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Top Key West Private Sightseeing Tours

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36 results | All Key West Tours

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Scuba Diving Guided Tour from Big Pine Key

Scuba Diving Guided Tour from Big Pine Key

star-4.5
Go scuba diving at a Key West reef without any required certification. Under the supervision of a certified dive instructor, spend your vacation time exploring the underwater world of one of the earth's largest reefs. This is a perfect opportunity to learn the basics of scuba; all instruction and equipment included means even beginners can give it a try.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$115.00
From
$115.00
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
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 Morning Boat Charter

Key West Morning Boat Charter

star-5
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!
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  • 3 hours
  • Free Cancellation
From
$248.00
Price varies by group size
From
$248.00
Price varies by group size

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Private Dinghy Drinking Tour through Key West Waters

Private Dinghy Drinking Tour through Key West Waters

star-5
On this tour, you will see the beautiful crystal clear waters around Key West from a dinghy, a small motor boat that seats up to 5. An experienced licensed boat captain who knows the waters will drive your boat. Dinghies can go through narrow tunnels in the mangrove trees that bigger boats cannot get through. Be ready to duck under branches. We will stop at waterfront bars. 3 or 4 stops depending on your preferences. If your group is larger, we will take additional boats. You can get in the water to swim or wade at any time. You will see lots of fish and sea creatures. Most of our guests bring beer, water or alcoholic beverages along for the tour. We have coolers to keep them chilled.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$65.00
From
$65.00
Taking safety measures

Kayak Tour of Mangrove Maze from Key West

SPECIAL OFFER

Kayak Tour of Mangrove Maze from Key West

star-5
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
$62.25
$69.34
$7.09 savings
From
$62.25
$69.34
$7.09 savings
Taking safety measures

Private Key West Conch Republic Tiki Bike Experience

Private Key West Conch Republic Tiki Bike Experience

star-5
You will sit and relax on our spacious and comfortable tiki bike as your private guide/driver takes you on a pleasant ride around the enchanting streets of Old Town and Historic District. Experience its amazing architecture and historic sites as you learn the rich history, culture, and folklore of our beautiful island of Key West. First-row, Historic, Cultural and Fun, the only VIP experience tour in Key West.
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  • 2 hours
  • Free Cancellation
From
$189.00
per group
From
$189.00
per group

Beach Day in Key West with Picnic Lunch

Beach Day in Key West with Picnic Lunch

star-5
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

2-Hour Private Sunset Cruise around Key West

2-Hour Private Sunset Cruise around Key West

star-5
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!
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  • 2 hours
  • Free Cancellation
From
$200.00
Price varies by group size
From
$200.00
Price varies by group size

Private Walking Tour of Key West

Private Walking Tour of Key West

star-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

Private Sunset Boat Charter Key West

Private Sunset Boat Charter Key West

star-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!
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  • 2 hours
  • Free Cancellation
From
$200.00
Price varies by group size
From
$200.00
Price varies by group size

Private Looe Key Snorkel from Big Pine Key

Private Looe Key Snorkel from Big Pine Key

star-5
Looe Key Marine Sanctuary is part of the Great Florida Reef, the only coral reef in the continental USA, and the third largest barrier reef system after the Great Barrier Reef in Australia, and the Palancar Reef in Mexico and Belize. It is a special place for snorkeling.
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  • 3 hours
  • Taking safety measures
From
$495.00
per group
From
$495.00
per group
Taking safety measures

Private Tour of Florida Keys from Key West: 7-Mile Bridge, Beach, and Key Deer

Private Tour of Florida Keys from Key West: 7-Mile Bridge, Beach, and Key Deer

star-5
Private, exclusive tour of the islands near Key West. The only land-based tour in the Florida Keys, operating from Key West. Small groups of up to 12 travel in a comfortable customized air-conditioned vehicle along the Overseas Highway. Drivers are professional tour guides who share fun and interesting information about the Florida Keys and the islands we traverse. Experience the iconic 7-Mile Bridge, relax on the world-famous Bahia Honda Beach, and photograph endangered Key Deer on Big Pine Key. Children are welcome. This tour is customizable. You'll love this tour so much, you'll book it again next year!
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$294.00
Price varies by group size
From
$294.00
Price varies by group size
Taking safety measures

Florida Keys Tour and Private Shuttle service

Florida Keys Tour and Private Shuttle service

star-5
Florida Keys Shuttle is your private transportation service,See the Keys with us Family owned and operated, we know the islands, we’re from the islands, and our goal is to make your travel throughout the Keys as stress free as possible
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  • 6 to 8 hours
  • Free Cancellation
  • Taking safety measures
From
$100.00
From
$100.00
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
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

Private Secret Food Tour of Key West

Private Secret Food Tour of Key West

star-5
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

Easy Stroll Audio Tour Downtown Key West

Easy Stroll Audio Tour Downtown Key West

star-5
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

Booze Cruise Key West Private Charter

Booze Cruise Key West Private Charter

star-5
This is the only private guided booze cruise in Key West. We provide you with dockside access to three different watering holes on three different keys in Key West. First stop is at The Geiger Key Marina Restaurant. This is a Tiki bar and restaurant located approx. 5 miles north of the City of Key West. Access is through a beautiful mangrove inlet. Second stop is located at The Boat House restaurant located on Cow Key Channel and in the city of Key West. See the sites while enjoying a cold beverage. Third and final stop is The Hogfish Bar located in the "Old Florida" fishing village of Stock Island. This is the quintessential locals experience that you don't want to miss. Book it today!
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  • 3 hours
  • Free Cancellation
From
$248.00
Price varies by group size
From
$248.00
Price varies by group size

Self-Guided Bike Tour to Key West Beaches and Back Roads

Self-Guided Bike Tour to Key West Beaches and Back Roads

star-5
Key West's flat roads are perfect for cycling. The Atlantic side of Key West offers the island's most scenic views and widest streets. Simply download this GPS-driven audio & multimedia tour to your phone or tablet. As you ride, you'll be alerted to historical and cultural landmarks, ecological facts, scenic side streets and worthwhile attractions, as well as good places to eat and restroom stops. It's like bringing along your own local tour guide! Visit 25 points of interest in just one hour of cycling (10 miles,) avoiding heavily-trafficked streets and crowded areas downtown. Bring your own bike or rent from one of our suggested vendors. A one-speed beach cruiser or bike for urban riding works perfectly. You won't be going up hills or off-roading. 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.
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  • 1 to 3 hours
From
$8.99
From
$8.99

Key West Waterway Cleanup and Environmental Education Tour

Key West Waterway Cleanup and Environmental Education Tour

star-4
Join the Blue Moon Crew for a day to Beautifying our waterways. Blue Moon Kayak Key West has adopted Cow Key Channel and is always looking for additional help to clean up our local waters. Here is your chance to help make an impact on your vacation by looking closely in the water, in the mangroves, and on the beaches. Everyone can make a difference by spending a little time of their day picking up one - two - three or more pieces of plastic. We will educate you on the different types of debris we find, and how long each takes to decompose in our natural environment, and what impacts they have to our local flora and fauna. Blue Moon Kayak Key West is part of a non-profit Paddle with a Purpose. Portions of this tour proceeds will go directly back to Paddle with a Purpose to help fund larger scale water way clean ups. Note:This is a tour and clean up excursion, but knowledge is the goal and purpose, not distance so it is great for all skill levels.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$62.50
From
$62.50
Taking safety measures

Marathon Offshore Fishing Charter

Marathon Offshore Fishing Charter

star-3
Kick back, drop your line in the water and a enjoy a relaxing day in the Florida Keys, trying your hand at a catch that may include sailfish, wahoo, mahi mahi, tuna, snapper, grouper, king mackerel, and shark. This private charter includes exclusive use of a 31-foot (9.5 meter) open fishing boat with shade, instruction for beginners or advanced tips for the pros, and all the equipment you need.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$987.00
per group
From
$987.00
per group
Taking safety measures

Self-Guided Audio Sunset Stroll in Key West

Self-Guided Audio Sunset Stroll in Key West

star-5
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.
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  • 35 minutes to 2 hours
From
$8.99
From
$8.99

2 Hour Private Highlights of Key West Walking Tour

SPECIAL OFFER

2 Hour Private Highlights of Key West Walking Tour

star-5
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
$79.20
$99.00
$19.80 savings
Price varies by group size
From
$79.20
$99.00
$19.80 savings
Price varies by group size
Taking safety measures

Marathon Backcountry Fishing Charter

Marathon Backcountry Fishing Charter

Cruise through mangrove forests and along brackish waters on this Florida backcountry fishing trip. In addition to beautiful scenery, a backcountry fishing trip offers calm waters—perfect for those who are prone to seasickness or nervous about heading out on open ocean. This tour includes all of the instruction and equipment you need for a successful trip looking for bonefish, tarpon, and more.
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  • 4 to 8 hours
  • Free Cancellation
  • Taking safety measures
From
$579.54
per group
From
$579.54
per group
Taking safety measures

Marathon Tarpon Fishing Charter

Marathon Tarpon Fishing Charter

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant Tarpon! Marathon the hub for fishing in the Florida Keys, great beaches, shopping, fantastic food and home to the largest Tarpon run. View the beautiful waters, all while experiencing the thrill of a chance to catch the silver king, the myth, the legend of the sea the Florida Keys Tarpon. Your trip is guided by our licensed Captain in a modern fish catching Tarpon catching style boat. All the fishing rods and reels, right and left handed and all the tackle you need, as well as all other necessities including safety equipment. Take a deep breathe and lets do this, the Silver King is waiting! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$717.52
per group
From
$717.52
per group
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 Private Sightseeing Tours in Key West?
Q:
What Private Sightseeing Tours in Key West are taking additional safety precautions?
Q:
What Private Sightseeing Tours in Key West are good for avoiding crowds?