We have sailed that entire route over the last 2-3 yrs and it can be done on a Catalena 30 providing you know what you are doing! We went off-shore where you would use the ICW and island hop.
Come south on the ICW to the Keys, cross to the Bahamas, south to the Windward Passage and then across the Carribean before next hurricane season...sounds easy!!!!
Getting to Cartagena was hard work for two very experienced sailors (over 50,000 sea miles) on a big blue water boat.
Worst weather was 45 gusting 55 knots and 20 ft waves!
Send 12 months learning to sail after taking some lessons, get the boat in off-shore shape and then take a year or two to make the trip cruising the entire Bahamas and Caribbean before going to Cartagena after spending hurricane season in Bonaire... but relying on someone who you get off the internet to make the trip is a recipe for disaster.
ps Getting back from Cartagena to Miami in a 30 is a lovely down wind trip but would take a total of 15-20 days off-shore but it can be done in 5-6 day legs.
Worst weather on that trip was a night of 40 knot squalls.
Last edited by Yorksailor; 09-28-2011 at 12:05 AM.