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17 results | All Key West Tours

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Key West Southernmost Food and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Southernmost Food and Cultural Walking Tour

star-5
753
Eat your way around Key West on this food tour with a guide who introduces you to 'mom and pop' eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and, of course, key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.
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  • 3 hours
  • Free Cancellation
From
$88.68
From
$88.68

Key West Historic Seaport Food Tasting and Cultural Walking Tour

Key West Historic Seaport Food Tasting and Cultural Walking Tour

star-5
342
Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the docks into some of the most colorful neighborhoods in Key West, pausing to sample locally-caught fish tacos, Key West pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere, and group size is limited to 12 people to ensure personal service from your guide.
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  • 3 hours
  • Free Cancellation
From
$88.68
From
$88.68

Key West Craft Cocktail Crawl
Likely to Sell OutLikely to Sell Out

Key West Craft Cocktail Crawl

star-5
213
Explore Key West through the eyes of a local on a craft cocktail tour that stops at five off–the–beaten–path establishments, from a historic mansion to a boutique hotel that was once a hospital. In addition to navigating for you, your guide uses the city’s bar scene to give you an overview of its history and culture. The tour includes five craft cocktails and two gourmet food tastings.
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  • 3 hours
  • Free Cancellation
From
$93.68
From
$93.68

Key West Sunset Cruise with Tropical Buffet Dinner

Key West Sunset Cruise with Tropical Buffet Dinner

star-4
668
Watch Key West's sunset — a main island attraction — on an evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.
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  • 2 hours
  • Free Cancellation
From
$88.95
From
$88.95

Hard Rock Cafe Key West Dining Experience

Hard Rock Cafe Key West Dining Experience

star-4
28
At the Hard Rock Café Key West, every meal is an experience, whether on the road or on a lunch break. Dine in style and feel like a star at this popular restaurant, located on world-famous Duval Street in downtown Key West. Savor a 2- or 3-course, fixed-price meal with choice of theme. Enjoy the Legendary Burger, ribs, salmon, steak or a vegetarian option for the main course along with a side and desert. Coffee, tea or soft drink included.
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  • 2 hours
  • Free Cancellation
From
$34.49
From
$34.49

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
Likely to Sell OutLikely to Sell Out

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

star-4.5
1556
Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
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  • 2 hours
  • Free Cancellation
From
$79.95
From
$79.95

Key West Haunted Pub Crawl and Ghost Tour

Key West Haunted Pub Crawl and Ghost Tour

star-4.5
234
Experience Key West’s dark side on this fun yet frightening haunted bar crawl. Hear tales of known paranormal activity from your local guide and visit the most eerie bars in Old Town Key West – located in two haunted mansions and repurposed morgue. By the end of the 2‐hour tour, you’ll see ‘Bone Island’ in a different (and profoundly spookier) light.
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  • 2 hours
  • Free Cancellation
From
$26.82
From
$26.82

Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1495
Ride through the streets of Old Town Key West during a leisurely bicycle tour—a perfect introduction for first-time visitors. Learn about the island's history and see highlights such as Mallory Square, Mile Marker Zero, and White Street Pier. Pedal out to the Southernmost Point Buoy and enjoy panoramic ocean views. Plus, choose from morning or afternoon times to easily fit this tour into your schedule.
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  • 3 hours
  • Free Cancellation
From
$49.81
From
$49.81

Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

star-4.5
698
Explore the best that Key West has to offer on this narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Select from an unlimited 1- or 2-day pass to suit your schedule.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$50.36
From
$50.36

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
507
Discover some of Key West’s deepest, darkest secrets on a 60-minute ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of one of the most haunted cities in the country. Experience Key West’s frightening past while traveling down the narrow, dark streets of Old Town, lined with 19th-century wooden houses that still bear the secrets of their former inhabitants. This tour is narrated by a 17th-century gravedigger guide who’s almost as scary as the stories being shared.
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  • 1 hour
  • Free Cancellation
From
$39.86
From
$39.86

Sunset Sip and Sail with Open Bar, Live Music, and Appetizers from Key West

Sunset Sip and Sail with Open Bar, Live Music, and Appetizers from Key West

star-4.5
68
Planning a night out in Key West with entertainment can add up quickly. This Key West cruise saves you money by combining an open bar with musical entertainment as you sail the waters keeping an eye out for views of the sunset. Plus, it ends early enough to leave you enough time to bar hop afterward if you’d like.
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  • 2 hours
  • Free Cancellation
From
$74.95
From
$74.95

Hemingway Food and Walking Tour

Hemingway Food and Walking Tour

star-4.5
47
Follow in the footsteps of Ernest Hemingway during a walking tour that focuses on food, culture, and history. Exploring Key West on foot means that you'll get a more intimate glimpse into the historic area, which is characterized by its charming bars and plethora of museums. Plus, you'll receive personalized attention as you explore in a small group limited to only 15 other travelers.
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  • 2 hours
  • Free Cancellation
From
$89.00
From
$89.00

Jimmy Buffett Tour
Likely to Sell OutLikely to Sell Out

Jimmy Buffett Tour

star-5
22
Jimmy Buffett has left his mark on Key West since he arrived 50 years ago. If you have a passion for all things Buffett and Margaritaville, this walking tour is the best way to find the locations around Old Key West that inspired his songs. Your guide will also take you to the location of his first gig, some of his favorite watering holes, bars he played in and his recording studio.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$69.00
From
$69.00

Dolphin Watching & Snorkeling in Key West with Sunset Dinner Cruise and Open Bar

Dolphin Watching & Snorkeling in Key West with Sunset Dinner Cruise and Open Bar

star-4
5
What a fun day in the sun with a 10am checkin and 11am departure to a 3 hours snorkeling and Dolphin watching adventure. At 4:45pm get ready for the Keywest sunset, dinner, live music and open bar.
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  • 6 hours
  • Free Cancellation
From
$189.99
From
$189.99

Old Fashioned Cocktail Class at General Horseplay in Key West

Old Fashioned Cocktail Class at General Horseplay in Key West

star-5
3
Discover the Old Fashioned in Key West's Premiere Cocktail Bar, General Horseplay. Famous for their Old Fashioneds, come learn the tips and tricks on how to make the very best cocktails.
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  • 2 hours
  • Free Cancellation
From
$80.00
From
$80.00

Key West Sunset Buffet Dinner Cruise with open bar and Live Music

Key West Sunset Buffet Dinner Cruise with open bar and Live Music

star-1
1
Key West is know for one of the worlds most incredible sunsets. On this Sunset buffet dinner cruise you will enjoy not only the incredible sunset but a full buffet dinner with live music and open bar with tropical inspired drinks and all the standard mixed drinks, wine and beer. A premium bar upgrade is available. The dinner will include a chicken dish, a pork dish, Mash Potatoes, Vegetarian option and mixed vegetables.
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  • 2 hours
  • Free Cancellation
From
$109.99
From
$109.99

Key West Sunset Bite, Sip & Stroll Audio Tour

Key West Sunset Bite, Sip & Stroll Audio Tour

star-5
1
Make your way to Key West with a smartphone and you’ll have all you need to discover the island’s best foods. This tour is self-guided through your smartphone. Simply follow the instructions that lead you to places like Mallory Square and the Key West Turtle Museum. Photos and audio recordings are available on your phone, as well as happy hour menus for the best restaurants. Pause the tour whenever you want to savor the flavors of Key West.
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  • 35 minutes to 2 hours
From
$9.99
From
$9.99

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