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    5. St. Augustine Sunset Cruise with Live Music & Dolphins
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    St. Augustine Sunset Cruise with Live Music & Dolphins

    Sail past St. Augustine landmarks at golden hour with live music and chances to spot dolphins

    4.3 stars• 1.1K reviews
    From$50/ person

    Duration

    2 hrs

    Includes

    Live music, Sunset cruise

    Highlights

    Set sail on a two-hour sunset cruise along St. Augustine’s waterfront as live music sets the mood. Take in historic sights, coastal wildlife, and vibrant colors while you unwind on the Black Raven pirate ship.

    1. Glide under the Bridge of Lions and past the Castillo de San Marcos
    2. Enjoy live onboard music from local entertainers
    3. Watch for feeding dolphins, bald eagles and ospreys
    4. Capture panoramic views of the downtown bayfront at dusk
    5. Request your favorite songs at the bar and sip a cocktail

    What's Included

    1. Live music
    2. Scenic sunset cruise

    Things to know

    All ages are welcome, but the operator recommends this cruise for children aged 10 and up.

    Cancellation Policy

    Full refund with 72 hours notice of cancellation.

    FAQs

    The cruise lasts approximately 2 hours.

    Live music by Steed McQueen is featured on most evenings, except Sundays.

    You’ll travel past the Bridge of Lions, the historic Bayfront, Castillo de San Marcos, and Salt Run, with chances to see dolphins, eagles, and other wildlife.

    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

    Reference #UPKVH6

    Adult

    $50.18

    Ages 13

    0

    Child

    $45.15

    Ages 3-12

    0

    Toddler

    $18.04

    Under Age 3 (0-2 years)

    0

    Senior

    $47.16

    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

    4.3
    Very Good
    1.1K 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 5
    5/5

    It was a wonderful and unforgettable trip. My family and friends celebrated my 60th birthday. I really liked the coordinated work of the ship’s crew—you guys are the best! I am grateful to you for your congratulations, songs, all historical information, games and music. I recommend this wonderful ship and crew to everyone

    Photo of Elena Pryalkina

    Elena Pryalkina

    August 14, 2025

    Review 1 of 1
    5/5

    It was a wonderful and unforgettable trip. My family and friends celebrated my 60th birthday. I really liked the coordinated work of the ship’s crew—you guys are the best! I am grateful to you for your congratulations, songs, all historical information, games and music. I recommend this wonderful ship and crew to everyone

    Photo of Elena Pryalkina

    Elena Pryalkina

    August 14, 2025

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