We're here to help
    Book online or call (650) 414-7338
    1. Local experiences/
    2. Things to do in Ocean City/
    3. Water Activities/
    4. Boat Tours/
    5. Private Boat Parties And Cruises
    Why travelers choose Greetwell
    Curated by our team

    Every experience is selected and approved for quality and safety

    Personal concierge

    Real humans available to help before, during, and after your booking

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else

    Easy booking

    Reserve in minutes with flexible cancellation on most experiences

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    • (650) 414-7338
    • Contact our team

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Gallery image
    Gallery image 2
    Gallery image 3

    Private Boat Parties And Cruises

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

    From$1,035incl. taxes and fees

    Search all experiences

    Discover what we've curated for you

    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.

    FAQs

    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.

    Meeting details

    400 East 32nd Street Ocean City MD 21842

    Experience provided by Back Bay Adventures
    Experience provided by Back Bay Adventures

    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 (650) 414-7338

    Reference #6S6MMN

    Private Party 2.5 Hr. (Peak Time)

    $1,035.50

    Rate includes up to 32 people

    0

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

    4.7 stars• 236 reviews

    Review summary

    4.7
    Excellent
    236 reviews•Google Maps

    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

    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!

    Photo of Monika T

    Monika T

    July 13, 2025

    Review 1 of 1
    5/5

    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!

    Photo of Monika T

    Monika T

    July 13, 2025

    Nearby activities

    Thumbnail

    Private Bay Fishing Charter On The Calico Jack

    $1,035.50
    Thumbnail

    Liquid Tiki Boat Charter in Ocean City

    From$372
    Thumbnail

    70 HP Pontoon Boat Rental In Ocean City

    From$342/ boat
    Thumbnail

    90 HP Pontoon Boat Rental In Ocean City

    From$388/ boat
    Thumbnail

    Alcohol-Inclusive Sunset Tiki Boat Cruise

    $84
    Thumbnail

    3-Hour Head Boat Bay Fishing Trip

    From$39/ person