Not sure what kind of boats you plan to be sailing, but if you need a wet suit, we are not talking a regular production boat.
Here is what I tell my crew about packing for the trip:
The general rule is to pack light. Figure on wearing items more than one day, wearing only one or two pair of shoes, and only bring one jacket. In cold weather, plan on layering your clothing as opposed to having several different weight coats and jackets. Pack your things in a soft-sided gym bag or duffel bag instead of in a hard-sided suitcase or trunk. Start with a smallish bag and resolve to fit everything in it. If it doesn’t fit in the bag, leave the item at home.
Try not to bring items that are already on the boat. No need to bring corkscrews or first aid kits, for example. We have them aboard. Also, be wary of bringing coolers. There are few places to properly secure them and we have a cooler and an ice box on board already. Consider, too, that we only have access to alternating current when we are at the dock. Your blow dryers, blenders, and anything else that plugs in won’t work after we cast off.
Plan on the worst possible conditions when choosing foul weather gear and cold weather gear. Take a look at the forecast, add a grain or two of salt, and pack accordingly. If you are joining us for more than three days, assume the forecast is pure fiction and just figure that the worst weather appropriate for the season will occur.
It is generally dry below decks, but we have shipped a wave on occasion and sometimes rain works its way below, usually directly onto your gear. Even if your bag is water proof, place your items in ziplock bags or secured garbage bags before packing them so that all your gear stays nice and dry.
Suggested Packing Lists
* denotes items that we normally have on board, but some folks prefer to bring their own
For a daysail:
Sunscreen* Wide-brimmed hat Lip Balm
Knife Whistle* Life Jacket*
Swimsuit Towel Boat Shoes
Foul Weather Gear Fleece/sweater Sunglasses w/strap
Sailing Logbook Sailing gloves Hat tie down
For a weekend cruise, all the above items plus:
Linens / sleeping bag Pillow Personal Medications
Toiletries Going ashore shoes Pajamas
Snacks* / gum / mints Book to read Shower shoes
Knee pads Change of clothes Hair ties
For a three to five-day cruise, all the above items plus:
2nd change of clothes Earplugs Sleeping mask
Strobe / MOB Light Personal flashlight Cell phone charger
and tether Snorkeling mask Watch cap
Alarm clock Back up eye glasses
For more than five days, add:
Passport 3rd change of clothes Laundry bag