Places To Stay

The Southernmost. Steps from Duval St., this hotel – with its boast of being the most southern point in America – offers a variety of guestrooms overlooking the Atlantic. Complete with an Olympic-sized swimming pool, the Southernmost is a mix of old-world charm with contemporary amenities ($100-$200/night). 305-296-3141

Pier House Resort and Caribbean Spa. Located at the corner of Duval St. on the Gulf of Mexico, the Pier House is the heart of Old Town Key West. One of the few destinations on the island with an actual beach, the Pier House offers cheap getaways like the “Stress Breaker Package,” a three-night stay at $210 with added benefits like a chilled bottle of champagne and complimentary 50-minute massage. 305-296-4600

The Lighthouse Court. At the historic Lighthouse, you’ll fine over half an acre of tropical sun decking with heated pool, café, bar, Jacuzzi and health club. Explore your wild side in this clothing optional resort ($150-$250). 305-294-9588

The Atlantic Shores. Key West’s premiere gay motel. The perfect, festive place to sunbathe, cocktail and meet your vacation romance ($100-$200/night). 800-526-3559

Places To Eat

Origami. Sushi in Key West? Who knew? Wonderful and completely affordable. Order the soft-shell crab roll. Yum-Yum. 305-294-0092

La Te Da. Sumptuous American dining. Pricey but well worth it. The chef greets each diner personally. Don’t leave without trying the key lime pie. To DIE for. 877-528-3320

Places To Party

Aqua Nightclub. Dancing in shorts and sandals. Need I say more? Bring plenty of money. That seventh vodka-tonic is expensive. 305-294-0555

801 Bourbon Bar and Cabaret. The best drag show in Key West. Even the straights don’t dare miss it. 305-294-4737

Bourbon Street Pub. A top-notch video bar with hotties crawling all over the place. Dance, work up a sweat, then cool off in the all-hours pool and hot tub. Debauchery welcome. 305-296-6706

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