Our Story

Crab Island Captained Tours was created to help visitors experience Crab Island the right way — with the right captain, the right boat, and the right company for their specific trip.

Brittainy’s journey with Crab Island began in 2020, when she started selling ice cream directly on the water. Spending her days on the water gave her a firsthand understanding of how Crab Island works, what makes a great trip, and which operators truly deliver a safe and memorable experience. What started as a small venture quickly grew into a successful charter business, giving her deep, real-world experience in both operations and customer service on the water.

With a U.S. Coast Guard background and a Captain’s License, Brittainy built her reputation in a male-dominated industry and became one of the few female captains and business owners in the area. Through years of hands-on work, she developed strong relationships with local captains, charter companies, and marine businesses throughout Destin and Fort Walton Beach.

After selling her original charter operation, she launched Crab Island Captained Tours as an independent booking and referral service. Today, the business focuses on matching guests with trusted, vetted local captains and tour providers — saving customers time, reducing guesswork, and increasing the chances of a smooth, high-quality experience.

Because of her on-the-water background and close ties with local operators, Brittainy understands the differences between boats, captains, trip styles, and pricing — and helps guests choose what truly fits their group, not just what’s available.

When you book through Crab Island Captained Tours, you’re not just picking a random listing — you’re getting guidance from someone who knows Crab Island, knows the companies, and knows what makes a trip successful.