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    5. Private Dinner Cruise on Yacht in St Augustine Note: This title prioritizes the distinctive activity (dinner cruise) over generic "yacht charter," uses the city name (St Augustine is a destination city), and maintains natural readability. "Yacht" is included for boat type specificity. The romantic "for Two" aspect is better suited for the description rather than the title, as it focuses on a narrow use case with lower search volume compared to the broader "dinner cruise" appeal.
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    Private Dinner Cruise on Yacht in St Augustine Note: This title prioritizes the distinctive activity (dinner cruise) over generic "yacht charter," uses the city name (St Augustine is a destination city), and maintains natural readability. "Yacht" is included for boat type specificity. The romantic "for Two" aspect is better suited for the description rather than the title, as it focuses on a narrow use case with lower search volume compared to the broader "dinner cruise" appeal.

    Savor a private yacht dinner cruise with a chef-prepared meal and sparkling wine for a romantic escape.

    5.0 stars• 731 reviews
    From$2,538

    Duration

    3 hours

    Ideal For

    Up to 10 people

    Includes

    Private yacht, dinner, sparkling wine

    Highlights

    Set sail on a private luxury yacht for a romantic evening with your special someone. Enjoy a 3-hour cruise along scenic waterways, complete with a chef-prepared five-course dinner and sparkling wine.

    1. Relax on a private yacht with stunning waterway views
    2. Indulge in a five-course dinner prepared by a private chef
    3. Toast with two bottles of house sparkling wine
    4. Enjoy quality time in a cozy, intimate setting
    5. Benefit from convenient and free marina parking

    What's Included

    1. Private yacht charter
    2. Five-course dinner
    3. Two bottles of sparkling wine

    Things to know

    All alcohol must be purchased in the office before departure. No red wines are available. Please wear non-marking shoes and avoid spray tanning products. Smoking and pets are not allowed on board.

    Split the cost with your group

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

    From$253per person
    Split with

    Cancellation Policy

    Deposit fully refundable up to 7 days prior to charter. 7 days prior, 50% of the charter cost is due and becomes non-refundable. 72 hours prior, the remaining balance is charged and all payments are non-refundable. Chef and food costs are non-refundable at 72 hours prior. If dangerous weather prevents departure, dinner will be served dockside.

    FAQs

    The private charter lasts 3 hours along the Intracoastal Waterway and Matanzas Bay.

    A private chef prepares an upscale 5-course dinner with two bottles of house sparkling wine.

    No. All alcohol must be purchased in the office before departure.

    Meeting details

    3076 Harbor Drive St Augustine FL, 32084

    Perfect for

    • Couples celebrating anniversaries or planning romantic getaways
    • Groups of friends looking for an upscale night out on the water
    • Honeymooners wanting an intimate, gourmet dinner experience
    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 #69CKX8

    Private Charter - 40' Sailing Catamaran

    $2,538.72

    Maximum of 10 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
    731 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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