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18 results | All Key West Tours

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Key West Southernmost Food and Cultural Walking Tour
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Key West Southernmost Food and Cultural Walking Tour

star-5
540
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
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Key West Historic Seaport Food Tasting and Cultural Walking Tour

star-5
256
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, 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 10 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
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Key West Craft Cocktail Crawl

star-5
138
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
$88.68
From
$88.68

Key West Pub Crawl

Key West Pub Crawl

star-4.5
161
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
From
$34.99
From
$34.99

Key West Historic Homes and Island History - Small Group Walking Tour

Key West Historic Homes and Island History - Small Group Walking Tour

star-5
52
Key West is home to many unique architectural landmarks and historic homes. Rather than wandering around alone, you can learn the fascinating stories of each by taking a guided tour. This small-group walking tour provides in-depth insights into the people and places of historic Key West.
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  • 2 hours
  • Free Cancellation
From
$45.00
From
$45.00

Key West Sunset Dinner Cruise with Tropical Buffet

Key West Sunset Dinner Cruise with Tropical Buffet

star-4
436
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

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
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Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar

star-5
234
Enjoy the sunset from the water on this Key West cruise aboard a classic schooner. As you stand on the deck of the tall ship, pass by sights such as Mallory Square with its Sunset Celebration and the Navy Mole, where big ships dock. Hors d'oeuvres and unlimited drinks are included onboard. Take your pick of beer, wine, sparkling wine, cocktails, soda, and homemade tropical sangria.
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  • 2 hours
  • Free Cancellation
From
$99.95
From
$99.95

Key West Jet Ski Tour: Free 2nd Rider

Key West Jet Ski Tour: Free 2nd Rider

star-5
374
Discover 28 miles (45 kms) of the Floridian coast on a 1.5-hour jet ski tour. With four daily tours, you can easily find a time that fits with your schedule. The tour is priced per jet ski, so you can ride tandem with a friend at no additional cost. Your guide is on hand at all times to lead the way on your aquatic adventure.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$173.27
From
$173.27

Key West Haunted Pub Crawl and Ghost Tour

Key West Haunted Pub Crawl and Ghost Tour

star-4
186
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

All-Inclusive Water Adventure Excursion in Key West

All-Inclusive Water Adventure Excursion in Key West

star-5
266
Save time and money in Key West on this all-inclusive, full-day excursion. Enjoy a day of sailing, snorkeling, and kayaking off the coast. Visit the Key West National Wildlife Refuge and explore an underwater world full of colorful fish and coral. Includes a buffet lunch with unlimited beer, wine, and soft drinks.
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  • 6 hours 30 minutes
  • Free Cancellation
From
$129.00
From
$129.00

Shark and Wildlife Viewing Adventure in Key West
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Shark and Wildlife Viewing Adventure in Key West

star-5
769
Get up close with sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast of Key West. See dolphins, stingrays, turtles and birds and learn about Key West’s waters, and then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat. Bring a camera to capture the excitement as these super predators swarm. Cold drinks, snacks and polarized sunglasses are included on this Key West shark cruise.
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  • 2 hours
  • Free Cancellation
From
$84.27
From
$84.27

Ultimate Jet Ski Tour of Key West

Ultimate Jet Ski Tour of Key West

star-4.5
318
Experience Key West’s tropical blue waterways on this Jet Ski tour along the Atlantic Ocean and/or the Gulf of Mexico. Enjoy panoramic island views and watch for dolphins, stingrays, sea turtles, manatees and more while gliding over warm ocean water. Bring a waterproof camera to capture this southernmost point in the continental United States.
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  • 2 hours
  • Free Cancellation
From
$166.57
per group
From
$166.57
per group

Highlights and Stories of Key West - Small Group Walking Tour

Highlights and Stories of Key West - Small Group Walking Tour

star-5
42
Key West Highlights and Stories- 2020 and 2021 WINNER "Best Key West Walking Tour" Join our award-winning guides for a wonderful, fun, and informative 2.5 hour stroll through the historic streets of Old Town Key West. Our goal is for you to have a fantastic time as your local guide brings to life the rich and colorful history, legends, points of interest, flora/fauna, and culture that make Old Town Key West unique and famous across the globe. There's something for everyone to enjoy on this fascinating and story-filled look behind the scenes of historic 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 15 minutes
  • Free Cancellation
From
$45.00
From
$45.00

Private 2-Hour Wind and Wine Sunset Sail in Key West
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Private 2-Hour Wind and Wine Sunset Sail in Key West

star-4.5
16
This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from around the world and a variety of beers. You will be sailing on a 65-foot schooner while watching the sunset into the ocean. There will be hors d'oeuvres passed around throughout the trip. A great way to have a private sail with your friends, family, or co-workers.
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  • 2 hours
From
$2,299.00
per group
From
$2,299.00
per group

Yes, Queen! Drag Queen Pub Crawl of Key West

Special Offer

Yes, Queen! Drag Queen Pub Crawl of Key West

star-4.5
9
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/ 801 Bourbon will not be included, but will have tickets available for purchase*
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  • 2 hours
From
$36.80
$46.00
$9.20 savings
From
$36.80
$46.00
$9.20 savings

Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!
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Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!

star-5
6
There's so many great places to eat and drink in Key West that it can be difficult to choose. Let this guided tour make the decisions for you. You'll stop into several locals' favorite restaurants to sample cocktails and food before heading to Mallory Square in time for the sunset celebration.
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  • 2 to 3 hours
  • Free Cancellation
From
$79.00
From
$79.00

Private Key West Historic Homes and Island History Walking Tour

Private Key West Historic Homes and Island History Walking Tour

star-5
5
Historic Homes & Stories of Key West- 2020 and 2021 WINNER- "Best Key West History Tour" Join our award-winning guides for a wonderful, fun, and informative 2 hour stroll through the celebrated Old Town neighborhoods where you'll discover many of the most 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 public buildings, each with its own legendary story, notable history, and rich style. There's something for everyone to enjoy on this fascinating look behind the scenes of historic Key West. *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 history of Old Town Key West with you.
More
  • 2 hours
  • Free Cancellation
From
$79.00
Price varies by group size
From
$79.00
Price varies by group size

Private Highlights and Stories of Key West Walking Tour

Private Highlights and Stories of Key West Walking Tour

star-5
5
Swap the standard sightseeing tours of Key West for a more personalized experience. This private tour is exclusively for your group and led by a Key West local and unofficial "mayor." As you stroll through the Old Town streets, you'll learn all about the colorful histories and personalities that have shaped Key West.
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  • 2 hours 15 minutes
  • Free Cancellation
From
$79.00
Price varies by group size
From
$79.00
Price varies by group size

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