ADVENTURES!

Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Ticket includes, drink discounts, digital guide for upcoming events, digital playlist of local music, and also historical overviews of the venues and artists who have left their mark on the island.  

Discover the city’s best hidden gem bars and sample fresh spins on old classic on our Key West pub crawl. Discover the iconic stories behind Key West’s signature drinks, like the Hemingway Daiquiri, and explore the sights, sounds, and intoxicating flavors of the tiki era. Each of your five stops along the tour reveals a new secret. Curated for fun lovers, your Key West bar crawl excursion immerses you into the city’s vibrant bar scene. Just like a true “Conch,” every day is Friday in the Keys!

Packed with local history, the spirits of Civil War soldiers and the world’s most haunted doll await you on a guided ghost hunting adventure through the infamous Fort East Martello. 

*** Book VIP for a bonus hour of hunting ghosts on your own. Come join us – if you dare! ***

You will begin this 65 minute nighttime guided walking tour by meeting your tour guide at Captain Tony's Saloon. You will then be taken to several of Ernest Hemingway's haunts around Old Town where he lived, worked, and played. You'll hear incredible stories of history and lore about Hemingway and Key West.

You will begin your 2 hour guided tour by meeting your tour guide outside of the front gate of the Hemingway House.  A guided tour will take you to the places Hemingway lived, worked and played.

You will begin this 1hour and 30 minute guided tour by meeting your tour guide, (who will be wearing a neon green shirt) at Margaritaville (500 Duval Street). Musician Jimmy Buffett arrived in Key West 50 years ago in 1971. This walking tour will take you to the locations around Old Key West that inspired his songs, where he played his first gig, some of his favorite watering holes, places he ate, bars he played in.

Duration: 2 hours 30 minutes, 3ppl max

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 of Key West. 

If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the touristic façade that most people never penetrate. That’s why the Southernmost Walking Tour is the best way to immerse you into the history and culture of Key West! When you’re on foot, the world can’t slide past you faster than you can absorb it. 

 Ever wondered how the island of Key West was discovered and became so rich? Explore Key West’s history, lore, and legends from the ground up with an intimate walking tour. Whether you want to learn more about the island’s first industries such as shipwrecking and cigarmaking, are curious about local history, or are looking for a fun-filled walk, Key West’s Historic Districts are waiting for you! 

 Ever wondered how the island of Key West was discovered and became so rich? Explore Key West’s history, lore, and legends from the ground up with an intimate walking tour. Whether you want to learn more about the island’s first industries such as shipwrecking and cigarmaking, are curious about local history, or are looking for a fun-filled walk, Key West’s Historic Districts are waiting for you! 

Ever wondered how the island of Key West was discovered and became so rich? Explore Key West’s history, lore, and legends from the ground up with an intimate walking tour. Whether you want to learn more about the island’s first industries such as shipwrecking and cigarmaking, are curious about local history, or are looking for a fun-filled walk, Key West’s Historic Districts are waiting for you! 

The Southernmost Food Tour, the company’s original tour, celebrates the Cuban and Caribbean influences on both food and culture. Guided small group experiences stop at five locations, come complete with a sweet treat, an alcoholic beverage, and are designed to introduce you to authentic island flavors like cuban roast pork, fresh fish, a signature rum drink, and of course, key lime pie! 

Our most popular tour! This trip is designed for those who want a bird’s eye view of the sea life swimming below whilst taking in the picturesque waters of Key West. There is an abundance of marine life, along with sunken boats and man-made reefs, which serve as home to various species of fish for your viewing pleasure. This tour covers everything from the Island Tour before flying out over the world-famous Backcountry with incredible views. Stingrays, sharks and sea turtles are common viewing 

Our best value tour! The name says it all, a more extensive version of the Key West Eco Tour, this exciting ride allows you to experience, both, the historical city landmarks, and Key West’s famous marine life in the beautiful shallow waters of the Backcountry. Every Ultimate Island Experience is unique, this tour provides extra time to view whatever you may find along the way, whether it be a sunken shipwreck or a pod of playful dolphins. 

As you become airborne on our most picturesque helicopter flight, you will enjoy the world famous Key West sunset all the while enjoying the historical landmarks of Key West before heading out into the back country to spot various marine life including sharks, stingrays, and dolphins in their natural habitat. 

The complete tour of the Lower Florida Keys!  As your tour departs Key West, you will soar above the Naval Air Station, home to Navy fighter pilots actively training year-round in air combat maneuvers, before continuing up the Keys and enjoying the striking view of the Overseas Railroad reveals itself. 

Our most popular tour! This trip is designed for those who want a bird’s eye view of the sea life swimming below whilst taking in the picturesque waters of Key West. There is an abundance of marine life, along with sunken boats and man-made reefs, which serve as home to various species of fish for your viewing pleasure. This tour covers everything from the Island Tour before flying out over the world-famous Backcountry with incredible views. Stingrays, sharks and sea turtles are common viewing 

Our most popular tour! This trip is designed for those who want a bird’s eye view of the sea life swimming below whilst taking in the picturesque waters of Key West. There is an abundance of marine life, along with sunken boats and man-made reefs, which serve as home to various species of fish for your viewing pleasure. This tour covers everything from the Island Tour before flying out over the world-famous Backcountry with incredible views. Stingrays, sharks and sea turtles are common viewing 

Explore the keys in a fun and adventurous way with Glow Paddle’s Key West kayak rentals. Paddle around the calm waters and experience the thrill of night kayaking with LED lights and glass bottom kayaks. Kayaking in Key West is a great way to see the wildlife and scenery of this beautiful island. Book your Key West kayak rental online today and get ready for an unforgettable adventure. 

* 2 People per Kayak

Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key West. You will glide through the winding mangrove creeks and paddle through inches of water, where you can easily view and learn about the geological structure of the Keys along with its inhabitants. 

Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key West. You will glide through the winding mangrove creeks and paddle through inches of water, where you can easily view and learn about the geological structure of the Keys along with its inhabitants, all from the comfort of your kayak