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15 results | All Key West Tours

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Key West Historical Seaport Food Tasting and Cultural Walking Tour

Key West Historical Seaport Food Tasting and Cultural Walking Tour

star-5
Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the beach and docks into some of the most colorful neighborhoods in Key West, pausing to sample locally-caught fish tacos, Key West pink shrimp, conch ceviche, 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 homemade sangria 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 10 people to ensure personal service from your guide.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

Small-Group Key West Food Tasting and Cultural Walking Tour

Small-Group Key West Food Tasting and Cultural Walking Tour

star-5
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
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

Key West Craft Cocktail Crawl

Key West Craft Cocktail Crawl

star-5
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 three gourmet food tastings.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.66
From
$88.66
Taking safety measures

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Key West Pub Crawl

Key West Pub Crawl

star-4.5
Get ready to party in paradise on this guided, 2.5-hour Key West pub crawl. The beautiful island city of Key West is famous for its raucous bar scene. Visit some of its most popular and entertaining establishments, beginning downtown and then traveling to the historic seaport and back to busy Duval Street. Enjoy a domestic beer or mixed drink at each of the five locations and receive a free souvenir t-shirt to commemorate the event. Guests must be at least 21 years old to participate.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$34.99
From
$34.99
Taking safety measures

Secret Food Tour of Key West w/ Private Tour Option

Secret Food Tour of Key West w/ Private Tour Option

star-5
From local shrimp to the perfect Key lime pie, Key West dining is a food-lover’s dream, but finding authentic flavors can be a challenge in a town packed with touristy restaurants. Discover the very best bites on a gourmet tour that samples a little bit of everything, exploring Key West’s charming neighborhoods, colorful characters, and history along the way.
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  • 2 hours 30 minutes
  • Taking safety measures
From
$221.20
From
$221.20
Taking safety measures

Hard Rock Cafe Key West Dining Experience

Hard Rock Cafe Key West Dining Experience

star-4.5
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
  • Taking safety measures
From
$32.99
From
$32.99
Taking safety measures

Key West Sunset Dinner Cruise with Tropical Buffet

Key West Sunset Dinner Cruise with Tropical Buffet

star-4
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
  • Taking safety measures
From
$67.65
From
$67.65
Taking safety measures

Yes, Queen! Drag Queen Pub Crawl of Key West

SPECIAL OFFER

Yes, Queen! Drag Queen Pub Crawl of Key West

star-5
Meet your guide for the night, a world-class drag queen, at the award-winning Aqua Nightclub. Grab a cocktail and mingle with your fellow crawlers as you await the ring of the ‘b*tch bell’ to announce the kick-off of the tour. Follow your guide through the vibrant streets of Key West and prepare to sing and dance your way through the city as you learn how to party like a true queen. Now you know how to behave like a queen it’s time to be treated like one too — skip to the front of the line at every bar and pub along the crawl. Spend the night at a number of Key West best bars and clubs, drink delicious and reasonably priced cocktails, laugh with your fellow crawlers, dance like a queen, and experience how the other half live! *Ticket includes tour only. The Cabaret show at Aqua will not be included, but will have tickets available for purchase*
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  • 2 hours
  • Free Cancellation
From
$33.60
$42.00
$8.40 savings
From
$33.60
$42.00
$8.40 savings

Private Yoga and Wine Tasting Excursion in Key West

Private Yoga and Wine Tasting Excursion in Key West

This is a four hour excursion that is designed to help you relax, stick with your workout routine, and give you the opportunity to enjoy the taste of some delicious wines! The trip starts when you are picked up at your hotel or the cruise dock. You then head over to Shakti Yoga for an hour of yoga. Towels, mat, and water are provided. After nailing your downward facing dog and extended side angle pose, you then head out to sample some flavorful wines. What’s Included: Door-to-Door Service to Yoga & Wine Tasting, Towel, Yoga Mat, Bottled Water, Goody Bag with Body Salt Scrub & Wine Glass Schedule: This is a four hour excursion. Please call in advance for reservations. Pricing: Prices do not include gratuity, as we believe gratuity should be based on the level of service received. If you feel you have received great service, please tip your driver.
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  • 4 hours
  • Free Cancellation
From
$135.00
From
$135.00

Private Secret Food Tour of Key West

Private Secret Food Tour of Key West

Soak up the charm of the neighborhood's fully-restored, historically significant Victorian, shotgun, and conch-style homes on tree-lined streets. The area's atmosphere makes it easy to lose yourself in the magic of Key West, immersing yourself in the vibe of the Conch Republic. Let our guide entertain you with funny and interesting anecdotes about this beautiful district. As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience. No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!
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  • 2 hours 30 minutes
From
$102.70
From
$102.70

Cultural Walking Tour of Key West with Food and Drink Tastings

Cultural Walking Tour of Key West with Food and Drink Tastings

Discover the cuisine and culture of historic old Key West. Tastings of authentic dishes like Cuban pork and Key lime pie. Stops at local haunts like Mangoes, Blue Heaven and Rum Bar. Guided historical and cultural walking tour. Chance to navigate the city's charming streets like a local
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  • 3 hours
  • Free Cancellation
From
$240.00
From
$240.00

Highlights of Key West Walking Tour

Highlights of Key West Walking Tour

star-5
Key West Highlights- “The best walking tour in Key West!” Join Key West's unofficial "mayor" and his sidekick "Oliver" (Key West's most famous mascot) as they take you on a pleasant 2 hour stroll through the historic Old Town streets. Our goal is for you to have fun while enjoying the rich and colorful history, legends, food, points of interest, and culture that make Old Town Key West unique and famous across the globe. The quality of our tours and our guides is unmatched on the island. With unique insights and carefully crafted tour routes, we strive to provide the best walking tours available in Key West. *Consistently ranked as the top “Highlights Tour” by Keys Tourism Association *Voted Top Tour Guides of North America *Over 20 years experience *Our guides have been featured in many leading publications including Gentry, Conde Nast, Frommer’s Travel Guide, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today. We look forward to sharing Old Town Key West with you.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$49.00
From
$49.00
Taking safety measures

2 Hour Private Highlights of Key West Walking Tour

2 Hour Private Highlights of Key West Walking Tour

Key West Highlights Private Tour- “The best walking tour in Key West!” Join Key West's unofficial "mayor" and his sidekick "Oliver" (Key West's most famous mascot) on a pleasant 2 hour private stroll through the historic Old Town streets. Our goal is for you to have fun while enjoying the rich and colorful history, legends, food, points of interest, and culture that make Old Town Key West unique and famous across the globe. The quality of our tours and our guides is unmatched on the island. With unique insights and carefully crafted tour routes, we strive to provide the best walking tours available in Key West. *Consistently ranked as the top “Highlights Tour” by Keys Tourism Association *Voted Top Tour Guides of North America *Over 20 years experience *Our guides have been featured in many leading publications including Gentry, Conde Nast, Frommer’s Travel Guide, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today. We look forward to sharing Old Town Key West with you.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$159.00
From
$159.00
Taking safety measures

Self-Guided Audio Sunset Stroll in Key West

SPECIAL OFFER

Self-Guided Audio Sunset Stroll in Key West

Stroll along the Gulf of Mexico, enjoying the island’s best happy hours, then watch the famous Key West sunset. Simply download the tour to your phone or tablet. Enable audio to enjoy narration that starts automatically as you near each point of interest, or read about each stop, then follow directions to the next stop. It's like walking with your own local tour guide! Historic photos, recordings and videos plus links to restaurant menus and websites rest at your fingertips. In just 35 minutes of walking, you can cool off at a tiki bar with a gorgeous waterfall, then stroll along a hidden boardwalk with stunning ocean views. Find the best best happy hours with the tastiest seafood snacks. Stroll past Jimmy Buffett’s secret recording studio. Enjoy Key West’s most popular brewery, best mojito, or the world’s yummiest coffee. Learn where the locals watch the sunset. Sight-see at your own pace, avoid being herded in a crowd, and linger only in the places that truly interest you.
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  • 35 minutes to 2 hours
From
$7.19
$8.99
$1.80 savings
From
$7.19
$8.99
$1.80 savings

Key West Historic Homes and Designs Small-Group Walking Tour

Key West Historic Homes and Designs Small-Group Walking Tour

Historic Homes & Designs of Key West- "The best historic home walking tour in Key West!" Join Key West's unofficial "mayor" and his sidekick "Oliver" (Key West's most famous mascot) as they take you on a wonderful and informative 90 minute stroll through the celebrated Old Town neighborhoods where you'll discover many of the beautiful, historic homes and unique architectural landmarks that have contributed so significantly to the history, culture, and legends of our remarkable island community. We’ll see the exteriors of a variety of beautiful homes and municipal buildings, each with its own story, notable history, and rich style. *Voted Top Tour Guides of North America *Over 20 years experience *Our guides have been featured in many leading publications including Gentry, Conde Nast, Frommer’s Travel Guide, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today. We look forward to sharing the historic homes of Old Town Key West with you.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$39.00
From
$39.00
Taking safety measures

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