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Top Key West Private Sightseeing Tours

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4-Hour Private Sand Bar Cruise on a Tiki Bar Boat in Key West

clock 4 hours
  • Party like a local by visiting one of the Florida Keys' Back Country sand bars. Your knowledgeable captain will choose the optimal location based on conditions, leading you to breathtaking turquoise waters and vivid blue skies. You may be lucky enough to spot rays, turtles, fish, or even dolphins while there! Don't forget your swimsuit,...Read more

Private Key West Historic Homes and Island History Walking Tour

clock 2 hours
  • Tripadvisor ranked our tour as the top 10 history tours in North America for 2022. Our award-winning guides will take you on a memorable 2.25 hour stroll through the captivating Old Town district of Key West, home to many historic homes and iconic architectural edifices that have long been part of the culture and folklore of this remarkable...Read more

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

clock 2 hours
  • Key West is renowned for its breathtaking sunsets, and they are even more spectacular when viewed from a private sunset cruise aboard one of our custom tiki bar boats. Accompanied by up to five guests, you can cheers the setting sun with your favorite beverage (BYOB). Tours depart an hour and fifteen minutes before sunset in order to find the...Read more

Private 2-Hour Tiki Boat Party in Key West

clock 2 hours
  • Climb aboard our tiki bar boat and bring up to 5 friends for a two-hour cruise to an idyllic sandy bottom anchorage. Leave the driving to your captain while you enjoy the shade from the thatched roofs and soak up some rays on our 6' x 18' floating mat! Don't forget your favorite cocktail, snacks, and fun-loving pals - plus, there's a walk-in...Read more

Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West

clock 2 hours 30 minutes
  • Relax on your spacious and comfortable tiki bike as you take in the sights of Old Town and Historic District while your private guide/driver narrates the rich history, culture, and folklore of Key West! Enjoy the fascinating architecture and historic sites of our beautiful island. As a sweet bonus, each guest will receive a slice of Kermit's...Read more

2 Hour Private Highlights of Key West Walking Tour

clock 2 hours 15 minutes
  • Join our acclaimed guides for an enjoyable, entertaining, and educational 2.5 hour stroll through the legendary streets of Old Town Key West. Our objective is for you to have a remarkable experience as we bring to life the vibrant and intriguing history, records, points of interest, flora/fauna, and culture that make Old Town Key West...Read more

Self-Guided Black History Tour of Key West for Electric Car

clock 1 to 4 hours
  • Transform your phone or tablet into a personal tour guide! Download this location-sensitive audio/visual tour, then explore.

    PLEASE NOTE ELECTRIC CAR, SCOOTER OR BIKE HIRE IS NOT INCLUDED.

    Rent from one of the vendors suggested at the start of the tour, then discover at your own pace. The speed limit won't exceed 35 mph...Read more

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

clock 2 to 5 hours
  • Transform your phone or tablet into a personal tour guide by downloading this location-aware audio/multimedia tour! Recently updated with IMPROVED GPS and MORE STOPS, you can now explore the beautiful Keys in only 1 and 1/2 hours of driving. Cruise up or down the world-famous Overseas Highway as you listen to automatic audio narration that...Read more

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

clock 1 to 3 hours
  • Transform your phone or tablet into a local cycling tour guide! Get this location-aware audio/media tour, and while you ride, notifications will appear about historic and cultural spots, environmental facts, picturesque side streets, good eateries and restroom sites.

    BIKE HIRE IS NOT INCLUDED. Bring your own bike or hire from one of...Read more

Self-Guided Audio Sunset Stroll in Key West

clock 35 to 120 minutes


  • Transform your phone or tablet into a localized audio/multimedia guide and explore historic photos, recordings, and videos plus menus of nearby happy hour spots and connected websites. In just 35 minutes, you can chill at a tiki bar with a beautiful waterfall then explore the hidden boardwalk with impressive ocean views. Discover the...Read more

Private Afternoon Snorkel with Sunset Sail

clock 4 hours
  • Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's amazing natural wildlife with up to five others, before sailing back to shore at...Read more

Private Walking Tour of Key West

clock 90 to 120 minutes
  • Comfortably stroll through Old Town Key West with a local guide and discover the unique places you can visit during your vacation. This private tour is only for your group, no strangers included! It doesn't matter if it's a wedding party, couple, family & friends, bachelor/bachelorette party, birthday celebration, reunion or corporate event -...Read more

Secret Food Tour of Key West w/ Private Tour Option

clock 2 hours 30 minutes
  • Absorb the beauty of the area's recently-revived Victorian, shotgun, and conch-style homes on streets lined with trees. You will be captivated by the enchantment of Key West while being immersed in its Conch Republic culture. Our guide will keep you entertained with humorous and informative stories about this picturesque neighborhood....Read more

Marathon Offshore Fishing Charter

clock 4 hours
  • Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Sailfish, Wahoo, Mahi Mahi, Tuna, Snapper, Grouper, King Mackerel, and Shark....Read more

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

clock 6 hours
  • Depart the island of Key West and experience a whole day of sightseeing along the renowned Overseas Highway! You'll go up to Marathon in the middle of the keys, making stops on your journey to explore both the natural beauty and man-made marvels of the Florida Keys. Such halts will enclose the Florida Keys Aquarium Encounters, Bahia Honda...Read more

Key West Waterway Cleanup and Environmental Education Tour

clock 2 hours


  • Come join the Blue Moon Crew and spend a day beautifying our waterways! Your participation will make a difference in preserving our local environment. We'll educate you about different types of debris, and explain their decomposition process as well as how they affect local flora and fauna. Plus, part of the proceeds from this...Read more

2 Hour Key West Haunted History Private Walking Tour

clock 90 to 120 minutes
  • Explore Key West with a seasoned local and delve into the spooky history of this beautiful town, including its captivating historic properties and possibly some haunted pubs.

    This is specifically for you and your group - we won't mix you up with others. It's ideal for weddings, couples, family & friends, bachelorette parties,...Read more

Florida Keys Tour and Private Shuttle service

clock 6 to 8 hours
  • Your tour/shuttle can go anywhere between Fort Lauderdale, Florida and Key West! Upon checkout you'll have the chance to let us know your desired destination. We'll come collect you and deliver you wherever is convenient for you. Get in touch with us if you'd like us to provide a cooler with refreshments on your excursion. At least...Read more

Easy Stroll Audio Tour Downtown Key West

clock 1 hour
  • Transform your phone or tablet into an area-informed sound and multimedia visit! Nearby information, old photographs, and connections to sites and eatery menus are readily available.

    In just sixty minutes of simple strolling, find out about the history, culture, and cooking of Key West without a single misstep. Visit the most...Read more

Kayak Tour of Mangrove Maze from Key West

clock 3 hours
  • On this Tour you will navigate three distinct bodies of water; The Gulf of Mexico, Cow Key Channel and into the Mangrove Mazes to reach the Salt ponds of Key West. Our Tour guides will impart the History of Key West and South Florida, inform you about the vegetation and wildlife that may be spotted throughout your adventure, as...Read more

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