I might suggest you check the Owner's Manual to determine the 'certifiation' level of your boat. If it is an 'A' or 'B', the boat should be worthy of the trip given the conditions set for each classification. Nest would be the condition of the boat and equipment necessary. Then the tough part, are you and your crew physically able and have the knowledge to make such a trip. Preparation and properly functioning equipment is the key for any extended trip. Having said that, the missing person on your crew is not 'Murphy' as he or she is always along for the ride. Prepare and do it, as it will shorten your bucket list by one.