Charter the Calico Jack for a private bay cruise with space for up to 32 guests
Discover what we've curated for you
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.
Where do we check in and how early should we arrive?
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.
Is parking available at the departure location?
Yes. There is free street parking along 32nd Street.
What should we bring for the cruise?
Bring sun protection (sunscreen, sunglasses), seasonal clothing, and rain gear if weather is inclement. You may also bring a camera/GoPro or binoculars.
Are life jackets provided?
Yes, life jackets are supplied.
How does the rain check policy work?
The boat sails rain or shine. If the operator cancels and the boat does not leave the dock due to inclement weather or other unforeseen circumstances, you will receive a full refund or credit. If the boat leaves the dock but returns early, you will receive a credit for the amount of time missed.
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