If you are going to run this on traditional values they it should be judged by traditional values so
1 Leave port
2 IF you make a landfall say hallo to the nearest local - if they reply in french you win!
3 If you ever bump into any of the other boats in the 'competition' again just lie about how you did because unless they cheated (by using hight tech comm's) how they going to know any different!
And of course don't forget the most traditional practice of all which is to drink yourself sensless and wake up in a house of ill repute or co-oped into the navy