29 days in Key West Itinerary

Visit St. Paul's Episcopal Church and Fort Zachary Taylor for their historical value. We've included these beaches for you: Smathers Beach and Sunset Park Beach. Change things up with these side-trips from Key West: Islamorada (Michelle Nicole Lowe Art Gallery, Florida Keys Brewing Company, &more), Marathon (Pigeon Key, Old Seven Mile Bridge, &more) and Big Pine Key (Bahia Honda State Park, Calusa Beach, &more). Spend the 25th (Thu) exploring nature at Dry Tortugas National Park. And it doesn't end there: indulge in some personalized pampering at some of the best spas, see the interesting displays at The Ernest Hemingway Home and Museum, stroll the grounds of Key West Cemetery, and go for a walk through Key West Garden Club.

Quickly create a custom-made itinerary for Key West using our trip planner.

Expect a daytime high around 85°F in May, and nighttime lows around 77°F.