Top Key West Private Sightseeing Tours - page 2

Explore Key West on this flexible self-guided driving tour of the Lower Keys. Enjoy the flexibility to travel at your own schedule and pace, automatic GPS-triggered audio narration, and access to a map, historic photos, and restaurant menus. Highlights include the Blue Hole freshwater quarry with alligators, Bahia Honda State Park, and local swimming holes and beaches.

Swap crowded bus tours for a private and personalized 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. You'll also be treated to a slice of famous Kermit's Key lime pie.

Embark on a captivating voyage during this audio tour of Key West's Black History. In just a few hours, uncover the remarkable connection between Key West and the Bahamas, and delve into the city's significant role in defeating the Confederacy. Discover the intriguing tale of the 250 Africans laid to rest by the beach and visit the once-exclusive "blacks only" beach. Treat your taste buds to the finest conch salad and key lime pie.

Explore Key West on your own terms with a self-guided audio tour designed with cyclists in mind. Grab your bike or rent one locally and head out on this 10-mile (16-km) tour, visiting over two dozen points of interest along the way. Start and stop whenever you wish with this self-paced experience.

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.

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.

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.

Regular boat tours around Key West provide excellent views, but miss the most important view of all: the underwater world beneath the boat. This private glass-bottom boat tour provides the full, 360-degree experience of the waters around Key West. Exclusively for your group, this tour lets you create your own adventure, whether you want to snorkel the reef, explore an offshore island or simply relax on a sandbar.

Go beyond all of the Bars and drunk people to learn the “WHY” on how Key West became the home to many counter culture icons! Papa Hemingway, Jimmy Buffett, Tennessee Williams and more! This is Key West’s ONLY guided Art History Tour!!

Transform your device into a local guide with a downloadable, location-aware audio tour of Key West. In an easy hour-long walk or bike ride, explore the island's history, culture, and cuisine, stopping at top museums and attractions. Learn about Key lime pie, Cuban cigars, and more. Perfect for solo travelers or small groups, sightsee at your pace, avoiding large crowds.

Embark on a tour through the beautiful Florida Keys mangrove back country. Stop at various sandbars to paddle board, snorkel, or just hang out. Watch for wildlife throughout the trip such as dolphins, sea turtles, fish, birds, and much more! A cooler filled with ice and bottled water will be provided. Feel free to bring any food or alcoholic beverages.

Combining the fun of a tiki bar with the serenity of being out alone at sea, this custom tiki bar boat experience gives you the best of both activities. Reserved for your group only, your captain will take you out on this unique boat around the waters of Key West. Bring your own snacks and drinks to party under the covered bar or get out on the floating mat to sunbathe with a cocktail in hand.

Explore beautiful coastlines, wild history, and fascinating wildlife with this self-guided walking tour of Key West. Get to know famed author Ernest Hemingway and the island’s influence on his work. Hear stories of pirates, shipwrecks, and disasters and marvel at lush tropical gardens and coastline. Then stroll along Duval Street, the bustling heart of Key West, and savor the rich culture of this one-of-a-kind island. After booking, you can check your email before downloading the Tour Guide App by Action, enter your unique password, and access your tour. The preceding steps require good internet/wifi access. Simply follow the audio instructions and the route from there. New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips! This is not an entrance ticket to the Keys or attractions in the Keys. Check pandemic rules and opening hours before your visit.

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.

The perfect way to enjoy Key West’s natural landscapes is by renting a private boat. With a 4 Hour Key West Boat Rental, you can explore the crystal clear waters of Mud Key, the suggestive sandbars of Snipes, stunning coral gardens in our warm tropical waters and the abundant marine life of Dolphin watch—all while enjoying exclusive company! Plus, being your own captain allows you to move at the pace your desire ensuring all of your sandbar or snorkeling dreams come true. What are you waiting for? Reserve your spot today!

Help beautify the environment while learning about the Florida ecosystem during this Key West waterway cleanup and educational tour. Join the Blue Moon Kayak group in cleaning up Cow Key Channel. As you pick up trash and debris, the guides will teach you about decomposition rates and how these items negatively impact the landscape. You’ll help reduce pollution while enjoying a relaxed kayak excursion.

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group. Escape to the secluded islands and tropical beaches off the coast of Key West on this guided, full-day adventure with History buffs and outdoor enthusiasts alike will love this unique voyage.

I’m a seventh generation local captain. I will take you out on my personal boat to the most beautiful islands I know of down here where we will have options to go look for Dolphin, snorkel, paddleboard, watch beautiful sunsets, light tackle fishing and whatever else you can think of here on the beautiful Florida Keys waters

Watch the sun set and the moon rise off the coast of Key West on this private, 2-hour sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a private sailing vessel with a captain and mate. Stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset. Soft drinks are included. A cooler with ice is available to store any beverages brought on board.

This 1/2 Hour Guided Scenic Tour is packed with Key West’s main sights. Sit back and enjoy the ride on a comfortable E-pedicab with Your Private Driver and Tour Guide! A wonderful way to relax and soak in the island vibe while learning about the history and the culture of Key West. This tour Includes two stops for photo opportunities: one at the Southernmost Point and one at the Mile Marker 0. But if you wish to stop at other locations, we'll make it work for you!

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.

You will be cruising the near shore waters of Key West and the Florida Keys on a custom Tiki Bar Boat. Your US Coast Guard Certified Captain is extremely knowledgeable and will point out all the amazing sights. Be sure to bring a camera and a polarized lens for the best photos.

Rent your own private yacht and savor the beautiful Key West sunset away from the crowds. Do it all on a luxury catamaran reserved just for you! Dolphin watch, jump off of the bows of the boat, sail along the Key West coastline, and enjoy cocktails with friends on your own private yacht! If the big, crowded boats are not for you, we're the perfect option for a more private sail catered specifically to your needs. Our boat is the cleanest you will find, with a spotless bathroom and an electric flush toilet. We are owner operated so every detail of your sail is important to us. We also allow you to bring your own food and cocktails on the boat to create your own perfect experience. The S/V Liberty is a luxurious 44-ft cat, offering 5 different seating areas, so you can spread out and savor the coastline as we sail by. Bigger groups and longer charter times available upon request. Let's go sailing!