & Pine Island

We are so proud to show off our quirky hometown of Bluffton, South Carolina and take you to places that most locals have never even seen! Most of our awesomely weird course follows the beautiful May River and her breathtaking salt marshes full of dolphins, shrimp boats, paddle boarders, and sandbar parties.

You’ll soon see why this area of town is named Alljoy.

Our waterfront start/finish line is at the historic Oyster Factory Park in Old Town Bluffton. Following the May, we will cross over to our first island of the day, Myrtle Island, and its stunning live oak tree canopies smothered in Spanish moss. You’ll also meander through Bluffton’s most charming and whimsical neighborhoods, complete with dirt roads, river breezes, gussied-up golf carts, and the kindest southernerns you’ll ever meet.

Brighton Beach marks our half-way point before we head across the causeway to Pine Island and its panoramic waterfront and views of Hilton Head Island.

The last leg our iconic Bluffton course includes a stroll through Old Town where you’ll help judge a golf cart decorating contest being held in your honor, in addition to being invited into all the stores, galleries, and pubs for a quick sip and shop!

The finish line and rockin after party await you back at the park where we will enjoy live entertainment, a catered cookout, pink beer, cold wine, and a few thousand pink flamingos perched high on the bluff.

DAY THREE

Hilton Head Island

This will be our 7th year in a row on the island that is (so appropriately) shaped liked a sneaker. Sunday’s course is about half beach (hard packed sands- no soft stuff to worry about) and half pathways and tree-lined streets. The best of both worlds!

Starting at Chaplin Park, our first mile is a meandering causeway as we approach majestic Singleton Beach. The expansive sunrise views over the salt march and Atlantic Ocean are sure to be spectacular, and our team of photographers will be out in droves (and drones)!

We’ll head south on the hard-packed sands pass Palmetto Dunes and Shipyard resorts on our way to the world-famous Coligny Beach where we’ll have a designated area for you to write “messages in the sand”. This is sure to be a poignant stop for many.

After exiting the beach a few steps further south, our course continues on paved pathways as we snake back to Coligny Circle (including a stop to play in the fountain) and saunter through the North Forest Beach neighborhood. Including a stroll down Flamingo Road (yes, for real!) and the Island’s most beautiful oceanfront lane where the tree canopy and beach dunes will simply take your breath away.

The last mile is back on the beach where the magnificent finish line and after-party (and after-after party!) will wrap up our weekend together. We’ll have buses running from 10-1 to take you back to your car at Chaplin Park.