The problem with 'portable' HF radios is that they NEED a 'good' external antenna - especially when used inside a boat, when the 'built-in' antenna is within the 'plane' of the lifelines, shrouds, etc. and thus becomes 'shielded'. A simple 'long wire' attached to the 'Ext. ant.' jack and raised up to a spreader, etc. is usually all that it takes .... the 'longer the wire, the better'.
Here's Chris Parkers broadcast schedule: CARIBWX The Caribbean Weather Site
Be advised that at this time of the year, you can only 'usually' hear Chris at about 400-600 miles from central FLorida on 4mHz, and up to 1000 mi on 8 mHz. and depending on which way his 'antenna is directed' - towards Bahamas (4.045) /Eastern Carib (8.137)/Western Carib.(8.104). All these frequencies are USB - "upper side band", so you may need to 'switch' to the correct 'side band' (USB) to hear him or be in the proper geographical position to be within his 'beam'.
"Atmospheric's" and radio propagation strength at the time you listen is also a cause of 'missed signal'.
Put a 'long wire' (just a long length of 18ga. etc. wire and proper connector) and run it up your mast if you want to get the 'max' out of your HF/SSB receiver.
Make sure that the frequency selection is set to USB
on the LSB/AM/USB
switch when in HF/SSB mode.
"national and commercial" broadcasts are mostly on AM
Marine SSB is 'mostly' on USB
Ham/amateur radio is 'mostly' on LSB, etc.
If you have the Kaito KA1102, the pic. I have on this rig doesnt seem to show a LSB/AM/USB switching ..... and that may be your problem. Amazon.com: Kaito KA1102 - Worldband radio.: Electronics
Longwire external antenna: Amazon.com: Kaito AN-03L - Radio antenna: Electronics: Reviews, Prices & more