When you stay at Chesapeake Beach Resort you'll be right in the center of it all, with many seafood restaurants and unique shopping experiences all close by. Let the rest of the world drift away with only your loved ones to keep you company while you relax on the private beach of our family-friendly, oceanside resort.
Islamorada SandBar
Life in the Keys is beautifully different. Nothing demonstrates that better than the Islamorada Sandbar. Locals and tourists flock to this relaxing spot, where they anchor their boats, drink, swim, play, and relax on clear, blue water.
Snorkeling and Diving
The pristine waters of the Florida Keys are ideal for snorkeling and diving. You’ll experience a world like no other, with exotic fish, beautiful coral, and haunting shipwrecks.
Alligator Reef Is located 5.8 miles and is one of the Florida Keys best snorkeling & dives sites. Rich in marine life.
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Theater of the Sea
0.9 Miles, 4 Mins Drive
Get up close and personal with some of the most fascinating creatures to inhabit the sea. Theater of the Sea offers visitors a unique opportunity to swim with the dolphins and other exotic sea life.
Full Moon Party
Every full moon the beach by Pierre’s Restaurant and Morada Bay hosts a huge party. People gather around bonfires, sip specialty drinks and cocktails, and enjoy live music. It’s an event that brings together locals and visitors alike under the brilliant light of the tropical moon.
Anne’s Beach
10 Miles, 13 Mins Drive
For a piece of unique Florida charm you cannot beat Anne’s Beach. This beautiful little roadside beach and park features a boardwalk, picnic tables, and shade trees. It’s a great place to stop for lunch, sunbathe, or take a nice refreshing swim in the ocean.
Restaurants & Bars
Nothing makes a vacation more enjoyable than discovering new places to eat. Islamorada is home to many diverse and tasty destinations. Of course the Florida Keys is the place for fresh seafood. You’ll also find great Italian food and pizzas. Plus, you’ll uncover some great bars, taverns, and pubs all within a few minutes from Chesapeake Beach Resort.
Known for Coral Reefs
Situated between the saltwater wilderness of Everglades National Park and the deep blue waters of the Florida Strait is Islamorada, made up of six islands: Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key and the offshore islands of Indian Key and Lignumvitae Key.