Key West Cultural/Educational Activities, Tours & Attractions

Enjoy the ultimate combination of adventure, rest, and relaxation on this Half Day Key West Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour. Cruise out to the Florida Marine Sanctuary for an incredible guided kayak eco tour through the mangrove isles and keep your eyes open wide as you never know which of the over 500 marine species of wildlife you will encounter. Your expert guides will take you to the best spots! After the kayak tour, have lunch on the way to a local secluded sandbar and then when you're all done on the kayak tour, the bar is open!! You will have unlimited access of soft drinks, draft beer, and wine selections. Grab a beverage and explore the secluded sandbar. Each trip will have a master captain and two additional crew members catering to your every need. Leave your stress behind and book this amazing sandbar adventure today!

Be on the lookout for Key West’s magnificent dolphins while cruising the crystal clear backcountry waters of the Gulf of Mexico. On this family-friendly outing filled with amenities, observe dolphins and other Key West wildlife mingling in their natural habitat among deserted tropical islands. Don't forget to dive in and snorkel Key West's warm, gentle water to see all the ocean has to offer with a Seabreeze Dolphin & Snorkel Tour. Book today!

If you're looking for the best angling adventure in Key West, then this 6 hour Party Boat Fishing Trip is the one for you! Cruise brilliant blue waters as your expert captain and crew put you on the fish! Enjoy the thrill of the catch as you reel in a shot at record-breaking snapper, grouper, cobia, amberjack, and more. Learn expert tips and tricks, as well as local secrets that will ensure you have the trip of a lifetime! Book today!

Hop aboard for an adventure through the most diverse underwater ecosystem in the United States with the Glass Bottom Boat Reef & Eco Tour. Enjoy traveling the tropical and sun-kissed waters of the Florida Keys on a sleek and comfortable catamaran as you scope stunning seascapes through a glass bottom. Take an underwater adventure in North America’s only living coral reef without even getting wet. See the home to elkhorn, brain coral, and hundreds of diverse fish species. Come along on a fun and informative tour of the Florida Keys on Key West's only window to the sea! Book now!

Take a thrilling ride around the beautiful Key West by jet ski. Zip through the emerald waters and forget about your worries. See different sites such as, the Southernmost Point, Key West Harbor, and a local sandbar where you will have a chance to take a dip. While on the water, you may even catch a glimpse of bottlenose dolphins, pelicans, and many more marine animals in their natural habitats. Don't miss your bragging rights, book this thrilling Jet Ski Tour today!

Take a train ride through time and learn the legacy of Old Town from the Conch's themselves on this Hop On Hop Off Conch Tour Train in Key West. Be taken back in history where you'll discover the most famous sights. Your native tour guide will delight and enlighten you with interesting tales of yesteryears. All Aboard! It's time for you to learn about the magic and charm of Key West, get your seat on the Conch Tour Train today!

Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise in Key West, Florida. Experience some of Key West’s best musicians as you dance to the backdrop of a gorgeous, tropical sunset. Eat, drink, and be merry aboard a spacious and comfortable catamaran and take in all of the stunning sights and sounds. For an evening you'll want to last forever, set sail on this Live Music Sunset Cruise! Book today!

Embark on a spectacular sunset sailing adventure off the coast of Key West, Florida in search of the famed "Green Flash." Experience the magic and romance of sailing at dusk as you sip champagne and watch for dolphins and other marine wildlife in the surf. Your friendly captain and crew will teach you the basics of sailing and even let you take the wheel. So, take a turn at the helm of one of the fastest schooners in the United States, book today!

Escape the hustle and bustle and experience a breathtaking Key West sunset with a Seabreeze Sunset Harbor Cruise. Your journey takes you away from commonly charted boat paths to unobstructed views and miles of turquoise waters, while snacking on delicious sushi and snacks. Travel to where the Gulf meets the Atlantic and on to the Southernmost Point of the United States. For an intimate and romantic evening that is sure to help you unwind, book a Sunset Harbor Cruise and toast to life!

Get out on the water and enjoy Key West's newest and most luxurious party boat. FishMonster Max Half-Day Party Boat Fishing is your chance to fish the reef like never before. Cruise on this completely remodeled 64-foot twin engine catamaran, relax in the cool air-conditioned galley, or head up top for incredible 360 degree views of the ocean. Take your fish home to be enjoyed later or walk them over to any one of the numerous restaurants located along the dock and have it cooked just the way you like it! Spend your morning fishing and your evening enjoying your fresh caught dinner. This is the fishing trip of a lifetime, book today!

Slow down and explore the best from Old Key West on a guided bicycle tour! This leisurely ride will teach you all about the history, architecture, and culture of America's southernmost city. This tour hits all the local hotspots, provides great photo opportunities, and includes a complimentary slice of Key Lime Pie at the end of your trip! Book this tour today!

Adventure out and join this Guided Backcountry Paddle Tour of Key West's lush island mangroves. Choose from a paddleboard or kayak and enjoy the sheltered, calm water of the mangrove ecosystem. See the wonders of this unique habitat as your experienced nature guide highlights the plants, animals, and marine-life it contains. If you seek a relaxing and authentic retreat, book this unique paddle adventure today.

Come along on this Champagne Sunset Sail and step into luxury. Sip, relax, and unwind aboard a gorgeous wooden schooner. Enjoy your authentic sailing experience as you cruise the crystalline waters to landmark sites while sampling a wide variety of complimentary drinks. Come toast to an idyllic Key West sunset on the schooner cruise that is sure to become your favorite new Key West tradition. Book yours today!

Experience some morning snorkeling in the sparkling water of the Florida Keys on this Morning Coral Reef Snorkel Adventure & Catamaran Cruise. Climb on board a luxurious state-of-the-art catamaran and journey to a nearby reef teeming with tropical fish. Enjoy sightseeing around North America’s only living coral reef as you soak in the wonders around you. Book today for the ultimate snorkeling experience and catamaran cruise in Key West!

Pick out your grass skirt and your flower lei then set out on a fun-filled Tiki Bar Adventure. The only tour of its kind, this tour takes you from Key West, up the Keys, to visit three iconic Tiki Bars across the islands. A great way to cut loose for a day with your family and friends, book today and have the time of your life!

If you are looking for something exciting to do over downtown Key West, then this is the adventure for you. Parasail the blue skies over Key West's eclectic and colorful downtown and see everything from 300 feet in the air! One of the most extreme and stunning activities around, so take in the scenery, look below for mesmerizing marine wildlife, or simply enjoy the salty ocean air as you soar. So what are you waiting for? Book today!

Have you ever wanted to take the wheel or hoist the sails of a real schooner? If so, here's your chance! This half-day Bugeye Backcountry Tour is an amazing mix of sailing, snorkeling, and kayaking among the most scenic settings in the Florida Keys, including the Sponge Garden Reef and Mangrove Island. Discover the amazingly diverse ecosystem of Key West’s backcountry and observe the abundant wildlife from the water. This tour is a MUST for outdoor enthusiasts! Book your spot today!

The only trip of its kind in Key West, the Half Day Key Deer tour, lets you travel in comfort across Overseas Highway as you take in the magic of the Florida Keys. After departing Key West, you'll travel up the Keys to explore the world-famous Bahia Honda State Park & walk on a historic railroad bridge, photograph endangered Key Deer on Big Pine Key, and search for alligators in the Blue Hole. This tour is a must-have for photographers, active couples, and wildlife enthusiasts alike.

Get ready to go on a breathtaking journey along the Key West Overseas Highway with this Self-Driving Tour! Explore the stunning Florida Keys as you traverse the iconic 'Highway that goes to the sea.' This 100-mile drive from Key Largo to Key West offers unparalleled beauty and history. Cross the iconic Seven Mile Bridge and explore Mallory Square, Truman’s White House, and the Hemingway Home. Discover Anne’s Beach, Long Key, and Marathon, each boasting unique attractions. Conclude your adventure at the Southernmost Point of the Continental US. Experience the magic of the Keys at your own pace with this comprehensive self-guided tour. Book now!