Key West Travel Blog

villa azul
Fall in love with Villa Azul when you reserve it for 28+ nights this October 2022! Villa Azul consists of two separate buildings; a main house and a separate pool house! The main house is a two-story historic cottage with Brazilian cherry hardwood floors. The...Read more
Miss Sunshine Monthly Rental
Miss Sunshine Monthly Rental has reduced rates for September 2022. Reserve your minimum 28-night minimum stay on our website or with our vacation planners and use code 10OffSeptMonthly for 10% off your monthly rate! Browse our Key West event calendar for inspiration when planning your...Read more
Casablanca Too Porch
Enjoy the Key West Holidays and reserve Casablanca Too to enjoy a fabulous lower monthly rate when you stay 28 nights or longer in November or December 2022! This luxury boutique cottage is actually a nightly rental, but when you reserve it for extended stays...Read more
dreaming on duval
Seafood lovers can chow down on Florida’s clawless lobster during a tasty “feast-ival” that features a savory schedule of events ranging from a traditional lobster boil to a lively street fair starring the sensational crustacean prepared in a variety of ways. The flavorful festivities celebrate...Read more
the lighted bike parade
The Lighted Bike Parade is ready to pedal loads of Christmas fun into your summertime vacation. Meet up at Twisted Tinsel at 7:00pm Saturday, July 23, 2022 for cookies and cocktails and decorating of the bikes! The ride starts at 8:15pm! The parade will end...Read more
Hemingway Look-Alikes
The Hemingway Days festival’s undisputed highlight is the Hemingway® Look-Alike Contest at Sloppy Joe’s Bar, a frequent hangout for the writer during his 1930s residence in Key West. Scores of stocky, bearded entrants are to parade across Sloppy Joe’s stage before a judging panel of...Read more
Hemingway Days
Ernest Hemingway fans can celebrate the late author’s literary accomplishments and colorful Key West lifestyle Tuesday through Sunday, July 20-25. The annual Hemingway Days festivities salute the legacy of the Nobel Prize winner who lived and wrote on the island for most of the 1930s...Read more
4th of July Rotary Club Fireworks
Since 1976, the Rotary Club of Key West has presented the island’s annual fireworks show . Staged from the Edward B. Knight Pier overlooking the Atlantic Ocean at 1800 White St., fireworks are to begin at 9 p.m. Attendees can purchase drinks and food including...Read more
key lime festival
America’s Favorite Citrus Celebration is June 30-July 4, 2022. We like to celebrate the things that make our islands unique. Citrus, eccentrics, people and pie. Our celebrations are fun, odd and unforgettable. Our people are too. Come on down to the birthplace of Key Lime...Read more
miss sunshine
Miss Sunshine is our new Key West monthly rental and we're very excited to introduce it to you now so that you can experience it with significant 10% savings for June, July and August 2022! Reserve 28 nights or longer this summer using our special...Read more

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