Cruise Destin Bay offers intimate, six-passenger pontoon adventures through Destin Harbor, Choctawhatchee Bay, and the emerald waters of Crab Island. Led by Captain Harry, a U.S. Coast Guard–licensed captain with decades of experi...
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.
The best afternoon trip to crab island! Captain Harry was highly experienced and navigated the crowds with ease. He was goofy and made the ride out and back in very fun and entertaining. Captain Harry genuinely wants everyone to have a good time and be prepared for everything - he even helped me get over my fear of touching the jellyfish! Floats and paddle boards were available for use and the pontoon was clean and comfortable. Absolutely worth your money if you’re heading to crab island - book with Captain Harry!! I will definitely be a returning customer :)
Jewels Riley
September 2, 2026
The best afternoon trip to crab island! Captain Harry was highly experienced and navigated the crowds with ease. He was goofy and made the ride out and back in very fun and entertaining. Captain Harry genuinely wants everyone to have a good time and be prepared for everything - he even helped me get over my fear of touching the jellyfish! Floats and paddle boards were available for use and the pontoon was clean and comfortable. Absolutely worth your money if you’re heading to crab island - book with Captain Harry!! I will definitely be a returning customer :)
Jewels Riley
September 2, 2026