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25 Unique Things to Do in Key West for the Ultimate Island Getaway

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Author: Nathan Knight

Key West is a place that feels like it’s straight out of a postcard, turquoise waters, swaying palm trees, and sunsets that’ll knock your flip-flops off. But there’s so much more to this island paradise than meets the eye! Whether you’re a first-time visitor or a seasoned Key West pro, here’s your ultimate guide to the 25 most unique things to do in Key West, plus a few insider tips to make your trip even more epic.

Why Key West Should Be at the Top of Your Travel List

Key West isn’t just Florida’s southernmost point, it’s a vibrant, quirky town bursting with adventure, history, and local color. From epic snorkeling spots to hidden gems, Key West has something for everyone. And with its laid-back vibe and endless sunshine, it’s the perfect spot for that island state of mind.

Top Must See Attractions in Key West

top things to do southernmost point key west

1. Visit the Iconic Southernmost Point

Snap a selfie at the famous Southernmost Point Buoy because if you didn’t take the pic, did you even go?

2. Stroll Down Duval Street

Key West’s main drag is packed with bars, galleries, and restaurants. Don’t be shy grab a frozen drink and soak up the island energy. Check out the new Party Pass for free drink promos.

3. Explore Ernest Hemingway’s Home

Step into the world of the legendary writer. Bonus: you’ll meet the famous six-toed cats that call it home! More info on Hemingway’s Museum. 

4. Dive into Adventure at the 3rd Largest Living Coral Reef

Key West is just a 30 minute boat ride from some of the most stunning snorkeling in the world. Don’t miss out. Trips start at just $40. Recommended snorkeling tours.

5. Discover Fort Zachary Taylor Historic State Park

Relax on one of the best beaches in Key West and explore the historic Civil War fort. More info on Fort Zachary

6. Take a Sunset Cruise from the Historic Seaport

Sunsets are a big deal here. Catch a front-row view from a sunset cruise and toast the day with live music and unlimited drinks. Top sunset cruises in Key West.

7. Explore the Picture Perfect Sandbars

See dolphins frolicking in the wild and snorkel in the crystal-clear waters of the Florida Marine Sanctuary. Must see sandbars.

8. Enjoy the Local Vibes at Smathers Beach

This stretch of sand is perfect for sunbathing, beach volleyball, and a quick dip in the Atlantic. More info about Smathers Beach

9. See the Key West Lighthouse

Climb the steps for panoramic views of the island—totally worth the effort! More info about the lighthouse.

10. Explore the Butterfly & Nature Conservatory

Wander through lush gardens surrounded by colorful butterflies and tropical birds. More info about our butterfly conservatory.


Hidden Gems & Local Favorites

kayak tours in key west

11. Kayak Through Mangroves

Escape the crowds and paddle through Key West’s serene backcountry waterways. Kayak tour info

12. Visit the Historic Seaport

Chill out at the waterfront grab some fresh seafood and watch the boats come and go. Historic seaport website

13. Try a Cuban Sandwich at Stock Rock Cafe

Local favorite! Grab a bite of authentic local cuisine that’ll have you coming back for seconds. This place is also known as the manatee sanctuary, with daily manatee sightings. More info

14. Take a Ghost Tour for a Spooky Evening

Explore Key West’s haunted past on a guided ghost tour. Boo! More info

15. Relax at Higgs Beach

A quieter beach spot that’s perfect for a sunset picnic or a laid-back afternoon. More info


Key West Water Adventures

parasailing in key west florida with sunset watersports

16. Go Parasailing Over the Turquoise Waters

Get a bird’s-eye view of Key West’s beauty it’s an adrenaline rush and a scenic delight all in one. Key West parasailing info

17. Join a Jet Ski Tour Around the Island

Crank up the excitement with a guided jet ski tour it’s the perfect way to see Key West from the water! Jetski tour info

18. Book a Private Sandbar Charter

Looking for that perfect tropical escape? Charter a boat and head out to a secluded sandbar for the ultimate chill-out. Private sandbar charter info

19. Snorkel in the Florida Marine Sanctuary

The reefs here are bursting with colorful marine life don’t miss it! Snorkeling charter info

20. Paddleboard Along the Coast

Whether you’re a beginner or a pro, paddleboarding along Key West’s stunning coastline is an experience you’ll never forget.


Cultural Highlights & Local Color

sunset at fort zachary taylor key west

21. Visit the Key West Art & Historical Society

Learn about the island’s rich history and vibrant arts scene. More info

22. Explore the Mel Fisher Maritime Museum

Dive into tales of treasure hunting and shipwrecks—it’s a real-life pirate adventure! More info

23. Wander Through Bahama Village

Soak up the Caribbean influences in this colorful neighborhood full of charm and flavor.

24. Catch Live Music at Local Bars

From laid-back island tunes to rockin’ jams, Key West’s live music scene is always hopping. Top 10 Key West bars

25. Try the Famous Key Lime Pie

No trip to Key West is complete without a slice (or two) of the legendary Key lime pie. Kermit’s key lime pie


Insider Tips for the Best Key West Experience

discount bar card program in key west

Free Drinks with Party Pass Key West: Want to save big on drinks? Check out the Party Pass Key West, a bar discount program that hooks you up with free drinks every day at over 20 of the island’s best bars and restaurants. Cheers to that!

Parking Made Easy: Parking can be a bit of a puzzle in Old Town. If you’re driving, look for city lots and avoid the headache of street parking. Better yet, consider renting a golf cart it’s the ultimate Key West ride! Parking info

Explore with the Interactive Map: Don’t miss a thing—download your free interactive Key West map here. It’s packed with must-see spots, hidden gems, and pro tips for getting around the island.

Golf Cart Friendly Island: Key West is super golf cart-friendly, making it easy to cruise from beach to bar to hidden gem without breaking a sweat. Golf cart info


Tips for Planning Your Key West Adventure

🗓️ Best Time to Visit: Key West is warm year-round, but winter and spring offer sunny skies and cooler temps—perfect for exploring!
🚴 Getting Around: Skip the car—walk, bike, or rent a golf cart for easy island hopping.
🌟 Book in Advance: Popular tours (like dolphin watching and sunset sails) fill up fast—book early to lock in your spot!


Book Your Key West Experience with Sunset Watersports

Looking to take your trip to the next level? Sunset Watersports has been the Original Key West Watersports Company for over 40 years—family-owned and locally operated. From dolphin tours to jet ski adventures, we’ve got the perfect experience to make your island dreams come true.


Next Key West Tip: Month To Month Water Temperature Guide In Key West

key west water temperatures month to month breakdown

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Happy Hour Sandbar Charter With Sunset Cruise
  • Happy Hour!
From $149.95 $129.95

Join us for Happy Hour at the sandbar! The sand-bar is open. This tour also includes a trip to the dolphin playground. Enjoy unlimited beer, mimosas, wine & champagne while you soak up the sun or explore. After the sandbar we will cruise through the Florida Marine Sanctuary for a sunset cruise you won’t forget!

Kids go free!