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122 results | All Key West Tours

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Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

star-4.5
520
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$50.35
From
$50.35
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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* A traveler said: "The knowledge of the drivers excellent! Very enjoyable . Great way to see all sights then decide Done"


Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
277
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$38.80
From
$38.80
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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* A traveler said: "Enjoyed the stories and spooky history of Key West...a lot of fun! Perfect tour length and great guide."


Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1217
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.81
From
$49.81
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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* A traveler said: "Yvonne was amazing very knowledgeable in the history of the Keys and in keeping a timely tour and the key lime pie was amazing!!!!"


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
526
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
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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* A traveler said: "Maxwell knowledge of Key West was Awesome! The history and the food and beverages was great! So happy we took the tour at the beginning of our stay"


Key West Historic Seaport Food Tasting and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Historic Seaport Food Tasting and Cultural Walking Tour

star-5
235
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
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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* A traveler said: "our guide Sharon was very knowledgeable and the food was delicious! The tour takes about 3 hours. Wear comfortable shoes because there is a great deal of walking."


Gulfstream Fishing - Key West

Gulfstream Fishing - Key West

star-4.5
184
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$76.97
From
$76.97
Going fishing while in Key West is a must, and this deep-sea fishing tour takes you on a comfortable boat that can fit up to 60 passengers. Whether you’re a beginner or an experienced fisherman, your captain and crew helps you with your skills. Try to catch snapper, grouper, mackerel, or shark. A license and all bait are included, and restrooms are on board for convenience.
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* A traveler said: "Had great time. First on fishing boat. Everything was well worth the money. Will do again next time in key west. Thank you to crew."


Key West Craft Cocktail Crawl
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Key West Craft Cocktail Crawl

star-5
125
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
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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* A traveler said: "The Tiki Hut and the volcano. Enjoyed hearing about the history of the island. The brewery was very interesting and the beer was good.."


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

star-4.5
1098
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
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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* A traveler said: "Beautiful views, great fun, very cool staff, delicious apps, nice choice of bar items. Perfect end to a wonderful day!"


Key West Florida Reef Half-Day Snorkeling Excursion

Key West Florida Reef Half-Day Snorkeling Excursion

star-4.5
673
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$45.95
From
$45.95
Enjoy an afternoon of swimming and snorkeling on this cruise off the coast of Key West. Spend a relaxing afternoon on a 69-foot catamaran headed to North America's only living coral barrier reef for the adventure of a lifetime. Pass some of Key West’s top attractions on the way, then dive right in to see more than 600 species of colorful fish, coral, and other sea life. This cruise includes professional snorkeling gear and instruction plus beer, wine, and soft drinks.
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* A traveler said: "Great trip! The crew was amazing, very professional and fun. We took the afternoon snorkeling trip and the reef was alive with fish! We'll definitely be doing this again!"


Key West Mangrove Kayak Eco Tour

Key West Mangrove Kayak Eco Tour

star-5
657
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.
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* A traveler said: "It was a fun excursion! Our guide was Payton and she was really cute- very funny and relaxed and knowledgeable. I can’t swim, but at no point did I feel in danger. The sites were cool. Would do again for sure!!"


Kayak Tour of Mangrove Maze from Key West

Kayak Tour of Mangrove Maze from Key West

star-5
33
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$75.00
From
$75.00
On this Tour you will paddle through three different bodies of water; The Gulf of Mexico, Cow Key Channel and into the Mangrove Mazes to get into the Salt ponds of Key West. Our Tour guides will share the History of Key West and South Florida, educate you on the flora and fauna that you may encounter and see throughout the tour and discuss how to become more sustainable in today's world.
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* A traveler said: "Going through the mangroves was amazing! Phil was a great tour guide. I would highly recommend this tour!!"


Key West Glass-Bottom Boat Tour with Sunset Option

Key West Glass-Bottom Boat Tour with Sunset Option

star-3.5
218
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$53.70
From
$53.70
For the aquatic adventure of a lifetime, take this cruise to North America's only living coral barrier reef. No need to go scuba diving or snorkeling for this great view — from the deck of a glass-bottom catamaran boat, see more than 600 species of tropical fish, sharks, turtles, lobsters and crabs, plus colorful coral and a vast collection of other sea life. Upgrade to a sunset cruise to enjoy a glass of Champagne as the sun settles into the Gulf of Mexico.
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* A traveler said: "Ruth and Grace were very knowledgeable. We were able to talk to Grace for a little bit and she knew everything we asked about the island."


Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
Likely to Sell OutLikely to Sell Out
From
$99.95
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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* A traveler said: "The sunset was spectacular. The crew did and excellent job keeping everyone safe and beverages plenty."


Key West Ghost and Mysteries Guided Tour

Key West Ghost and Mysteries Guided Tour

star-4.5
794
  • 1 hour 30 minutes
  • Free Cancellation
From
$32.26
From
$32.26
Discover the spooky side to one of the country's most haunted cities on a 90-minute walking tour. Listen to hair-raising local legends as you follow your guide down the hidden alley's of Key West. See where Robert the Doll lived, learn about Count Von Cosel, and keep your eyes peeled for the ghost at La Concha. Learn how to attract spirit activity with dowsing rods and how to capture it with your camera.
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* A traveler said: "We had a great time learning and hearing the stories of Key West! Ted was great and very knowledgeable!"


Key West Living Coral Reef Snorkel Adventure

Key West Living Coral Reef Snorkel Adventure

star-4
281
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$46.92
From
$46.92
Explore the only living coral reef in North America during this snorkeling adventure from Key West. Sail aboard a state-of-the-art catamaran as you voyage toward the reef. Receive snorkeling guidance from your knowledgeable crew, making this experience perfect for first-time snorkelers. Use of sanitized snorkel gear and beer, water, and champagne on the morning trip or margaritas on the afternoon trip provided.
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* A traveler said: "Great first time experience and very helpful crew. The coral reef was amazing to see. Lots of fish and it’s basically right there when stop"


Key West Full-Day Power Adventure: Sailing & Watersports Package

Key West Full-Day Power Adventure: Sailing & Watersports Package

star-4.5
585
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$209.95
From
$209.95
Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.
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* A traveler said: "We had a great time! Best part of our trip. Highly recommend! Staff was super nice. Alcohol served was very limited, only drawback. A margarita would have been nice. They only had Landshark beer and red and white wine. Wine is just kind of unfitting for a day playing in the sun."


Key West Sunset Champagne Catamaran Cruise
Likely to Sell OutLikely to Sell Out

Key West Sunset Champagne Catamaran Cruise

star-4.5
331
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$51.95
From
$51.95
Experience a sunset you’ll never forget on this 2-hour catamaran cruise in Key West. Sip on your choice of wine, champagne, beer or sangria as you watch the sun go down over the water. As you sail you’ll catch glimpses of the island and marvel at the views from the turquoise water. Cocktails are also available at a cash bar on board.
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* A traveler said: "The sunset was beautiful. Very tranquil and relaxing. The crew was wonderful. We thoroughly enjoyed our experience. M"


Key West Haunted Pub Crawl and Ghost Tour

Key West Haunted Pub Crawl and Ghost Tour

star-4
166
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$22.62
From
$22.62
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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* A traveler said: "This tour was awesome! We got to learn a lot of the history of Key West and stories of haunted places. Our guide-“Fast Eddie” was an excellent story teller and shared experiences with us about the island’s haunts."


Key West Wild Dolphin Sail and Shallow-Water Snorkel
Likely to Sell OutLikely to Sell Out

Key West Wild Dolphin Sail and Shallow-Water Snorkel

star-4.5
207
  • 4 hours
  • Taking safety measures
From
$97.91
From
$97.91
Take a half-day sailing adventure off the coast of Key West, Florida and observe wildlife. Sail away from the island city of Key West to the beautiful blue waters off the coast on a large catamaran. See dolphins swimming and jumping alongside the boat, then jump in for an easy shallow-water snorkel above a coral reef, shipwreck, or sponge garden, all supporting over 600 species of marine life. Relax, feel the warm sea breeze and enjoy light snacks and a variety of refreshing beverages on board the boat.
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* A traveler said: "We had a great experience with the dolphin sail and snorkeling. Got to see lots of dolphins (our lucky day). My family enjoyed the snorkeling as well (their first time). Shout out to Joe and Marisa (crew) - very knowledgeable and informative. Thank you guys for a wonderful time out on the water."


Key West Snorkel and Sunset Sail: Rum n' Reggae

Key West Snorkel and Sunset Sail: Rum n' Reggae

star-4
163
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$56.12
From
$56.12
Combine a snorkel session on North America's only living coral reef with a Key West sunset during this catamaran cruise. Listen to lively reggae beats, snorkel using the provided equipment, and watch the sunset with a rum punch in hand.
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* A traveler said: "Great crew, perfect snorkeling location, amazing sunset. We had an amazing time. This was for 20th wedding anniversary and I couldn't want anything more."


Shark and Wildlife Viewing Adventure in Key West
Likely to Sell OutLikely to Sell Out

Shark and Wildlife Viewing Adventure in Key West

star-5
721
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$84.27
From
$84.27
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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* A traveler said: "Awesome experience! Very educational. They news everything about wildlife. I will remember recommend them."


Key West Sunset Cruise with Live Island Music
Likely to Sell OutLikely to Sell Out

Key West Sunset Cruise with Live Island Music

star-4.5
474
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$73.75
From
$73.75
Jam to island beats by live musicians, eat, drink, and watch the sunset on this classic party cruise from Key West. Unlimited drinks and appetizers included; multiple departure times available to suit your schedule.
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* A traveler said: "The sunset cruise was so much fun! Thank you to the wonderful crew. They really outdid themselves providing excellent service throughout the cruise. Enjoyed the drinks, and snacks served. The music band was an added bonus. Great music and dancing 💃🏾"


Parasailing in Key West with Professional Guide

Parasailing in Key West with Professional Guide

star-4.5
143
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Get a bird’s-eye view of Key West from high above the crystal blue waters of the Atlantic Ocean on this parasailing tour. Experience the thrill of flying while watching the bustling activity along the coastline and the abundance of marine life below. See dolphins, turtles, fish, and more from 300 feet in the air. Enjoy gentle, dry takeoffs and landings.
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* A traveler said: "Great guide and captain. It was my kids’ first time. They had a blast and I felt it was very safe. I appreciated the guide joking and connecting with the passengers. Kids want to go back and I am going up next time!"


Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
265
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$61.46
From
$61.46
Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, this small group experience ensures you have a spot at the rail when it comes time to capture photos of the setting sun.
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* A traveler said: "Relaxing, comfortable and very enjoyable. The crew was welcoming and friendly. The experience was worth the cost"


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