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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
521
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
  • Taking safety measures
From
$50.35
From
$50.35
Taking safety measures

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
280
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
  • Taking safety measures
From
$38.80
From
$38.80
Taking safety measures

Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

star-5
1221
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
  • Taking safety measures
From
$49.81
From
$49.81
Taking safety measures

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
528
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 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
239
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
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

Gulfstream Fishing - Key West

Gulfstream Fishing - Key West

star-4.5
184
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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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$76.97
From
$76.97
Taking safety measures

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

Key West Craft Cocktail Crawl

star-5
128
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
  • Taking safety measures
From
$88.68
From
$88.68
Taking safety measures

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
1101
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
  • Taking safety measures
From
$89.95
From
$89.95
Taking safety measures

Key West Florida Reef Half-Day Snorkeling Excursion

Key West Florida Reef Half-Day Snorkeling Excursion

star-4.5
675
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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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$45.95
From
$45.95
Taking safety measures

Key West Mangrove Kayak Eco Tour

Key West Mangrove Kayak Eco Tour

star-5
658
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Taking safety measures

Kayak Tour of Mangrove Maze from Key West

Kayak Tour of Mangrove Maze from Key West

star-5
34
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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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$75.00
From
$75.00
Taking safety measures

Key West Glass-Bottom Boat Tour with Sunset Option

Key West Glass-Bottom Boat Tour with Sunset Option

star-3.5
218
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$53.70
From
$53.70
Taking safety measures

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
Likely to Sell OutLikely to Sell Out

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

star-5
227
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 Ghost and Mysteries Guided Tour

Key West Ghost and Mysteries Guided Tour

star-4.5
794
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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  • 1 hour 30 minutes
  • Free Cancellation
From
$32.26
From
$32.26

Key West Living Coral Reef Snorkel Adventure

Key West Living Coral Reef Snorkel Adventure

star-4
281
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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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$46.92
From
$46.92
Taking safety measures

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

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

star-4.5
585
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.
More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$209.95
From
$209.95
Taking safety measures

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

Key West Sunset Champagne Catamaran Cruise

star-4.5
331
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$51.95
From
$51.95
Taking safety measures

Key West Haunted Pub Crawl and Ghost Tour

Key West Haunted Pub Crawl and Ghost Tour

star-4
168
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
  • Taking safety measures
From
$22.62
From
$22.62
Taking safety measures

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
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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  • 4 hours
  • Taking safety measures
From
$97.91
From
$97.91
Taking safety measures

Key West Snorkel and Sunset Sail: Rum n' Reggae

Key West Snorkel and Sunset Sail: Rum n' Reggae

star-4
163
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.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$56.12
From
$56.12
Taking safety measures

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
726
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
  • Taking safety measures
From
$84.27
From
$84.27
Taking safety measures

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
475
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.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$73.75
From
$73.75
Taking safety measures

Parasailing in Key West with Professional Guide

Parasailing in Key West with Professional Guide

star-4.5
143
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.
More
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Taking safety measures

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
266
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$61.46
From
$61.46
Taking safety measures

Filters

What people are saying about Tours, Sightseeing & Cruises in Key West

star-5
Key West Hop-On Hop-Off Trolley Tour
"Very good experience. Funny commentary and informative. Easy on and off. Good experienced driver. Polite and informative agents at ticket booth also."..."
star-5
Key West Ghosts and Gravestones Trolley Tour
"It was so much intriguing information at once. So fun in one hour. Our tour guide was amazing. She took us through the haunted maritime museum and honored the African Americans that were refugees in Key West. So patient with all of our questions"..."
star-5
Guided Bicycle Tour of Old Town Key West
"Yvonne was amazing very knowledgeable in the history of the Keys and in keeping a timely tour and the key lime pie was amazing!!!!"..."
star-5
Key West Southernmost Food and Cultural Walking Tour
"Our guide, Kayla, and the others on the tour were the favorite parts. The food and visits were great, too. This is my 3rd food tour and it was a wonderful experience."..."
star-5
Key West Historic Seaport Food Tasting and Cultural Walking Tour
"We learned so much about Key West’s early days & the food created. The whole experience was wonderful. The food, the history was excellent. Maegan is an excellent tour guide."..."
star-5
Gulfstream Fishing - Key West
"The crew was helpful and friendly. Nice large boat… The captain moved around to put us on the fish. You can bring a cooler also. Super fun day…"..."
star-5
Key West Craft Cocktail Crawl
"The Tiki Hut and the volcano. Enjoyed hearing about the history of the island. The brewery was very interesting and the beer was good.."..."
star-5
Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
"Great crew! Great atmosphere, live music was really good. Definitely the best way to see the sunset!!!!!"..."
star-5
Key West Florida Reef Half-Day Snorkeling Excursion
"Poor water clarity due to weather but overall a fun day on the water. Definitely puts you in vacation mode."..."
star-5
Key West Mangrove Kayak Eco Tour
"The tour guides were very informative and kind. We really enjoyed the trip. Safety was there main concern. i would recommend this trip to anyone who visit the keys."..."
star-5
Kayak Tour of Mangrove Maze from Key West
"Going through the mangroves was amazing! Phil was a great tour guide. I would highly recommend this tour!!"..."
star-5
Key West Glass-Bottom Boat Tour with Sunset Option
"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."..."
star-5
Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
"The sunset was spectacular. The crew did and excellent job keeping everyone safe and beverages plenty."..."
star-5
Key West Ghost and Mysteries Guided Tour
"We had a great time learning and hearing the stories of Key West! Ted was great and very knowledgeable!"..."
star-5
Key West Living Coral Reef Snorkel Adventure
"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"..."
star-5
Key West Full-Day Power Adventure: Sailing & Watersports Package
"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."..."
star-5
Key West Sunset Champagne Catamaran Cruise
"The crew was amazing, the timing was perfect , we watched the sunset with a beautiful clear sky , we were about 30-35 people enough room for everyone. Bar service excellent"..."
star-5
Key West Haunted Pub Crawl and Ghost Tour
"We had an awesome time! Thanks so much Kelly for a great time! Lots of fun facts we had no idea about."..."
star-5
Key West Wild Dolphin Sail and Shallow-Water Snorkel
"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."..."
star-5
Key West Snorkel and Sunset Sail: Rum n' Reggae
"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."..."
star-5
Shark and Wildlife Viewing Adventure in Key West
"You go on these things and think you will be lucky to see even one shark. OMG! We saw at least twenty of them! What an experience! Definitely recommend!"..."
star-5
Key West Sunset Cruise with Live Island Music
"The band and crew were extremely friendly & fun. My sister and I enjoyed the music, breath taking views and wine."..."
star-5
Parasailing in Key West with Professional Guide
"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!"..."
star-5
Sunset Sail in Key West with Beverages Included
"Excellent experience on the water! Wine was perfect and a great way to see Key West. This was definitely the high light of our trip."..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
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What are the best Tours, Sightseeing & Cruises in Key West?
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