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    1. Local experiences
    2. /Things to do in Ocean City…
    3. /Water Activities
    4. /Fishing Charters
    5. /Fish on a 2.5-Hour Bay Headboat Trip in Ocean City
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    Fish on a 2.5-Hour Bay Headboat Trip in Ocean City

    Fish Ocean City’s bay on a 2.5-hour headboat with free tackle and frozen bait

    4.7 stars• 257 reviews

    Duration

    2 hours and 30 minutes

    Includes

    Tackle, frozen bait

    Highlights

    Head out on a public bay fishing trip aboard the Calico Jack in Ocean City, Maryland. Fish from a Coast Guard-inspected 40' headboat with onboard seating and a restroom.

    • Choose a morning, midday, or afternoon 2.5-hour departure
    • Fish the bay as the captain takes you to local spots
    • Bottom fish for flounder with a seasonal chance at other species
    • Relax with bench seating, onboard restroom, and radio
    • Depart from 32nd Street bayside next to Jolly Roger Amusement Park
    • Bring food and drinks, and pack a small cooler if you like

    What's Included

    • Tackle
    • Frozen bait
    • Life jackets

    Things to know

    Trips require a minimum number of anglers to run; if the minimum is not met you can transfer, rebook, or receive a refund. A child age 13 or older may go alone if a parent or legal guardian signs a waiver at check-in. Rod rental and live minnows cost extra, and crew tips are customary but optional.

    Cancellation Policy

    Cancel or change up to 24 hours before departure for a full refund or credit. Cancellations within 24 hours or no-shows are charged full price. If the operator cancels due to inclement weather or other unforeseen circumstances, you receive a full refund or credit.

    Product ID: HGA5UQ

    FAQs

    Arrive 15 minutes before departure and check in at the tackle shop ticket window.

    The Calico Jack headboat trip is open to all ages. A child age 13 or older may go alone if a parent or legal guardian signs a waiver at check-in.

    Bring sunscreen, sunglasses, sun-protective clothing, rain gear if the weather is inclement, and seasonal layers. You may bring food and drinks (alcohol is permitted) and a small cooler. You may also want cash for snacks and drinks onboard. Bring a cooler to take your fish home, but you do not need to bring it on the boat.

    Meeting details

    32nd street bayside, next to Jolly Roger Amusement Park

    Experience provided by Back Bay Adventures

    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

    Adult

    $32.70

    Ages 13 and Up

    0

    Child

    $27.25

    12 years and under

    0

    Why book through Greetwell?

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      No booking or service fees, ever

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    Review summary

    4.7
    Excellent
    257 reviews•Google Maps
    201
    17
    5
    2
    10

    Back Bay Adventures offers both fishing charters and jet ski rentals that consistently deliver for families and first-timers. The fishing trips stand out for their manageable 2.5-hour duration and smaller capacity (capped at 25 people), which means more space and attention than crowded competitor boats. First mates like Kellen, Tallon, and Finn earn frequent praise for being attentive and jumping in to help with everything from baiting hooks to untangling lines, making the experience smooth even for complete beginners. The jet ski tours also get enthusiastic reviews, with guides described as friendly and giving groups plenty of open water to explore. Families particularly appreciate how welcoming the staff is with kids and nervous first-timers. One booking hiccup appears in the reviews where a trip was cancelled twice due to low participant numbers, which caused frustration. Otherwise, the crew's helpfulness and the reasonable pricing for what you get are the consistent themes that come through.

    What people are saying

    Review 1 of 5
    5/5

    Our first time to Ocean City Maryland and we found this place, definitely a hidden Jem! We loved everything from the captain, til his helpers (Chris and Cullen) they were fantastic! We had a great experience definitely going back to these guys! A bonus the whole boat caught a lot of fish! Thank you for a great fun trip!

    Photo of Lisa Battaglia

    Lisa Battaglia

    August 27, 2026

    Review 1 of 1
    5/5

    Our first time to Ocean City Maryland and we found this place, definitely a hidden Jem! We loved everything from the captain, til his helpers (Chris and Cullen) they were fantastic! We had a great experience definitely going back to these guys! A bonus the whole boat caught a lot of fish! Thank you for a great fun trip!

    Photo of Lisa Battaglia

    Lisa Battaglia

    August 27, 2026

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