Top 5

Top five (okay eight) places I'd like to go right now (some are speculative (of course) because for instance, a few would be tres appropriate with a little misses).

Eight. Tour of the S. Pacific
A J.Hassell original - Vietnam, Thailand, Australia, New Zealand then maybe back to Hawaii.
Seven. South America
The rainforest/Amazonia - crazy unadulterated rainforest. i.e. this
Six. Martha's Vineyard
Fried clams on a summer night.
Five. Fenway Park (Boston, Mass.)
Obviously.

Four. Spring House Hotel (Block Island, Rhode Island)
"It is considered one of Block Island's most elegant historic landmarks. The Spring House, with its wraparound veranda, mansard roof and distinctive cupola, rises from a 15 acre promontory overlooking the Atlantic Ocean and the Block Island's foothills. For these and many other reasons, it is counted among New England's most desirable destinations. Throughout its colorful 150 year history, the island's oldest hotel has hosted notables ranging from Ulysses S. Grant and Mark Twain to singer Billy Joel. The Spring House has even provided the formal setting for Kennedy wedding in its recent past."

Three. Crater Lodge (Ngorongoro, Tanzania)
Catch a few game drives, a few nights on the veranda and then a trip south to Hermans, SA to visit the Johnsons - not bad.
Two. Madrid
Beautiful city, beautiful people.
One. Capri (Italy)
Just look, it's self explanatory.

and of course even more alluring than any of these is playing croquet on the Memfrica croquet courts with Nicholas August (Cubs fan) VanDerVoort.

P.S. -- I'll admit when doing this I stumbled across a GQ article (I know - GQ = eww.) that had a top "27 places to take her" and a few of their places were quite intriguing. Intriguing enough to merit top eight consideration.

I'm not this well traveled, I had some help.