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

    Four-course dining and sunset views from a luxury sailing yacht

    5.0 stars• 769 reviews

    Duration

    3 hrs

    Ideal For

    4 to 12 people

    Includes

    4-course dinner, drinks, sailing

    Highlights

    Savor a chef-prepared dinner while sailing past the St. Augustine bayfront at sunset. Share the experience with fellow diners aboard a luxury yacht.

    • Watch the bayfront as the sun sets behind the city
    • Share a dining sail with fellow travelers at separate tables
    • Use the onboard restroom during your sail
    • Dress for the forecast and bring a light jacket or sweater for breezy conditions
    • Wear comfortable non-marking, non-slip shoes; heels and black-soled shoes aren't permitted

    Itinerary

    #Day of Your Sail

    ✅ Arrive & Check-In – Please check in 15-20 minutes before departure.

    ✅ Final Weather Check – Be aware of any last-minute weather updates.

    ✅ Transportation Coordination – Ensure timely arrival for check-in to avoid missing your departure.

    #Dinner Cruise Experience

    🍽 Personalized Dining – Guests will be guided to their tables upon boarding.

    🥂 Welcome Beverage – Enjoy your first drink of choice once the safety briefing is complete and the vessel departs.

    🌊 Scenic Dining – Relax as each course is served while sailing along the bayfront and river. Dessert is typically enjoyed on the return trip.

    🐬 Spot Marine Life – Keep an eye out for dolphins and other marine wildlife during your voyage!

    #Post-Sail Departure

    ✅ Wrap-Up & Docking – Gather your belongings and ask the crew any sailing-related questions.

    📸 Share Your Experience! Tag @StAugustineSailing on social media and leave a review to share your adventure with others!

    We look forward to welcoming you aboard for an unforgettable sailing experience!

    What's Included

    • Chef-prepared four-course dinner
    • Selection of wine, beer, or non-alcoholic beverages
    • Private chef and dedicated server

    Important details

    • Arrive at least 15 minutes before departure
    • A waiver is required
    • Dinner selections are required 2 weeks before departure
    • Departure requires at least 4 confirmed guests
    • Gratuity is not included in the listed price; 20% is recommended

    Cancellation Policy

    Cancel at least 7 days before departure for a full refund. Within 7 days, deposits are nonrefundable; within 72 hours, all payments are nonrefundable. If dangerous weather prevents departure, dinner is served aboard the docked vessel.

    Product ID: 3VEFVH

    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

    St. Augustine Sailing, 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.

    Call or text 1-877-GREET-WELL

    Report an issue

    Person

    $722.37

    0

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    Review summary

    5.0
    Excellent
    769 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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