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Top Key West Sightseeing Tours - page 4
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Key West is a wonderfully walkable island that deserves just as much exploration under the moonlight as it does under the sun. Avoid crowded group tours with this private self-guided ghost tour. Using your smartphone, you’ll explore Key West’s allegedly haunted sites and hear their grizzly histories. Go at your own pace, taking breaks or visiting other Key West attractions as you continue your adventure.
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Key West Smartphone guided Ghost Walking Tour App/GPS/EMF Reader
40 to 55 minutes
Free Cancellation
4.2
(9)
from
USD 10
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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Skip the Line: Mel Fisher Maritime Museum Admission Ticket and Audio Tour
1 to 4 hours
Free Cancellation
4.2
(30)
from
USD 20
Likely to Sell Out
Get front row seats to a stunning Florida Keys sunset, without the hassle of chartering your own vessel, on this catamaran cruise from Key West. Sip on your choice of wine, sparkling, beer, margaritas, or sangria as you watch the sun go down over the water. As you sail, catch glimpses of the island and marvel at the views from the turquoise water.
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Key West Champagne Sunset Catamaran Cruise
1 hour 30 minutes
Free Cancellation
4.7
(592)
from
USD 59
Likely to Sell Out
Set sail on a replica of the 1851 Schooner America on a cruise from Key West. See the top sights of the city, including Fort Zachary, Mallory Square, and Sand Key Lighthouse from a unique perspective. Your cruise is accompanied by complimentary hors d’oeuvres along with alcoholic and non-alcoholic beverages. Allow yourself to truly unwind as the sun sinks into the Atlantic Ocean.
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Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
2 hours
Free Cancellation
4.9
(893)
from
USD 123
Discover a side of Key West some visitors miss, and immerse yourself in its beautiful scenery, on a half-day sailing tour. Board your catamaran and head to North America's only living coral barrier reef. Pass some of Key West’s top attractions on the way, then dive in to see hundreds of species of colorful fish, coral, and other sea life. This cruise includes snorkeling gear, plus beer, wine, and soft drinks.
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Key West Afternoon Snorkel Sail with Unlimited Cocktails!
3 hours
Free Cancellation
4.4
(1,605)
from
USD 59
Swap crowded bus tours for a private tour of Key West on a comfortable and unique tiki bike. Your driver will pedal you around the streets of Old Town and the Historic District to top attractions and places that cannot be reached by bus.
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Key West Conch Republic Tiki Pedicab Experience by Kokomo Cabs
2 hours 30 minutes
Free Cancellation
5.0
(70)
from
USD 229
Per group
Likely to Sell Out
Cruise alongside Key West’s picturesque waterfront in style during this private sunset tour aboard a charactered tiki bar boat. Enjoy BYOB drinks in a floating, thatched bar, complete with private restroom, bluetooth-equipped television and stereo, and padded bar stools. Head past attractions like Sunset Pier, Mallory Square, Wisteria Island, and Trumbo Point, with cruises timed to capture the coastline’s famous sunsets.
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Key West: Private Sunset Cruise on an Authentic Tiki Bar Boat
2 hours
Free Cancellation
4.8
(68)
from
USD 457
Per group
Enjoy a private boat tour experience, without the hassle and costs of renting one yourself, on this half-day tour around Key West. The experience is fully customizable to your group’s interests, and can include relaxing on a sandbar, island hopping, snorkeling, dolphin watching, a sunset cruise or a combination of activities.
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Custom Charters with a Local Captain
3 hours 30 minutes
Free Cancellation
5.0
(49)
from
USD 250
Price varies by group size
Enjoy a morning or afternoon of sailing on this private, 90-minute cruise off the coast of Key West. Spend a relaxing time on board a boat headed to Sunset Key and the Key West National Wildlife Refuge. Led by a captain and mate, pass some of Key West’s top attractions and look for more than 600 species of colorful fish, coral and other sea life.
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Private 90-Minute Harbor Sailing Charter in Key West
1 hour 30 minutes
Free Cancellation
4.9
(19)
from
USD 395
Per group
Welcome to Key West Boat & Jet Ski Adventures! Explore Key West's Backcountry Aboard Our Brand-New Manitou Cruise with Swim Deck Set out on a half-day adventure aboard our luxurious Manitou Cruise—a spacious, smooth-riding tri-toon with a deluxe swim deck, perfect for soaking up the Key West sun in comfort and style. Guided by one of our licensed, experienced captains, your private charter explores the untouched beauty of Key West’s backcountry—customized to your pace and preferences. Cruise to local sandbars, glide through scenic mangroves, or venture farther to spots like Mud Key, Snipes Point, and the Dolphin Playground, where wild dolphins often play in their natural habitat. Swim, snorkel, relax on remote beaches, or simply enjoy the ride with a drink in hand—it’s your trip, your way. Perfect for families, couples, or small groups seeking a flexible and private escape into the real Key West.
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Key West Boat Experience — Swim, Sip & Soak Up the Sun!
4 hours
Free Cancellation
4.5
(10)
from
USD 600
Per group
Likely to Sell Out
This private tour is ideal if you want to see it all in Key West, but are not a fan of crowded group tours. In the company of just your group and a guide, hit the streets and stroll to all the top attractions, including the Southernmost Point and Mallory Square. Best of all, the tour can be customized to your own interests.
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PRIVATE Welcome to Key West Walking Tour
1 hour 30 minutes to 3 hours
Free Cancellation
4.9
(22)
from
USD 138
Price varies by group size
Some big boat tours in the Florida Keys can feel crowded and impersonal. This private tour instead offers a personalized and customizable experience of the Lower Keys. Where you go and what you do is largely up to you, whether it's snorkeling, kayaking, dolphin-watching or simply chilling out on the water.
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Boat Excursion in Florida Keys with Snorkeling Equipment
4 hours
Free Cancellation
5.0
(22)
from
USD 700
Per group
This 2 hour Eco Tour will take you by boat to explore the Backcountry of the Florida Keys. We will cruise through the mangrove islands that make up the Backcountry and Great White Heron National Wildlife Refuge. We will slow down and look for marine life and birdlife. Maybe see a turtle or dolphin. We will take you through "Skinny Water" and look for starfish, rays and sharks. It's a fun adventure not to be missed when visiting the Keys.
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Florida Keys Backcountry Eco Tour from Big Pine Key
2 hours
Free Cancellation
5.0
(31)
from
USD 450
Per group
Go City's Miami All-Inclusive Pass offers you the best choice for maximum savings and flexibility when visiting Miami and South Beach. Choose between a 1, 2, 3, or 5-day pass to best suit your trip, and save up to 50 percent versus paying for individual attraction tickets. Each pass gives you access to dozens of activities and attractions. Access your pass via the Go City app and begin your Miami adventure.
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Go City: Miami All-Inclusive Pass with 25+ Attractions and Tours
1 to 5 days
3.6
(56)
from
USD 119
Likely to Sell Out
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 decks as your captain navigates the island coastline past landmarks like Fort Zachary Taylor and Sand Key Light Tower, and sip drinks from the full onboard bar.
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Key West Day Sail on Schooner America 2.0 with 2 Drinks
1 hour 30 minutes
Free Cancellation
4.9
(212)
from
USD 79
Likely to Sell Out
Key West is filled with rich and spooky history, but ghost tours often lose some of their haunting atmosphere when guests are crowded together in a group. This private walking tour is exclusively for your party so you'll enjoy your guide's undivided attention as they lead you to at least five haunted mansions and two haunted bars.
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PRIVATE Key West Haunted History Walking Tour
1 hour 30 minutes to 2 hours
Free Cancellation
5.0
(10)
from
USD 138
Price varies by group size
Likely to Sell Out
Combining the fun of a tiki bar with the serenity of being out alone at sea, this private tiki boat experience gives you the best of both. Reserved exclusively for your group, your captain will take you around Key West waters. Bring your own snacks and drinks to party under the covered bar or relax on the floating mat with a cocktail in hand.
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Private 2-Hour Tiki Boat Party in Key West & Mini Sandbar
2 hours
Free Cancellation
4.3
(7)
from
USD 403
Per group
Likely to Sell Out
If you’re curious about finding out more about Ernest Hemingway’s links to Key West, then this tour saves you hours of research time. Set off with a guide on an expertly planned route that showcases some of Hemingway’s old haunts, including places he both worked and played. Along the way, the guide entertains you with stories about Hemingway that you’d miss out on otherwise.
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Hemingway Tour
1 hour 5 minutes
Free Cancellation
4.2
(15)
from
USD 69
This self-guided audio tour takes you through the Key West Cemetery, a unique graveyard filled with characters that shaped the island's bohemian past. Join Frank Everhart, a nearly 30-year Key West resident, on a walking tour where you'll uncover the secrets of legendary figures, millionaires, and families. As you stroll among crumbling graves, spot descendants of Cuban cockfighting roosters and sun-bleached iguanas. Hear stories of the 1846 hurricane, the Freemasons, and the USS Maine Memorial, whose victims' deaths sparked the Spanish-American War. The 75-minute tour starts at the main entrance, passing through the Jewish B'Nai Zion Cemetery, where you'll learn to decipher gravestone symbols.
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A Self Guided Key West Cemetery Tour
1 hour 15 minutes to 1 hour 30 minutes
Free Cancellation
4.0
(3)
from
USD 30
Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the island vibes take over. But, as you’ll soon find out on this walking tour, there’s more to this island than umbrella drinks and warm breezes. On this tour, travel writer and tour guide Gregg Squeglia will share stories of some of the island’s more famous residents and some lesser-known tales that have given Key West its unique place in American culture and history. He'll tell you about Key West’s incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships along the Great Florida Reef to the hilarious creation of the ‘Conch Republic’. You’ll also find out how, soon after its creation, this micro-state declared war on the United States for a full minute. On this self-paced tour, you’ll also visit the island’s major landmarks and lesser-known treasures.
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An Audio Guide of Key West’s Journey From Village to Micro State
2 hours to 2 hours 30 minutes
Free Cancellation
4.0
(1)
from
USD 12
Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to this island than umbrella drinks and warm breezes. Key West has an incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships and crews along the Great Florida Reef a few miles offshore, to the creation of the micro-state known as the Conch Republic. While in Key West, you will want to visit many of the sites that make the island distinct such as the Key West Lighthouse, the Hemingway House, the Little White House, and Southernmost Point. On this tour, you will visit all of these and more, stopping for refreshments along the way at many of the island's signature restaurants and bars. You will hear stories of some of the island's more famous residents along with some lesser-known tales that have given Key West its unique place in American culture and history.
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Maritime Village to Micro State: A Self Guided Tour of Key West
1 hour 30 minutes to 3 hours
4.7
(3)
from
USD 12
Likely to Sell Out
Set sail for the sunset on your own private evening cruise with a captain to show you some of the most scenic spots around Key West, Florida. Listen as your guide tells you fun facts about the area and its waters, while you soak up views of islands and waterfront mansions. Keep your eyes peeled for marine wildlife like dolphins during this private experience.
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Private Sunset Cruise around Key West
2 hours
Free Cancellation
4.9
(67)
from
USD 400
Per group
This is your chance to go beyond the ghost stories and become the investigator in a place where the past refuses to rest. Exclusive inside access after hours. More than a ghost tour - its an experience. Tickets benefit local non-profits. Locally owned and operated by the Sloan Family.
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America's Most Haunted Firehouse
2 hours
Free Cancellation
5.0
(8)
from
USD 95
Imagine gliding over gentle waves aboard the Lazy Lady, a 53-foot, one of a kind tiki boat. Soak in the vibrant colors of an iconic Key West sunset - hues of orange, pink and purple. Sip on ice-cold beverages prepared by your friendly crew while the warm sea breeze carries the sounds of island music and laughter. The atmosphere is relaxed and festive, perfect for making new friends or sharing moments with loved ones. Expect a laid-back and enjoyable trip while unwinding with a refreshing beverage from the bar. As the last sliver of sun disappears below the water, watch for the green flash, an enchanting touch of magic. Sail back to Key West Harbor under the star-filled sky, creating a Key West memory to last a lifetime.
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Hula Hank's Key West Tipsy Tiki Sunset Cruise
1 hour 30 minutes
Free Cancellation
5.0
(6)
from
USD 80
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Top Attractions in Key West
1 / 2
Attractions
Southernmost Point of the Continental USA
From USD 12
Attractions
Smathers Beach
From USD 60
Attractions
Ernest Hemingway Home and Museum
From USD 12
Attractions
Fort Zachary Taylor
From USD 59
Attractions
South Beach
From USD 11
Attractions
Harry S. Truman Little White House
From USD 12
Attractions
Southernmost Point of the Continental USA
From USD 12
Attractions
Smathers Beach
From USD 60
Attractions
Ernest Hemingway Home and Museum
From USD 12
Attractions
Fort Zachary Taylor
From USD 59
Attractions
South Beach
From USD 11
Attractions
Harry S. Truman Little White House
From USD 12
Attractions
Southernmost Point of the Continental USA
From USD 12
Attractions
Smathers Beach
From USD 60
Attractions
Ernest Hemingway Home and Museum
From USD 12
Attractions
Fort Zachary Taylor
From USD 59
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