Key West Vacations

Your Trip to Key West

The Florida Keys is a group of islands off the southern tip of Florida. The largest among them is Key West, which also happens to serve as one of the largest tourist destinations in the Keys. Key West has a reputation for laid-back island living with an active nightlife. This reputation draws the attention of visitors looking for the ultimate in relaxation with an occasional bit of excitement thrown in.

Key West isn't just about stretching out on Higgs Beach, though. Visitors will find plenty of attractions, whether they want to explore the history of Key West through the Key West Shipwreck Museum or take a tour of the Harry S. Truman Little White House, once known as the Winter White House and used as recently as the Clinton administration.

Vacation Packages

Key West Vacation Packages

Southernmost Hotel

Quiet, beachfront hotel offers abundant amenities on Key WestThe Southernmost Hotel sits at the south end of Duval Street near Key West's famous Southernmost Point of the United States. And while Southernmost Hotel is slightly removed from the hustle of the main tourist strip, it is still close enough for guests to join the excitement when the mood strikes. For reliable day trips, guests simply stroll to restaurants, eclectic shops and art galleries nearby, along with that one constant-the Atlantic Ocean, which is across the street. Southernmost Hotel also offers free parking and Wi-Fi. HighlightsClose to the Southernmost Point of the United StatesTwo pools and a pool barSouthernmost Hotel guests also have access to amenities at nearby sister hotels Free Wi-Fi RoomsSouthernmost Hotel rooms and suites sport single kings or pairs of queen beds. Depending on the room booked, some spaces deliver pool, fountain or city views via private balconies or patios. All accommodations come equipped with free Wi-Fi, mini refrigerators, microwaves, coffee makers, hair dryers, irons and ironing boards, cable TVs and-in room safes. Some suites also have kitchenettes and living room areas. DiningFor all meals, guests can dine on fresh seafood outside on the beach at the nearby Southernmost Beach Cafe and the pool bar at the Southernmost Hotel offers cocktails and light lunch fare poolside. RecreationSouthernmost Hotel offers a nice set of free amenities that include parking, Wi-Fi throughout the property and two swimming pools.  Guests can also take advantage of the fitness center, bike rentals and massage services on site, or visit the sister property, Southernmost on the Beach, where they also have access to the beach, beach chairs, pier and oceanfront pool. TransportationKey West International Airport (2.9 mi/4.6 km)Miami International Airport (159 mi/254.4 km) AttractionsMallory Square (1.3 mi/2.1 km)Key West Butterfly and Nature Conservatory (1 block)Ernest Hemingway Museum (.5 mi/.8 km)Fort Zachary Taylor (1.3 mi/2.1 km) BusinessFlexible indoor and outdoor meeting spaces, including  a conference room for 50 guests, plus beachfront and poolside gathering areasCatering servicesPresentation equipmentCopy and fax services (fees apply)Free Wi-Fi
Value Free: WIFI, Parking, Resort Activities!
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Nightly rates from $189

Pearl's Key West

3 stars
4.1 / 5 39 reviews
Pearl's Guesthouse offers a relaxed and welcoming atmosphere in the American Caribbean for adults over 21. The award winning property features historic buildings (including a renovated cigar factory), lush landscaping, two heated pools, two hot tubs and Pearl's Patio bar and grill. We combine guesthouse ambience with resort amenities that include concierge service, free Wi-Fi, on-site massage and the Strand restaurant, which serves cooked to order breakfast daily. Our 38 rooms and suites range from the simple to the deluxe to satisfy a variety of budgets. All rooms are Non-Smoking. Pearl's, as an all-welcoming, mostly adult, gay-friendly, straight-friendly resort, embodies the true One Human Family spirit that makes Key West Key West. Pearl's Guesthouse is ideally located in America's southernmost city, just a half block from Duval Street and two blocks from the Atlantic Ocean. All the major attractions of Key West are within walking or biking distance and biking is a great way to get around on our small island. Friendly staff can arrange for all kinds of excursions: fishing, snorkeling, kayaking, even sky-diving and more to complete your Keys experience. Behind the gates of Pearl's is the place to catch the spirit of Key West - Pearl's Patio, Key West's Cozy Tropical Bar. Open daily starting at noon, the bar offers happy hour on weekdays, daily activities and frequent special events.
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Nightly rates from $169

Southernmost on the Beach

4 stars
4.5 / 5 99 reviews
Newly expanded hotel with beach and oceanfront guestroomsThe newly expanded, updated Southernmost on the Beach hotel stretches along a secluded section of Key West coastline, far enough to provide respite from downtown craziness, but close enough to hit the scene any time. Guests can catch some rays on the private beach or visit the pier for front row seats of spectacular sunrises and sunsets over the Atlantic Ocean. The hotel also boasts a junior-size Olympic pool with an oceanfront bar and massage services. HighlightsLocated waterfront along a quiet stretch of beach on the south side of Key WestAll rooms and suites offer either oceanfront access or ocean viewsFree Wi-Fi throughout the hotel RoomsThe hotel offers 123 guestrooms, 80 of them newly built, all decorated with dark mahogany furniture and blue and white accents that lend a nautical feel. Guestrooms come in ocean-view and oceanfront styles with either single kings or pairs of queen beds. Custom-designed penthouse suites add to the luxury. In-room amenities include coffee makers, mini refrigerators, iPod docks and free Wi-Fi access. DiningThe pool bar serves cocktails and a light lunch menu, while the nearby Southernmost Beach Cafe dishes up fresh seafood and waterfront views.    RecreationAs part of the Southernmost Hotel Collection, Southernmost on the Beach sits among its sister properties along the south coast of Key West. Guests can relax in hammocks or beach chairs on the private beach or take a dip in the outdoor pool. Massage services and a fitness center round out the leisure offerings. TransportationKey West International Airport (3.2 mi/5.1 km)Miami International Airport (159 mi/254.4 km) AttractionsMallory Square (1.2 mi/1.9 km)Key West Butterfly and Nature Conservatory (1 block)Ernest Hemingway Museum (.5 mi/.8 km)Fort Zachary Taylor (1.3 mi/2.1 km) BusinessCopy and fax services (fees apply)Meeting spacesOn-site event coordinatorFree Wi-Fi  
Value Free WIFI and Free Parking
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Banana Bay Resort and Marina

Adults-only hotel with private balconies, pool bar, beach near Old Town Ideal for singles groups or couples looking for a romantic getaway, the adults-only Banana Bay Resort and Marina sits on the waterfront along the Gulf of Mexico, just east of the Old Town area of Key West. From Banana Bay Resort it's a short cab or bike ride to Duval Street, Mallory Square and many other attractions. Guests can find an endless array of restaurants, shops, trolley tours and world-class water sports within walking distance. Banana Bay Resort also boasts a poolside tiki bar, free parking and meeting rooms for business groups.   HighlightsAdults-only hotel for guests 18 and overDock space available for boats (dockage fees apply)Free continental breakfast Free Wi-Fi access in lobby, fees apply for guestroom Internet Rooms Banana Bay Resort and Marina features 48 guestrooms and suites in a two-story building with exterior corridors. Accommodations boast tropical decor with bamboo and rattan furnishings and the private balconies have garden or pool views. Rooms come with either four-poster king beds or pairs of double beds, Internet access (fees apply), refrigerators, cable TVs, coffee makers and a free newspaper delivered daily.   FeaturesBanana Bay Resort and Marina offers free car parking and dock space for boats (dockage fees apply). This adults-only hotel only accepts guests 18 and over, and on-site amenities include an outdoor pool with a pool bar, whirlpool, a small sunning beach with a wedding gazebo and complimentary Wi-Fi access in the main lobby. Banana Bay offers a free continental breakfast each morning, and business groups can find small meeting spaces on the property.   TransportationKey West International Airport (2.6 mi./4.2 km)Miami International Airport (157 mi./251.2 km) AttractionsMallory Square (2.5 mi./4 km)Harry S. Truman Little White House (2.5 mi./4 km)Southernmost Point of the U.S. (2 mi./3.2 km)Fort Zachary Taylor (2.9 mi./4.6 km)   BusinessMeeting roomsFree Wi-Fi in the lobby Policies and feesThe hotel will deny registration to anyone under the age of 18, even if accompanied by an adult.
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Nightly rates from $109

Santa Maria Suites Resort

4 stars
4.6 / 5 29 reviews
Lavishly equipped suites in a tropical garden setting near Old Town The Santa Maria Suites Resort sits just steps from the beach near the southern end of Duval Street.  Located on the quiet, south side of the island, the Santa Maria Suites Resort offers a secluded getaway with lush gardens and extravagant suites. However, at just a mile from Mallory Square, it's conveniently close enough to the shopping and nightlife of Old Town, as well as to local watersports and charter boats.  The on-site Ambrosia restaurant serves sushi and other Japanese fare, and the Santa Maria Suites Resort provides complimentary in-room Wi-Fi access. Highlights Two-bedroom suites boast full, gourmet kitchensOutdoor pools with chilled towels and fresh smoothies prepared poolsideOn-site sushi restaurantBeach accessWi-Fi access (free) Rooms The Santa Maria Suites Resort features high-end, two-bedroom suites with luxurious amenities to pamper guests while providing all the conveniences of home. Suites feature king- or queen-size beds in bedrooms. The extravagant kitchens boast custom white cabinets topped by sea-foam granite along with a full complement of appliances-including Jenn-Air cooktops and Sub-Zero refrigerators-to make in-room entertaining easy. Bedroom amenities include flat screen televisions, custom-designed leather furniture and large closets. Master baths feature Chinese glass tiles with double Mediterranean basins and dual designer showerheads, while raised-basin sinks, marble walls, stone counters and Bath and Body Work amenities provide a spa-like feel. Accommodations also feature Wi-Fi access (free). Features The Santa Maria Suites Resort boasts a secret-garden-like courtyard surrounded by private balconies, terraces, and luxurious two bedroom accommodations. Comfortable chaises line the curves of an outdoor pool surrounded by exotic trees, fragrant native wildflowers and lavish tropical greenery. Guests can find chilled towels and fresh smoothies prepared poolside. The Santa Maria Suites Resort also features beach access, a guest parking lot, and an evening happy hour with complimentary wine. Ambrosia, the on-site restaurant, serves sushi and other Japanese delicacies. Transportation Key West International Airport (2.9 mi./4.6 km)Miami International Airport (161 mi./257.6 km) Attractions Mallory Square (1.4 mi./2.2 km)Harry S. Truman Little White House (1.3 mi./2.1 km)Fort Zachary Taylor (1.3 mi./2.1 km)Key West Lighthouse Museum (0.6 mi./1 km) Business Wi-Fi access (free)
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Nightly rates from $228

Azul Key West

3 stars
4.0 / 5 3 reviews
Azul Key West is a classic Victorian mansion, just three blocks from Duval Street and Hemingway's House. Located in the center of Key Wests Historic District, this former cigar barons mansion boasts tri level, downpour blue decks which surround the carriage house, outbuildings and a shimmering swimming pool. Listed on the National Register of Historic Places, Azul Key West was exquisitely crafted by local carpenters and shipwrights until its completion in 1903. Testament to a time gone by, when Key West was the United States wealthiest city per capita, this fanciful structure complete with spiral staircases, wooden verandas and gingerbread whimsy remains to this day a beautifully restored work of art. Kickstart your stay with a healthy breakfast which includes fresh fruits, tropical yogurt, cereals, juice, toast, eggs, preserves, coffee or tea and a selection of our freshly baked muffins. Then head out for a day sightseeing in town or snorkeling, jet skiing, sailing, eco-adventuring and more on the water. And later on, if its night life you are looking for, that is when Key West really lights up. Known as a dining mecca and cultural center for theatre, galleries and shows, the town is equally renown for its festivals, frivolity and general joie de vivre. In fact you are just as likely to see a juggler or sword swallower as you are a spectacular sunset or stylish show. And later on, at the end of an evening, retire to Azul which remains far from the madding crowd and yet so close to everything.
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Casa Marina Resort - Waldorf Astoria Collection

Historic beachfront luxury resort on the south side of Key WestBuilt in 1920, the Casa Marina Resort holds a spot on the National Register of Historic Places. The iconic hotel offers an ideal mix of laid-back elegance, old-Key West ambiance and modern luxury. Nestled on the island's southern edge, the resort occupies the largest private beach on Key West, boasting Mediterranean-style accommodations with sweeping views of the ocean, palm trees and native flowers. From here, guests can explore Duval Street or historic Old Town, enjoy endless water sports or just catch some warm sunshine on the sand. HighlightsHistoric Landmark hotel located on a private beach on the south of the islandBeachfront water sports center offers diving, fishing, dolphin encountersWi-Fi access (fees apply)Has a pet policy (fees apply) RoomsThe Casa Marina Resort offers guestrooms and one- and two-bedroom suites that open to private balconies or patios. In-room amenities include plush bathrobes and bedding, espresso machines, and mini refrigerators, LCD TVs, iHome clock radios  and Wi-Fi access (fees apply). Bathrooms come stocked with 100-percent-vegan LXR Clear beauty products. FeaturesThe recently restored, historic Casa Marina Resort boasts an on-site health club, two outdoor swimming pools, and the largest private beach on Key West. The hotel has a private pier, and Key West Watersports offers rentals and excursions from the beach. Other on-site amenities include a fitness center, beach volleyball, pool toys, hammocks and poolside concierge service. TransportationKey West International Airport (2 mi./3.2 km)Miami International Airport (158 mi./252.8 km) AttractionsMallory Square (1.8 mi./2.9 km)Harry S. Truman Little White House (1.7 mi./2.7 km)Key West Lighthouse Museum (1 mi./1.6 km)   BusinessOffice rentalsInternet kiosksCopy, print, fax and secretarial services22,600 square feet of flexible indoor/outdoor event space Policies and FeesThe hotel requires a one-night deposit fee at the time of booking.
Value Best of Waldorf - Includes hotel credit
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Nightly rates from $269

Pier House Resort and Caribbean Spa

Waterfront luxury just steps from Duval Street and Mallory SquareLocated at the northern end of Duval Street, the Pier House Resort and Caribbean Spa treats guests to Gulf of Mexico views and a location in the island's lively tourist district near Mallory Square. A waterfront fixture for nearly 40 years, the resort features a private beach, boat dock and an outdoor pool amid tropical gardens. Rooms and suites ooze elegant island style with modern amenities. The full-service Caribbean Spa offers massage and beauty treatments. Highlights Located on Duval Street, at the heart of Old Town Key West and steps from Mallory SquarePrivate beach with separate, secluded topless sunbathing areaFree downtown parkingFree Wi-Fi   Rooms Guests of the Pier House Resort and Caribbean Spa choose from standard hotel rooms, lanai rooms with private patios or balconies, spa adjacent and harbor-view rooms and spacious one- and two-bedroom suites, each with a unique design theme. Accommodations sport custom furniture, single kings or pairs of queen beds and luxurious extras like rain showers or soaking tubs. In-room amenities include coffee makers, refrigerators, flat-screen TVs, in-room movies and free Wi-Fi. Dining Guests can take meals HarbourView Cafe, which serves breakfast, lunch and dinner and overlooks the ocean. When cocktail hour hits, they can sip boat drinks at any of three bars on the property, including the Chart Room Bar, a local favorite. Recreation Sprawling across a six-acre compound in the heart of Key West's famous tourist district, the Pier House Resort and Caribbean Spa offers quiet seclusion and unbeatable access to island attractions. The waterfront location features a private beach, private boat dock and an outdoor pool nestled within lush gardens. Caribbean Spa pampers with massages, facials, body treatments, nail and hair services seven days a week. Transportation Key West International Airport (4.1 mi/6.6 km)Miami International Airport (159 mi/254.4 km) Attractions Mallory Square (1 block)Fort Zachary Taylor (1.3 mi/2.1 km)Harry S. Truman Little White House (0.3 mi/0.5 km) Business 2,600-square-foot conference centerBeach and garden outdoor event spacesFull-service catering Policies and feesGuests must be 21 years old to check in. All rooms are nonsmoking.
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The Reach Resort - Waldorf Astoria Collection

Luxury resort, on-site water sports along Key West's only natural beachThe Reach Resort underwent a major renovation and now features sumptuous accommodations and abundant amenities on the island's only natural beach. Located at the end of Simonton Street just east of the Southernmost Point Marker, Reach Resort sits a short walk frofm the Duval Street scene and about a mile from Mallory Square.  Guests can unwind in rooms with private balconies overlooking the ocean, relax by the outdoor pool or arrange water sports on the beach. HighlightsLocated on 450 feet of Key West's only natural sand beachBeachfront water sports centerWi-Fi access (fees apply) RoomsThe resort has many flavors of rooms and suites, all of which open onto private balconies--some have ocean views, others have pool or island views. Reach Resort rooms come with single king or two double beds, and suites have king beds and sitting areas with sleeper sofas. Bathrooms are stocked with plush bathrobes and LXR Clear beauty products, while in-room amenities include espresso machines, mini refrigerators, work desks and high-tech gear like LCD TVs, iHome clock radios and Wi-Fi access for a fee. DiningStrip House restaurant serves breakfast, lunch, dinner and room service, including prime-cut steaks and an extensive wine list.    RecreationDuring 2006 and 2007, Reach Resort underwent a $37 million USD renovation. Sitting along 450 feet of the island's only natural beach, the property features an outdoor pool and a beachfront water sports operator for boat, bike, kayak and Jet Ski rentals along with scuba, snorkeling and fishing excursions. Reach Resort guests have access to the facilities at a sister property, Casa Marina Resort, including spa services. TransportationKey West International Airport (3.2 mi/5.1 km)Miami International Airport (159 mi/254.4 km) AttractionsMallory Square (1.4 mi/2.2 km)Key West Golf Club (5 mi/8 km)Ernest Hemingway Museum (.6 mi/1 km) BusinessWi-Fi access (fees apply)4,706 square feet of flexible meeting space Policies and FeesA $25 USD ($28.13 USD including tax) daily resort charge includes Wi-Fi, in-room espresso, local and 800 phone calls, weekday newspaper and access to Reach Resort and Casa Marina property amenities.
Value Best of Waldorf - Includes hotel credit
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Nightly rates from $199

Ocean Key Resort

Experience Key West style with an ocean front pool and treatment spa Located on Duval Street close to Mallory Square, Old Town and Key West Harbor, the Ocean Key Resort and Spa – A Noble House Hotel - is the ideal place to soak up the Key West style and breathtaking sunsets. Rooms and suites blend West Indies style with a modern Florida Keys twist and offer conveniences such as complimentary wireless Internet access. Enjoy tropical drinks on the ocean front sun deck, or a relaxing Balinese treatment at the spa. Every taste is catered for with a range of on-site bars, restaurants and entertainment venues. Highlights On-site wining, dining and nightlife experiences Fully-serviced ocean front sun deck, pool and cabanas Blissful spa with Balinese treatments LocationAbove all else, the Ocean Key Resort boasts an unbeatable location. Situated next to Mallory Square, the hotel's pier offers great sunset views.   Rooms The spacious guest rooms and suites at Ocean Key Resort & Spa blend elegant West Indies style with a palette of turquoise, indigo and lime for a Florida Keys twist. Private balconies offer breathtaking views of the Gulf of Mexico and Old Town Key West. Quality comforts include king size beds, Saltillo tile floors and luxurious whirlpool tubs. Rooms also feature modern conveniences such as complimentary wireless Internet access and i-Home clock radios. Features Hot Tin Roof has a vibrant island style offering indoor seating and an outdoor deck overlooking Key West Harbor. Highlights include Lobster tempura with Asian slaw and lemongrass butter and an extensive wine list. Stage Door, the restaurant's lounge offers signature cocktails with a backdrop of custom-designed artwork by Key West artist Jeff Beal. Sunset Pier offers waterfront dining with a lively atmosphere, breathtaking views, and signature seafood and Caribbean delicacies. Liquid Lounge offers a VIP day-to-night poolside experience, with cabanas and whirlpool tubs, great music, a range of local delicacies and tropical cocktails and hand-rolled cigars. Sunset Pier's, nightly music, entertainment and dancing keeps the party going well after sundown. Spa Terra at Ocean Key Resort & Spa offers a range of relaxing and reviving Balinese treatments and Thai body rituals to restore mind, body and soul. DiningThe outdoor dipping pool overlooks the ocean and features Liquid Lounge pool bar, which serves specialty cocktails with bottle service, gourmet food and hand-rolled cigars. Hot Tin Roof dishes up island-flavored seafood and steaks.   Recreation Guests pamper at Spa Terre, which specializes in Asian-style body and beauty treatments, or work out in the fitness center. A water sports center can arrange snorkeling and fishing charters, parasailing and boat or jet ski rentals.   Transportation Key West Airport (3 mi/ 4.8km) Attractions Key West Harbor Old Town Mallory Square Business Extensive indoor and outdoor meeting, conference and event space Audio visual equipment and wireless Internet access 870 square foot ballroom with private balconies Policies and feesParking is available at $22.00 (plus tax) per night.
Value Save 15% on your stay
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Nightly rates from $271
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Flights

Flights to Key West

Departure Arrival Travel dates Round-trip
Boston Key West Sat, Jun 8 - Wed, Jun 12 $422
Chicago Key West Fri, Jun 21 - Wed, Jun 26 $476
Philadelphia Key West Tue, Jun 11 - Fri, Jun 14 $430
New York Key West Wed, Jul 10 - Tue, Jul 16 $400
Newark Key West Mon, Jul 15 - Thu, Jul 25 $436
Detroit Key West Wed, Jul 17 - Wed, Jul 24 $468
Washington DC Key West Mon, Jun 24 - Wed, Jun 26 $376
Nashville Key West Fri, Jun 14 - Fri, Jun 21 $489
Hartford Key West Mon, Jul 15 - Sat, Jul 20 $424
Baltimore Key West Fri, May 31 - Tue, Jun 4 $420
Atlanta Key West Wed, Jun 12 - Sun, Jun 16 $486
Minneapolis Key West Wed, Jul 17 - Tue, Jul 23 $464
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Best time to take a vacation to Key West

  • One of the best times to visit Key West is during the off-season when the crowds thin out a bit and the prices drop. The off-season in Key West occurs during the hottest summer months, lasting from June to mid-August. The temperature tends to rise to average highs in the upper 80s, but it's the Florida humidity that visitors may find challenging. Summer thunderstorms are also frequent in the afternoons but are fortunately brief enough as to not ruin an entire day's sightseeing. Most attractions are still going strong during the off-season. June 6 to 10 is Key West Pride Week, featuring the regional symphony, film festival, bike tours and a street fair. July 17 to 22 is a celebration of Ernest Hemingway's time in town with the Key West Hemingway Days.

Insider tips for Key West travel

  • West Martello Tower

    Enjoy multiple views of the island from the garden-covered platform of West Martello Tower.

    Mallory Square

    In Mallory Square, you can watch the sunset over the ocean while enjoying a variety of street performances. It's a tradition among visitors to the island.

    Tavern N Town

    Have a taste of Caribbean Cuisine with a Florida touch at the Tavern N Town, a bi-level shared restaurant eatery. Tavern is on the bottom and features small plate dishes while Town on the top level serves a more traditional plate for visitors.

    Michaels

    Michaels steakhouse is a bit out of the way in a residential neighborhood but worth the effort of finding. The restaurant specializes in great steaks and fresh seafood dishes.

    Nine One Five

    An intimate romantic atmosphere that's perfect for a date in Key West accompanies the delicious food at Nine One Five. There's no specific cuisine, with the food being an eclectic mix of dishes.

Key West highlights

  • Vandenberg Wreck

    Try a guided dive at the Vandenberg Wreck for a beginner's level trip around a newly sunk ship.

    Yoga on the Beach

    Relax with an early morning yoga session on the beach at the Southernmost hotel. The session is suitable for beginners and experienced students alike.

    Waterfront Playhouse

    You can take in a show at the not-for-profit Waterfront Playhouse in Old Town, Key West.

    Sunrise Kiteboarding

    Learn to kiteboard on a windy day with certified instructors at the Sunrise Kiteboarding school.

    Key West Aquarium

    You'll be able to get a close-up look at the undersea residents of the island's surrounding waters at the Key West Aquarium.

    Western Dry Rocks

    The dry rocks are a multilevel reef that can be explored by diving. Snorkeling is an alternative for those without diving experience.

    South Florida Symphony Orchestra

    Head over to the Tennessee Williams Theatre to catch a performance from the professional musicians of the South Florida Symphony Orchestra.

    Key West Golf Club

    Take in a round or two of golf at the Key West Golf Club. Rental clubs are available for your use.

    The Studios of Key West

    The Studios is a nonprofit center offering art exhibitions and concerts throughout the year, often showcasing local talents.

    Ernest Hemingway Home and Museum

    Located in the house that the Nobel Prize-winning Hemmingway spent 10 years writing in, this museum contains memorabilia of his life. Guided tours are available through the museum.

More on Key West from AOL Travel

  • Physically linked to the American mainland by the Overseas Highway, Key West is the southernmost point in the continental United States. However, for those who live there or visit often, Key West is not just a physical presence but also a state of mind. A laid-back party town cast adrift from the rest of the country, Key West is perhaps the most tolerant and accepting small city in the United States. All are welcome; a fact that becomes readily apparent when one surveys the diversity of the crowd that assembles for the nightly sunset celebration in Mallory Square. For sightseers, Key West abounds with attractions, including multiple “southernmost” sites. Literati interested in learning more about what inspired some of the most memorable writing of the 20th century must pay a visit to the Ernest Hemingway House, which includes the stand-alone studio where the author worked on of several of his vaunted novels. Key West has helped inspire a number of other writers, artists and musicians, including Tennessee Williams, Shel Silverstein, Winslow Homer, John James Audubon, Mario Sanchez, Jerry Jeff Walker, and Jimmy Buffett. Because Key West is a compact city covering less than eight square miles, it’s easy to get around. Newcomers to the city might want to take the Conch Tour Train to orient themselves to the high points and attractions of Key West. Other popular attractions include the Audubon House and Gardens, the Key West Aquarium, and the Mel Fisher Maritime Heritage Museum. Fishing is very popular throughout the Florida Keys, and Key West is no exception. Visitors looking to try their luck in the waters around Key West should head over to Garrison Bight Marina to rent a boat or pick up bait and tackle. Key West’s restaurants feature seafood prominently on their menus, although dining options run the gamut from storefront Cuban restaurants to the haute cuisine of France. After the sun goes down, stroll down Duval Street to sample the live music coming through the open doors of the many clubs that line Key West’s main drag. The party goes on till the sun comes up.

    AOL Travel’s Key West Guide

    AOL Travel's Best Key West Hotels

More on Key West from the Orbitz Blog

Top 5 things to do in the Florida Keys

Summer vacations don’t get much better than heading down to the Florida Keys. And if you’ve got designs on taking a Florida vacation in the next few months, you’re in luck. There’s more to do there than you could possibly imagine – no offense intended to those with overly active imaginations – and a wealth of great places to stay while you’re in town, whether you’re with the family, your sweetheart, or flying solo. To help point you in the direction, we rounded up 5 unique events guaranteed to make your Florida Keys excursion one of the best beach vacations ever.

Florida vacations to Key West: 4 hot spring break bars

Florida vacations to Key West: 4 hot spring break bars

My Florida vacation do-over in Key West

As a Florida native, I've been lucky enough to visit Key West three times. And in to be honest, I never tire of experiencing the tropical, authentic flavor of Key West.

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