Okay, your DH doesn't get a vote this year... This is YOUR year for YOUR vacation!!!!!
Don't 'convince' him, just tell him!!!!!
We are lucky, as we now have my inlaws timeshare week to use... So we have had a few nice vacations.
Grand Canyon... that was an AWESOME trip! Stay at gorgeous Sedona, Do the Pink Jeep Tour (a complete 'must'), Slide Rock, etc... and then see the Grand Canyon from there.
I do not remember the ages of your son/kids.... Our son was 10 when we went on this Sedona/Grand Canyon trip and he totally LOVED it!
In a few weeks we are leaving for the Historic Williamsburg / DC trip that others are describing. DH and I did this before DS, and we immediately promised that when our son was about 12, we were coming back to bring him to experience all of this. Hopefully this will be another awesome trip! for kids there is Water Country, and we are not theme-park people, but of course there is Busch Gardens. We will be taking a day-trip drive up the coast, Chesapeake Bay bridge, Chincoteage Island.
If you want affordable Caribbean, of course the first options are Bahamas and Mexico (Mayan Riviera). I would LOVE to see the Exumas!!! ( where Isla Cruces was filmed for POTC) But, for an easier and probably more affordable vacation, the Mayan Riviera, the ruins at Tulum, etc... sound great.
Which places in the Caribbean jump to your mind...
Are you looking for big-resort all inclusive, or something more off the beaten path....
I might suggest Cheapcaribbean.com as a good place to start looking and shopping. They seem reputable and seem to have competitive prices for their vacation plans.
Happy Planning!