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    5. /St. Augustine Nights of Lights Sailing Cruise
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    St. Augustine Nights of Lights Sailing Cruise

    Sail past St. Augustine’s evening lights aboard a private luxury yacht

    5.0 stars• 768 reviews

    Duration

    2 hrs

    Ideal For

    Up to 10 people

    Includes

    Sweet & savory bites, hot drink

    Highlights

    Step aboard a private luxury sailing yacht and watch St. Augustine light up from the water. Settle into the nighttime city views as your charter sails through the Ancient City’s festive glow.

    • Sail aboard a private luxury yacht
    • Watch St. Augustine’s lights from the water

    What's Included

    • Sweet and savory bites
    • Hot festive beverage

    Important details

    • A waiver is required
    • Wear shoes with non-marking soles, such as deck shoes, tennis shoes, or white-soled shoes
    • Hard soles, high heels, and black rubber-soled shoes are not permitted
    • Spray tanning products are not permitted
    • Smoking of any substance is not permitted on board
    • Pets are not permitted on board
    • Alcohol must be purchased at the office before departure; red wine is unavailable
    Split the cost with your group

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

    From$102per person
    Split with

    Cancellation Policy

    Cancel more than 72 hours before departure for a full refund. Cancellations 25–71 hours before departure forfeit the deposit; a $100 rescheduling fee applies. Within 24 hours, the full charter cost is retained. Dangerous-weather cancellations are exempt.

    Product ID: YW85CW

    FAQs

    Use the free parking available at the marina.

    Experience provided by St Augustine Sailing

    Related locations

    How can we help?

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

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    Fits up to 10 guests

    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
    768 reviews•Google Maps
    719
    13
    4
    2
    2

    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

    Took ASA103/104 with Dale, and it was a great class! Dale is an excellent teacher, methodical and good at explaining concepts through both physical demonstration and verbal explanations. There was a lot of information jammed into four days, and Dale prepared us well for both the exams and real life circumstances. Would have liked to sail more, but we were rained out one day, so there wasn't much to be done about that. If you're looking for a place to take ASA 103/104, I would highly recommend taking the combo class with St. Augustine Sailing. You'll get to practice sailing in the intracoastal waterway and the ocean!

    Photo of Stephanie Weir

    Stephanie Weir

    August 13, 2026

    Review 1 of 1
    5/5

    Took ASA103/104 with Dale, and it was a great class! Dale is an excellent teacher, methodical and good at explaining concepts through both physical demonstration and verbal explanations. There was a lot of information jammed into four days, and Dale prepared us well for both the exams and real life circumstances. Would have liked to sail more, but we were rained out one day, so there wasn't much to be done about that. If you're looking for a place to take ASA 103/104, I would highly recommend taking the combo class with St. Augustine Sailing. You'll get to practice sailing in the intracoastal waterway and the ocean!

    Photo of Stephanie Weir

    Stephanie Weir

    August 13, 2026

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