Tours in Key West

258 results

Key West Historic Seaport Food & Walking Tour

616
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.
3 hours
Free Cancellation
From
$93.41

Original Key West Pub Crawl: The Best Bars with Free T-Shirt

336
For the quintessential Key West adventure, don't miss the 'Duval Crawl' pub crawl! Immerse yourself in the island's iconic and buzzing bar culture. Join the original Key West Pub Crawl, a local favorite since 2002. Your ticket includes five refreshing drinks and a memorable souvenir T-shirt – the perfect way to experience Duval Street after dark!
2 hours 30 minutes
Free Cancellation
From
$42.95

Turtle Hospital and Lower Florida Keys Day Trip from Key West

8
Depart the island of Key West and enjoy a full day of sightseeing on this small-group tour of the lower Florida Keys and Marathon Turtle Hospital.  Explore the natural splendor and historic man-made wonders of the Florida Keys as you learn its history, culture, ecology, and legends from your energetic and passionate local tour guide.
6 hours 30 minutes
Free Cancellation
From
$169.00

Discover the Marquesas Keys Private Experience

This trip is a full-day activity in the Marquesas, with multiple water activities available to you and your group. These could include light tackle patch reef, wreck, rock fishing and trolling, swimming, snorkeling, stand-up paddleboarding, sunbathing, beaches, hiking, and more. We will leave from the Perry Hotel & Marina, traveling on the gulf or Atlantic side, past Key West Harbor toward Boca Chica and the Marquesas.
8 hours
Free Cancellation
From
$1,695.00

Dry Tortugas National Park Day Trip by Catamaran from Key West

435
Explore beautiful tropical beaches on this full-day catamaran trip from Key West to Dry Tortugas National Park. The Dry Tortugas islands were discovered by Ponce De Leon in 1513; he sighted more than 100 sea turtles swimming in the seas surrounding the seven islands. Fort Jefferson, located on one of the islands, was initially designed to serve as a defense for the United States back in 1812. Today, you can relive the history of these islands and take in their beautiful scenery by voyaging on a luxury catamaran from Key West.
10 hours
From
$220.00

The Original Key West Ghost Hunt

92
We are the only locally owned haunted attraction with exclusive access to two locations. Our local experts provide Ghost Hunting equipment along with personal experience that can't be replicated.
1 hour 30 minutes
Free Cancellation
From
$28.00

Dolphin Watching and Snorkeling Adventure in Key West

157
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!
3 hours 30 minutes
Free Cancellation
From
$89.00

Key West Walking Food Tour With Secret Food Tours

240
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!
2 hours 30 minutes
Free Cancellation
From
$109.00

Custom Charters with a Local Captain

40
These Tours are unique because they are offered by a seventh generation local who knows the waters and can take you to places other people can’t. This completely custom and private tour so start Band end times are charla e upon guests request. You will have a great day on the water looking at dolphins snorkeling going to sandbars swimming and taking in the beautiful scenery.
3 hours 30 minutes
Free Cancellation
From
$250.00

Private Sandbar Adventure in Key West Backcountry

30
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.
3 hours
Free Cancellation
From
$500.00

Shallow Water Snorkeling and Dolphin Watching in Key West

449
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.
4 hours
From
$108.91

Key West Kayak Rental

111
A 2 hour kayak rental will allow you to explore the calm, clear waters between Stock Island and Key West on your own from the comfort of your single or double kayak (book per person not per kayak) Glide over sea grass and through mangrove tunnels as you look for fish, birds, sharks, rays and maybe even a manatee. Great for paddlers of all experience levels though all guests must know how to swim.
2 hours
Free Cancellation
From
$40.00

The Hemingway Experience in Key West

12
The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour of Old Town. Our 4-hour guided experience stops at (6) locations, helping tell Hemingway’s story in Key West & Cuba. Each ticket includes guided entrance into his famed Key West home. Then eat, drink, and explore the island on foot through “Papa’s eyes”, feasting on Cuban cuisine (& 3 boozy beverages) while your knowledgeable local guide impresses with interesting stories & amazing fun facts. The adventure takes you behind the scenes of a 3rd generation family run cigar rolling factory, and into the newly remodeled Social Club at Hemingway Rum Co. for his favorite drink made with his family company’s premium rum. Then finish with a slice of our famous key lime pie! After the tour, you’ll receive a collection of exclusive recipes, recommendations on restaurants, attractions, entertainment, and cultural offerings.
4 hours
Free Cancellation
From
$185.00

Key West: Private Fishing Charter with Experienced Captain

16
This private fishing charter aims to provide you with the best experience and utmost customer service. Depending on the duration of the trip that you choose and the bite for the day, we will travel around 6-16 miles from shore, and based on the season, the target fish will include Mahi Mahi, Snapper, Grouper, King Mackerel, Wahoo, Sailfish, and many other species. With over 15 years of commercial fishing experience, the Captain will do everything possible to put you on the fish. He is happy to tailor the trip to your preferences. We will gladly clean and filet the fish you wish to keep and help you with everything you need during your time with us. We ensure quality safety and fishing equipment onboard and will provide all necessary gear, lures, bait, and fishing license. Please feel free to bring any snacks and drinks to be stored in the cooler, as well as sunscreen and hats. We look forward to making your fishing trip a memorable experience!
4 hours
Free Cancellation
From
$900.00

Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar

156
“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!
2 hours
From
$65.00

Key West Cooking School Demonstration with Meal

14
Looking for an unforgettable culinary experience? The expert chefs are passionate about sharing the unique flavors of Key West while keeping you entertained. Watch as they bring fresh, local ingredients to life with traditional cooking techniques and island flair. From savory entrees to irresistible tropical desserts, you’ll enjoy an interactive and delicious experience—topped off with a taste of paradise!
2 hours
Free Cancellation
From
$80.57

Harry S Truman Little White House Admission

410
Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating period of American history. What was once a private compound on a U.S. Navy base is today open to the public as a museum. Listen to fascinating stories told by informative guides about the history of the house, which was built at the beginning of the 20th century. Learn what Thomas Edison and Dwight D. Eisenhower did during their stays, and, of course, about Harry Truman’s long love affair with this gem of a property.
1 hour to 2 hours
Free Cancellation
From
$25.75

Tipsy Tiki Sunset Cruise in Key West

3
Imagine gliding over gentle waves aboard the Lazy Lady, a 53-foot, one of a kind tiki boat. Soak in the vibrant colors of an iconic Key West sunset - hues of orange, pink and purple. Sip on ice-cold beverages prepared by your friendly crew while the warm sea breeze carries the sounds of island music and laughter. The atmosphere is relaxed and festive, perfect for making new friends or sharing moments with loved ones. Expect a laid-back and enjoyable trip while unwinding with a refreshing beverage from the bar. As the last sliver of sun disappears below the water, watch for the green flash, an enchanting touch of magic. Sail back to Key West Harbor under the star-filled sky, creating a Key West memory to last a lifetime.
1 hour 30 minutes
Free Cancellation
From
$69.00

3 Hour Private Snorkeling in Marathon Florida

31
We offer a private on the water boating, snorkeling and/or sandbar experience. We stand out from the typical large party snorkeling boats, by offering concierge pick-up and being flexible to the experiences you would like to have on the water. We can pickup at most hotel marinas in the Marathon area or if not convenient, coordinate to pickup at a mutually agreed meeting point on the water. We will work tirelessly to make this a VIP adventurous private experience. The tour is led by a professional licensed captain & guide focused on creating a lifetime experience for you and your family. We’ll explore live coral reefs like - Sombrero Lighthouse or Coffins Patch and other off the beaten path places in a comfortable state-of-the-art 31ft center console boat. Snorkel equipment, water/ice and pick-up is all included for groups up to 4 people.
3 hours
Free Cancellation
From
$720.00

Sandbar Adventure

Discover the charm of Marathon, FL, with a delightful Sandbar Experience and Sightseeing Cruise. Enjoy a 4-hour adventure exploring the local scenery on a comfortable boat, complete with unique views of the island. Spend a relaxing day at the sandbar, where you can swim in the crystal-clear waters, or opt for kayaking and paddleboarding to enhance your aquatic adventure. Light snacks, drinks, and friendly crew members ensure a fun-filled day for all ages. - 4-hour tour ideal for families and all ages - Scenic boat ride to the sandbar with opportunities for swimming and water sports - Light snacks and drinks provided; guests can bring their own food (no glass or hard alcohol) - Relaxed atmosphere with ample time to enjoy the beautiful waters and surroundings
4 hours
Free Cancellation
From
$113.90

The Dark Side of Key West Ghost Tour

338
Dare to walk the haunted heart of Key West—where the veil between the living and the dead is razor-thin. Your journey begins sweetly enough at River Street Sweets… but don’t let your guard down. From the cursed corridors of The Artist House—once home to the infamous Robert the Doll—to the haunted grounds of St. Paul’s Episcopal Church, something watches from the shadows. At Dean-Lopez Funeral Home, the air grows heavier with every step, while La Concha Hotel and Marrero’s Guest Mansion echo with screams that never made it into the history books. You'll pass on to the ghost-infested Oldest House, and the lush but sinister Audubon House, where spirits cling to the past. Your final stop? Captain Tony’s Saloon—built on bones, soaked in legend, and still home to the dead. This is not just a tour... it’s a test of courage.
1 hour 30 minutes
Free Cancellation
From
$34.99

Adult Only Sandbar Escape

4
One of the only Adult Only experiences offered in Key West, our excursions are top-notch, with the vessel, all equipment, food and beverage service being set to premium standards! We offer a more intimate experience with less crowded excursions for the comfort of all of our guests.
4 hours
Free Cancellation
From
$154.00

Reef Snorkel + Sandbar & Sunset Sail-Small Groups with Honest Eco

21
Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows you the best spots, ensuring you and your loved ones get the best experience on your tour. • Small Groups With a max group size of 20 guests and the warm calm weather of summer, you will see what makes an Honest Eco tour great for your group. Who is this trip for? We are a small family owned business, started by a biologist to offer authentic experiences that we would want to book. • We cater to Couples and Families who want a nature experience and would prefer to avoid the packed party boats. What is the Boat? The boat is a wide open 42' sailing catamaran that immerses you in the nature experience. It has a head on board, and we offer Fresh Organic Fruit and Filtered Water, Safety equipment and really good snorkeling gear.
4 hours 30 minutes
Free Cancellation
From
$143.05