Local Experiences

Embark on a journey of exploration and relaxation in the stunning Florida Keys. Discover the thrill of deep-sea fishing as you reel in marlin and sailfish against the backdrop of the crystal-clear waters. Let the sea breeze guide you to our renowned waterfront restaurants, where you can indulge in freshly caught seafood while watching the breathtaking sunset.

Sea-Worthy Activities

  • Diver swims with turtle underwater

    Diving & Snorkeling

    Some of the best diving in the world is just a boat ride away. Experience the Florida Key’s pristine coral reefs.

  • Offshore fishing boat with rods and motion blur

    Fishing

    Welcome to the sportfishing capital of the world. Inshore and offshore fishing is at your fingertips.

  • Paddle boarding in tropical blue waters

    Paddle Boarding & Kayaking

    Paddle into the sunrise or sunset directly from the property. Immerse yourself in the local diverse wildlife.

  • Two porpoise in clear blue water

    Eco Tours

    Take a boat ride around the islands of the Upper Keys to see manatees, dolphins, turtles, tropical birds, and much more.

Dining & Happy Hour

  • Perfectly poached egg at brunch with coffee

    Breakfast & Brunch

    The Green Turtle, Square Grouper ( Weekends only), Mangrove Mike’s, Sea Grapes (Sunday only), Midway Café

  • Fish sandwich on a plate with fries and Margarita

    Lunch

    Square Grouper, The Green Turtle, Papa Joes, Mezze, Marker 88, Morada Bay, Midway Café, Lazy Days, Bad Boy Burrito, Tacos Jalisco Food Truck at Florida Keys Brewing Company, The Nest, City Hall Café

  • Tropical frozen drink with palm trees

    Happy Hour

    Islamorada Beer Company, Crooked Palm Cabana, The Sunset Lounge at Square Grouper, Papa Joes, Sea Grapes Wine Bar, The Nest, The Whistle Stop, Hog Heaven, Florida Keys Brewing Company

  • Tomahawk steak on table in cast iron

    Dinner

    Chef Micheal’s, Square Grouper, Pierre’s, Ziggy and Maddogs, Papa Joes, Islamorada Fish Company, Morada Bay, Marker 88, Lazy Days, Kaiyo, The Nest, The Italian Food Company

Local Attractions

  • Shopping on clothes rack

    Shopping

    Enjoy Islamorada’s unique boutiques and shops:
    Miss Monroe, Florida Keys Outfitters, Wild Lilly, World Wide Sportsman, Robbie’s, Sway, Blue Marlin Jewelry, Zero Dress Code, Sea Dragon, The Trading Post, Martinis, The Rain Barrell, Drift, Backcountry Cowboy Outfitters.

  • Taylor Hale painting clouds

    Art

    Take a piece of Islamorada home with you with unique local art.
    Pasta’s Art Gallery, The Hale Gallery, Islamorada Art Walk on Industrial Ave.

  • Islamorada hurricane monument

    History

    Take in Islamorada’s unique history one mile marker at a time.
    Hurricane monument, Guy Harvey museum at the Islander Resort, The Treasure and Diving Museum.

Ready for the perfect vacation?