The Chesapeake Beach Resort is a 6 ˝ acre tropical hideaway with a private lagoon that accommodates guest dockage for boats up to 30ft and a draft at low tide of 4 ft. Wrapped around the lagoon is an expansive beach sunning area with hammocks and play area for children and our water sports facilities.

The resort amenities include guest comfort specific items such as:

  • Two heated oceanfront pools
  • An ocean front hot water spa
  • Tennis and shuffleboard court
  • Tiki hut observation deck
  • 37” HD Flat Screen Televisions in each guest unit with an additional television in the bedrooms of the suites and villas.
  • Stereo systems with AM/FM radio, CD player, MP3 connection and an alarm clock for those who don’t want to miss their fishing charters
  • ROOM SERVICE featuring a select menu especially for the Chesapeake Beach Resort from Wahoo Restaurant at Whale Harbor. Service time from 11:30 AM to 8:30 PM
  • Continental breakfast
  • On-site deep water fishing and back country fishing charters
  • On site jewelry and gift shop
  • Children’s playground
  • Charcoal grills throughout the resort
  • Balconies in all the ocean front rooms
  • Screened balconies in the garden view rooms
  • Some villas have screened porches
  • Satellite TV with three free HBO channels, NFL network, ESPN and many more
  • Tropical Vanity items
  • Room safes
  • Coffee maker
  • Refrigerators

The resort has an $18.00 per day resort fee per room.  No extra charge for additional people registered in the room.  This resort fee provides the following:

  • Unlimited use of on site non-motorized water sports
    • Kayaking
    • Hobie Cat sailing 
    • Bicycles
    • Pedal boating
  • FREE unlimited wireless internet access capable of reaching all areas of the resort
  • USA TODAY weekday newspapers
  • Bottled water delivered daily to each room
  • Continental breakfast now featuring hot items
  • Free local calls
  • Free court times for tennis and shuffleboard
  • Outside exercise facility shaded by a Tiki Hut
*All rooms are non-smoking
We book places to stay and places to play
Free Service!



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Islamorada Phone: 305-664-4662  |  Islamorada Fax: 305-664-8595
Toll Free: 800 338-3395
83409 Overseas Highway Islamorada, Florida Keys 33036
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