Catamaran charter Caribbean prices are the friendliest entry point in crewed yachting. A 45-50ft crewed sailing cat in the British Virgin Islands runs roughly $15,000-25,000 a week for up to 8 guests, often all-inclusive of meals and standard bar.
Why catamarans price well: two hulls mean huge deck space per dollar, shallow draft opens anchorages motor yachts cannot reach, and sails keep fuel bills low. The BVI cruising permit is a few dollars per guest per day, trivial next to the charter fee.
Ask what all-inclusive covers before you book. Standard bar usually means house wine, beer, and basic spirits. Top-shelf bottles, champagne, and dockside dinners land on your tab. A good preference sheet, which the crew sends before the trip, sorts this out in advance.
Watch the edges. Premium spirits, scuba diving, and onshore dinners usually sit outside all-inclusive terms. And Christmas and New Year weeks price at a premium and book out a year ahead.
Split eight ways, a catamaran week can cost less per person than a mid-range resort. With a private chef.