A vacation is sometimes difficult to plan because most people don't have any idea where they would like to go. If you take a cruise, you can sample a little bit of different places on one vacation. If you find an island or destination you really love, you can return and spend more time. I love to wake up in a different location every morning.  You will not find better service and entertainment which is all included. If you are a "bottom line" traveler, this will definitely suit your fancy.  Think of it as your floating hotel with anything you want to eat. Try a 5 or 6 day cruise and then decide if cruising is for you. You will try it and probably like it.  

Cruising during hurricane season can be a challenge.  You can prepare for it ahead of time.  If you decide to book a cruise during hurricane season, travel insurance is a must! I cannot stress this enough.  I started cruising back in the late 1990's, the down season (hurricane season).  I very rarely encountered any issues with the weather.  I have noticed that over the years the Atlantic is becoming more and more active during the months of June to November.  The actual start and end of hurricane season is June 1 to November 30.  The deals during this time can be very tempting.  I always loved traveling in the fall but as long as you purchase travel insurance you will be in good shape.  The only other issue is the change in itinerary.  If you select a certain cruise because of the itinerary during hurricane season, it may change.  If you read your passenger contract, the cruise line may change the itinerary at any time because of weather.   It is a beautiful time of the year to travel but just make sure you have covered all your bases. Happy Cruising!