Key West Tours & Activities 2025

Key West , Florida

From $ 49.95

Parasailing at in Key West Fl at the Key West bight Fly high over the Key West Seaport as you parasail from State of the art parasail boats  All crews Licensed and insured

Key West , Florida

From $ 65.00

“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!

Key West , Florida

From $ 69.95

Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and enjoy an evening snorkel. If you do not feel like getting in the water, no worries, the bar is open! Grab a draft beer or glass of wine & enjoy the views. Once done snorkeling we will venture out on a one of a kind sunset cruise.

Key West , Florida

From $ 29.99

Get ready for a fun and fright-filled evening as we explore the haunted history of Key West! Starting at the charming River Street Sweets, we’ll stroll beneath the moonlight to some of the island’s most legendary landmarks. Hear spine-tingling tales at St. Paul’s Episcopal Church and Old Town Manor, then uncover the eerie secrets of The Artist House—home to the famous Robert the Doll. Discover ghostly legends at Casa Antigua and the beautifully haunted Curry Mansion Inn. Explore the shadowy past of the Audubon House, step into history at The Oldest House, and feel the chills at La Concha Hotel and Marrero’s Guest Mansion. Perfect for brave kids and curious adults, this walking tour is a spooky adventure the whole family will never forget! If you have 10 or more guests in one group, please get in touch with the private & group sales coordinator with Ghost City Tours.

Key West , Florida

From $ 17.50

Mel Fisher Maritime Museum is the only fully accredited museum in the Florida Keys. That means this is more than just an exciting adventure story - it is also a nationally recognized research institution!

Key West , Florida

From $ 49.95

Parasailing at in Key West Fl at Smathers Beach Fly high over the Smathers Beach Key West as you parasail from State of the art parasail boats  All crews Licensed and insured

Key West , Florida

From $ 39.99

Meet The Locals, On Foot, At Eye Level 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. You’ll have time – and proximity – to get up close to the region’s culture and natural history. Start your tour at the famous Cuban sandal factory - Kino Sandals before heading off toward the Southernmost Point of the continental United States. Along the way, our incredibly knowledgeable and well-connected local guides will show you the most popular landmarks and introduce you to local culture. By the time you’re finished, you’ll have a uniquely fun perspective of our tiny island!

Key West , Florida

From $ 40.00

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.

Key West , Florida

From $ 28.00

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.

Key West , Florida

From $ 20.00

The Aqua Drag Show offers the best nighttime entertainment in Key West. Sip on the Island's best cocktails while you enjoy the fun tunes, costumes, and best drag performers. Take home a story of hilarity and a truly unique Key West must-do experience.

Key West , Florida

From $ 34.99

Drink with the dead on this spine-chilling Key West pub crawl, where every sip comes with a story from beyond the grave. Start with spirits of both kinds, then wander past haunted landmarks like St. Paul’s Episcopal Church and the Dean-Lopez Funeral Home, where whispers follow your every step. Visit the Artist House, home of the infamous Robert the Doll, and feel the chill in the air of shipwreck storms near the ghostly La Concha. Cap it all off with a drink at Captain Tony’s—where the walls hold the names of the dead and the bar sits above a former morgue. Cheers... if you dare.

Key West , Florida

From $ 59.00

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 , Florida

From $ 23.00

The USCGC INGHAM was the longest continually serving, most decorated ship in Coast Guard History. Serving in active duty from 1936 to 1988. Only remaining American ship afloat to have fought in the Battle of the Atlantic. Command ship for several Philippines landings including General Douglas MacArthur's return to Corrigedor, he was aboard during this action. First allied vessel into Chinese waters at wars end. Two Presidential Unit Citations for support missions in Viet Nam. Also part of the Mariel Boatlift, when tens of thousands of Cuban refugees left their island home seeking refuge in the U.S. Now a National Historic Landmark and Coast Guard National Memorial to Guardsmen that have lost their lives in World War Two and Viet Nam. The Ingham also offers one of the best sunset views in Key West.

Key West , Florida

From $ 55.60

When you arrive in port in Key West, take an independent, hop-on hop-off trolley tour shore excursion for the best way to explore the island. While you’re off your cruise ship, simply sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civil War. You’ll get a full picture of Key West during your limited time ashore. FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET!

Key West , Florida

From $ 49.00

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.

Key West , Florida

From $ 16.99

Discover the beautiful Florida Keys with a self-guided audio tour! This 100-mile drive stretches from Key Largo, the first island off the Florida coast, all the way out to Key West, the southernmost point in the continental United States. This self-guided driving audio tour allows you to explore & drive the Keys with maximum flexibility and value. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. Buy once, use for one year! Ideal for extended visits and return trips over the next 12 months. This isn't an entrance ticket. Check opening hours before your visit.