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    1. Local experiences
    2. /Things to do in St. Augustine…
    3. /Dining Experiences
    4. /Dinner Cruises
    5. /Sunset Dinner Cruise in St. Augustine
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    Sunset Dinner Cruise in St. Augustine

    Chef-prepared dining and sunset bayfront views from a luxury yacht

    5.0 stars• 762 reviews
    From$617/ personincl. taxes and fees

    Duration

    3 hrs

    Ideal For

    4 to 12 people

    Includes

    Four-course dinner, beverages

    Highlights

    Watch the sun dip behind St. Augustine from a shared luxury sailing yacht. Settle in for an evening of dining and bayfront views on the water.
    • Take in St. Augustine bayfront views as daylight fades
    • Share an intimate dining sail with fellow passengers
    • Enjoy conversation in a floating restaurant setting
    • Celebrate an evening out beneath the changing coastal sky

    What's Included

    • Set four-course chef-prepared dinner
    • Wine, beer, or non-alcoholic beverage selection
    • Professional captain
    • Private chef and dedicated server
    • Onboard bathroom

    Know before you go

    • Arrive 15 minutes before departure
    • Complete the required waiver before sailing
    • Make your dinner selection at least 2 weeks before the charter
    • Wear comfortable, non-marking, non-slip shoes; heels and black-soled shoes are not permitted
    • Leave outside food and beverages behind
    • Expect dinner to be served dockside if weather prevents the vessel from departing safely
    • Expect gratuity to be separate from the listed price; a 20% gratuity is recommended

    Cancellation Policy

    Free cancellation up to 7 days before the charter. No refunds within 7 days of the charter.

    FAQs

    The shared dinner cruise requires at least four confirmed guests to sail. You do not need to book together; you may be paired with other diners.

    Share specific dietary needs in advance. Accommodations may be possible, but are not guaranteed.

    Custom cakes, flowers, photography, and upgraded wine selections are not included. These enhancements may be available for an additional charge.

    Meeting details

    3076 Harbor Drive, St Augustine, FL 32084

    Experience provided by St Augustine Sailing
    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.

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #3VEFVH

    Person

    $617.62

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

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    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    762 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 3
    5/5

    I would personally love to thank RoseAnn , Derk and Daniel for making our night unforgettable. Every detail did not go unnoticed. You guys made our evening so magical and special.

    Photo of Jeannie Money Binns

    Jeannie Money Binns

    July 5, 2026

    Review 1 of 1
    5/5

    I would personally love to thank RoseAnn , Derk and Daniel for making our night unforgettable. Every detail did not go unnoticed. You guys made our evening so magical and special.

    Photo of Jeannie Money Binns

    Jeannie Money Binns

    July 5, 2026

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