Key West Private Sightseeing Tours

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

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

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

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

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

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

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

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

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

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

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

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

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