More often reserved for vacations than retirement, many Caribbean territories roll out the red carpet for baby boomers ready to rev up their next big adventure. Beyond the perks of warm weather and a closet without winter coats, the islands welcome those exiting the fast track with a laid-back lifestyle, tax incentives, affordable health care and lobsters on the grill. Live the dream, pack your bags and write the next chapter of your life under a palm tree. You’ve earned it.

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