The Best Nine Key West Bash Auction Items Ever—A Complete List

No matter how many times you’ve done it, securing worthwhile items for the Speed On The Water Key West Bash charity auction is daunting. But thanks to a combination of longstanding relationships with speedonthewater.com supporters and the uncommon generosity of the go-fast boating community itself, it does get easier.

Benefitting Samuel’s House and Keys AHEC Health Centers, the Speed On The Water Key West Bash charity auction is set for Thursday evening, November 6. Photo by Jeff Helmkamp copyright Helmkamp Photos.

Collecting for this year’s affair set for Thursday, November 6, from 7 p.m. to 10 at the Pickle’s Pub Sandbar on Greene Street was particularly easy. And items that will be on the auctioned—the fun will start at approximately 8:30 p.m. are absolutely, positively over the top

Here’s a quick run-down:

Sunday From A Yacht Race-Viewing Experience.
Picture yourself on the foredeck, drink in hand, watching a season-high eight Pro Class 1 catamarans in action.
His and Her Glock Pistols
Because nothing says “I love you” like proper protection.
Stephen Miles Design Shot-Ski
Where imbibing gets artsy.
The Stark-A-Palooza Hartwell Lake Charity Fun Run Experience
Don’t feel like hauling your boat? Chuck Stark will send his plane.
HydraFoam Re-decking Package
Give your interior that much-needed facelift.
Ceramic Coating And Detailing Package
Because you can’t show up to the Rocky Top Power Run not looking your best.
Good Boy Vodka And Ready To Drink Cocktail Supply
Way better than your average Amazon delivery.
Hardy-Signed Gibson J-46 Guitar
A fine instrument to cherish.
Triple Threat North-South Fun Run Experience Package
Make 2026 your best event-season ever.

For the full story on each item, click the item name.

But as killer as each of these nine items is, they are not the only expressions of generosity that are going into this event. Insurance and finance man Devin Wozencraft is once again funding the free buffet inside the Pickle’s Pub venue. Simon Williams sprang for the sound system that volunteer auctioneer Michael Hall of Performance Boat Center will use to “open hearts, minds and wallets,” in his own words.

A new event beneficiary this year, AHEC Health Centers Keys picked up the cost of the auction stage. South Florida real agent Greg Harris—a Speed On The Water Key Bash organizer for the past nine years—has worked closely with fine folks at the Sandbar to make sure it all happens smoothly.

Bid high and you, your significant other and one more couple can watch Sunday’s Key West races from Rob and Christine Lockyer’s fully catered 103-foot yacht.

A longtime Key West Bash beneficiary, Samuel’s House will sell event T-shirts outside the Pickle’s Pub Sandbar to raise money to support the local shelter it provides for women in children. Mystic Powerboats founder John Cosker, who won’t even be in Key West this year but a giant heart, stepped up to sponsor those shirts so the charity can receive all of the proceeds from their sale.

Tim and Cyndee Hill of Fort Myers Offshore powerboat club fame are taking charge of 50/50 raffles—and keeping this reporter sane—throughout the evening. Photographers Pete Boden and Jeff Helmkamp will be everywhere at once to a capture the faces of fun.

And Race World Offshore head Larry Bleil? He appreciates the annual event so much that he had it built into his contract with the city.

Damn right it takes a village. Strike that. It takes a freaking army of good people.

Want to get a better look at the Factory Stock-class GoGPS/Good Boy Vodka raceboat? Come check it out on Greene Street at the Pickle’s Pub Sandbar during the 12th annual Speed On The Water Key West Bash and charity auction. Photos by Pete Boden copyright Shoot 2 Thrill Pix.

Proceeds from the auction and all other fundraising efforts than evening will be split evenly between the Key West-based Samuel’s House and Keys AHEC Health Centers, “which provides access to no cost medical and low cost dental care for the school age children of Monroe County (Fla.), no matter their financial circumstances.”

Both Samuel’s House and AHEC Health Centers are 501(c)(3) charities. Winning bidders will be required to pay immediately after the bidding on each auction item closes. No exceptions will be made.

Owned by Speed On The Water Key West Bash sponsor Simon Williams, the Cortez Cove/GoGPS Fountain Racing Super V raceboat also will be displayed on Greene Street during the Thursday night affair.