Key West is only about four miles long, but it packs in more to do than most cities ten times its size. Here are the things locals actually recommend, sorted by mood: the classics, time on the water, rainy and hot afternoons, things to do with kids, and ideas for groups and nights out.
Classic Key West Must-Dos
1. Watch the sunset at Mallory Square
Every evening the waterfront at Mallory Square turns into a street party for the sunset, with street performers, food carts and a crowd that cheers when the sun drops into the Gulf. Get there about 45 minutes early to find a spot along the edge.
2. Stroll Duval Street
Key West's main drag runs from the Gulf to the Atlantic. Daytime is for galleries, shops and people-watching; after dark it becomes the island's nightlife strip. Duck down the side streets for quieter cafés and pretty Conch houses.
3. Take a photo at the Southernmost Point buoy
The striped concrete buoy at Whitehead and South Streets marks the southernmost point of the continental US, about 90 miles from Cuba. The line can be long midday, so go early morning or near sunset.
4. Tour the Ernest Hemingway Home and Museum
Hemingway wrote some of his best-known work here. The house and gardens are worth the visit on their own, and the resident six-toed cats steal the show.
5. Explore Old Town on foot or by bike
Old Town is flat, shady and best seen slowly. Rent a bike, wander the lanes and look for hidden gardens, historic homes and roosters roaming free. Our guide to Old Town Key West has a walking route.
6. Climb the Key West Lighthouse
The climb to the top is short and the view over the island's rooftops and water is one of the best in town.
7. Visit the Harry S. Truman Little White House
President Truman spent months of his presidency here. Guided tours bring the history to life and the grounds are a peaceful break from Duval Street.
On and in the Water
8. Snorkel the reef
The only living coral barrier reef in the continental US runs offshore. Half-day snorkel trips leave from the Historic Seaport, and calm mornings usually mean the clearest water.
9. Spend a day at Dry Tortugas National Park
About 70 miles west, Fort Jefferson sits on a tiny island surrounded by turquoise water. Go by ferry or seaplane, and book well ahead because trips fill up.
10. Swim and picnic at Fort Zachary Taylor
Fort Zach has the island's best beach for swimming and snorkeling right off shore, plus a Civil War era fort to explore and shady picnic spots.
11. Charter a boat to a sandbar
Nothing says Key West like an afternoon anchored on a sandbar with friends. Want to make it more than a boat ride? Our FunKey Charters Boat Escape Adventure adds an hour-long escape game on board before you relax at the sandbar or snorkel.
12. Try kayaking or paddleboarding the mangroves
Guided eco-tours through the backcountry mangroves are a quiet, beautiful way to spot rays, birds and fish.
Rainy Day and Indoor Things to Do
Afternoon storms and summer heat are part of island life. These are the best ways to stay dry and cool. For more ideas, see our rainy day guide.
13. Play an escape room at Key West Room Escape
You and your crew have 60 minutes to solve puzzles, find clues and break out. It's private (your group only), air-conditioned and right in Old Town at 314 Simonton Street. Pick your adventure:
- Pirate Treasure Hunt: sneak aboard a pirate ship and find the hidden treasure. A family favorite.
- Jail Break Havana: break out of a Havana jail cell. Our toughest room.
- Sloppy's Time Machine: find Sloppy Joe and Papa Hemingway's hidden time machine.
- Outdoor Escape Quest: Papa's Hidden Message: a self-guided game through the streets of Old Town, played on your phone.
Groups of 2 to 10. Adults $45, kids $35, under 6 free.
See times and bookCall (305) 916-551714. Key West Butterfly and Nature Conservatory
Walk through a glass dome full of free-flying butterflies, birds and a pair of resident flamingos. It's calm, beautiful and great for all ages.
15. Mel Fisher Maritime Museum
See gold, silver and emeralds recovered from the Spanish galleon Atocha and learn the story of the decades-long hunt to find it.
16. Key West Shipwreck Museum
Actors and artifacts tell the story of the wreckers who made Key West one of the richest towns in America in the 1800s. Climb the lookout tower for a great view.
17. Key West Aquarium
A small, hands-on aquarium near Mallory Square with touch tanks and feedings. A good one-hour stop with younger kids.
Things to Do in Key West With Kids
Key West is often thought of as an adults' town, but families have plenty to do. Kids love the Butterfly Conservatory, the Aquarium, swimming at Fort Zach, feeding tarpon and hunting for the free-roaming roosters. Older kids and teens love the escape rooms, where they often outshine the grown-ups.
Parent tip: Our Pirate Treasure Hunt is built for families with kids 6 and up, and it's a great way to beat the midday heat. See our full guide to family activities in Key West.
18. Feed the tarpon
Giant tarpon gather at a few docks around the island and kids love watching them leap for a snack.
19. Ride a bike to the beach
Smathers Beach and Higgs Beach are an easy, flat ride from most hotels, and both have shallow, calm water on most days.
Groups, Birthdays and Team Outings
Planning for a bachelorette, a family reunion, a birthday or a company retreat? The best group activities get everyone working together instead of just sitting together.
20. Book a private escape room
Every game at Key West Room Escape is private, so your group plays alone. That makes it a natural fit for birthdays, corporate team building and date nights. For big groups, book two rooms at the same time and race each other.
21. Take a sunset sail
A sunset cruise is the classic group outing. Many boats offer private charters for groups.
22. Join a food or history walking tour
Key lime pie, conch fritters and Cuban coffee taste better with a local's stories on the side.
Key West at Night
23. Do the Duval Crawl
The famous bar crawl includes Sloppy Joe's, Captain Tony's and the Green Parrot, each with its own live music and history.
24. Take a ghost tour
Key West has more than its share of spooky stories. Evening ghost tours walk you past haunted inns, the old cemetery and the island's most famous haunted doll.
25. Finish with key lime pie
Every local has an opinion on who makes the best slice. Try a few and decide for yourself.
Planning Tips
- Get around by bike or on foot. Parking in Old Town is limited and expensive.
- Plan outdoor things for mornings. It's cooler and calmer, and afternoon storms are common in summer.
- Book popular things ahead. Dry Tortugas trips, sunset sails and evening escape room slots fill up, especially on weekends and holidays.
- Keep a rainy-day backup. Indoor activities like museums and escape rooms are the first to sell out when the weather turns.
Frequently Asked Questions
What is the number one thing to do in Key West?
For most first-time visitors it's the sunset celebration at Mallory Square. Pair it with a stroll down Duval Street and a photo at the Southernmost Point and you've hit the big three.
What can you do in Key West when it rains?
Head indoors: escape rooms, the Butterfly and Nature Conservatory, the Hemingway Home, the Mel Fisher Maritime Museum and the Shipwreck Museum are all great choices. Key West Room Escape is air-conditioned and in Old Town, so it's an easy rainy-day plan.
What is there to do in Key West with kids?
Swimming at Fort Zachary Taylor, the Butterfly Conservatory, the Key West Aquarium, feeding tarpon and family-friendly escape rooms like our Pirate Treasure Hunt (great for ages 6 and up).
What are fun things to do in Key West for groups?
Private escape rooms, sunset sails, boat charters to the sandbar, food tours and the Duval Crawl are all popular with groups. At Key West Room Escape every game is private, and groups of up to 10 can play together.
How many days do you need in Key West?
Two to three days covers the highlights. Add a day if you want a Dry Tortugas trip or a full day on the water.
Ready for your next adventure?
Private escape rooms in Old Town Key West. 60 minutes. Your group only.
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