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... More

Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the Lower Keys really well. So there are a few different areas to choose from on... More

Avoid the crowds on your own custom private boat charter! Come see what makes Key West sunsets something people love to celebrate everyday! Join us and make amazing memories with family and friends! ... More

Max 6 people. Explore the waters around Key West in the Looking Glass, our 28' glass bottom boat. This versatile boat let's you plan your own adventure. Snorkel the reef, explore an offshore island, look for dolphin and other mari... More

Set Sail for Tiki Revelry in Key West's Historic Seaplane Basin! Journey back in time as we cruise to Key West's unique Seaplane Basin. In the early 1900s, this spot buzzed with activity as seaplanes took off and landed. Today, it... More

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city from the water in peace and tranquility. You may even get to see some fri... More

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 gard... More

Historic Homes & Island History of Key West- 2020, 2021, 2022, and 2023 WINNER- "Best Key West History Tour" TripAdvisor ranked top 10 history tours in North America. Join our award-winning guides for a wonderful, fun, and info... More

Walk through Old Town Key West with a long-time local, hear the haunted history of Key West, her beautiful historic mansions, and visit a haunted bar or two. This is private tour is customizable, meaning you can request to adjus... More

Experience an Unforgettable Fishing Adventure in Key West! Join us for an exhilarating private deep-sea fishing adventure on the vibrant waters of Key West. Led by a skilled and experienced captain, our charters cater to both sea... More

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 Hist... More

2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for up to 12 passengers, the Sloop High Tide and Sunset Sail Key West make for t... More

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring with stops like Fort Zachary Taylor Historic State Park, U.S. Coast Guard Cutt... More

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 thril... More

Embark on an unforgettable journey as the sun dips below the horizon, casting vibrant hues across the endless expanse of the ocean. About Our Sunset Cruise in Key West is a magical experience where you'll witness nature's masterp... More

Turn your phone or tablet into a local tour guide! Download this location-aware audio/media tour, then cruise. PLEASE NOTE ELECTRIC CAR, SCOOTER OR BIKE RENTAL IS NOT INCLUDED. Rent from one of the vendors recommended at the be... More

Turn your phone or tablet into a local bike tour guide! Download this location-aware audio/media tour, and as you ride, you'll be alerted to historical and cultural landmarks, ecological facts, scenic side streets, good places to ... More

Turn your phone or tablet into a local tour guide! Download this location-aware audio & multimedia tour to your device. Local knowledge, historic photos, and links to websites and restaurant menus rest at your fingertips. In ju... More

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, si... More

This self-guided audio tour takes you through the Key West Cemetery, a unique graveyard filled with characters that shaped the island's bohemian past. Join Frank Everhart, a nearly 30-year Key West resident, on a walking tour wher... More