There are flotillas, though maybe not when you'd like them to happen. Not likely a naval escort, unless you're a Russian multi-billionaire.
Last I heard there was a "corridor" where naval folks would kind of sort of keep an eye out and be doing some patrols for a portion of the passage
So, some wild, crude, theoretical guesses from an absolute non-expert via the PFA algorithm (PFA = "plucked from the air"). Maybe someone who actually knows something can replace these with real numbers...
assumptions: 44' sailboat, 3 crew, boat
worth $125 000, extra fuel
on board, reliable engine
and good level of mechanical skills and spares.
option 1 ... put the boat on top of a ship. $45,000 -- including not just shipping
cost, but voyage to loading point, preparation, constructing cradle
if needed, crew travel, insurance
, etc. Some opportunity cost of waiting for a ship going your way.
option 2 ... Suez. Slow convoy, coordinated and in communication with naval authorities, no "special crew" on board. More guesses -- chance of captivity 1 in 200, ransom value of crew $ 2 000 000 in US dollars. Assumes convoy is not sailing during time of year when strong winds blowing up the Red Sea are more frequent. Usual wear and tear and damage to boat, sails
, and gear
, maybe costing $5 000, usual other customary annoyances and hardships.
2b: special crew on board, cost $15 000, chance of captivity essentially nil, but still a chance of damage or injury.
option 3... Cape of Good Hope. Longer transit time (value of this time ??), maybe a little more need for crew, definitely more wear and tear ($15 000 -- 20 000 ???), somewhat more chance loss of vessel (1 in 500 ??? $ 125 000 vessel ???). Assume voyage is planned for best time of year... may require additional delay.
Crew experience, time available, climate tolerance of crew, value of opportunity to visit particular places, value of chance of extended in-depth study of local culture.... all in the "your mileage may vary" category.
All these numbers are arbitrary guesses -- put in your own.