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Answer:
YACHT
Possible Questions:
Kind of club
Sound investment?
Marina sight
Pleasure craft
America's Cup entry
Pleasure boat
America's Cup entrant
Regatta entry
Luxury craft
Regatta racer
Cruiser
Big boat
Spinnaker's setting
Regatta entrant
Harbor status symbol
Cruise in style
Basin craft, perhaps
Basin craft
America's Cup racer
America's Cup competitor
Symbol of affluence
Ritzy boat
Narragansett Bay sight
Marina tenant
Marina craft
Mansion on the water
Luxury boat
America's Cup vessel
America's Cup contender
"Lifestyles of the Rich and Famous" boat, typically
Workplace for a cabin boy
Tycoon's toy
Tycoon's ride
Tycoon's boat
Trump's Princess, e.g.
The Courageous, e.g.
Stars & Stripes, e.g.
Spinnaker's place
Spinnaker site
Sight at a marina
Private water craft
Pricey boat
Place for a spinnaker
No vessel for a vassal!
Newport Beach sight
Millionaire's transport
Millionaire's toy
Millionaire's plaything
Millionaire's boat, maybe
Marina visitor
Marina Del Rey sight
Intrepid, for one
Houseboat's rich relative
Harbor party site
Floating home
Fancy party site, sometimes
Fancy party site
Fancy cabin cruiser
Entry in an annual international sports competition since 1851
Cruise conveyance
Craft for the ultra-rich
Craft for the loaded
Courageous or Intrepid
Costly vessel
Costly boat
Common St. Tropez sight
Castaway : raft :: millionaire : ___
Blue blood vessel?
Australia II or Liberty