Hi Alli! Welcome to the forum. Since you guys are experienced power-boaters I would stick with what you know. Why go on vacation and worry about your lack of sailing skills? Switch to a Power-Cat. Unless your powerboat experience is on a great lake, you will have plenty of new things to learn with boating on the ocean. Keep it simple and fun for your group. Your other option is to hire a captain since you do not have the required experience to safely operate a sailboat.