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    1. Local experiences/
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    5. Sunset Dinner Cruise in St. Augustine
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    Sunset Dinner Cruise in St. Augustine

    Private sunset sail with a chef-prepared four-course dinner

    5.0 stars• 740 reviews
    From$1,861incl. taxes and fees

    Duration

    3 – Hour

    Ideal For

    Up to 2 people

    Includes

    4-course dinner, beverages

    Highlights

    Enjoy a private sunset charter aboard a luxury sailing yacht with a chef-prepared four-course dinner and included beverages as you cruise St. Augustine’s bayfront.

    • Sail on a private luxury yacht during a 3-hour charter
    • Enjoy a chef-prepared four-course dinner served on board
    • Choose from wine, beer, sodas, and other cocktails
    • Submit your dinner selection at least 2 weeks in advance
    • Arrive 15 minutes early at Camachee Cove Yacht Harbor and Marina
    • Plan for gratuity, with 20% recommended

    What's Included

    • 3-hour private charter
    • Chef-prepared four-course dinner
    • Wine, beer, and other beverages

    Cancellation Policy

    Deposit refundable up to 7 days prior. At 7 days prior, 50% is due/charged and deposits become non-refundable. At 72 hours prior, remaining balance is charged; all payments are non-refundable. Chef and food costs are non-refundable at 72 hours prior.

    FAQs

    Dress for the forecasted weather. Wear smart casual clothing and consider bringing a light jacket or sweater since it can get breezy on the water.

    Wear comfortable, non-marking, non-slip shoes. Avoid heels or black-soled shoes, since they can scuff the deck.

    Yes. Each vessel has a head (bathroom).

    Meeting details

    3076 Harbor Drive, St Augustine Florida 32084

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

    Perfect for

    • Couples celebrating anniversaries or engagements
    • Groups looking for a special night out in St. Augustine
    • Anyone seeking a romantic sunset experience with fine dining

    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.

    Call or text (650) 414-7338

    Report an issue

    Reference #JTJ7PJ

    Dinner for 2 - Aboard 38'

    $1,861.88

    0

    Dinner for 4 - Aboard 41'

    $2,255.62

    0

    Dinner for 6 - Aboard 40'

    $2,936.25

    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
    740 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 5
    5/5

    Great experience. Great views. Great food. Great wine. Great staff. Great fellowship, Salute to Captain Kevin . We’d definitely do it again.

    Photo of gerald bates

    gerald bates

    May 17, 2026

    Review 1 of 1
    5/5

    Great experience. Great views. Great food. Great wine. Great staff. Great fellowship, Salute to Captain Kevin . We’d definitely do it again.

    Photo of gerald bates

    gerald bates

    May 17, 2026

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