Charter the Calico Jack for a private bay cruise with space for up to 32 guests
2.5 hours
Up to 32 people
Cooler with ice
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.
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.
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.
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.
400 East 32nd Street Ocean City MD 21842
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.
Went on a fishing trip. The captain (Drew) and mate (Ethan) were awesome. Very knowledgeable. Everyone on the boat caught fish. What more could you ask for. Will recommend to anyone who ask. Fair price as well. Will definitely book again!
Dale Palmatory
June 7, 2026
Went on a fishing trip. The captain (Drew) and mate (Ethan) were awesome. Very knowledgeable. Everyone on the boat caught fish. What more could you ask for. Will recommend to anyone who ask. Fair price as well. Will definitely book again!
Dale Palmatory
June 7, 2026
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