Things To Do In Key West


Sunset Sail Key West: $175 for 90-Minute Harbor Day Sailing Tour for Up to Six from Sunset Sail Key West ($294 Value)

$175 for 90-Minute Harbor Day Sailing Tour for Up to Six from Sunset Sail Key West ($294 Value)

Sunset Sail Key West

Key West

Up to six passengers take to the Gulf of Mexico in a 33-foot sailboat with water, soft drinks, and cooler space for BYO drinks

$294 $175

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Florida Keys Sailing: Two-Hour Sunset Sail for Two, Four, or Six from Florida Keys Sailing (Up to 50% Off)

Two-Hour Sunset Sail for Two, Four, or Six from Florida Keys Sailing (Up to 50% Off)

Florida Keys Sailing

Marathon

On an air-conditioned boat, passengers can bring coolers of food or drinks and even take the helm, if they wish

$200 $104

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Ware's The Fish Charters: Four-Hour Reef Fishing or Tarpon Fishing Trip from Ware's The Fish Charters (Up to 50% Off)

Four-Hour Reef Fishing or Tarpon Fishing Trip from Ware's The Fish Charters (Up to 50% Off)

Ware's The Fish Charters

Key West

Enjoy a four-hour voyage on a chartered fishing vessel off the coast of Key West as you hunt for tarpon

$800 $400

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Keys Huka Dive: Seashell Hunt and Snorkel Adventure for Four or Six from Keys Huka Dive (Up to 57% Off)

Seashell Hunt and Snorkel Adventure for Four or Six from Keys Huka Dive (Up to 57% Off)

Keys Huka Dive

Marathon

Guests snorkel and hunt for seashells in groups of four or six

$700 $300

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SUP Key West: Two-Hour Standup-Paddleboard Tour for Two, Four, Six, or Eight at SUP Key West (31% Off)

Two-Hour Standup-Paddleboard Tour for Two, Four, Six, or Eight at SUP Key West (31% Off)

SUP Key West

Key West

Peaceful views of Key West and regional wildlife during two-hour guided tours atop standup paddleboards

$90 $62

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City View Trolley Tours: Hop-On, Hop-Off Trolley Tour for One, Two, or Four from City View Trolley Tours (32% Off)

Hop-On, Hop-Off Trolley Tour for One, Two, or Four from City View Trolley Tours (32% Off)

City View Trolley Tours

Key West

Riders hop on and off at nine stops along a scenic route through the streets of Key West

$28 $20

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HMS Discovery: $199.99 for a 40-Minute Drive-Your-Own Underwater "HMS Discovery" Submarine Tour for Two ($398 Value)

$199.99 for a 40-Minute Drive-Your-Own Underwater "HMS Discovery" Submarine Tour for Two ($398 Value)

HMS Discovery

Key West

Using dual joysticks, you and a friend control a submarine as it passes by aquatic life

$398 $199

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The Original Ghost Tours Key West: 90-Minute Ghost Tour for Two, Four, or Six from The Original Ghost Tours Key West (Up to 50% Off)

90-Minute Ghost Tour for Two, Four, or Six from The Original Ghost Tours Key West (Up to 50% Off)

The Original Ghost Tours Key West

Key West

Guides lead family-friendly walking tours of Key West, sharing stories of the city’s paranormal history and legendary spirits

$42 $21

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Island Dogs Bar: 10% Off Purchase of $40 or More at Island Dogs Bar

10% Off Purchase of $40 or More at Island Dogs Bar

Island Dogs Bar

Key West

For $1, receive 10% Off Purchase of $40 or More

$4 $1

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Select Local Merchants

  • Yoga on the Beach
    Featured in The New York Times as one of Key West's premiere hidden attractions, Yoga on the Beach's yogis swap beach towels for yoga mats and stretch their arms out toward the ocean horizon. Classes take place on the beach itself, and only the number of vacant sandcastle lots limits the size of each class at Southernmost on the Beach and Fort Zachary Taylor State Park, where instructors lead groups in soft, flowing moves grounded in the hatha yoga style. At both locations, Yoga on the Beach provides all necessary equipment?mats, blankets, and props?and classes at Fort Zachary Taylor State Park include day admission to the park.
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    100 Southard Street
    Key West, FL US
  • Ripley's Believe It or Not! Key West
    Ripley’s has enthralled audiences for more than nine decades with its dedication to revealing odd and unexplainable rarities from around the globe. But it all began with one man: Robert Ripley, a wildly successful and eccentric character who rose to fame during the first half of the 20th century. After selling his first cartoon to Life magazine at age 14, he set out on a quick-paced career of drawing sports cartoons for the New York Globe. During a slow day at the office, he sketched nine unusual sporting events and finished his work with a title: “Believe It or Not!” It became immensely popular, allowing Ripley to travel the world in search of more bizarre stories to put into his comic strips. While visiting relatively unknown areas in locales such as India, China, and the inside of his neighbor’s chimney, he picked up a slew of unbelievable souvenirs that later became fixtures in several of Ripley’s museums, or as they’re affectionately called today, Odditoriums. Ripley’s now encompasses publications, attractions, a television show, and a blog, all of which carry Ripley’s tradition of reporting on the world’s curiosities.
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    108 Duval Street
    Key West, FL US
  • Boondocks Grill and Draft House
    For a mouthwatering collection of American classics, Boondocks Grille and Draft House serves traditional, no-frills fare. Boondocks Grille and Draft House is making food that everyone loves. Taking it back to the high-calorie basics. Boondocks Grille and Draft House's fully stocked bar is a perk for patrons who enjoy a fine wine (or more) with their meal. Go ahead and bring your rug rats with you — Boondocks Grille and Draft House has kid-friendly food and seating. The patio seating at Boondocks Grille and Draft House is perfect for those warm summer days. Boondocks Grille and Draft House is a suitable restaurant for both large and small groups. Show up in sneakers or a suit at Boondocks Grille and Draft House, where dining in comfort is of utmost importance. You can also grab your food to go. Boondocks Grille and Draft House makes bikers feel at ease with the multiple storage racks outside. Save your pennies for a rainy day — with prices generally under $15, you'll have plenty left over even after dining at Boondocks Grille and Draft House. Boondocks Grille and Draft House serves breakfast, lunch, and dinner, so stop by whenever is most convenient for you.
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    27205 Overseas Hwy
    Summerland Key, FL US
  • Rum Barrel Bar and Restaurant
    Enjoy a casual night out at Rum Barrel Bar and Restaurant, a local American restaurant. Toast your evening out at Rum Barrel Bar and Restaurant with a glass of beer or wine from their lengthy drink list. Parents appreciate Rum Barrel Bar and Restaurant's kid-friendly attitude, and little ones are often seen dining out with the adults. What do you need at the end of the workweek? A happy hour at Rum Barrel Bar and Restaurant. Have a large group? No problem. Head to Rum Barrel Bar and Restaurant for easy seating. Summer meals will taste even better when you enjoy them on Rum Barrel Bar and Restaurant's gorgeous patio. Music lovers can enjoy live performances at Rum Barrel Bar and Restaurant as well. If you're heading to the restaurant on a Friday or Saturday, don't get stuck in line with the rest of the crowds — reservations are accepted. Delivery and carry out are easy options for those interested in staying home. null An average meal at Rum Barrel Bar and Restaurant will set you back about $30. Morning, noon, or night, you can head on over to Rum Barrel Bar and Restaurant since they serve breakfast, lunch, and dinner.
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    528 Front Street
    Key West, FL US
  • Captain Tony's Saloon
    For bar nibbles and pub food par excellence, Captain Tony's Saloon is a top pick. None of the fare at Captain Tony's Saloon is low-fat, so you'll have to put the diet aside for a visit here. Find the perfect vintage to complement your meal — Captain Tony's Saloon offers a fine selection of wines, beers, and beyond. Just around the workday bend are Captain Tony's Saloon's happy hour food and drink bargains. Captain Tony's Saloon will be able to accommodate your large party. Guests are often seen shaking their stuff to the restaurant's live music. Between the music and the crowds, Captain Tony's Saloon's noise levels can be intense. Weekends are busy at the restaurant, so be prepared for longer wait times. Put the suit away when heading to Captain Tony's Saloon — dress is casual, as are the vibes. Diners will appreciate the quick and easy parking options located near this dining establishment. Cyclists will also appreciate the plentiful space to lock up their bikes outside the restaurant. Captain Tony's Saloon is creating dishes any foodie will love at around $30.
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    428 Greene St
    Key West, FL US
  • Bull and Whistle Bar
    For a quick bite to eat in Key West's Key West neighborhood, Bull and Whistle Bar's menu is packed with all-American options everyone will love. The food at Bull and Whistle Bar is high-calorie, high-flavor, and highly-rated. Find time to peruse the wine list here — Bull and Whistle Bar offers a variety of drink options. Home to one of the happiest happy hours, pop in after work for great drinks and good company. Surround yourself with the wonderful weather at your next night out at Bull and Whistle Bar. For music and dancing, Bull and Whistle Bar also features live bands and an open floor. During the restaurant's weekend rush, waiting in line is the name of the game (so avoid Friday and Saturday nights if you're looking for something quick). Ample parking is available in the area. Bull and Whistle Bar is home to many cyclists who appreciate the parking racks outside. Your bill at Bull and Whistle Bar will typically run less than $30 per person, so bring the whole gang!
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    224 Duval Street
    Key West, FL US

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