I'd encourage you to change your sked, Peter
Peter, I do think the SSCA BB - http://ssca.org/sscabb/index.php - is a good resource for folks with plans like yours (thanks for the kind comments, Bob...). But in this case, there's not much to finesse. Once you go offshore and into seasonal cruising waters (most especially places like the N Atlantic and also during Summer's storm season), you have to shift from the tendency to work from a personal or professional calendar and move to one that reflects seasonal weather patterns.There is little in your schedule that is prudent or even inviting, I'm afraid. Beginning your passage during the late summer/early Fall gives you the worst of both worlds: increasing (in number and strength) LP cells migrating across N America and out into the N Atlantic by Sep, along with their frontal wx systems, but also a good chance of intercepting a tropical storm (or worse) - look e.g. at the recent years' storm tracks and note how the names reflect storms thru-out the season: http://www.solar.ifa.hawaii.edu/Tropical/summary.htmlYour desire to leave Ireland/UK in the early Spring is also a tough choice as it will have you transiting perhaps a bit of the Irish Sea and certainly Biscay before summer, a time when violent weather is still occurring and when temps are uninviting. As you progress further S down the Iberian Atlantic Coast, the favorable Portuguese Trades won't yet be in place and you'll instead have to deal with SW'ly gales. Getting to Madeira & the Canaries could be a real trial. The Trade Wind route across to the Caribbean might be okay if rough in Mar-Apr; your passage will be influenced by gales in the N Atlantic, so you'll see a lot of N'ly swell(roll/roll/roll...).Cornell's reference and also Anne Hammick's Atlantic Crossing Guide can both be helpful for general planning but I've come to view their routing advice as potentially misleading and very 'old school'. Neither volume reflects the practice aboard most boats these days of gathering real-time wx system data and f'casts, and then adjusting the route to fit the actual weather systems in place when making the crossing. Instead, they base their routing advice on Pilot Charts which are of course accurate in a general sense but far less accurate for a specific point in time and space. However, note the frequency of gales in the Atlantic pilot charts, which you'll want to reflect on: http://pollux.nss.nima.mil/pubs/pubs_j_apc_sections.html?rid=10499Your preferred sked for the entire Circle you plan will be something like this: Atlantic Crossing either direct or via Azores beginning in late May or June; arrival in the UK most likely in July/Aug with some regional cruising possible until Sep; reclaim the boat in May for local shakedown, S-bound transit to perhaps Lisbon and on to Madeira & the Canaries over the balance of the summer; departure for the Caribbean in Nov/Dec and return to N America by May/June. Even this extended calendar sure doesn't offer much time to smell the roses...Jack