In Authentic Walton, a boat-only weekend offers a refreshing way to experience Freeport and surrounding Choctawhatchee Bay activities. With a comfortable home base, a loose plan and a little preparation, it’s easy to build a weekend around fishing in Freeport, cruising, waterfront meals and sunset views.

How do you plan a boating weekend in Freeport?
All the best of Freeport boating, fishing, and waterfront dining make a Choctawhatchee Bay boat weekend getaway one of the most relaxing things to do in Authentic Walton.
Stay at Live Oak Landing, tucked along Black Creek in Freeport. Surrounded by trees and calm water, it feels like a natural launching point for a few days spent mostly afloat. With accommodations, boat access to Choctawhatchee Bay fishing, and room to settle in, Live Oak Landing is an easy place to make your home for the weekend.

Stock up before launching, pack everything you’ll need for the day, and, for the full experience, give your car a vacation too. From Black Creek, boaters can explore connected waterways leading toward the Choctawhatchee River system and the Choctawhatchee Bay, giving each day plenty of room to unfold at its own pace.
For first-timers, an inshore fishing charter is one of the most approachable ways to experience the area.
What fish can you catch near Freeport?
Inshore fishing in Choctawhatchee Bay typically keeps you closer to coves, bayous and protected waters. As always, when you set out on a Freeport fishing charter, your captain will choose locations based on weather, tides and where the fish are biting, and they’ll help with everything from casting to working the bait.

Depending on where you fish, you might encounter species such as redfish, speckled trout, sheepshead or freshwater favorites farther upriver.
To make the most of your excursion, bring polarized sunglasses, a hat, sunscreen, water, a light layer and shoes that can get wet. And remember: the point isn’t necessarily to fill the cooler. Of course, if you do come back with a fresh catch, the day can get even better.
Where can you dock and eat on Choctawhatchee Bay?
Chef David Cunningham can turn the fish you caught that morning into a memorable meal, with open-fire cooking adding another layer to the experience. There’s something especially satisfying about ending a day on the water gathered around the fire while your catch becomes dinner.

For lunch, you can pull up to The Oar House. Its waterfront setting fits naturally into a boating weekend, giving you a chance to step ashore for a casual meal without losing that easygoing, on-the-water feeling.
Before heading out, always confirm current docking access, operating hours and where visiting boaters may tie up. Waterfront access can change, so a quick check ahead of time can keep the day running smoothly.

Where can you watch the sunset on Choctawhatchee Bay?
Choctawhatchee Bay has some of the most beautiful sunsets in Florida.
Following an afternoon spent boating on Black Creek, wait for the waterways to open up, when the horizon gets wider and the breeze picks up. By late afternoon, turn the boat toward North Beach Social or Nick’s Seafood Restaurant for a sunset finish.
Both have a laid-back waterfront atmosphere and expansive bay views. Arrive with enough daylight to dock comfortably, grab something cold and settle in as the sky changes over the water.

It’s a fitting end to a weekend built around taking the long way, exploring the winding waters of Black Creek, the Choctawhatchee River, Basin Bayou and the wide-open beauty of the Choctawhatchee Bay.
What should you bring on a weekend boating trip?
A boat-only getaway may feel spontaneous, but the best ones involve being prepared and keeping our waterways safe.
Check the marine forecast before heading out each day, and make sure everyone aboard has the proper safety gear. Bring plenty of water, sunscreen, bug spray, a first-aid kit, dry bags for phones and valuables, portable chargers and rain protection.
It’s also important to check ahead of time and be prepared to change your route. Bring a smartphone equipped with marine apps, a handheld VHF marine radio, and a backup satellite communicator or GPS chartplotter. Water depths, weather, bridge clearances and docking conditions can all affect where you’re able to go. Confirm access with restaurants and lodging properties before departure, especially if arriving by boat is central to your plans.
Then launch the boat, follow the river, cast a line, stop for lunch and chase the sunset across the Bay.