Tours in Key West

Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood options) cuban sandwich & key lime pie tastings. Sample classic ingredients like Key West pink shrimp, Caribbean warm-water lobster, and fresh fish. Sip white wine after walking through the tropical neighborhood streets. This small-group tour is limited to 12 people, and you'll leave with a greater understanding of the industries that shaped our island and culture. Joining a fish lover, but not one yourself? No problem, we’ve got you covered with equally delicious substitutions.

Our afternoon dolphin watch is limited to an intimate number of passengers to optimize your views! Enjoy sailing aboard a 60' catamaran to the dolphin playground to view wild dolphins play and frolic in their natural habitat. Atlantic bottlenose dolphins are the most common dolphins found around Key West. Enjoy an up-close view of dolphin pods as they swin and jump around the boat.

Key West is famous for it's sunsets and it doesn't get any better then on a private sunset cruise aboard our custom tiki bar boats. You and up to 5 guests will toast the sunset with your favorite libation(BYOB). Tours depart an hour and fifteen minutes prior to sunset so we can get to the perfect place to watch the sunset. Our boats feature a large thatch roof for shade, bluetooth tv and stereo, a walk in bathroom, adjustable padded bar stools and a gorgeous live edge tiki bar. You'll cruise the Key West harbor in style and view the famous sunset on your private 2 hour adventure. Keep your eyes on the horizon for a chance to see the famous Green Flash as the sun goes down.

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

you'll be able to fish the Atlantic side of the Florida Keys and the Gulf side in the same outing if you so desire.

“The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!” This is not your average Key West pleasure cruise.   Our 2 hour Key West Cocktail Cruise is what happens when true Hospitality Professionals take you out for an evening on the water!  You’ll never find Sierra Mist in our Margaritas — just natural ingredients, hand-crafted to perfection and served with precision. "All Inclusive" Craft Beer, Fine Wine and of course Craft Cocktails are featured each night onboard our spacious 47’ catamaran.  We offer a full range of House Specialty Cocktails, California Wines, and South Florida Craft Beer. Our intention is to amaze our guests with 5-star service, and to offer a fresh and unique Sunset Experience every single evening!

If you’re looking for some of the best fishing that money can buy out of Key West, Florida, you can’t go wrong with Corsair 2 Sportfishing. With over 3 decades of local fishing experience under his belt, Captain Russ McKinley is your man if you want to get the best out of these deep blue waters. His boat is a 50’ Hatteras saltwater fishing boat that can take up to 6 anglers fishing at the same time. Powered by twin 550 HP Detroit Diesel‎ engines, this fishing machine is unstoppable on the water. The vessel comes rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice-boxes. It’s also very comfortable and features 2 private restrooms, a kitchen, a flybridge, beds, and AC. This beauty can take you for some amazing deep sea and reef fishing up to 18 miles offshore on full day trips. This trip will also provide higher chances of catching Marlin!

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with only 17 passengers maximum. Avoid the crowds and enjoy sailing, coral reef snorkeling and the wild dolphins that live, feed and breed right along the south side of Key West. Get that yacht feeling with Champagne Service from your professional crew. Tickets are fully refundable if canceled outside of two weeks in advance!

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.

We love what we do ! We cater to private groups and families. We have one of the best fisheries in the world and we pride ourselves on giving customers a unique experience here in the beautiful Florida Keys. Let us help you create some great memories.

Party like a local at one of the Florida Keys Back Country sand bars. Your captain will pick the best location based on weather and tides. The turquoise waters and deep blue skies are intoxicating.There is a good chance you'll see rays, turtles, fish, and even dolphins. Once at the sand bar, you will have time to swim or just relax in paradise. Bring your swimsuit, towel, sunscreen, snacks & alcohol. 4-hour trip for up to 6 passengers. noon til 4pm daily.

Go Beyond Snorkeling is the closest you can get to scuba diving without being Dive Certified! Go Beyond Snorkeling into new depths for greater durations where you can easily and safely breathe underwater without heavy, cumbersome dive gear. Discover amazing coral formations, schools of tropical fish, and swim alongside colorful creatures as you glide effortlessly beneath the waves.

On our Secret Food Tour: Key West Old Town, we'll walk far from the tourist traps of Duval to show you the real city and its best food. You'll gain insight into how the diverse cultural influences of Key West have shaped the island into a unique destination that's globally renowned for its exceptional gastronomic experiences. Our local guides will take you on a journey to explore the history and culture of "The Key to the Caribbean," sharing their passion and passing down stories that have been told from generation to generation. You'll discover the oral history of Key West's prosperity and how treasures transformed this small island into a worldwide attraction. Enjoy traditional Key West bites, taste the freshness of ingredients that only a coastal city can offer, and uncover flavors you won't find anywhere else in the world. Plus there’s our amazing secret dish that you can only find about it on the day!

Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28 miles of Florida backcountry. Enjoy a smooth, scenic ride as you follow your local guide to a national marine sanctuary, where you’ll get a chance to snorkel and swim in pristine waters. NOTE: Required – Florida Boaters Safety: Florida Law requires everyone born after Jan 1, 1988 to take a boaters safety test to drive a boat. Each driver must present a passed boaters safety test prior to departure.

Enjoy a 3-hour snorkeling adventure in Marathon Key at one of the world's most incredible reefs. Sombrero Reef is alive. It is a place where parrotfish feed on the living coral while trumpetfish try to blend in among its branches. The reef is protected, so you can expect to see large schools of grunts and snappers swimming among large groupers hiding in the crags and looking for a meal. The great barrier reefs on our planet are precious. Like underwater rainforests, they teem with wildlife and colorful corals. You are welcome to bring food and drinks with you.

All while avoiding the crowded big boats, spend part of your Florida vacation day out on the tropical waters of Key West on Catamaran Echo - making vacation memories since 1991. Enjoy a premium shallow snorkeling and dolphin-watching sailing excursion. Cruise on a roomy catamaran that books only to half their passenger limit for quality control. Be ready to spot wild dolphins being WILD - hunting, playing, teaching their babies how to hunt, feed and socialize with their dolphin friends. Then to a shallow water snorkel stop at coral reefs, wrecks or the wildlife refuge - wherever the best conditions are from Mother Nature that day. The spacious catamaran offers plenty of room to relax in comfortable seats, and on a soft trampoline sundeck forward. Feel the sea breeze in your hair, and enjoy light snacks and premium drinks, all while having fun on the sparkling waters of Key West.

With your friendly & knowledgeable tour guide, this 4 Hour VIP Tour of the South Keys promises to amaze you. En route, you’ll learn the history, culture, and ecology of the Florida Keys, listen to island music, & enjoy the breathtaking scenery! Feel free to ask questions, share your experiences, and point out wildlife. * We drive you from island-to-island on the iconic Overseas Highway, about 45 miles from Key West & over 20 bridges * Revel in the scenery as we drive over the iconic 7-Mile Bridge - twice! * Experience world-famous Bahia Honda State Park: dip your toes in the Gulf of Mexico AND the Atlantic Ocean, walk on a historic railroad bridge for spectacular views, and more! * Photograph endangered Key Deer on Big Pine Key on our world-famous Key Deer Safari * Visit the Blue Hole to check for alligators and other native wildlife You'll love this tour so much, you'll book it again next year! We sanitize our tour vehicles before each tour in accordance with CDC recommendations.

Our Key West guided Night Kayak Tour is not just a journey through the water, but a night time nocturnal adventure! Our local guides will take you deep into the mangrove mazes where you will discover and learn about local critters and sea life prone to nocturnal movement beneath and around you. Our all clear LED lighted bottom kayaks will give you a up and close personal experience leaving you in awe!

Your Friends & Family Tour. When you book a Vitamin Sea tour, you get the experience of doing things your way. Whether you want to see dolphins, go snorkeling, chill on a sandbar, glide through mangroves to find birds, all of it is possible with our experienced Captains. The ideal place for a family or friends’ fun to create that “I’m in a paradise!” moment.

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands in the Key West National Wildlife Refuge. Keep an eye out for dolphins, sea turtles, manta rays and many other wildlife that call the Refuge home. Your captain knows where dolphins are frequently seen and will let you know if he spots any. Upon reaching the mangrove islands, the schooner anchors and your exploration begins. Your day is divided between guided kayaking tours and guided snorkeling tours. The warm, shallow water is calm, sheltered by the uninhabited mangroves, making kayaking a breeze. After your tours, come back aboard and wash off with our fresh water rinse, and relax on deck. Choose from plenty of complimentary cold drinks – frosty cold beer, wine, homemade sangria, chilled sodas and filtered water. This is the best of laid-back island living.

This guided walking tour will take you to the real places that Hemingway lived, worked and played, including where he watched and refereed boxing matches, where he kept his boat the Pilar, the bookstore where his books were sold, his first apartment in Key West where he finished writing “A Farewell to Arms”. Along the way you will have three food samplings, before visiting where he took the train, fished and charted boats in the Key West Harbor, and finally where he spent a lot of time drinking- Sloppy Joe's. An alcoholic drink is also included for you to experience Hemingway's favorite bar. Numerous other historical sites that Hemingway frequented while he lived in Key West will also be visited on this incredibly authentic tour.

Watch bottlenose dolphins frolicking in their natural habitat on a dolphin watching tour from Key West. Then cruise to the backcountry waters for some snorkeling fun of your own. Look for marine life and sea flora, such as coral formations and more. We're locals so our captains know the waters surrounding Key West like it was their own backyard. We will always take you to the best snorkel spot of the day, and provide expert instruction on how to best use our equipment. We even have towels covered for you - all you need to do is show up in your bathing suit!

Our Key West Haunted Pub Crawl showcases some of the more unusual and lesser-known histories of Key West. From the island's demonic dolls to one infamous case of necrophilia, not everything is glamorous in paradise.

Embark on a tour around the island of Key West. Your guide will be talking you through many points of interest around the island. Make sure to keep an eye out for wildlife throughout the tour. About 20 minutes before the sunset, your captain will find a quiet and private spot to watch the sun drop into the water uninterrupted by other boats, people, or land!