Welcome to the Ultimate Key West Scavenger Hunt! Get ready to embark on an interactive adventure through the heart of Old Town Key West, where history, culture, and fun converge. This experience is designed to showcase the island’s unique charm, leading you to iconic landmarks, hidden gems, and vibrant local spots.
Whether you’re a first-time visitor or a longtime resident, this scavenger hunt offers a fresh perspective on the southernmost city. Gather your team, solve intriguing clues, and create lasting memories as you explore the beauty and history of Key West.
How did I come up with this Idea for a Key West Scavenger Hunt?
As part of our wedding weekend, we organized a personalized scavenger hunt to share our love for Key West with our guests. The idea of this adventure was to lead participants to some of our favorite spots on the island, offering them a glimpse into the places and experiences that make Key West so special to us.
We were thrilled that many of our guests took part, with most completing nearly all the activities. It was heartwarming to see everyone engaging with the island’s charm and discovering firsthand why we fell in love with this little island at the end of the road.
Key West Scavenger Hunt
Rules are simple: take photos at each location performing a certain activity. Upload your photos to the Album using the QR code below. All pictures must be uploaded by Sunday and there will be a prize! Feel free to ask the Locals for help and HAVE FUN!!!
- Stop by DeLuna’s for a Cafe Con Leche and our go to Sausage Egg n Cheese. Don’t forget to say hi to CeeCee! (1 point)
- Find the Collection of Guy Harvey Original Sketches in the staircase. (3 points)
- Find one of the two 6FT Conch Shells on the island. (1 point per shell)
- Go see Rhett and Scarlett (2 points)
- Get on stage at The Monkey Bar (3 points)
- Snap a photo in an oversized chair (1 point per chair)
- Find the Presidential Limousine (1 point)
- Get on the only boat in Key West that is responsible for sinking a U Boat (3 points)
- Take a photo in front of Jimmy Buffet’s recording studio (3 points)
- Find the Southernmost Point (1 point)
- Remember The Maine (5 points)
- Find a cat with 6 toes (3 points)
- Climb 88 steps and get a 360 view of the Island (2 points)
- Get a Grouper to eat a Quarter (5 points)
- Find a Drag Queen on the 800 Block (1 point)
- Visit the Bar where Harry S. Truman played hide and go seek with Secret Service (3 points)
- Find a crock pot full of Hot Dogs….and eat one! Hint: they are next to the popcorn (5 points)
- In some places you would find a newspaper inside, but in Key West you find Free Beer (3 points)
- Eat a slice of Key Lime Pie. (1point for each slice consumed)
- Find a Dog wearing sunglasses (1 point)
- Drink a Rootbeer Barrel at the First Bar on US 1 or the last bar (2 points)
- Take a photo “Where the Sidewalk Ends” (3 points)
- Visit the bar that races “personal massagers” (3 points)
- Get a photo in front of Pan America Airways Office (2 points)
- Mile Marker 0 (1 point)
- Selfie with a Manatee (1 point)
- Grab a Pint at the Smallest Bar (1 point)
Finished with The Ultimate Key West Scavenger Hunt and need to relax?
After organizing the Key West scavenger hunt for our wedding guests, we realized there’s even more to explore beyond the island’s streets. To share our love for the surrounding waters, I arranged a trip with another one of our captains so we could wind down.
Shameless plug, we offer private sandbar excursions, snorkeling adventures, and sunset cruises, providing a unique perspective of the Keys’ pristine waters and marine life. Our guests had an unforgettable time, and I highly recommend booking a trip with us to experience the full beauty of the Florida Keys.
