All aboard for an unforgettable adventure along the Choctawhatchee Bay to the Destin Harbor area and the Gulf entrance/inlet! Cruise in comfort aboard the 36' “Guardian” as you search for playful dolphins and explore the beaut... More

Experience the Florida's most beautiful beach in an incredibly unique manner! Our electric bikes are top of the line and feature both a 5 level pedal assist as well as throttle so you can work as much or little as you desire. The ... More

Be your own captain aboard your very own pontoon boat. Gilligan's Watersports is your destination for boating with the best equipment! Each boat can hold up to 12 passengers. Visit the world famous Crab Island, or even try your lu... More

This cruise begins November 01. It is great for travelers and snowbirds to view Destin from a new perspective. Cruise the Destin Harbor, Bay & Canals. View all the fancy homes, beautiful boats and the Harbor Walk Village from 'beh... More

Come out and ride inside the belly of a beast! The SHARK BOAT is a one-of-a-kind 40-foot tour boat that stalks Destin Harbor,Crab Island and Gulf. Take a ride on the only shark that dolphins love. The SHARK BOAT was specifically d... More

Our 100% clear kayaks provide an incredible 360-degree view above and below the water, giving you a unique perspective of Santa Rosa Sound near Destin and Fort Walton Beach. With tours limited to just 5 clear kayaks, you’ll enj... More

Want to get to Crab Island without all the hassle, traffic or weather concerns? Your Crab Island adventure begins with Destiny Water Adventures aboard one of our state of the art Pontoons. While cruising on the water, keep your e... More

Enjoy the ultimate adventure on Destin's beautiful waters with a premium pontoon boat rental. Perfect for families and friends, this rental allows you to explore at your leisure for 4 or 8 hours. Cruise to popular spots like Crab ... More

Enjoy the Destin waters aboard your own private luxury tri-toon. We will tour the surrounding area and then navigate into Crab Island where we will anchor up and enjoy the beautiful waters of the Emerald Coast. Included: Luxury ... More

Shared fishing charters will have between 8-25 passengers on the boat. This is the perfect fishing trip at a great value if you want an option in-between the party boat with 65 people and the private charter.... More

Experience Destin and Fort Walton Beach from the water on the newest and largest Double-Decker pontoons on the Emerald Coast! Our 14-person boats are spacious and comfortable, with room for large groups and all your gear, includin... More

Experience the breathtaking beauty of a Destin sunset from the water on this unforgettable evening cruise, and on Monday's and Thursday capped off with a fireworks show! As the sun dips below the horizon, the sky transforms into a... More

“Vera Marie” raises the bar for fishing head boats “Party Boats”. She runs two fishing trips per day during the season and 1 trip per day during the off season when available. She is also excellent for corporate parties, h... More

This cruise begins November 01. It is great for travelers and snowbirds to view Destin from a whole new perspective. Come cruise along with us on our comfy pontoon with room to lounge and relax. Cruise the Destin Harbor & canals. ... More

"Knot" Your Average Bachelorette Celebrate your last fling before the ring with a private yacht experience as unforgettable as the occasion itself. Surrounded by Destin’s emerald waters, glowing sunsets, and your closest friends... More

⭐ Top-Rated Vacation Photoshoots 2025 & 2026 Get a set of high-quality photos to remember your trip to Destin. A professional photographer will guide you and take pictures of you at the best spots.... More

Anglers of all skill levels will enjoy an exhilarating fishing trip off the stunning coastline of Destin, Florida. Equipped with advanced Garmin fish finders and powerful Yamaha engines, our vessels are designed for a smooth ride ... More

Step aboard the Hopper for a relaxing cruise through the sparkling waters of Destin Harbor and Choctawhatchee Bay! This scenic dolphin boat tour is perfect for families, couples, and adventure seekers looking to explore the stunni... More

Experience your half day charter with your crew, offering you fun in the sun with complimentary Lilypad's and floats, toys and more for your enjoyment at the infamous Crab Island. In addition, we provide complimentary water. Your ... More

One of the key advantages of booking this charter is the availability of our knowledgeable guides with huge local expertise. All of our guides are well versed in navigating the emerald coast waters, they are also knowledgeable abo... More