Still Crazy II - Cruise the Chesapeake in luxury! (Captained)

5.0
(16 bookings)
33 ft
Boat length
Up to 10
Passengers
Captained
This boat is rented with a captain
100%
Owner’s response rate

The boat

Adventure awaits aboard this huge open-layout bowrider! Lots of room for your group to spread out and enjoy a day on the water.



Enjoy a Captained cruise on the Chesapeake Bay aboard the Still Crazy II, a 2020 Regal 33 OBX. Choose a destination, and we'll handle the rest. Restaurant hopping. Tour Annapolis or Baltimore. Cruise to Kent Narrows. Or just anchor, swim and chill. This big hull provides a comfortable ride in style.



Amenities: Bathroom and large hardtop with ample shade. Cockpit can be fully enclosed, or opened up to enjoy the wind. Grill, sink, and TV. Deck shower (heated). Swim platform. Bluetooth enabled sound system. Swim floats. Water skis and towable tube. Fridge and freezer. Generator and 110v power.



*** Please read the important notes below on fees, charter durations, etc., then if you have any questions, don't hesitate to message us! ***



- Tips always appreciated! (the deckhand may be working only for tips).



- Fridge space is limited, so you may want to bring a cooler. We'll have water onboard.



- NO smoking of any kind.



- Please apply spray-sunscreen before getting on the boat.



- Food and adult beverages (other than red wine or other things that might stain) are fine!



- Heels are great, but not for boating! To avoid injury and damage to our boat, please wear flat footwear.



- Fuel use will be calculated at your trip's conclusion. For a rough estimate, we'll burn 20 gallons an hour at average cruising speed in moderate seas.



- The charter time begins ("check in") when we leave our dock, and runs until we're back at our dock, so please factor that in when booking so you have plenty of time! We are berthed on the upper Magothy River. For reference, we are 45 minutes to Annapolis, Baltimore, or the Narrows at Kent Island (in fair seas). We are happy to do a pickup at the location of your choice, but the time still counts from when we leave our home berth.



- Boatsetter handles all deposits and fee collections. Any temporary holds on your CC for incidentals are typically removed 1 day after the charter's conclusion.



- Please let us know if you have any medical conditions to be aware of, such as a tendency for seasickness.



- Kids count toward the passenger cap! Small children will need to wear PFDs. If you don't have any, let us know so we can make sure we have appropriate sizes.



- We're rain or shine on the Still Crazy II, with the exceptions of thunderstorms or small craft advisories. If we don't think conditions are safe, we may reschedule your trip.









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Will
Owned by
Will
5.0
(12 ratings)

Amenities

Bathroom
Stereo
Bluetooth audio
Floating mat
Inflatable toys
Cooler / Ice chest
Air conditioning
Swim ladder
Paddleboards
Children's life jackets
Waterskis
Deck shower
Refrigerator
Anchor
Fish Finder
See all

Specifications

Year
2020
Length
33 ft.
Make
REGAL BOATS
Model
33 OBX
Capacity
10
See all
/ (excl. fees)
Date
Duration
Start time
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Ratings & reviews

5.0
(0 rating)

Boat location

Exact location information is provided after a booking is confirmed.

Your crew

Boat owner
Will
Will
TOP OWNER
5.0
(12 bookings)
25 Ton Master USCG Captain who has been boating the Chesapeake and Delaware Bays, Ocean City and beyond, since before I can remember. I grew up sailing with my father, and working around the industry. Later I helped helm my father in-law's fishing boat out of Ocean City. More recently I began skippering my own fleet. In 2024, I earned my Merchant Mariner Credential to make it official. Partnering with Boatsetter and other Captains on the platform has been a great experience! I've enjoyed meeting so many awesome guests, and helping them have a fun day on the water.
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  • Response rate: 100%
  • Avg. response time: < 3 hours

Things to know

Allowed on boat

swimming
alcohol
kids under 12
fishing
glass bottles

  • Free cancellations until 24 hours before the booking start time.
  • Cancellations within 24 hours of the booking start time are non-refundable.
See policy

A security deposit hold (not a charge) will be placed on your credit card 48 hours before your booking starts to cover any incidental damage that may occur during your rental. This hold is released 48 hours after the booking is complete, if no claims are made. The security deposit amount for the boat you are booking will be outlined during the check-out process.

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