Weymouth is easy launching whith plenty to see do and eat!....
pontoons ect.
It's also a really nice Scenic run too/from West Bay and or Lyme Regis (strong tides around Portland) which has loads of Facility's and All states tide launching/ recovery...West Bay.
Lulworth Cove is lovely but will mean Tender/Wadeing ...or Cadgeing a lift
...if your anchoring/mooring there.
Launching at WestBay covers visiting pontoons (available all Summer) fees at Lyme Regis too
Have a good one!