See reviews, photos, directions, phone numbers and more for the best gay & lesbian bars in key west, fl. Key west is known for its inclusive one human family philosophy that all people are created equal, and for its residents kindness and respectful nature that help foster a sense of community and comfort. Here, guest blogger mandy murray explains why she believes the island is the perfect place for transgender people to visit. Com voted key west the 19 th trashiest spring break spot in the country, but it made datingadvice. Com posted, key west is one of the wildest cities in the united states year round, but its during the spring break weeks that things really kick off. Key wests more mellow than miami, but its definitely no convent, a fact made more than clear at the bourbon street complex, a network of gay bars and clubs on key wests main drag, duval street. key west was the first american city to openly recruit gay tourists, and current ads are specifically aimed at gay travelers. A gay and lesbian trolley tour rolls down gay guesthouse row on. Take a day trip from miami to key west, the southernmost city in the united states, without renting a car or having to drive. On the drive, pass over 42 bridges, including seven mile bridge, and 34 islands as you travel the overseas highway.