AIRBNB EXPERIENCES

Things to do in Key West

Book unique activities hosted by local experts on Airbnb.

Top-rated activities

View our most highly rated experiences, loved by guests.

4.95 out of 5 average rating, 324 reviews

Reef Snorkel, Sandbar & Sunset Sail

4.5-hour intimate Eco adventure featuring guided snorkeling in crystal-clear waters, a peaceful stop at a secluded sandbar, and a breathtaking sunset sail back to Key West aboard our catamaran.

4.94 out of 5 average rating, 854 reviews

Dolphin Watch & Guided Snorkel in Key West

A small group 4-hour tour on the quietest boat in the Keys to see over 200 wild Bottlenose Dolphins, then snorkel at the clearest spot of the day, chosen by the captain and guided by our expert crew.

4.95 out of 5 average rating, 275 reviews

Seaport & Seafood Tasting Tour

Join a walking tour to dine on regional delicacies at five award-winning restaurants.

4.97 out of 5 average rating, 302 reviews

Kayak, Guided Snorkel & Morning Sail

A small group eco tour featuring kayaking through mangroves and guided snorkeling in the Key West National Wildlife Refuge perfect for young families and early birds.

5 out of 5 average rating, 101 reviews

Private Charter Sandbar & Snorkel

Top rated Key West sandbar boat charter and private snorkel tour aboard our 6-passenger Cowfish. Choose your activity: Dolphin Watching, Snorkeling, or a Sandbar Visit

4.89 out of 5 average rating, 73 reviews

Key West Food Tour: Local Flavors & Hidden Gems

Explore Key West beyond Duval Street, tasting fresh conch fritters, Cuban bites, rum, decadent Key lime pie & more, while uncovering the island’s rich culinary and cultural history with a local guide!

4.83 out of 5 average rating, 6 reviews

Key West Sandbar, Snorkel & Sunset Sail

Join us for the kind of afternoon people come to Key West for! Spend time relaxing at a beautiful sandbar, then snorkel in clear backcountry waters, and sail back at sunset. Drinks are included!

4.98 out of 5 average rating, 66 reviews

Private Key West Sunset Cruise

Soak up the golden hour as you relax, surrounded by crystal-clear turquoise water.

4.96 out of 5 average rating, 188 reviews

Key West's Off-Duval Cocktail Crawl

Devour craft cocktails, including a flaming TIKI drink, in hidden watering holes.

4.97 out of 5 average rating, 39 reviews

Welcome Walk through Old Town with a storyteller

Learn Key West history on a personalized walk around Old Town with a local, "Whiskey"

Latest Activities

Explore new local experiences, activities for everyone.

5 out of 5 average rating, 1 reviews

Explore Key West on the historic Conch Train

On this 60-minute sightseeing tour, you’ll ride past Hemingway’s haunts and end at the lively Mallory Square, soaking in the tales and sights that define Key West.

5 out of 5 average rating, 4 reviews

Morning Sail, Snorkel, & Kayak in Key West

Sail on a historic schooner to the Key West backcountry, where you’ll kayak through mangrove islands and snorkel coral heads.

3 out of 5 average rating, 1 reviews

Explore haunted sites in Key West’s Old Town

On this 1-hour tour, you’ll voyage through history aboard the Trolley of the Doomed with your Ghost Host, exploring haunted sites and uncovering mysteries like cursed artifacts and strange dolls.

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Exclusive Private Tour of Truman's White House

Step into the past at Truman’s Little White House with a guide who reveals Presidential history amidst the elegant White Glove Lounge. Enjoy VIP access and photo ops in splendid botanical settings.

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J B Stroll in 3/4 Time

You know the stories. You have heard of the places. Learn the backstories and find the locations that have changed with the lattitude so to speak. Walk and enjoy as you seek out a salt shaker.

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Sip history in Key West’s iconic cocktail class

Sip & shake 5 iconic cocktails while uncovering Key West's rich history — from William Curry to the U.S. Navy — in this fun 2-hour craft cocktail class!

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Savor Key West flavors in a chef’s dinner demo

Enjoy a lively cooking dinner show with local chefs, indulge in Key West’s vibrant island flavors, and savor tropical desserts all in one flavorful gathering.

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Key Lime Experience

Sample classic pie from a business featured on a TV show, compare meringue and no meringue, try gelato, nitrogen ice cream and island fudge. Optional beverage add on with a colorful Key West guide.

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Savor Key Lime pie at a Key West cooking show

Taste Key West's iconic Key lime pie in this fun 30-minute demo! Watch the magic unfold, enjoy a fresh slice, and take home a recipe card to recreate this tangy tropical treat.

5 out of 5 average rating, 2 reviews

Sunset Sail with Wine Tasting in Key West

Enjoy an intimate sunset sail aboard a historic schooner with 8 wines from around the world, gourmet hors d’oeuvres, and front-row views of Key West’s most famous nightly show.

Top Key West Attractions & Sights

Stay near the best of Key West landmarks and hidden gems. Surrounded by highly rated Guest Favorites

Tracy

From Tracy's guidebook

🏖 **Smathers Beach** Key West's largest public beach, Smathers Beach is perfect for relaxing, swimming, or enjoying water sports. Rent paddleboards, kayaks, or jet skis, stroll the shoreline, or simply soak up the Florida sunshine. It's a favorite for both visitors and locals.

Nicole

From Nicole's guidebook

Key West's biggest public beach that offers a ton of water activities such as wine and kite-surfing, kayaking and jet-skiing. There are also volleyball nets and sun loungers if you want something a little more low key.

Rachael

From Rachael's guidebook

Amazing beach, free parking available, chairs, kayaks & SUP for rent!

Rafa

From Rafa's guidebook

it’s that giant, candy-striped concrete marker at the end of Whitehead Street, literally the southern tip of the continental U.S. Picture this: bright yellow, red, and black paint screaming “90 miles to Cuba,” waves crashing right behind it, palm trees swaying like they’re posing for Social media. Tourists line up for selfies—some in flip-flops, some in wedding dresses—everyone grinning like they’ve conquered the world. The ocean’s right there, turquoise and endless, with sailboats drifting by and that salty breeze hitting you. Here’s the classic shot—people crowding, sun blazing, buoy front and center. Walk over from Duval, grab a frozen key lime pie from a nearby stand, snap your pic, then wander back through the old Conch houses—total easy win. Just go early; by noon it’s a zoo!

Yesenia

From Yesenia's guidebook

Key West is famous for being the southernmost city in the continental United States. When you visit, it’s essential that you make it to the southernmost point on the island, found at the intersection of Whitehead Street and South Street. Here, you’ll see the landmark Southernmost Buoy (a required photo opp) and a whole host of other “southernmost” attractions that make for a fun Key West afternoon.

Rachael

From Rachael's guidebook

Don’t forget to get photo op at southern most point, Key West!

Roy

From Roy's guidebook

They have a glass-enclosed conservatory where nearly 60 species of butterflies soar freely among the plant-filled habitat. In addition to the butterflies, more than 20 species of exotic birds are also kept here.

Will

From Will's guidebook

The Key West Butterfly Conservatory is filled with 50-60 species of colorful butterflys and beautiful flamingos.

Rolando

From Rolando's guidebook

a peaceful and beautiful indoor conservatory with dozens of species of butterflies

Corey

From Corey's guidebook

Okay, I'm starting with the obvious, don't judge. Go and see the Hemingway house and see the cats with 6 toes. But, book a tour with a guide. If you just walk through you'll be like, "oh wow, a house...cool." But, if you do the door you will really enjoy the experience. Try to go during the week when it isn't as busy. Side note, if you haven't read "Old Man and the Sea" since high school, read it again. It's better after you have lived a bit. In fact, I'll leave a copy here for you.

Sugarloaf Key Hotel At KOA Resort

From Sugarloaf Key Hotel At KOA Resort's guidebook

Step back in time and visit the home of one of America’s most honored and respected authors, Ernest Hemingway. Located in the heart of Old Town Key West, visit the rooms and gardens that witnessed the most prolific period of this Nobel Prize winner’s writing career. Wander through lush grounds and enjoy guided tours with insightful narratives.

Magen

From Magen's guidebook

About half a block from the property. Fun spot to see where the famous writer Ernest Hemingway called home while in Key West. You will find preserved history and 6 toed cats! Great for everyone.

Andrew

From Andrew's guidebook

Berry's BYO Drinking and Painting workshop is housed in the former historical Jasper Valley Winery. Relax, sip, and paint along with your guided class to create something you'll truly love and genuinely hang. Break off and see the stunning valley view onto the studio deck, get cosy by the fire, or stroll the vineyards and watch the sunset. The perfect way to take a moment from the village and breathe, have a drink, have a paint, have a laugh. You choose what day, what time, what location and what painting - a completely customisable experience. Book a class with them today!

Amanda

From Amanda's guidebook

Övedskloster Övedskloster is a castle in Öveds parish in Sjöbo municipality built in French rococo style. This red sandstone building is surrounded by beautiful avenues. Take a guided tour of the castle including the magnificent rooms and explore the history of a monastery that existed here from the 10th Century. Visit the farm that focuses on crops, forestry, and local organic beef production. If you fancy a swim, Lake Vombsjön is just a 10-minute walk from the castle.

Wally

From Wally's guidebook

Cherry Pond Boardwalk, Great viewing point for bird watching and mountain pictures. Amazing colors during fall season. Platform is just over 1.5 mile away from parking lot. Very easy trail, accessible for anyone. Portable toilets in parking lot most of the season. Biking is allowed on trail. Locals also bring their horses on the trail. Perfect for a family hike with little ones.