Courtesy of Sailing Totem:
We’ve been fortunate to spend time in both of these cruising grounds, through the full range of seasons. Mexico was our first international stop after beginning our cruising life in 2008; we left from there for the South Pacific in 2010, and have been back again since 2018. We arrived in the Caribbean in 2016 when we made landfall in Barbados after sailing up the Atlantic from Africa. We’ve been through the eastern chain twice: on our way to the USA that spring. In 2017 when we spent most of the year in the Caribbean, from Dominican Republic through the chain to Grenada and ultimately pointing west via the ABCs, Colombia and the Panama Canal.
https://www.sailingtotem.com/blog/2020/12/whats-better-for-cruising-mexico-or-the-caribbean.html
Before you depart, make sure you have your first aid and ditch bag ready to go.