I would like to take a trip to Florida or the Caribbean in late spring of this year. Late May or JUne. I have never traveled alone, however, often can't get people to travel at teh same time.

Can anyone suggest a destination in Florida or Bahamas, Jamaica, or Domincan Republic that I might be comfortable at traveling alone. If it is a Cariibbean destination, I prefer all inclusive.

I will be leaving out of NYC area.

Any suggestions are appreciated.

Will you drive a rental car when you get to your 1st destination? I would suggest taking one of the Silver Service trains (Star or Meteor) from NYP as far south as Orlando and then renting a car from there.
You could also tack on a cruise from Port Canaveral or Miami.
I have traveled many thousands of miles solo by train and rental car.
I only fly when I have to be someplace far away the next day which is not often.

You will get more replies on the United States and Caribbean boards.

bevey you seem to have been absent for 6 years. I know, life happens. Choose between Florida and elsewhere and post again.

Definitely read and post over on the Caribbean, US, and maybe Mexico forums.

Places I've been to solo include: Negril Jamaica, Puerto Vallarta and Cabo San Lucas Mexico, and Hawaii (too far for you from NY and no-AIs).

To your list I would add the "mayan riviera", which is the Caribbean coast of Mexico. There are all kinds of All-Inclusive options, all price ranges, comfortable to travel solo, and better value (generally speaking) than you'll find in the Caribbean islands.

If you only want to go to an AI resort and stay there, look at Punta Cana in the DR, but there's not much there off-resort, like you'd find in Mexico.

A simple and fun trip for a few days could be to Miami/South Beach.

Fly in to Miami International, have a hotel in the South Beach area itself, and just take a shuttle to/from the airport, so no rental car necessary.