Hurricane Cove, Nevis: Small bungalow resort on the northern point of the island of Nevis, with beautiful views of neighboring St. Kitts.
Pink Sands Hotel, Harbour Island, Bahamas: Part of the Island Outpost chain of small luxury island resorts, Pink Sands has 25 eclectically decorated cottages along a three-mile stretch of mostly deserted pink-sand beach.
Strawberry Hill, Jamaica: Located far from ther touristy coastline, this Blue Mountains resort features a dozen Georgian-style cottages and a luxury Aveda spa, on a mountaintop perch overlooking Kingston.
Goldeneye, Jamaica: Buffett is an author as well as songwriter, so no surprise that he has some affinity for Goldeneye, the one-time Jamaica home for 007 author Ian Fleming.
The Caves, Jamaica: Another Island Outpost property, The Caves is a legendary Jamaica hideout with cliffside villas, subterranean snorkeling, and a restaurant (and even a hot tub) built into natural caves.
Eden Rock, St. Barts: Jimmy wrote some of his songs while staying at this Relais & Chateaux property, which literally perches on a rock on St. Jean Beach.
Admiral's Inn, Antigua: Located at the historic Nelson's Dockyard, the hotel and restaurant are build in and around a 1785 former storehouse and harbor office.
Anegada Reef Hotel, B.V.I.: Small, family run resort located on a beautiful and largely deserted sandy island in the British Virgin Islands.
Blue Heaven Rendezvous, St. John: Luxury villa inspired by the 1995 Jimmy Buffett song.
