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Ernest Hemingway House and Museum
  • Ernest Hemingway lived and wrote here for more than 10 years. Groups can host events on the landscaped one-acre tropical gardens, which include the pool Ernest’s wife Pauline built for him, and the bridge overlooking a koi pond. In addition, Hemingway’s home can be opened for private tours during the evening. www.hemingway home.com

Sunny Days Catamarans
  • Sunny Days offers several sailing options, including two motorized catamarans for small groups and a 78-foot sailing catamaran for up to 125 passengers. The 43-foot Cruzan Cat is the newest catamaran in the Sunny Days fleet and offers trips to Western Sambo, one of the least visited reefs in the Keys. All vessels offer snorkel and sunset journeys. www.sunnydayskeywest.com

Audubon House & Tropical Gardens
  • This is the spot where John James Audubon is believed to have conceived many drawings for his “Birds of America” folio during an 1832 visit to the island. Groups can host events in the gardens, including cocktail parties for up to 250 and dinner parties for up to 150. The 19th century American Classic Revival house serves as the backdrop. www.audubonhouse.com

Harry S. Truman Little White House
  • Truman’s home was used as the White House during his administration and shows how it was decorated for President Truman in 1949. The house and gardens, used by six presidents, a king and several ambassadors, are available for groups, including three lawns that can be used together or individually. The outdoor grounds can host up to 500, while the house itself is open after-hours to groups of up to 100 for dinners or parties. www.trumanlittlewhitehouse.com

Conch Republic Seafood Company
  • The seafood restaurant overlooks the seaport and offers daily live entertainment. The restaurant can be booked for private functions for up to 400, while the outside patio area can seat groups up to 50, or larger groups can use the brick courtyard adjacent to the patio. The restaurant’s 80-foot bar offers over 80 different brands of rum. www.conchrepublicseafood.com