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Chesapeake Resort

Chesapeake Resort in Islamorada, Florida.

Photo: Courtesy of Chesapeake Resort

83409 Overseas Hwy.
Islamorada, FL, 33036, United States
TEL: (305) 664-4662
TEL: (800) 338-3395

One-third down the Florida Keys is Islamorada, known as the sport-fishing capital of the world and home to the Chesapeake, a 65-room property that has grown from an old-school seaside motel into a resort that caters to anglers and families. Two separate charter boat outfits on the property can arrange for a full or half-day outing. Or you can book a package through the resort that includes a room, fishing, and a voucher for a nearby restaurant where the chef will cook up your catch.

Insider Tip:

Young and old will enjoy feeding the tarpon at nearby Robbie's Marina, where a $3 bucket of bait will have these fish, some as long as six feet, jumping out of the water to catch a piece of herring.


Open / Closes
  • Babysitting
  • Beach Resort
  • Breakfast Included
  • Concierge
  • Family Friendly
  • Gym/Fitness Center
  • Handicapped Accessible
  • Laundry Service
  • Maid Service
  • Parking Available
  • Room Service
  • Tennis
  • WiFi
  • Water Sports

Number of Rooms: 44

Number of Pools: 2

Number of Suites: 8 suites, 13 villas

Year Opened: 1960



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