Chesapeake Beach Resort™ A Islamorada Beach Resort With Ocean Views

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Welcome to Chesapeake Beach Resort

The Key to Paradise - A Islamorada Beach Resort

It’s not often you find a resort that exceeds your wildest dreams. Chesapeake Beach Resort takes everything you’ve ever wanted in a seaside vacation and places it in one scenic, majestic location.

Celebrated as the Sport Fishing Capital of the World, Islamorada’s relaxed atmosphere provides an unmatched year-round destination. Visitors flock here for family vacations, group tours, corporate retreats, romantic escapes and more.

Island Dreams. Relaxing. Comfort.

WHAT MORE DO YOU NEED

Every room has an awe-inspiring view, big comfortable beds, and a serene, tranquil atmosphere. Choose a Garden View room and take advantage of the private balcony. Or for true luxury book a suite or villa, great for long term stays or large groups and families.

Rooms & Suites

Experience the Majestic Keys

LIFE IS BETTER IN FLIP FLOPS

The Chesapeake Beach Resort is surrounded by pure blue waters, powder white sand, and gorgeous sunshine.This is life on the water. Relaxing, enticing, and breathtaking. Just a couple of minutes from Sandbar Islamorada, Hotel by Theater of the Sea, Anne’s Beach and hotel near Full Moon Party at Pierre’s Restaurant & Morada Bay.

Explore Islamorada

Plan the Perfect Event

AN OCEANFRONT VENUE

Turn your next event into a picture-perfect moment. When you book your wedding, reunion, meeting, or retreat at Chesapeake Beach Resort, you’ll enjoy crystal blue perfection on the beach, with affordable rates, great food and drink, and the kind of sea-salt sensations that you can only get in the Florida Keys.

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