Cruise with a licensed captain and crew on a spacious pontoon for up to 18 guests
Discover what we've curated for you
4 Hours
Up to 18 people
Captain & crew, Restroom
Gather your group for a private luxury pontoon charter to Crab Island. Cruise with a licensed captain and deckhand and enjoy onboard amenities for a laid-back day on the water.
Private charter for up to 18 passengers; infants count as passengers. Alcohol is permitted but no glass on the boat, and please arrive 10–15 minutes before departure. Charters operate rain or shine; severe weather may cancel.
Cancel for a full refund up to 7 days before your charter. No refunds within 7 days, including for passenger count. Operates rain or shine; in severe weather the captain may cancel with a refund or reschedule.
Yes, the Coast Guard counts everyone as a passenger, whether an infant or not.
The charter operates rain or shine. In severe weather the captain can call off the charter and offer a full refund or reschedule. Cloudiness, water clarity, and wind are not reasons to cancel or reschedule.
Yes, alcohol is permitted. Crab Island does not sell alcohol, so bring what you need.
Gilligans Marina, 530 Harbor Boulevard Destin, Florida 32541
With a flawless track record that speaks for itself, this charter operation clearly knows how to deliver memorable days on the water. Guests consistently praise the captains by name—Cody, Sebastian, Jayden, and Nick get frequent shoutouts for being friendly, knowledgeable, and genuinely invested in making sure everyone has a blast. The crew's enthusiasm is contagious, and they have a knack for finding dolphins and showing guests the best spots around Crab Island. First-timers seem particularly impressed with how welcoming and professional the captains are, making newbies feel comfortable right away. Even when weather doesn't cooperate, the crew keeps things engaging and fun. The overall vibe is laid-back but polished, with smooth rides, great amenities like water slides, and captains who balance safety with adventure. If you're heading to the Destin area and want a hassle-free boat experience with a crew that genuinely loves what they do, this is a solid choice.
We had an absolutely incredible time at Crab Island, and a huge part of that was thanks to Captain Diego! From start to finish, he made sure everything was perfect. He was professional and had a great energy that kept the vibes high all day. He really went above and beyond to make sure we were comfortable and having a blast. If you’re heading out to Crab Island, do yourself a favor and ask for Diego. We couldn't have asked for a better captain to lead our day on the water!
Ashley Garza
April 4, 2026
We had an absolutely incredible time at Crab Island, and a huge part of that was thanks to Captain Diego! From start to finish, he made sure everything was perfect. He was professional and had a great energy that kept the vibes high all day. He really went above and beyond to make sure we were comfortable and having a blast. If you’re heading out to Crab Island, do yourself a favor and ask for Diego. We couldn't have asked for a better captain to lead our day on the water!
Ashley Garza
April 4, 2026