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Member Pricing
Join us on a 2-hour private, exclusive walking tour through the dark and untold stories of Key West. Our tour will begin at St. Paul’s Episcopal Church, where we will share stories of its haunted past and the intriguing legend of Robert the Doll. Next, visit The Artist House, where we will delve into the bizarre true story of Carl and Elena, followed by Dean-Lopez Funeral Home and Crowne Plaza Key West-La Concha, which have a dark and chilling past. At Marrero’s Guest Mansion, explore the eerie story of Enriquetta and other ghostly legends associated with this haunted yet historic mansion. Moving on to 322 Duval St, uncover the mysteries of Captain Watlington’s Haunted House and share bone-chilling stories of the haunted past and present of Key West. Our journey concludes at the Audubon House & Tropical Gardens and the infamous Capt Tony’s Saloon, discovering their dark histories and encounters with the paranormal.
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Dark Corners of Key West Private Walking Tour
2 hours
Free Cancellation
5.0
(1)
5% savings
from
$373
$354
Price varies by group size
Member Pricing
Drift into tranquility on this private 2-Hour Sunset Tiki Cruise and witness the stunning sunset over the Florida Keys. Glide across crystal-blue waters as the sky transforms into a vibrant canvas of colors, providing an unforgettable backdrop for your evening. Bring your favorite beverages to toast the day's end in a romantic and relaxing atmosphere. Capture unique photo opportunities with breathtaking reflections in the water, making this experience perfect for couples or anyone looking to unwind after a day of exploration. - Enjoy a serene 2-hour cruise on the tranquil waters of the Florida Keys - Front-row seat to a spectacular sunset with unobstructed views - Bring your own beverages for a personal touch during the cruise - Perfect for couples or those seeking a relaxing escape after sightseeing
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The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise
2 hours
Free Cancellation
5.0
(13)
5% savings
from
$599
$569
Per group
Member Pricing
Go where other tours can’t. Step inside Key West’s historic firehouse after dark for a two-hour paranormal experience combining immersive history with hands-on investigation. Begin with a 45-minute immersive audio tour that brings the firehouse’s history, deaths, disasters and unexplained activity to life. Then spend 75 minutes conducting your own paranormal investigation inside the historic firehouse. Use spirit boxes, EMF meters, and other ghost-hunting equipment, with a ghost host available for instruction and advice. This isn’t a ghost tour where you stand outside and hear stories. You’ll go inside, explore the building after dark, and conduct the investigation yourself. Locally owned and operated by the Sloan Family.
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America's Most Haunted Firehouse Ghost Hunt in Key West
2 hours
Free Cancellation
4.6
(11)
5% savings
from
$95
$90
Member Pricing
Our beach elopement package is designed for couples who want a meaningful wedding experience without the stress an expense of planning a large celebration. Our personal approach allows you to relax and enjoy the moment rather than worrying about what comes next. Whether this is your first wedding, a destination elopement, or a vow renewal you can celebrate your love in a beautiful place we like to call paradise. We will help make your experience feel personal and memorable. Before your ceremony you'll receive information about your experience, along with any resources you might need including: Marriage license information , Scooter and golf cart discounts, Hair and makeup services that can be contracted, etc. so that you can arrive prepared and relaxed. This package is perfect for 2-10 guests, but can accommodate up to 30. We are happy to quote for add-ons including: Arch, chairs, Music, etc.
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Key West Beach Elopement Intimate Wedding All Inclusive
1 hour
Free Cancellation
5.0
(1)
5% savings
from
$1,350
$1,283
Per group
Member Pricing
Whether you are expecting your first baby or adding to your growing family, your session is personalized to you. Your photographer will gently guide you throughout the shoot so you feel comfortable confident and beautiful in front of the camera. This is a beach shoot or garden shoot, One location, multiple outfits are permitted. Whether just Mom or adding Dad in the photos as well, these images will create artwork that you will treasure long after your baby arrives. Request an upgrade for studio shoot.
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Key West Maternity Photography Experience
1 hour
Free Cancellation
33
Operator reviews
5% savings
from
$550
$523
Per group
Member Pricing
If you want a professional photoshoot, with top photographers, in the most romantic city and beach at sunset? this is the right place!. Golden Hour, ocean views, old town views, palm trees and more; let us guide you with poses for stunning photos. Our photography style is authentically candid, that reflects a vibrant lifestyle, aiming to inspire others. Let us be your guide, suggesting fantastic poses and activities, like a casual stroll, a dance, etc., to create photos that truly capture the moment.
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Key West Photographer Private Historic Photoshoots
1 hour
Free Cancellation
7
Operator reviews
5% savings
from
$699
$664
Per group
Member Pricing
Tours will begin at the corridor of the Southernmost District near the Key West Lighthouse and the home of the infamous author Ernest Hemingway. We will proceed through the Southernmost District and continue onto the neighborhood where the historic "Bahama Village" remains. Your experience will be provided by a fifth generation native of Key West and will include the history, folklore and architecture of traditional Key West.
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Bahama Village Walking Tour
1 to 2 hours
Free Cancellation
1
Operator reviews
5% savings
from
$30
$29
Member Pricing
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)
5% savings
from
$10
$9
Member Pricing
Slip into Jimmy Buffett and Hemingway’s sandals and see iconic island sights on this self-guided audio tour. Key West’s quirky island lifestyle has attracted larger-than-life characters, including author Ernest Hemingway, singer Jimmy Buffet, and treasure hunter Mel Fisher. On this walking tour, you’ll hear about the legendary people the island has attracted over the years and see where they made history. Your guide is none other than Frank Everhart, the Schooner Wharf Bar’s very own comedic magician, whose tales are as captivating as the history they’re woven from. Frank, with his intimate knowledge and personal anecdotes, will show you the museums, bars and often-overlooked corners where treasure hunters, eccentrics, and unforgettable locals left their mark. You’ll even see Jimmy Buffet’s first home and his Key West recording studio, Shrimpboat Sound Studio.
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A Self-Guided Tour of Key West's Legends and Sights
1 hour 10 minutes
to
1 hour 30 minutes
Free Cancellation
12
Operator reviews
5% savings
from
$30
$28
Member Pricing
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)
5% savings
from
$30
$28
Member Pricing
Explore the charming streets of historic Key West at your own pace. Enjoy a personalized experience as you visit iconic sites like the Hemingway House, famous for its feline residents, and the stunning views from the Key West Lighthouse. Relax at Smather's Beach and indulge in a unique alligator snack. Capture memories at the 90 Mile to Cuba buoy and discover the Truman White House. With private vehicle transport and flexible itinerary, this tour is perfect for those who value freedom and personal choice. - Private vehicle for a comfortable, no-crowd journey - Tailor your own itinerary to explore Key West's highlights - Visit memorable spots like the Hemingway House and Smather's Beach - Pickup and drop-off at your hotel for convenience
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Miami Key West Day Tour With Private Driver & Guide
12 to 16 hours
Free Cancellation
2
Operator reviews
5% savings
from
$379
$360
Member Pricing
Climb aboard and let the tropical breeze set the tone as we cruise past working marinas, colorful houseboats, and mangrove-lined shores where dolphins often play in our wake. With island tunes flowing and an ice-cold drink in hand, you’ll drift effortlessly into vacation mode. Our first stop: Hogfish Bar & Grill, a local legend tucked into the heart of the docks. Here, fishermen unload their daily catch and the vibe is pure Old Key West. Sink your teeth into their famous fresh hogfish sandwich or sip a cocktail right on the waterfront. Next, we glide over to Bad Boy Taqueria, a fun and funky stop known for bold flavors, creative tacos, and the kind of energy that makes you want to stay all afternoon. Grab a bite, grab a drink, and soak in the local charm. Then it’s off to Hurricane Hole Marina, a favorite for both locals and salty sea captains. With strong drinks, great music, and unbeatable views of the harbor, it’s the perfect place to relax before we head back out on the water.
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Stock Island Booze Cruise
4 hours
Free Cancellation
60
Operator reviews
5% savings
from
$650
$618
Per group
Member Pricing
Key West is the southernmost part of the contiguous United States and one sunny spot you’ll never want to leave. Maximize your time exploring the island’s land and waters with this combination tour. You’ll start with a morning or afternoon snorkel tour, boarding a catamaran and going to explore one of the world’s largest living coral reefs. Then, you’ll have a ticket to the Hop On Hop Off bus tour that lets you see the sites at your leisure.
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Key West Combo: Hop On Hop Off Afternoon Snorkeling
6 hours
Free Cancellation
1,603
Operator reviews
5% savings
from
$116
$110
Member Pricing
Download GuideAlong’s self-guided audio tour bundle to make the most of your Eastern USA road trips. As you drive, hear stories play automatically as you explore scenic drives, national parks, lakeshores, and historic parks. This is the ultimate collection of 14 iconic destinations, including Acadia, Blue Ridge Parkway, Catskills, Florida Keys, Great Smoky Mountains, Lake Superior, Outer Banks, Shenandoah, and Vermont’s Route 100. A memorable adventure awaits on America's iconic roads. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use Buy once, use forever! No expiry, includes free updates Like having a tour guide along for the drive Purchase one bundle per vehicle.
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Discover US East Coast Self Guided Audio Tour
7 days
Free Cancellation
25
Operator reviews
5% savings
from
$180
$171
Per group
Member Pricing
What makes this Experience unique - Ten years Duval Street Gallery owners, nationally recognized sensual photographic partnership. Two local Key West artists. One completely personal experience. It's a personal, artistic experience "Lovers Art" created by John and Bernadette McCall, Key West's Premier husband & wife photograph team with the experience of creating sensual fine art photography, they have been featured in books and earned them a unique place in the world of sensual photography. Exclusive sensual artist for the "Better Than Sex" Restaurants Nationwide. Arrive to our studio, We will review the vision for your session as well as any personal items you've bought and then get started. A recent client said it best "It was absolutely amazing. I had boudoir photos done. They made me feel comfortable right from the start. Trust me I was nervous. The quality of the photos were amazing. Hire Senses at Play you will not be disappointed. "
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Private Key West Boudoir Photo shoot in Studio
2 hours
Free Cancellation
33
Operator reviews
5% savings
from
$850
$808
Member Pricing
Join us for the best walking tour in Key West! You will be amazed by how much history and culture our small island has! Local Guide will take you on a time travel adventure. As you stroll through the scenic streets of the Old Town, you will learn how the island was discovered and became one of the richest cities in the USA! Hear the stories of the first industries on the island, such as shipwrecking, sponge harvesting and cigarmaking. Also, learn what key role Key West played in the Cuban fight for its independence and find out why Key West declared the war against the United States. The private tour is the best way to explore Key West and have fun with your own group of friends or family! Book Now and call us to schedule the time that is convenient for you! This tour includes a slice of Kermit's Key Lime Pie for each traveler & a bottle of water. What to bring and to wear: Comfortable clothing and shoes, sunscreen, hat, sunglasses, water.
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Private Southernmost Key West History and Culture Walking Tour
2 hours
Free Cancellation
292
Operator reviews
5% savings
from
$549
$522
Per group
Member Pricing
Set sail for a full-day escape to the hidden gems off Key West’s coast—where pristine beaches and secluded islands await. Whether you're soaking up the sun, taking in the coastal views, or just unwinding with your group, this experience blends the excitement of the open water with the comfort of premium onboard amenities. Perfect for history lovers and adventure seekers alike, this guided journey offers something for everyone.
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Dry Tortugas National Park Day Trip by Luxury Private Boat
8 hours
Free Cancellation
4.1
(13)
5% savings
from
$1,500
$1,425
Price varies by group size
Member Pricing
We take the time to review YOUR vision for this special moment in life via a conference call - we offer suggestions and then send a full confirmation with map or diagram and all aspects to make this a perfect surprise to the love of your life and your lifetime partner.
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Key West Surprise Proposal Photography Experience
1 hour
Free Cancellation
33
Operator reviews
5% savings
from
$500
$475
Per group
Member Pricing
Escape to paradise and say “I do” with a romantic one-hour Key West elopement. Enjoy a personalized ceremony led by a local officiant at a picturesque beach or waterfront setting, followed by professional photography to capture your vows and relaxed portraits. You’ll receive high-resolution digital images in an online gallery for easy sharing. Book your stress-free Key West elopement and celebrate your love in paradise!
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Intimate Key West Elopement Experience
1 hour
Free Cancellation
5% savings
from
$1,000
$950
Per group
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Must-Dos in Key West
1 / 2
Mallory Square
Explore Options
from
$11
Dry Tortugas National Park
Explore Options
from
$854
Harry S. Truman Little White House
Explore Options
from
$11
South Beach
Explore Options
from
$10
Florida Keys National Marine Sanctuary
Explore Options
from
$57
Southernmost Point of the Continental USA
Explore Options
from
$11
Mallory Square
Explore Options
from
$11
Dry Tortugas National Park
Explore Options
from
$854
Harry S. Truman Little White House
Explore Options
from
$11
South Beach
Explore Options
from
$10
Florida Keys National Marine Sanctuary
Explore Options
from
$57
Southernmost Point of the Continental USA
Explore Options
from
$11
Mallory Square
Explore Options
from
$11
Dry Tortugas National Park
Explore Options
from
$854
Harry S. Truman Little White House
Explore Options
from
$11
South Beach
Explore Options
from
$10
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