How would you replace Magellan on his final voyage and reach India with his inherited reputation and contacts?
Short answerSecure food and stores, then use knowledge of African ports to avoid Portuguese trading posts and stay ahead of reports of the voyage.
NotesReliable food and stores come first because neither proposed route is attractive without them. Sailing around South America is rejected, while carrying supplies across Egypt would encounter Ottoman protection of the spice trade. The alternative uses knowledge of Vasco da Gama's voyages to identify African ports without permanent Portuguese trading posts or frequent Portuguese visits. Stops must delay news of the expedition long enough to keep it ahead of interception. The proposed route passes through the Canaries and the Guinea-Bissau area, then Cape Catherine and Cape Cross before rounding the Cape. Beyond that point, Portuguese and Arab presence becomes difficult to avoid, so the expedition would gather as many stores as possible. Reaching India remains a gamble, and the return journey would present another severe problem.