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.
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.
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.
My family and I had a wonderful time jet skiing! Our guide, Alex, was very attentive and friendly. We had a huge area of water to jet ski and no interference from other jet skiers or boats. Highly recommend Back Bay!
Monika T
July 13, 2025
My family and I had a wonderful time jet skiing! Our guide, Alex, was very attentive and friendly. We had a huge area of water to jet ski and no interference from other jet skiers or boats. Highly recommend Back Bay!
Monika T
July 13, 2025