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    1. Local experiences/
    2. Fort Walton Beach, FL/
    3. Water Activities/
    4. Sailing/
    5. 2-Hour Sailing Adventure on Choctawhatchee Bay
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    2-Hour Sailing Adventure on Choctawhatchee Bay

    Sail Choctawhatchee Bay with a captain, spot wildlife, and try steering the catamaran

    From$371

    Duration

    2 hours

    Ideal For

    Up to 6 people

    Includes

    Licensed captain, Snorkel gear

    Highlights

    Set out on a 2-hour sailing and sightseeing trip across Choctawhatchee Bay. Enjoy hands-on time at the helm, wildlife viewing, and a refreshing dip if time allows.

    • Sail a Stiletto 27 Special Edition catamaran
    • Spot local wildlife as you glide across the bay
    • Try steering the vessel with guidance from the captain
    • Take a short swim to cool off if time allows
    • Relax on bean bag chairs and enjoy the sound system
    • Snorkel with provided gear and life vests available

    What's Included

    • Licensed local Captain
    • Insured Stiletto 27 Special Edition
    • Snorkel gear
    • Bean bag chairs
    • Sound system
    • Life vests
    • Cooler with ice
    • Sunshade
    • First aid kit
    • Portable Head (aka toilet)
    • Hand sanitizer
    • CPR-First Aid Certified

    Things to know

    Children 6 and under must wear a life jacket while the vessel is underway. Ages 7–12 are at parents’ discretion. Capacity up to 6 passengers. Weather calls are at the captain’s discretion and departures may be delayed or rescheduled.

    Cancellation policy

    Cancel at least 24 hours before your arrival time for a full refund. No refunds within 24 hours or for no-shows. If weather or waves are unfavorable, your trip may be delayed, rescheduled, or refunded at the captain’s discretion. If more than half the sail is completed, it is considered a charter.

    Meeting location

    1201 B Miracle Strip Pkwy SE, Fort Walton Beach, Fl 32548

    Experience provided by Destin Sailing Adventures
    Experience provided by Destin Sailing Adventures

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Reference #33CSCT

    Two Hour Adventure

    $371

    0

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

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    5.0 stars• 58 reviews

    Review summary

    5.0
    Excellent
    58 reviews•Google Maps

    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.

    What people are saying

    Review 1 of 5
    5/5

    Captain Kip and Elizabeth were nothing short of amazing. They were patient, kind, and knowledgeable. Thank you so much for having us.

    Photo of Jessica Cardin

    Jessica Cardin

    July 28, 2025

    Review 1 of 1
    5/5

    Captain Kip and Elizabeth were nothing short of amazing. They were patient, kind, and knowledgeable. Thank you so much for having us.

    Photo of Jessica Cardin

    Jessica Cardin

    July 28, 2025

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