
Sail with a licensed captain to swim, snorkel, and unwind—perfect for families and groups up to six
3–9 hrs
Up to 6 people
Captain, Snorkel gear, Cooler
Set sail for Santa Rosa Island with a licensed captain aboard a Stiletto 27 Special Edition. Enjoy bird gazing, swimming, and a relaxing sail; snorkeling is available on trips of 3 hours or more.
Charter accommodates up to 6 passengers. Swimming and snorkeling are available on adventures of 3 hours or more.
Free cancellation up to 24 hours before arrival. No refunds within 24 hours or for no-shows. If weather or waves are unfavorable, trips may be rescheduled or refunded at the captain’s discretion, decided at time of sail. If weather ends a sail in the first hour, you may reschedule or get a refund; after halfway, the charter is considered complete. Changes allowed outside 24 hours.
1201A Miracle Strip Pkwy SE, Fort Walton Beach, FL 32548, USA
Discover what we've curated for you
Captain Kip and Elizabeth have clearly mastered the art of making guests feel special on the water. With a perfect 5-star track record, reviewers consistently praise their friendly, knowledgeable approach and the relaxed atmosphere they create. These are private charters on a 27-foot catamaran that seats up to six, so you get an intimate experience perfect for families or small groups. Guests love lounging on beanbag chairs under sail power, enjoying the peace without motor noise. Dolphin sightings are a frequent highlight, and several reviews mention stops at Crab Island for swimming and snorkeling. The captains clearly know where to find wildlife and the best spots to explore. Families with kids rave about how welcoming and patient both hosts are, and the experience has even served as the backdrop for a successful proposal during a sunrise cruise. Multiple guests called it the highlight of their vacation, citing everything from sunset cruises to mid-morning sails as relaxing, fun, and memorable ways to experience the Destin waters.
Captain Kip and Elizabeth were nothing short of amazing. They were patient, kind, and knowledgeable. Thank you so much for having us.
Jessica Cardin
July 28, 2025
Captain Kip and Elizabeth were nothing short of amazing. They were patient, kind, and knowledgeable. Thank you so much for having us.
Jessica Cardin
July 28, 2025