Old Town Scavenger Hunt

Historical Places of Key West

Get ready to see Key West like never before on the exciting Key West Food & Wine Festival Scavenger Hunt. Gather your team of 2-5 people and compete against other teams in this fun and creative event. 

Clues will lead you to famous landmarks, points of interest, restaurants, and of course all the best bars and hidden local favorite drinking spots. 

The area covered is a short 4-5 block radius in Old Town Key West but it's not a race  - it's all about working for points to win the grand prize. Check in time is at 2pm and the hunt runs from 2:30-4:30pm with the winners announced shortly after. 

First prize will be team tickets to the Duval Uncorked event and runners up will receive gift certificates for local bars and restaurants. So what are you waiting for? Sign up now for your chance to win. Each participant will receive an exclusive map with 2 for 1 drinks coupons for all the participating stops and everyone will be taking home a Key West souvenir prize.

Check in time: 2pm outside Conch Republic Seafood Company 

at 631 Greene Street, Key West

Hunt 2:30-4:30pm. Winners announced 4:45-5pm

Cost $35.00/person. Teams can be 2-5 people

Clothing? Wear something comfortable. Want to dress your team in matching outfits? Go for it!

Questions? Call 305-292-9994 or email

FAQ's below


Old Town Scavenger Hunt

Check in 2:00pm

Hunt 2:30-4:30pm

Conch Republic Seafood Company 

631 Greene Street

$35.00 per person

Our Partners



Additional Information

What is this? How does it work?
It’s a fun and unique Scavenger hunt around the sights, landmarks, famous places and bars and restaurants in Key West. It’s an amazing way to see the island like never before.
Creative riddles will lead your team on a whirlwind adventure in downtown Key West. There is no collecting objects or finding random items. Each clue will take you to a location where you will need to find an answer that is worth points. You will have two hours to earn as many points as possible. The winner will be the team that earns the most points during the hunt.

Do I need to pre-register or can I just turn up?
You must register in advance to participate. There will be a limited number of teams, so don't wait too long.

What does it include?
2 hours of pure fun! The entry fee is to take part in the scavenger hunt itself. You will get the scavenger hunt map with 2 for 1 drink coupons that can be used anytime and everyone will win a prize. But the winning teams will also take home tickets for the Duval Uncorked event on Saturday. There are also gift certificates and extra prizes from several Key West establishments for other teams.

I see that we can have up to 5 people in a team. We have 6 does that mean we have to leave someone behind?
No, in fact it’s even more fun. Now you can make 2 teams of 3 and compete against each other.  Also we do not combine people onto teams.

When and where do I check in?
On the day of the Scavenger Hunt, check in is at 2pm outside of the Conch Republic Seafood Company at 631 Greene Street. The hunt will start at 2:30pm and ends at 4:30pm. Winners will be announced around 5pm. Results will also be published on our Social media pages.

Bars? I thought this was family friendly!
The clues will lead you to some family friendly bar/restaurant locations to discover answers. There’s no mandatory drinking involved but we do work directly with the bars so if you are over 21 then we have a lot of 2 for 1 coupons for you to take advantage of.

Are kids free?
Anyone 9 or over is the same price and is part of your team. If they are under 9, they can tag along for free.

Is transport provided?
No, the hunt is designed to be completed on foot. But you may choose to get around however you like: bikes, scooters, horse, car, Uber, camel, Pedicab, Lyft, donkey or taxi.

What should I wear?
Anything goes! You may want to wear comfy shoes as you’ll be walking around downtown. But, if you want to really enjoy the fun come as a team in matching outfits and get a step up on the competition.

What should I bring?
It’s warm and sunny year round in Key West, you might want to bring sunscreen as well as money for water or any beverages while you are out and about. We provide you with a pen, instructions and a map. Also you will need to read the clues so if you need "readers" bring those with you.

Can I use my phone?
Sure, you can use any search engine or map app to help find locations. You can also Google anything you want but you won’t be able to find any of the clue answers online.

Are water or drinks provided?
No, but you will have a 2 for 1 drink coupon to use at the first location.

Is there any food provided?

What if I get there late?
The hunt starts promptly at 2:30pm so if you arrive late you won’t be able to receive your clues and start the hunt. There are no refunds for poor planning or hangovers from the night before.

Can I get any tips before we start?
YES! Like us and follow us on Facebook @ Southernmost Scavenger Hunt, Twitter @ KeyWestHunt, and Instagram @ KeyWestHunt. You can also follow our hashtag at #WheresPinky

Wait...I have more questions.
No problem. Just call us at 305-292-9994 or email