
October 3–7, 2027 • Pier House • Key West, Florida
Presented by 94.9 The Surf

Down South
the Key West Escape with Jim Quick
Surfers and Coastline Crazies,
It’s time to head DOWN SOUTH! And we mean all the way down... Join myself, Jim Quick and Jay Kinlaw of 94.9 The Surf and a whole crew of friends October 3–7, 2027, at the legendary Pier House in Key West for four nights where the sunsets are spectacular, the drinks are cold, the stories get better every time they’re told, and nobody is in much of a hurry to do anything. We’ll take over Key West with pool parties, live broadcasts on The Surf, dinners, legendary saloons and honky-tonks, live Coastline concerts and some very special musical guests! Plus, there will be enough Key West history and mischief to make the ghost of Hemingway proud…or at least interested.
And when we’re not raising a little sand, there’s plenty of adventure waiting. Walk in the footsteps of Ernest Hemingway and Harry Truman, charter a boat and chase the big ones in the Gulf Stream, or play a round on Key West’s only golf course, which Mother Nature has beaten up a little over the years, but the tropical scenery, wildlife and sheer novelty of playing golf on a tiny island at the end of America make it worth every swing. Or forget the schedule altogether, grab a chair by the pool and consider ordering another one. Down South with Jim Quick isn’t just a trip... It's four days of music, friends, history, sunshine, questionable decisions and stories you’ll probably still be telling years from now. Chickens rule, turtles are gods, Buffett is legendary, and the Key Lime Pie is a staple. Surfers and Coastline Crazies, pack light. We’re going to Key West!
Jim Quick
Accommodations
![]() Traditional Room$1199pp based on double occupancy | ![]() Lanai Room$1249pp based on double occupancy | ![]() Spa Junior Suite$1249 pp based on double occupancy | ![]() Ocean View Room$1849pp based on double occupancy |
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Fun in the Sun

JQ & Coastline
Our favorite Beach Music Band will be our entertainment for this Down South Adventure

Pier House Resort & Spa
Our home for the event right in the heart of the fun/craziness.
1 DuVall Street, Key West

Hogs Breath Saloon
An evening of Food (on us) and Music at this famous Key West Saloon

Historic Key West Theatre
An evening of Food (on us) and Music at this historic Key West venue.

Sunset Sail
An optional adventure at sunset on a catamaran with food & drinks

A Picture says it ALL
Our happy travelers - just ask them, they love our Key West Adventures!
Meet The Team

Jim Quick

Jay Kinlaw
WHAT PEOPLE SAY

Ed Jones, South Carolina
If you ever wanna take a vacation with the best people and the best music, a trip with Jim Quick never fails

Doyle Maness, North Carolina
I’m always waiting for the next trip as soon as the current one ends!

Annette & Bobby Lanier,
North Carolina
Trips with Jim have a way of bringing everyone and everything together--all you have to do is relax and make those memories





