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    1. Local experiences
    2. /Things to do in Ocean City…
    3. /Water Activities
    4. /Boat Tours
    5. /Private Boat Parties And Cruises
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    Private Boat Parties And Cruises

    Charter the Calico Jack for a private bay cruise with space for up to 32 guests

    4.7 stars• 257 reviews

    Duration

    2.5 hours

    Ideal For

    Up to 32 people

    Includes

    Cooler with ice

    Highlights

    Book a private cruise aboard the Calico Jack for an easy way to celebrate with friends and family on the water. Bring your own food and drinks, queue up your playlist, and enjoy a comfortable ride with onboard amenities.

    • Cruise Assawoman Bay on a private charter
    • Bring up to 32 friends and family onboard
    • Bring your own food and drinks, including alcohol
    • Connect your playlist to the Bluetooth radio
    • Use the onboard restroom and bench seating
    • Request a stop or drop-off at select local bars and restaurants

    What's Included

    • Cooler with ice

    Things to know

    Please arrive 15 minutes prior to departure and check in at the tackle shop ticket window. Swimming is not permitted from the boat, and drop-offs are not available for Seacrets or locations north of 32nd Street.

    Cancellation Policy

    You may cancel or change your private charter up to 7 days prior to departure for a full refund. Cancellations within 7 days of the trip or no-shows will be charged the full price. If the operator cancels and the boat does not leave the dock, you will receive a full refund.

    Product ID: 6S6MMN

    FAQs

    Please arrive 15 minutes prior to departure and check in at the tackle shop ticket window at 400 East 32nd Street, bayside next to Jolly Roger Amusement Park.

    Yes. There is free street parking along 32nd Street.

    Bring sun protection (sunscreen, sunglasses), seasonal clothing, and rain gear if weather is inclement. You may also bring a camera/GoPro or binoculars.

    Meeting details

    400 East 32nd Street Ocean City MD 21842

    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

    Private Party 2.5 Hr. (Peak Time)

    $1,035.50

    Rate includes up to 32 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

    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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