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

    Private yacht views of St. Augustine's holiday lights

    5.0 stars• 768 reviews

    Duration

    75 minutes

    Ideal For

    Up to 10 people

    Includes

    Dessert box, festive hot beverage

    Highlights

    Step aboard a luxury sailing yacht for a private, small-group perspective on St. Augustine's holiday lights. Settle in for an evening designed for conversation and time together.

    • Enjoy a private charter aboard a luxury sailing yacht
    • Escape busy downtown holiday crowds from the water
    • Celebrate a romantic evening, family outing, or gathering with friends
    • Relax in an intimate setting with room to connect
    • Use free parking at the marina

    Itinerary

    #Twinkle Package Cruise Itinerary

    Experience St. Augustine’s Nights of Lights from the Water

    Arrival & Check-In

    Please arrive at St. Augustine Sailing at Camachee Cove Marina 15 minutes before your scheduled departure. After check-in, you’ll meet your Captain and crew, receive a brief safety orientation, and get comfortable aboard your luxury sailing yacht.

    Depart Camachee Cove Marina

    Your 75-minute Twinkle Cruise begins as we depart Camachee Cove Marina and make our way toward historic downtown St. Augustine.

    Sail Beneath the Vilano Bridge

    After exiting the marina, we’ll pass beneath the Vilano Bridge. Keep your eyes toward the horizon—as we continue south, you’ll begin to see the glow of St. Augustine’s holiday lights sparkling in the distance.

    Porpoise Point & The Approach

    As we pass Porpoise Point and head toward the Bayfront, the excitement begins to build. This is a wonderful time to make your way forward on deck, settle in, and watch as the illuminated Ancient City grows brighter with every moment.

    Enjoy your signature festive hot beverage and personal dessert box as you take in the sights and sounds of the season.

    St. Augustine Bayfront

    Upon arriving at the historic Bayfront, your Captain will make several passes along the waterfront, giving you time to enjoy the spectacular Nights of Lights up close and capture those must-have holiday photos.

    From the water, you’ll enjoy beautiful views of the illuminated Bridge of Lions, Castillo de San Marcos, historic Bayfront, and downtown St. Augustine.

    A Little Extra Holiday Cheer

    Beer, wine, and canned cocktails are available for purchase for guests 21+. Water, soft drinks, and snacks are also available. No outside alcoholic beverages are permitted aboard the vessel.

    Return to Camachee Cove Marina

    After enjoying the lights along the Bayfront, we’ll begin our return cruise to Camachee Cove Marina, giving you one last opportunity to relax, enjoy your yacht, and take in the nighttime views.

    The Fun Begins Where The Land Ends!

    Important details

    • Arrive 15 minutes before departure for check-in and boarding
    • A signed waiver is required
    • Children must be accompanied by a responsible adult
    • Requires safe boarding and disembarking from the vessel
    • Wear soft, non-marking-soled shoes; hard soles, high heels, and black rubber soles are not allowed
    • Alcohol purchase or consumption requires age 21+ and valid photo ID
    • Alcoholic beverages must be purchased in the office before departure; outside alcohol is not permitted
    • No smoking, vaping, pets, or spray tanning products on board
    • Expect routes, timing, and vessel assignments to change when safety conditions require

    Cancellation Policy

    Cancel more than 72 hours before departure for a full refund. Cancellations 25–71 hours before departure are 50% nonrefundable, with a $100 rescheduling fee. Cancellations within 24 hours are nonrefundable. This does not apply to cancellations associated with dangerous weather conditions.

    Product ID: T3GJ4C

    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.

    No. You must purchase all alcohol in the office prior to departure. Red wine is not available.

    Your 75-minute sail includes dessert and a signature festive beverage. Additional food and beverages are available for purchase.

    Meeting details

    St. Augustine Sailing, Camachee Cove Marina, 3076 Harbor Drive, St. Augustine, FL 32084

    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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    Private Charter - 35' Sailing Vessel

    $669.38

    Maximum of 6 people

    0

    Private Charter - 38 Sailing Vessel

    $891

    Maximum of 8 people

    0

    Private Charter - 41' Sailing Vessel

    $1,123.88

    Maximum of 8 people

    0

    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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