Built for the Group That Doesn't Want to Split Up
Most tiki boat rentals around Destin Harbor cap out around six passengers, which means bigger groups either book two boats or leave people behind. Dockside's Skippered Tiki Boats seat up to ten, and when a group runs bigger than that, there are two of them, so nobody gets split off to a different boat for the day. Pair that with double-decker pontoons that hold up to fourteen, and a group of any size — a bachelorette party, a family reunion, a birthday crew — has a way to stay together on the water instead of scattered across separate rentals.
The boats come with a captain, so nobody in the group needs a boating license or previous experience to get out on the bay. Bring your own cooler, your own playlist through the onboard Bluetooth speakers, and let someone else handle the driving.
More Than One Kind of Day on the Water
A Dockside trip can be as simple as a straight shot to Crab Island and back, or built around something more specific. Sunset cruises run out most evenings, timed so the boat is drifting somewhere scenic right as the sky changes color. On Thursdays, the same tiki boats turn into front-row seats for Destin's weekly fireworks and Warbird Airshow, a standing local tradition that regulars build entire trips around. Dog-friendly boats mean the family pet doesn't have to sit this one out either.
Easy to Get To, Easy to Book
Dockside sits right on Destin Harbor, which keeps the whole process simple — no long walk from parking, no confusing meeting point, just a quick check-in and straight onto the water. The company's been running boats out of the harbor for more than a decade, and it shows in how smoothly the day tends to go: reviewers consistently point to a fast, friendly check-in process and a crew that keeps things on schedule even during Destin's busiest weekends.
The Details
The Private Tiki Boat Tour runs anywhere from 4 to 8 hours and starts at $475 per party, built for a full day that might include Crab Island, a stretch of harbor cruising, and whatever else the group wants to work in. For a shorter outing, the Private Sunset Tiki Boat Tour runs 2 hours starting at $325 per party — enough time to get out on the bay, catch the sunset, and be back at the dock before the night really starts.
Either way, the boat holds the group together, the captain handles the water, and the only real decision left is what's going in the cooler.
Book on Batch
👉 Book Dockside Watersports & Parasailing on Batch






































































































