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Enjoy your tan on more than 700 feet of white sand on our oceanfront sunning beach surrounding the expansive saltwater lagoon....

relax by a fresh water pool or jacuzzi.....

play tennis....

work out in the gym....

fish some of the richest waters in the world with our Backcountry Guides for wily bonefish, redfish or tarpon...or do battle with ocean giants in the Gulfstream....

dive the only living coral reef in the continental U.S. and swim among clouds of colorful tropical fish in underwater gardens or shipwrecks.....

sail waters with blue, green and purple hues....

or linger in a hammock under the palms and dream the afternoon away......

Towering palms, flowering hibiscus and flamboyant bougainvillea grace six and one half acres of lush tropical landscaping....discover the perfect hideaway from the everyday stresses of the mainland.

Deepwater lagoon, boat ramp, dockage, two heated swimming pools, jacuzzi, sunning beach, tennis, gym, watersports, dive boat and backcountry fishing boat on premises.

The Chesapeake has 65 spacious units. Oceanfront guestrooms and suites have spectacular views of the Atlantic Ocean. Individually appointed villas with fully equipped kitchens range from single room efficiencies to 1 & 2 bedroom units. Gardenview motel units with screened porches overlook the tennis court. Rates range from $99 to $450.

Restaurants, lounge and entertainment are located on adjacent properties, all within strolling distance.

Honeymoon Packages and a Corporate Meeting Room are available.

Known for years as the retreat for presidents and celebrities, Islamorada offers its visitors some of the finest dining and shopping in the Keys, as well as being home to some of the world's best known "watering holes".

Only a two hour drive from Miami, the Chesapeake Resort is located in beautiful Islamorada, halfway between Miami and Key West.


For more information, fill out the form below, e-mail or call us!

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M.M. 83.5 Oceanside
P.O. Box 909
Islamorada, Florida Keys 33036
1-800-338-3395 or  305-664-4662,
fax: 305-664-8595

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