Enjoy a customizable 2.5-hour cruise or fishing outing on a comfortable pontoon catamaran.
1.5–2.5 hrs
Up to 6 people
Captain, Cooler with ice
Board the Calypso catamaran for a private cruise or fishing charter on Assawoman Bay. Bring your own food, drinks, and music while your licensed captain handles the navigation.
Arrive 15 minutes before departure. The boat lacks a restroom. Maximum 6 passengers. Charters sail rain or shine. Gratuity for the Captain is not included in price. 20% is customary and greatly appreciated.
This booking is for the whole experience, which fits up to 6 guests.
Free cancellation up to 7 days before departure. Cancellations within 7 days or no-shows are charged in full. If the operator cancels and the boat does not leave the dock, a full refund is issued. If a trip is cut short after departure, a credit is provided for the unused time.
Product ID: PAFXJA
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.
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!
Lisa Battaglia
August 27, 2026
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!
Lisa Battaglia
August 27, 2026
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