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    5. Sail a Private 1-Hour Moonlight Charter in St. Augustine
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    Sail a Private 1-Hour Moonlight Charter in St. Augustine

    Private 1-hour sailing date with bubbly, strawberries, and photos

    5.0 stars• 736 reviews
    From$1,119incl. taxes and fees

    Duration

    1 Hour

    Ideal For

    Up to 10 people

    Includes

    Bottle of bubbly, Photos, Captain

    Highlights

    Set out on a private 1-hour luxury sailing yacht charter in St. Augustine for a date night on the water. Your charter includes a captain plus bubbly, chocolate-covered strawberries, and a photographer.

    • Board a private luxury sailing yacht for a 1-hour charter
    • Toast your date with a bottle of bubbly
    • Savor 6 chocolate-covered strawberries onboard
    • Pose with a photographer and receive 10 digitally edited images
    • Purchase beer, wine, canned cocktails (21+), soft drinks, water, and snacks
    • Park for free at the marina

    What's Included

    • Private 1-hour charter
    • Captain
    • Bottle of bubbly
    • 6 chocolate-covered strawberries
    • Photographer
    • 10 digitally edited images

    Things to know

    All alcohol must be purchased in the office prior to departure; no red wines. Smoking is not allowed and pets are not permitted onboard.

    Split the cost with your group

    This booking is for the whole experience, which fits up to 10 guests.

    From$111per person
    Split with

    Cancellation Policy

    Cancel before 72 hours: fully refundable. Cancel between 71–25 hours: 50% non-refundable; $100 rescheduling fee. Cancel within 24 hours: full cost non-refundable. Dangerous weather exception applies.

    FAQs

    Wear shoes with non-marking soles (deck shoes, tennis shoes, or white-soled shoes). Avoid hard soles, high heels, and black rubber-soled shoes.

    Buy all alcohol in the office prior to departure. Beer, wine, and canned cocktails are available for purchase for guests 21+, and red wine is not available.

    No. Smoking of any substance is not allowed on board.

    Experience provided by St Augustine Sailing
    Experience provided by St Augustine Sailing

    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

    Report an issue

    Reference #RBB6H3

    Fits up to 10 guests

    Need more than one? Contact us.

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    736 reviews•Google Maps

    St Augustine Sailing delivers exactly what you'd hope for in a maritime experience, with Dr. Dale and Captain Daniel earning particular praise for their expertise and warmth. Dr. Dale stands out as both a scientist and skilled instructor who runs everything from casual dolphin-watching tours to serious ASA certification courses. Reviewers consistently mention his teaching ability, patience (even calming someone through a panic attack during a maneuver), and deep knowledge of sailing mechanics. The Learn The Ropes courses seem especially popular, with multiple people mentioning how much they learned and feeling genuinely hooked on sailing afterward. Beyond the educational offerings, this outfit clearly knows how to create memorable outings. One couple raved about a wine and appetizer sail that included personalized touches like off-menu steaks, while families appreciated captains who let kids help raise sails and take the wheel. The boats themselves get compliments for their condition, and practical details like shade covers matter when you're out on Florida water. Wildlife sightings of dolphins and manatees add natural magic to the trips. Whether you want a romantic sunset cruise, a family adventure, or actual sailing instruction, the crew adapts well to different groups and consistently makes people feel welcomed rather than processed through a tourist experience.

    What people are saying

    Review 1 of 4
    5/5

    Great day with the Crew! Kevin is an amazing captain and we learned quite a bit from him. Highly recommend him for people wanting to improve their sailing skills.

    Photo of Rosser Pace

    Rosser Pace

    March 30, 2026

    Review 1 of 1
    5/5

    Great day with the Crew! Kevin is an amazing captain and we learned quite a bit from him. Highly recommend him for people wanting to improve their sailing skills.

    Photo of Rosser Pace

    Rosser Pace

    March 30, 2026

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