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Top Key West Sightseeing Tours

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55 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
423
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$47.20
From
$47.20
Taking safety measures

Key West Shore Excursion: Key West Hop-On Hop-Off Trolley Tour

Key West Shore Excursion: Key West Hop-On Hop-Off Trolley Tour

star-4
23
When arriving at the Port of Key West, explore the best this island city has to offer on an independent, narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions—like Mallory Square, Southernmost Point, and Key West Aquarium, to name a few. With this 1-day pass, board at any of the conveniently located stops and get to know the city in customized fashion, with live onboard commentary from a professional tour conductor.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$47.20
From
$47.20
Taking safety measures

Private Walking Tour of Key West

Private Walking Tour of Key West

star-5
5
Walk through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation. **If it's too far or too hot to walk, you have the option of hopping on the Duval Loop bus with your guide for only $1 per person** It's air-conditioned with several convenient stops throughout Old Town. These tours are private so you can ask questions and we can customize the tour to your interests. Your tour guide is knowledgeable about everything Key West, so don't hesitate to let us know what interests you and what you want to know about Key West.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$69.00
Price varies by group size
From
$69.00
Price varies by group size
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
61
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

Key West Ghost and Gravestone Trolley Tour

Key West Ghost and Gravestone Trolley Tour

star-4
166
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
$32.50
From
$32.50
Taking safety measures

Beach Day in Key West with Picnic Lunch

Beach Day in Key West with Picnic Lunch

star-5
16
Visit Fort Zachary Taylor Historic State Park on a tour that introduces you to both the history and natural beauty of Key West. Located on the southwestern tip of the island, the park is a relaxing place to spend a few hours snorkeling, sunbathing, and discovering historical sites. This tour provides an easy way to see more of Key West for those short on time.
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  • 3 to 5 hours
  • Free Cancellation
From
$99.00
From
$99.00

The Ghosts of Key West Walking Tour

The Ghosts of Key West Walking Tour

star-4.5
8
The Ghosts of Key West Tour is our family friendly option and is very rich in Key West’s history, hauntings and ghost stories. On this tour you’ll learn about prominent figures of the past. You’ll also hear about Robert the Doll, stop by The La Concha Hotel, haunted mansions, hotels, and businesses.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$24.99
From
$24.99
Taking safety measures

Skip the Line: Mel Fisher Maritime Museum Admission Ticket and Audio Tour

Skip the Line: Mel Fisher Maritime Museum Admission Ticket and Audio Tour

star-4.5
6
Naval history buffs and aspiring pirates alike are guaranteed to have a whale of a time at the Mel Fisher Maritime Museum. Your admission also includes an audio guide, which offers in depth commentary on the museum’s many artifacts. Highlights include the Spanish Treasure Galleons galleries, Slave Ship and Key West African Cemetery exhibits, and relics from the Henrietta Marie. You can even tour the museum's laboratory and see conservation firsthand.
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  • 1 to 4 hours
  • Free Cancellation
From
$17.00
From
$17.00

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
129
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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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$61.46
From
$61.46
Taking safety measures

Key West Glass-Bottom Boat Tour with Sunset Option

Key West Glass-Bottom Boat Tour with Sunset Option

star-4
168
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
$49.77
From
$49.77
Taking safety measures

Key West Sunset Cruise with Live Island Music

Key West Sunset Cruise with Live Island Music

star-4.5
331
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$69.82
From
$69.82
Taking safety measures

Small-Group Key West Sunset Sail with Wine

Small-Group Key West Sunset Sail with Wine

star-5
287
Escape to the still waters off the coast of Key West on this small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers. Also included is a gourmet cheese buffet and other appetizers, like summer sausages, water crackers with brie, green apples with a honey drizzle and more. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$91.38
From
$91.38
Taking safety measures

Easy Stroll Audio Tour Downtown Key West

Easy Stroll Audio Tour Downtown Key West

star-5
1
In just 1 hour of walking, learn the history, culture, and cuisine of Key West. Simply download this GPS-driven audio & multimedia tour to your phone or tablet. Enable audio narration that starts as you near each point or interest, or read about stop. Local knowledge, historic photos, and links to websites and restaurant menus rest at your fingertips. It's like traveling with your own local tour guide! Never waste a step following this route. Visit the most important museums and attractions. Discover the island’s best Key lime pie, Cuban cigars, rum mojitos, craft beer, conch ceviche, fish tacos, and handmade sandals. Learn about famous writers, wreckers, and pirates. End with a swim on a popular beach. Perfect for solo travelers and small groups. Sight-see at your own pace, avoid being herded in a big crowd and only linger in the places that truly interest you. After purchasing, check your confirmation emails for instructions on how to download your tour to a phone or tablet.
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  • 1 hour
  • Taking safety measures
From
$9.99
From
$9.99
Taking safety measures

2-Hour Private Sunset Cruise around Key West

2-Hour Private Sunset Cruise around Key West

star-5
16
This is the only 2 hour sunset cruise in Key West that provides a private guided tour around the island.Sit back and relax while your Captain points out all the sites along the way. Enjoy the privacy of a private charter. Feel free to bring food or beverages of your choice. Price is $375 TOTAL and includes up to 6 people. Looking forward to seeing you on the dock!
More
  • 2 hours
  • Free Cancellation
From
$200.00
Price varies by group size
From
$200.00
Price varies by group size

Self-Guided Audio Sunset Stroll in Key West

Self-Guided Audio Sunset Stroll in Key West

star-5
1
Stroll along the Gulf of Mexico, enjoying the island’s best happy hours, then watch the famous Key West sunset. Download this multi-media, GPS-driven tour to your phone or tablet. 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 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. After purchasing, check your confirmation emails for instructions on how to download your tour to your phone or tablet.
More
  • 35 minutes to 2 hours
From
$8.99
From
$8.99

Private Key West Historic Homes and Designs Walking Tour

Private Key West Historic Homes and Designs Walking Tour

Historic Homes & Designs of Key West- "2020 WINNER- Best Key West History Tour" Join our award-winning guides for a wonderful, fun, and informative 90 minute 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 welcoming you and sharing Old Town Key West with you.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$79.00
Price varies by group size
From
$79.00
Price varies by group size
Taking safety measures

Private Secret Food Tour of Key West

Private Secret Food Tour of Key West

star-5
3
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

2 Hour Private Highlights of Key West Walking Tour

2 Hour Private Highlights of Key West Walking Tour

star-5
1
Key West Highlights Private Tour- “WINNER 2020 Best Key West Walking Tour" Join Key West's unofficial "mayor" and his sidekick "Oliver" (Key West's most famous mascot) on a wonderful 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, 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
$79.00
Price varies by group size
From
$79.00
Price varies by group size
Taking safety measures

Private Tour of Florida Keys from Marathon to Key West

Private Tour of Florida Keys from Marathon to Key West

star-5
2
Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island music on the way back. HIGHLIGHTS • See the sights in Key West • Stay for the Key West sunset • Plenty of Free Time • Designated Driver • Narrated Tour Do what you want in Key West! We're doing the driving! Choose to sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail, and more! Sit back & enjoy the scenery as we drive down to Key West. We're licensed like a limousine, so you can enjoy your favorite beverages en route. Learn the history, culture, and ecology of the Florida Keys & Key West from your friendly local guide. See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square It's more like a road trip than a tour - ask questions, point out wildlife, make new friends.
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  • 7 hours
  • Free Cancellation
  • Taking safety measures
From
$200.00
Price varies by group size
From
$200.00
Price varies by group size
Taking safety measures

2-Hour Private Sunset Cruise on Tiki Bar Boat in Key West

2-Hour Private Sunset Cruise on Tiki Bar Boat in Key West

star-5
4
Key West is famous for it's sunsets and it doesn't get any better then on a private sunset cruise aboard our custom tiki bar boats. You and up to 5 guests will toast the sunset with your favorite libation(BYOB). Our boats feature a large thatch roof for shade, bluetooth tv and stereo, a walk in bathroom, adjustable padded bar stools and a gorgeous live edge tiki bar. You'll cruise the Key West harbor in style and view the famous sunset on your private 2 hour adventure. Keep your eyes on the horizon for a chance to see the famous Green Flash as the sun goes down.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$456.88
per group
From
$456.88
per group
Taking safety measures

Private Sunset Boat Charter Key West

Private Sunset Boat Charter Key West

star-4
4
Enjoy a private 2 hour sunset cruise in Key West with your family and friends. Sit back and relax while your Captain points out all the sites along the way. Enjoy the privacy of a private charter while you take in the gorgeous sunsets that Key West celebrates nightly. Feel free to bring food or beverages of your choice, the cooler is full of ice. Looking forward to seeing you on the dock!
More
  • 2 hours
  • Free Cancellation
From
$208.34
Price varies by group size
From
$208.34
Price varies by group size

Private Day Trip - A Self-Guided Drive Through the Lower Keys

Private Day Trip - A Self-Guided Drive Through the Lower Keys

star-5
1
There’s so much to see and do in just 1 1/2 hours of driving from Key West to Marathon. Download this GPS-driven audio & multimedia tour to your phone or tablet. It's like bringing along your own local tour guide! As you drive from Key West to Marathon, your phone or device alerts you to great places to stop. Enable audio narration to hear about each point of interest as you approach the area. You’ll have historic photos, a map linked to your GPS, and links to websites and restaurant menus at your fingertips. Visit the Keys’ most beautiful natural sand beach, tan on a secret nude beach, check out a limestone quarry inhabited by American alligators, spot rare Key deer, find the Keys’ best shrimp pizza, and jump off an abandoned bridge into a cool-water canal. Sight-see at your own pace, avoid being herded in a crowd, and linger only in the places that truly interest you. After purchasing, check your confirmation emails for instructions on how to download your tour.
More
  • 2 to 5 hours
From
$5.00
From
$5.00

Key West Morning Boat Charter

Key West Morning Boat Charter

star-5
48
Enjoy a morning in the crystal clear water of The Florida Keys National Marine Sanctuary. This private custom charter will take you on an adventure snorkeling at the reef. See marine life in their natural habitat. Sea Turtles, Tropical Fish, Starfish and a living coral reef abound. Your Captain is knowledgeable and will guide you through the experience. You will stop at a tropical sandbar to splash around and see the home for many bird species while encircling the mangroves on your tour. You will also be welcome to Kayak or use the stand-up paddle board! This will help you navigate the sand-bar and have some fun. If fishing is on your bucket list, we can cast the rod and enjoy some near shore fishing. It's your day and you design the activities that you are interested in. No two trips are alike and we can't wait to help you make wonderful memories!
More
  • 3 hours
  • Free Cancellation
From
$248.00
Price varies by group size
From
$248.00
Price varies by group size

Key West Day Sail Aboard Schooner

Key West Day Sail Aboard Schooner

star-5
57
Experience a slice of sailing history while soaking up fantastic Key West views on a cruise aboard the America 2.0, a replica of the schooner that won the very first America’s Cup. Relax on padded benches and teak decks as your captain navigates the island coastline past landmarks like Fort Zachary Taylor and Sand Key Light Tower, and sip unlimited drinks from the full onboard bar.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$60.20
From
$60.20
Taking safety measures

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Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Sightseeing Tours in Key West?
Q:
What Sightseeing Tours in Key West are 1 hour or less?
Q:
What Sightseeing Tours in Key West are taking additional safety precautions?
Q:
What Sightseeing Tours in Key West are good for avoiding crowds?