Things to Do
Things to do in Islamorada
Restaurants
Will and Michaela's favorite spot in Islamorada. The food is incredible, seafood is fresh, and service is top notch. They do not take reservations, but worth the wait!
Original diner of the Florida Keys. Great for breakfast. Open 6AM - 2 PM.
Papa Joe's Waterfront and Tiki Bar
Will and Michaela's new favorite spot! The food is amazing and what's not to love about a Tiki Bar!
Offers fresh locally caught fish. Indoor and outdoor bar. Great for Happy Hour Mon - Fri 4-7 PM.
Drinks
An iconic island roadhouse, local sports bar, restaurant, and late night spot with seafood and BBQ. Enjoy Happy Hour weekdays from 4-7PM. Late night menu, live bands and weekend entertainment with a DJ until 3:30 AM.
Whistle Stop Bar & Grill and Stone Oven Pizza
A family owned pub, pizzeria and liquor store. Enjoy darts, pool, or a game of shuffleboard. Dive bar, open late.
Shops
There is a giant lobster named Betsy out front. Stroll through the tropical gardens and visit local art studios with handmade crafts, contemporary artwork, beachwear, home goods and Florida Keys souvenirs.
The Home Goods of the Keys. Don't sleep on this shop! Not only can you get a bucket of shells for $10, the decor is excellent quality and beachy chic!
A glass art studio specializing in aquatic themed fused glass artwork and jewelry. They also offer classes.
Islamorada lifestyle boutique with clothing for women, men, children and home goods.
Wild Lily Boutique
A casual boutique with women's clothing, jewelry and accessories.
Activities
Things to do on your way to Islamorada
The Drive to Islamorada
Whether you arrive in Fort Lauderdale (FLL) or Miami (MIA), the journey to Islamorada is a beautiful introduction to the Florida Keys. From either airport, the drive typically takes about 1.5 to 2 hours, depending on traffic.
Leaving the airport, you’ll pass through the city and suburbs before reaching US-1 South (the Overseas Highway)—the only road connecting the Keys. As you head farther south, the scenery quickly changes: the skyline fades away and palm trees, turquoise waters, and small coastal towns begin to appear.
Pro Tips Along the Way:
Stock up before the Keys: Many visitors stop at Walmart in Florida City (just before entering the Keys) for essentials, snacks, or beverages. *If you are brave enough for a Super Walmart!
Publix in Islamorada: If you’d rather wait, there’s a Publix right in Islamorada—perfect for grabbing groceries once you arrive.
Scenic Food Stops: Break up the drive with a waterfront meal at popular spots like Gilbert’s Resort (Key Largo), Skipper’s Dockside (Key Largo), or Snook’s Bayside (Key Largo). All three offer classic Keys vibes, fresh seafood, and tropical drinks with beautiful views. Check out Key Largo Chocolates & Ice Cream for something sweet!
Islamorada Brewery & Distillery
This place is so fun! Food truck, brewery, distillery, and a beer garden!
Best fusion cuisine in the Keys that offers a unique blend of Island-Asian food.
Will and Michaela like the sports bar vibe here. They also offer breakfast, lunch, and dinner. This is a popular spot to locals.
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