Key West, Florida

Key West is known for that mellow, hedonistic sort of party – it’s the inspiration for Jimmy Buffett's song Margaritaville. Drinks are served big and cheap, attitudes are "anything goes", and you will stumble upon more bars, cabarets, and even clothing-optional clubs than you can drink your way through in one weekend.

Ernest Hemmingway settled here for inspiration, and Key West draws spring breakers, bachelor partiers, LGBT vacationers, and just about anybody else looking to escape from the mainland for a while in the southern most tip of the continental U.S.

Key West comes alive after the sun sets. The nightlife scene is huge, and you will find anything your heart desire. Some call Key West the best party town in the U.S.

When the sun comes up, the island paradise is made for lazy fun. Winter temperatures seldom dip below 70 degrees, making it an ideal vacation spot during any season. Enjoying the ocean and sipping frozen drinks is what it's about.

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In Key West, you can visit a host of attractions by taking advantage of convenient public transportation, taxis, pedi-cabs, tour trains, trolleys, bicycles or even your own two feet.

With its balmy weather and crystal blue skies, the island is famous among the outdoors set for its diving, fishing, watersports and golfing at the nearby Key West Golf Club, a course designed by Rees Jones. But only in Key West would the sun shine the brightest when it sets. Everyone gathers for the never planned, always varied Sunset Celebration on the Mallory Dock.

Once the sun is safely tucked away by jugglers, mimes, musicians and street artists, the city moves to a different beat. A night beat. The streets, filled with sidewalk cafes, open-air bars, legendary pubs and world-class restaurants come alive. Gourmets and gourmands alike treat their palates to island specialties. Drama, musicals and comedy flourish on our stages.

Our Top Picks !

  • Pier House Resort$$$

    1 Duval St.

    This luxury resort is ideally located moments away from the hip bar and club scene on Duvall Street. It is laidback and luxury at its best with a beautiful ocean view, private beach, pool access, and fun hotel bar that stays open late.

  • The Reach$$$

    1435 Simonton St.

    Located beside the island's only natural beach, guests are treated to unparalleled views from the comfort of their balconies. Standout features include the stunning private beach, heated outdoor pool, and the nearby Key West golf course.

  • Santa Maria Suites$$$

    1401 Simonton St.

    Each one of the thirty-five luxurious two bedroom suites is equipped with a fully loaded island kitchen, making these suites a perfect option for vacationers who like to entertain and those crave the conveniences of home while on vacation.

  • Sunset Key Cottages$$$$

    245 Front St.

    Sunset Key is an exclusive, top dollar resort located on the secluded Sunset Key Island. Private cottages, cabanas, beach attendants, and pool bar, are just a few of the premium amenities available. A 10-minute boat ride (available 24 hours a day) takes guest to Key West.

  • Casa Marina$$$

    1500 Reynolds St.

    Dubbed the "house by the sea," Casa Marina is located along Key West’s most southern edge and offers 1,100 feet of private beach and modern accommodations. Amenities include onsite rental equipment, two outdoor pools, and outdoor dining.

  • Cheeca Lodge$$$$

    81801 Overseas Hwy, Marker 82

    If ocean fishing is on the agenda, historic Cheeca Lodge & Spa is your best bet. The hotel’s signature amenity is access to world-class fishing off of the end of the 525-foot pier. Add to the mix a secluded private beach, Scuba, and golf.

  • Oceans Key$$$

    1 Duval St.

    Dubbed “Old Town’s Resort,” Oceans Key is located where historic Duval Street begins, where the streets are quiet and quaint and most residents get around via bicycle. The hotel restaurant, Hot Tin Roof, is one of Key West’s top restaurants.

  • Marriott Beachside$$$

    3841 Roosevelt Blvd.

    Enjoy 7 acres of private beach, waterfront pool for hotel guests, poolside bar, several restaurants and dining options. Guest enjoy access to golf, scuba, snorkeling, sailing, jet skiing, kayaking, waterskiing and walking the nature trail.

  • Westin Key West$$$

    245 Front St.

    Ideally situated in the west end of Sunset Pier, and a hot spot for its boardwalk atmosphere and live entertainment at night. Because the hotel is also conveniently located within walking distance to Duval St., get the best of both worlds.

  • Heron House$$

    512 Simonton St.

    Guests who prefer privacy with a bead-and-breakfast vibe will enjoy the Heron House— a secluded 23-room inn located in the heart of the historic district. Complimentary continental breakfast, and wine and cheese reception are highlights.

  • The Porch $$

    429 Caroline St

    Who wouldn't enjoy drinking a craft beer on the porch of a gigantic Southern mansion, sitting in a genteel version of an Adirondack chair and shooting the breeze with a few friends. Sounds pretty awesome, right? It is. And so is their beer.

  • Sloppy Joe’s $$

    201 Duvall Street

    One of Key West’s most popular bars, Sloppy Joe’s is always busy—regardless of the day of the week or season of the year. Live music from the best Old Town bands is often playing, and Joe's Tap Room offers a terrific variety of draft beers.

  • Hogs Breath Saloon $$

    400 Front St.

    It’s biker bar meets Key West vacationers where Hog riding locals share their favorite bar with tourists looking for a wild night. Live bands and bikini contests along with the nightly entertainment only adds to the biker bar appeal.

  • The Bull and the Whistle $

    224 Duval St.

    The Bull Bar on the ground-level is for live music and heavy drinking with its large central bar and performance stage, while The Whistle Bar on the second floor is for playing pool, darts, and the occasional bar fight.(just kidding)

  • The Garden of Eden $$

    224 Duval St.

    If there is anything that you want to do in Key West, visit the Garden of Eden. Once you get past Mr. Spread Eagle, it's a great laid back atmosphere where anything goes. It's clothing optional, so you may find yourself baring your assets!

  • Captain Tony’s $$

    428 Greene St.

    Famous for being Hemingway's primary hangout, Captain Tony’s is a history buffs dream bar. Ghost enthusiast are drawn to the bar that is home to Key West's 'hanging tree'. Live music plays nightly with a great selection of drinks and food.

  • Cowboy Bills $

    618 Duval St.

    Equipped with a mechanical bull and whiskey bar, it’s easy to understand the appeal of this fun-loving, slightly raunchy bar. Throw in a nightly Pabst Blue Ribbon special, and Cowboy Bills is a required stop along the Duvall Street Crawl.

  • Hard Rock Café $$

    313 Duval St.

    The Hard Rock is worth a stop for its patio bar which overlooks Duvall St. Over priced? Maybe. But like all Hard Rocks it has class, atmosphere, style and rock 'n roll. Plus, The Victorian is rumored to be one of Key West's most haunted pubs

  • Margaritaville $$

    500 Duval St.

    What could be better than “Wastin’ away again in Margaritaville” at this, the first and oldest of Jimmy Buffett’s chain of restaurant-bars. Even if you are a beer drinker, the bar’s festive Tiki bar might entice you to switch it up a bit.

  • The Smallest Bar $

    124 Duval St.

    Officially the smallest bar in Key West, this establishment has 3 bar stools and room for only about 10 patrons. In spite of the limited space, drinks are very cheap and The Smallest Bar has been a Key West favorite for years. Great photo op

  • Aqua Nightclub $$

    711 Duvall Street

    Night club: This club draws the perfect mix of GLBT patrons – old, young, single, married, professional, and blue collar. The largest crowds turn out on Mondays, when the locally famous drag performers, the Aquanettes, come to entertain.

  • The Top Lounge $$

    430 Duval St.

    Perched atop the Crowne Plaza hotel, this "lounge" is more like a huge wraparound balcony. There's a small bar with a friendly bartenders and no waiters but its the sunset that draws the crowds. You won't see the sunset quite like this.

  • Bare Assets $$

    1029 Truman Ave

    Key West's largest exotic night club complete with a full service bar featuring exotic, nude dancers from all over the world. The only club in town that can comfortably accommodate large groups with the Island's only private champagne room.

  • Garden of Eden $$

    224 Duval St

    Fun place for the exhibitionist in you. This clothing optional "club" offers a laid back atmosphere with an anything goes attitude for those who feel the intense and irresistible desire to drink and party naked. Come here with an open mind.

  • Little Room Jazz Club $$

    821 Duval St.

    The great happy hours accompanied by real old time jazz make this a must stop on when visiting Key West. Featuring a variety of live bands in a well decorated establishment that offers a cozy atmosphere and great selection of wines.

  • Coyote Ugly Saloon $$

    218 Duval St.

    Coyote Ugly is known for girls dressed in the daisy dukes tight t-shirt and cowboy boots dancing on the bar over pounding Rock n Roll and Country music. Drinks are average price, the entertainment is great and the party goes on until 4 AM.

  • Rick's Upstairs $$

    202 Duval St

    This is one of the only DJ inspired dance clubs in Key West so if your in the mood to get your dance on or chill with your buddies, Rick's offers multiple bars and dance floors where DJs spin great music until late hours in the night.

  • Virgillio's @ La Trattoria $$

    524 Duval St.

    Located to the rear of Trattoria Italian Restaurant (thus the name), Virgillio’s is a live music venue. From jazz to pop to salsa – there is great live music every night and the self-proclaimed “best martini’s in town.”

  • Blue HeavenCarribean$$

    729 Thomas St.

    Blue Heaven is easily one of the island's best brunch spots; the most notable brunch items are the Lobster Benedict and the signature omelets. The wait can be up to 45 minutes, but it’s worth it. Grab a beer at the outdoor bar while you wait

  • Camille's RestaurantAmerican$$

    1202 Simnoton St.

    Camille’s is 50% funky Soho eatery, fifty%relaxed Florida Keys dinette, and 100 % delicious Southern cuisine! Best of all, Camille’s menu is constantly changing so you never know what’s going to be cooking until you're there.

  • Hot Tin Roofseafood$$$

    0 Duval St.

    The raw bar get gets reviews for its deliciously fresh raw oysters and stone crabs. The dinner menu impresses with baked dates, blue cheese, and backed truffled scallops. The best seats in the house are on the veranda for oceanfront views.

  • La TrattoriaItalian$$$

    524 Duval St.

    La Trattoria is ideal if you are looking to branch out from traditional seafood. Voted the best Italian restaurant on the Key West, La Trattoria offers a fun European vibe and is location at the heart of Duvall Street.

  • Little Palm IslandCuban and French$$$$

    28500 Overseas Hwy

    Located on Little Torch Key, Little Palm Island Restaurant is a destination—not a stop along the way. Expect to be treated to ocean front dining, an exceptional menu, fresh local seafood & locally grown produce, and an expansive wine list.

  • Mangia MangiaItalian$$

    900 Southard St.

    This locals’ favorite Italian restaurant is best known for its huge portions of fresh homemade pasta and incredibly low prices. Meals are served family-style. It’s a great, low-key place to eat— especially if you are traveling on a budget.

  • Conch Republic Seafood Co.seafood$$

    631 Greene St.

    If you want to be entertained while you eat seafood, than look no further than Conch Republic Seafood Company. Overlooking the historic seaport, it is the perfect open air dining space with live music. the fresh seafood is delicious.

  • El Meson de PepeCuban Conch$$

    410 Wall St.

    Overlooking Mallory square, El Meson de Pepe's serves up the Key West style-food know as Cuban Conch Cuisine. The fun Latin-style restaurant is a perfect place to enjoy a few cocktails and watching the locals and tourists outside the bar.

  • Shor American Seafood Grillseafood$$$

    601 Front St.

    While you certainly cannot go wrong with any of the fresh, locally caught seafood items at this world-class restaurant, you should try the signature lobster risotto. You can expect amazing service and breathtaking bay views.

  • Hogfish Bar & Grilleseafood$$

    6810 Front St.

    Although this local favorite is a little off-the-beat-and-path, it's worth the trip to try the world famous Killer Hogfish sandwich, or the Baja fish tacos. While you're eating your fill of Hogfish, enjoy the amazing views of the waterfront.


    617 Front St

    Have you ever dreamed of flying a Jetpack? This is your chance Learn to fly the revolutionary Jetlev R200 water powered Jet Pack. New pilots learn to fly in just minutes! One of Key West's most exciting activities.You have to check this out!

  • Seaplane Tours $$$$

    3741 South Roosevelt Blvd.

    This low-altitude sight-seeing flight is by far the most exciting and convenient way to reach the Dry Tortugas(70 miles due west of Key West). At the end of the flight enjoy snorkeling, pristine beaches, tour Fort Jefferson & bird watching.

  • Swim with Dolphins $$$

    Mile Marker 88

    Want to swim with dolphins? This is the ONLY tour where you can actually get into the water with the dolphins to touch, pet, and get rides with the dolphins. Chauffeur service to Islamorada for the dolphin program.


    442 Flemming St.

    Join bar crawling revelers as they wind in and out of Key West's best kept secrets just off the beaten. You are sure to find some great bars you might otherwise miss on this fun drinking tour.


    Highway 1 Sugarloaf

    Adventure seekers love skydiving over Key West - it's like nothing you have ever experienced! Experienced divers agree there is something unique about this dive. You don't get that roller coaster feeling; it is more like floating on air.


    600 Palm Ave Key West

    Experience the beauty of the underwater world without having to drink water through a snorkel or spending your vacation in front of a chalkboard. Snuba diving is safe, fun, and it's easy. Go Beyond Snorkeling!


    Whitehead and South Street

    Only 90 miles from Cuba, make sure you visit the southernmost point in the Continental USA. Marked with a concrete buoy and usually surrounded by street vendors, it is one of the most visited and photographed spots in the Florida Key

  • DIVE KEY WEST $$$$

    3128 North Roosevelt Blvd

    Known as the best dive shops in Key West, Dive Key West has a friendly and professional staff dedicated to providing you with a memorable dive vacation in Key West. Amazing views of wrecks and sunken airplanes, & breathtaking natural beauty.


    A&B Marina, Slip #1, 600 Front St.

    Float high above the sea as you are treated to a spectacular view of Key West! Enjoy a peaceful scenic ride or ask for WILD & experience the rush of repeated plunges into the always refreshing waters.


    Hurricane Hole Marina at 5130 US HWY 1

    Experience the fun 27 mile island tour on a wave runner, or enjoy an hour of fun in the 4 sq mile play area. FREE BEER or soft drink at the end of your exciting & informative trip around Key West.

  • Red Garter Saloon $$

    208 Duval St

    Strip Club: This is a great strip club filled with exotic beauties from from all over. There is no cover to enter,and with two stages and two bars the place is usually packed.

  • Aqua Nightclub $$

    711 Duval St

    This club draws the perfect mix of patrons – old, young, single, married, professional, and blue collar. But the largest crowds come out on Monday nights when the locally famous troupe of drag performers, the Aquanettes, comes to entertain.

  • 801 Bourbon Bar $

    801 Duval St.

    Don’t miss the nightly 9:00 p.m. performances by the 801 Bourbon Girls, or the great happy hour deals at this mostly men’s bar. It’s all the fun of Bourbon Street, with a flamboyant twist. Enough said.

  • Bourbon Street Pub $

    724 Duval St.

    Operated by the owners of 801 Bourbon Bar (across the street), Bourbon Street Pub offers a zany bar scene and live entertainment for men. The New Year's Eve "high-heeled shoe" event, which features the glamorous Miss Sushi, is a tradition.

  • KWest $

    705 Duvall St.

    If happy hour, piano sing-a-longs, and“Wet Jockey” contests aren’t enough to entice you to KWest, than stop in for the amateur strip night, or for the Go-Go Boys. You’re guaranteed a raunchy good time.

  • Saloon One $

    801 Duvall St.

    This is reminiscent of the scene before it was taken over by the straight tourists. Key West’s only Leather bar, it’s THE place gay men come to sit and have a drink with another man. Home to the Key West Wreckers and Bone Island Bears.

  • La Te Da $$$

    1125 Duvall St.

    Located on the south end of Duvall Street, La Te Da offers a fantastic bar scene, which includes dancing, and a small piano bar. It has gained international recognition for its cabaret show – performed in drag of course.

  • Bobby's Monkey Bar $$

    900 Simonton St.

    Affectionately referred to as the “Gay Cheers,” Bobby’s Monkey Bar is arguably the best locals dive bar in Key West. Stop in, play some pool or free Wii, or sing karaoke. And did we mention that drinks are incredibly reasonably priced?

  • Pearl's Patio Bar $$

    525 United St.

    This tropical-themed bar with a laid-back, testosterone-free environment, where women can enjoy each other’s company while sipping specialty drinks like “Cosmopearlitians” and “Perl’s Passion.”

  • The Garden of Eden $$

    224 Duval St.

    Clothes aren’t required at this bar. Located just above the Bull & Whistle, it feels like it’s in another world; Topless bartenders, nude sunbathers, even a few scantily clad professional dancers are the norm. Photography is prohibited.

  • Virgillio's @ La Trattoria $$

    524 Duval St.

    Located to the rear of Trattoria Italian Restaurant (thus the name), Virgillio’s is a live music venue. From jazz to pop to salsa – there is great live music every night and the self-proclaimed “best martini’s in town.”