Feel the thrill as you uncover quirky murals, legendary haunts, and secret courtyards during our epic Key West Scavenger Hunt series and spine-tingling Ghost Tours—all woven through bustling plazas and sun-drenched boulevards.
Gather friends or colleagues for trivia showdowns, wild photo dares, and clever challenges—score points using our intuitive app while celebrating victories together right in the heart of Key West.
Top Outdoor Activities In Key West, Florida
Step into the sun-soaked streets of Key West, where pastel conch houses and the lively Historic Seaport District set the stage for unforgettable adventures. Whether you are a first-time visitor or a local craving something new, outdoor activities here promise fresh perspectives on every corner. Discover hidden gems and iconic landmarks while soaking up the island's legendary energy. Outdoor activities in Key West are your ticket to exploring, connecting, and making lasting memories.
Outdoor Experiences in Key West, Florida
Get ready to experience our expertly curated collection of outdoor activities in Key West, each designed to ignite your sense of adventure. From ghostly tales that echo through historic alleys to interactive quests that lead you down vibrant Duval Street, these unique outdoor experiences blend fun challenges with local flavor. Every outing offers a fresh way to view Key West—perfect for families, friends, or solo explorers seeking excitement beyond typical sightseeing. Dive into each activity below and discover why these are some of the most recommended outdoor activities Key West has to offer!
Top Rated
4.8 (132 reviews)
The Beauty of Key West Scavenger Hunt
Downtown, Key West
Discover the hidden gems of Key West's Downtown neighborhood on this exciting scavenger...
5.0 (16 reviews)
Upper Duvall Dive & Discover Adventure Scavenger Hunt
Duvall, Key West
Uncover a Key to hidden gems on our Upper Duval scavenger hunt! Dive into Hemingway‘s...
5.0 (24 reviews)
Key West Ghost Hunt
Downtown, Key West
Experience a self-guided Downtown tour in Key West with an app-led, gamified ghost hunt...
5.0 (13 reviews)
Higgs Beach Park, Key West, Florida Scavenger Hunt
Downtown, Key West
From playgrounds to courts to hidden history—Higgs Beach Park’s scavenger hunt is your...
An Epic Key West, Florida experience
How Our Key West, Florida Outdoor Activities Work
Our team scouts out must-see attractions and hidden corners across 3,050+ cities—including over 50 unique options throughout Southeast—for every outdoor activity we offer. Each tour includes clear instructions tailored just for that experience: maps guide your route while challenge quizzes keep things lively.
During each adventure you will walk from site to site tackling trivia questions at historical markers or murals; snap creative photos; solve puzzles at public art displays; then rack up points using our award-winning app—compare scores against other teams all over town!
1
2
3
Top Outdoor Attractions In Key West
Key West is bursting with must-see attractions perfect for unforgettable outdoor activities. Stroll along Duval Street’s buzzing nightlife scene or catch sunset celebrations at Mallory Square as live music fills the air. Explore art galleries tucked amid tropical gardens or uncover secrets near Ernest Hemingway's Home and Museum. Each location transforms into an immersive playground packed with discovery and photo-worthy moments.
Click on each location to see related activities.
1
Clinton Square Market
Stroll through Clinton Square Market, where vibrant displays and local crafts create an outdoor activity paradise in Key West. A must-see for those seeking unique things to do.
2
Key West Museum of Art & History
Explore the Key West Museum of Art & History, a cultural gem in the historic Custom House. Dive into local art and history, perfect for a heritage-focused scavenger hunt.
3
Cornish Memorial A.M.E. Zion Church
The Cornish Memorial A.M.E. Zion Church stands as a testament to resilience, crafted from shipwreck wood. It's maritime heritage makes it ideal for historical scavenger hunts.
4
San Carlos Institute
Experience Cuban heritage at San Carlos Institute. This cultural gem offers insights into Key West's diverse past and is an essential stop for those exploring outdoor activities in the city.
5
Marilyn Monroe Statue
Marvel at the Marilyn Monroe statue in downtown Key West. This iconic sculpture is a must-see for fans of classic Hollywood and adds charm to any outdoor adventure.
6
The Kapok Tree
Stand beneath The Kapok Tree's majestic canopy and feel nature's embrace. This serene spot is ideal for those seeking tranquility during their outdoor activities in Key West.
7
Pan Am's First Office
Discover aviation history at Pan Am's First Office. This landmark is an intriguing stop for those interested in outdoor exploration and learning about Key West's role in flight history.
8
Ernest Hemingway House
Explore the lush gardens and Spanish Colonial walls of Hemingway's Hideaway, a must-see in Key West. Feel the literary magic as you wander this historic site, a nod to the Conch Republic's past.
9
The History of the Southernmost Point
Visit the vibrant marker at Southernmost Point, where the Conch Republic meets the sea. It's a must-see for photo ops and sunrise views, offering a unique glimpse into Key West's maritime history.
10
Convent of Mary Immaculate (1878)
Discover The Convent's serene beauty with it's dormered rooftops and bell tower. Known as 'guardian of Duvall,' it's a peaceful spot where you might see a Sister tending the gardens.
11
Cigar Monument to Factory Worker
Admire the giant cigar sculpture honoring Arturo Fuente Sr., a must-see outdoor tribute in Key West. Locals whisper that rubbing the bronze brings luck—an insider tip for your adventure.
12
1900: Alligator Border Duval Street Key West FloridaPast
Stroll along Duval Street to see artist renderings that revive Key Lime Capital lore. Each mural tells it's own story, making it a unique thing to do in Key West.
13
Tennessee Williams Museum
Visit this literary landmark with it's pastel facade, echoing a bygone era in Key West. Locals say Williams once wrote poems about Duvall sunsets here—a poetic stop on your tour.
14
Bahama Village Arch
Snap photos under Bahama Village Arch, symbolizing unity in Duvall’s heritage. Discover hidden gems among lively cafes beyond—an essential part of any visit to Key West.
15
Ocean Key Resort
Step into Key West's outdoor scene where the Conch Republic spirit thrives. Feel Bahama Village vibes and catch a hint of Mallory Square Sunset magic. Locals say the best ghost stories drift on the evening breeze.
16
Audubon House
Wander Key West's lively lanes for outdoor fun. Listen for whispers of Fantasy Fest Celebration and enjoy Duval Street Nightlife energy. Locals love sharing tales about Ernest Hemingway's Home after dusk.
17
Captain Tony's Saloon
Uncover outdoor things to do in Key West, where Bahama Village Vibes meet the Historic Seaport District. Savor the scent of Key Lime Pie Capital as you pass by—locals swear it is best enjoyed at sunset.
18
Casa Antigua
Experience outdoor adventures in Key West with a dash of local legend. The Coral Reef Diving scene buzzes nearby while Mallory Square Sunset draws crowds nightly—insiders know the best vantage points are hidden.
19
Hard Rock Cafe Mansion
Breathe in salty air as you explore outdoor things to do in Key West. The Conch Republic charm shines brightest near the Historic Seaport District—locals suggest catching sunset colors reflected off old schooners.
20
Oldest House Museum
Stroll through open-air markets and feel Bahama Village Vibes pulse around you. Outdoor activities abound, from people watching at Mallory Square Sunset to sampling treats at the Key Lime Pie Capital.
21
La Concha Hotel
Outdoor enthusiasts find plenty to love in Key West—Coral Reef Diving beckons, while Fantasy Fest Celebration colors linger year-round. Locals recommend wandering side streets for unexpected photo ops.
22
Marrero's Guest Mansion
Key West invites you outdoors with sunlit plazas and breezy walkways. The Historic Seaport District hums with life; locals whisper about hidden murals only found by adventurous wanderers.
23
Astro City Playground
Step outside and soak up Key West's quirky Conch Republic energy. You might spot a rooster strutting by or catch a whiff of fresh Key Lime Pie. Locals say the best sunsets are found off the main drag.
24
Tennis and Pickleball Courts
Wander through palm-lined streets where Ernest Hemingway once roamed. Listen for live music drifting from Duval Street Nightlife and feel the island spirit. Locals recommend peeking at quirky mailboxes along your walk.
25
Children's Playground
Catch Mallory Square Sunset celebrations with street performers and vibrant crowds. The coral reef diving scene is legendary here, but even on land, you will find plenty of outdoor things to do for first-time visitors.
26
Battery Inman
Feel the Bahama Village Vibes as you explore this lively neighborhood. Outdoor murals, tropical gardens, and friendly faces await—insiders know this is where Key West's heart beats loudest.
See our Top Outdoor Activities By Neighborhood
From Bahama Village’s colorful heritage to Old Town’s charming streets lined with history, each neighborhood offers it's own vibe for outdoor activities in Key West. Unlock new adventures and explore what makes every area unique—click on these neighborhoods to see the related activity.
12,000+ Reviews For our Hunts
See what people say about our outdoor activities in Key West
Locals and visitors rave about our outdoor activities in Key West! With five-star ratings lighting up our reviews, guests share stories like 'the best day trip ever' and praise our family friendly adventures. See why so many trust us for memorable things to do in Key West.
What an enjoyable thing to do in downtown! We discovered so many interesting places we wouldn't have noticed otherwise.
Brian A.
This experience was perfect for tourists wanting to see all that Key West has to offer. I can't wait to share it with my friends!
Megan W.
We had such a memorable walking tour of the Cornish Memorial Church area. It really brought the rich history of Key West to life!
Chris L.
The scavenger hunt app made it easy to explore downtown Key West at our own pace. A great way to see iconic sites and learn local history!
Laura M.
FAQs.
What are some fun Outdoor Activities in Key West?
Are scavenger hunts good for groups in Key West?
I am new to Key West what do you recommend?
I am a Key West local would this be fun for me?
What is the full list of all the scavenger hunts and activities that I can do in Key West
LOCAL INSIGHTS
Fun Key West Facts and Hidden Gems
Key West was once known as Cayo Hueso—the Island of Bones—a nod to it's early Spanish explorers who found native relics scattered along it's shores. The city later blossomed into a haven for artists, writers like Ernest Hemingway, fishermen, pirates, and free spirits alike.
Today it is famed as the Conch Republic—a symbol of independence brist
Today it is famed as the Conch Republic—a symbol of independence brist
© 2016-2025 Let's Roam, LLC. Let’s Roam® is a registered trademark. All Rights Reserved.
✕
Unlock An Extra 10% OFF Your First Order
Type your email to claim your promotion
You're Halfway To An Extra 10% OFF
Sign up for emails & texts to get your code
By submitting this form, you agree to receive recurring automated promotional and personalized marketing text messages (e.g. cart reminders) at the cell number used when signing up. Consent is not a condition of any purchase. Msg frequency varies. Msg and data rates may apply. Reply HELP for help and STOP to cancel. First time users only. Does not apply to custom events.
By submitting, you agree to receive recurring automated promotional/personalized marketing text messages (e.g. cart reminders). Msg/data rates may apply. Reply STOP to cancel.