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Sail Jax Charters
Experience unforgettable sailing adventures on Jacksonville's scenic Intracoastal Waterway.
5
Business
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Experience unforgettable sailing adventures on Jacksonville's scenic Intracoastal Waterway.
Sail Jax Charters offers private sailing tours and charters from Windward Beach Marine in Jacksonville Beach, Florida. Led by experienced captains Shepherd and Chelsey, this family-friendly business provides personalized, safe, and memorable outings on the water. Ideal for tourists and locals alike, guests enjoy sunset cruises, sightseeing, and special occasion celebrations aboard the Adelaina Mae sailboat, with a focus on hospitality and creating lasting memories.
Sailing - Kelli Catani
Customized 3-hour private charters for families, friends, or special occasions like engagements and birthdays.
Shared sailing experiences for small groups, offering sightseeing and relaxation on the Intracoastal Waterway.
Scenic evening tours to watch the sunset over Jacksonville's waters, ideal for romantic or peaceful outings.
Tailored sailing trips for celebrations, corporate events, or unique local adventures with personalized service.
Expert guidance from licensed captains ensuring a safe, friendly, and engaging experience for all guests.
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Overall rating
Carribbean Connection
Absolutely incredible experience. I booked a sunset cruise for my niece’s 27th birthday while family was in town, and it ended up being one of those nights you don’t forget. Shepherd was our captain and was outstanding, super personable, professional, and made the whole experience feel relaxed and effortless. The boat is beautiful and you can tell how much care and detail went into it, it’s not just a charter, it’s something they’ve clearly put their heart into. There’s also plenty of comfortable seating, which made it easy to just sit back, relax, and enjoy the ride. We cruised the Intracoastal, took in amazing scenery, and caught an unreal sunset. Just an all-around perfect experience.We saw bald eagles mating, manatees swimming and Captain Shepherd gave our family from out of town so much of the history of the properties we sailed past as well. This is a locally owned business run by Shepherd and Chelsey, and you can feel that personal touch the entire time. If you’re thinking about booking, consider doing the sunset cruise. It’s spectacular. Pro tip: line up a dinner reservation at one of the waterfront spots right after and make a full night out of it. Highly recommend, will absolutely be back. We are already planning a staff outing with our leadership team! Can’t wait!
Barbara Cotes
When you need a long relaxing moment to reset your soul, sail. When you want to laugh and smile till your face hurts, sail. When you want to sail with the best, choose Sail Jax Charters!
Josh Monroe
AWESOME!
Mindy Lytle
Chelsea & Shepherd made our girls day out boating experience so much fun! They were so friendly & accommodating, and the boat is absolutely beautiful! We enjoyed our cruise so much! I highly recommend them!!!
Barbara Haws
What a fabulous afternoon with Boggs team! Thank you so much for a lovely, memorable day on the intracoastal!
Debi Kopp
