With more than 40 years navigating Destin’s emerald waters, Captain Harry welcomes you aboard a spacious 22' luxury pontoon for a truly local perspective on the harbor, Choctawhatchee Bay, and the famous Crab Island sandbar. His U...
Captain Harry and his wife Lesli have built something genuinely special here. Guests consistently describe them as warm, knowledgeable, and safety-focused, with many noting it feels more like spending the day with friends than a commercial tour. Harry's a certified Merchant Marine captain who clearly knows these waters inside and out. Multiple reviewers mention his keen eye for spotting dolphins and his ability to position the boat for incredible wildlife encounters. The intimate group size (up to 6 people) gets praised repeatedly for making the experience feel personal rather than crowded. The trips to Crab Island come loaded with equipment—paddle boards, floating mats, chairs, snorkel gear, and even speakers—so you can just bring your food and drinks and enjoy. What really stands out though is Harry's attention to safety and genuine care for people. Several reviews describe him rescuing another family caught in a dangerous current, and guests were moved by his quick thinking and humanity. Whether weather turns the sunset cruise foggy or rain interrupts your afternoon, this couple adapts gracefully and keeps the experience enjoyable. Return customers are common, with some booking multiple trips during a single vacation.
This is my second time around with them and it’s always is the ABSOLUTE BEST! Came here last year with my husband, and then this year with my friends, and they all agree (plus myself) that this is the best part of the trip. Captain Harry is always accomodating and super nice. Included with the tour are kayak, lily pad, hangout chairs (4), speaker, and if you forgot your koozie, they have some too. Make sure you bring your favorite beer, because it taste wayyyy better once your soaking in the sun and water.
Jess Shelton (Jess)
May 13, 2026
This is my second time around with them and it’s always is the ABSOLUTE BEST! Came here last year with my husband, and then this year with my friends, and they all agree (plus myself) that this is the best part of the trip. Captain Harry is always accomodating and super nice. Included with the tour are kayak, lily pad, hangout chairs (4), speaker, and if you forgot your koozie, they have some too. Make sure you bring your favorite beer, because it taste wayyyy better once your soaking in the sun and water.
Jess Shelton (Jess)
May 13, 2026