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    5. St. Augustine Sunset Cruise With Live Music
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    St. Augustine Sunset Cruise With Live Music

    Sunset cruise on the Black Raven with live music and St. Augustine views

    4.4 stars• 1.2K reviews
    From$56/ personincl. taxes and fees

    Duration

    2 Hours

    Includes

    Live music, scenic views

    Highlights

    Cruise St. Augustine at sunset aboard the Black Raven Pirate Ship, with live music on select dates. Pass the Bridge of Lions and sights like Castillo de San Marcos while you relax with a cocktail and breeze.

    • Board a 2-hour sunset cruise on a pirate ship
    • Travel past the Bridge of Lions and downtown Bayfront
    • See Castillo de San Marcos and other points of interest
    • Listen to live music by Steed McQueen on select dates
    • Request songs at the bar and enjoy a cocktail
    • Watch for dolphins and coastal birds along Salt Run

    What's Included

    • Live music
    • Views

    Things to know

    All ages are welcome, but this cruise is recommended for children 10+ due to duration. Live music dates exclude Sundays and are subject to change.

    Cancellation Policy

    Customers will receive a full refund or credit with 72 hours notice of cancellation.

    FAQs

    This scenic sunset cruise features live music, views of historic St. Augustine landmarks like the Castillo de San Marcos and Bridge of Lions, and opportunities to spot dolphins and local wildlife.

    Yes. The cruise includes live music performances, with songs from artists like Jimmy Buffett and Kenny Chesney. Live music is not available on Sundays.

    All ages are welcome, but the cruise is recommended for children ages 10 and older due to the duration.

    Meeting details

    St. Augustine Municipal Marina, 111 Avenida Menendez, St. Augustine, FL 32084

    Perfect for

    • Couples seeking a romantic evening with live music and historic coastal views
    • Families with kids 10+ wanting wildlife spotting and St. Augustine sightseeing
    • Friend groups looking for cocktails, sunset scenery, and local entertainment
    Experience provided by Pirates of St. Augustine
    Experience provided by Pirates of St. Augustine

    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 #UPKVH6

    Adult

    $56.70

    Ages 13

    0

    Child

    $51.02

    Ages 3-12

    0

    Toddler

    $20.38

    Under Age 3 (0-2 years)

    0

    Senior

    $53.29

    Ages 55+

    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

    4.4
    Very Good
    1.2K reviews•Google Maps

    This pirate ship experience in St. Augustine seems to hit different notes depending on which cruise you choose. Families with young kids consistently rave about the crew's energy and how well they tailor the entertainment to different age groups. The treasure hunt activity gets enthusiastic mentions, and parents appreciate that the humor works for adults while staying kid-appropriate. The adult-only Rum Runner cruise also gets strong praise for its comedy and entertainment value, with couples highlighting the affordable drinks and hilarious skits. Several reviewers mention the crew's friendliness and how they engage with passengers throughout the trip. The sunset cruises earn special mentions for their live music and overall atmosphere. The experience isn't without hiccups though. Audio can be problematic, with the boat noise making it hard to hear the pirates at times. One disappointed group on the Rum Runner cruise felt the show didn't match the website description and found too much time spent on safety briefings rather than entertainment, questioning whether it justified the ticket cost. Some jokes and dialogue might go over younger kids' heads. Parking near the marina can apparently be tricky if you're not familiar with the area, so taking an Uber might save you some hassle. Still, the overwhelming majority of visitors seem to leave happy, whether they're toddlers clutching their treasure or adults who've enjoyed a night of laughs and drinks on the water.

    What people are saying

    Review 1 of 4
    5/5

    Fun time on the pirate ship! The crew were all entertaining.

    Photo of Michael Sullivan

    Michael Sullivan

    March 21, 2026

    Review 1 of 1
    5/5

    Fun time on the pirate ship! The crew were all entertaining.

    Photo of Michael Sullivan

    Michael Sullivan

    March 21, 2026

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