
It started with a Jimmy Buffett concert, but it became much more than that. Our Plan A: paddleboard and sail our way from Big Lagoon State Park to Jimmy Buffett’s performance in Orange Beach, Alabama, exploring the bays and lagoons around Perdido Bay. Results: Plan A slid to Plan B, then to C, D, and E. We made it to the concert, but Plans B to E brought us to people and places along the Flora-Bama borderlands that we never envisioned. And, in the end, our trip was richer for it.

Gainesville, FL: Saturday, 6 am. Big Lagoon State Park boat ramp, 5 pm. Storms rolling across the panhandle had already delayed our departure: Plan A -> Plan B. Kind strangers at the Bruce Cafe helped us repair a blown bearing buddy on our trailer. Plan B -> Plan C. Finally, Big Lagoon State Park.
Early the next morning, we launched KneeDeep ll, our 22′ O’Day, and motored west through the narrow ICW to Perdido Bay. We hoisted our sails in Perdido Bay, crossing back and forth from Florida into Alabama and back again, in the light afternoon breeze.


So many firsts. We navigated the shoals protecting Palmetto Cove and dropped anchor…seamlessly. A happy surprise since we hadn’t practiced anchoring with this boat. I inflated my paddleboard and paddled off to explore nearby creeks. Inflatable SUPs make perfect dinghies for small sailboats.
Another first: paddling and sailing independently, navigating to a designated location. The following morning, Kevin raised the sails and single-handed the boat, and I paddled up Soldier Creek, where we met two hours later. We each carried a VHF radio and a PLB (Personal Locator Beacon), and I carried my new Garmin Inreach in my PFD. All good practice for my upcoming kayak trip to Alaska’s Inside Passage and next year’s WaterTribe Challenge.

The bays and lagoons around Perdido Bay are perfect for paddleboards, as described by the Orange Beach Canoe Trail. The smaller bays and lagoons, in particular, offer some protection from wind and have less tidal variation. On the other hand, as I followed the twists and turns of one creek, it sure looked like alligator territory to me.
That night, we discovered a local favorite—Ingram Bayou. Surrounded on three sides by Alabama’s forests, no buildings in sight, we slept in splendid isolation.




Jimmy Buffett Concert Day. I paddled from Ingram Bayou to Wolf Bay where we loaded my board and motored towards Jimmy Buffett. Our splendid isolation soon gave way to ICW traffic and the circus-like atmosphere of the Wharf Marina.




By mid-afternoon, land sharks, coconut bras, and hula skirts had taken over. After I accepted a “shot” of a Bahama Mama from a shark, I knew it was time to up our game. We donned our leis and joined a jovial crowd at a pre-concert where we all sang the expected renditions of Buffett covers as well as “Sweet Home Alabama” and heard cheers of “Roll Tide”. I’ve never had a better Cheeseburger in Paradise, and, as always, the show was great.
Back to Palmetto Cove. By boat and board, we returned to our Palmetto Cove anchorage, but conditions had changed. Clouds covered the skies, and small white caps made balancing on my inflatable board difficult. That day tested both our endurance and communication devices much more than the easier days. The NOAA weather report confirmed our suspicions that we needed to find shelter for the following night. Fortunately, the Bear Point Harbor had space for us, and the next day, we secured our boat in an inside slip. Plan C -> Plan D.
Immediately, we knew that Bear Point Harbor was our kind of marina. After an excellent (and not dehydrated) lunch in Flipper’s Restaurant, we met some of the live-aboards. In conversation, we discovered that our new friends—Captain Tinsley and Salty Scotty—docked their sailboat Salty Abandon in Bear Point Harbor. We had met our fellow parrothead sailors in the Wharf Marina and learned about their sailing adventures and the Salty Abandon YouTube channel. Small world indeed.



Thank God the tiki bar is open. By late afternoon, the storm rolled in, and it was time to take shelter in the Bent Oar Tiki Bar. The evening began with their world famous Bushwacker, a milkshake with an unspecified number of rums, and only got better. Alabama Lightning rocked the house, and we danced for hours. People introduced themselves and told us about the band and life in Orange Beach.
The winds remained high the next day, and once again we revised our plan. Plan D -> Plan E: the Flora-Bama Mullet Toss, where fish fly across the state line. As luck would have it, our stay coincided with the annual mullet toss across the state line hosted by the Flora-Bama Bar, the Bama Breeze for Buffett fans.





Back to Big Lagoon and home. We dropped anchor just east of Spanish Point in Big Lagoon for our final night. Both shores of the lagoon offer paddling opportunities. The Big Lagoon Kayak Trail on the north side weaves through marshes and is mostly protected.


We came to hear Jimmy Buffett and fell in love with the Flora-Bama region. The paddling and sailing was great, but the people we met made the trip. We’ll be back.
