Chesapeake Resort Key Largo

83409 Overseas Highway Islamorada Keys, Islamorada, Florida Keys, Florida, 33036, United States | Hotel
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.


This hotel, located on 83409 Overseas Highway Islamorada Keys, Islamorada, is near Anne's Beach, Key Dives, Bud n' Mary's Sportfishing Marina, and Indian Key State Historic Site.
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TripAdvisor Reviews Chesapeake Resort Key Largo Islamorada

3.50 of 5 stars Very Good

Travel Blogs from Islamorada

Southern Winds

A travel blog entry by ninapennewell on Apr 15, 2014

5 comments, 42 photos

... even cooked for us in their home. In addition, they played gracious host to my daughter and to the Captain's sister and brother in law. In short, the cousins were terrific and we will miss them very much. And of course, seeing our daughter and the Captain's sister and brother in law was just what we needed. All in all, Naples was a lovely time and will be one of the fondest memories of this trip so far.

After a week in Naples, it was time to move on. We decided the ...

Lots of Critters

A travel blog entry by ralphieboyo on Mar 07, 2013


... them to return to the wild. Those that are too badly injured are kept for us folks to see. There were hoards of pelicans, primarily. They're noisy birds and quite bold. We also saw two different falcons and a small number of other species.

We walked on to Crane Point. A beautiful spot, it is, overlooking the Gulf of Mexico. The lighthouse that I mentioned before is seen more ...

Tropical Paradise

A travel blog entry by danielpinno on Oct 07, 2012

44 photos

... the Mile Marker 0 which signifies the end of Highway 1. Duval Street is the main street in Key West and filled with bars, souvenir shops and other tacky tourist attractions. We had a date with a speedboat to go parasailing, so we went down to the pier to find it.

The clouds were dark offshore, so we weren't sure if it would be cancelled, but we stuck around and were lucky enough to go out to sea. There were 11 of us going up in pairs and after we were out of the ...

Sunrise, snorkelling and strippers

A travel blog entry by williamluff on Jan 12, 2012

32 photos

... a couple are shivering slightly having forgotten to bring a towel so we offer them ours and they gratefully dry off and change. Over increasingly large measures we get chatting and it transpires they've come down from Chicago as part of an athletics group who ran a challange from Fort Lauderdale to Key West. It's over 200 miles which seems a crazy thing to do when car hire is so cheap, but Will and Megan as they're called are big into their fitness having met in a gym where love ...

05 Everglades Winter

A travel blog entry by tombuttle on Mar 17, 2011

79 photos

... visited South Beach to see Zach & Shari before they trek around the world for a few months

Revisited the orchids – only the huge Cow Horn Orchid was in bloom. Also had a night on Pearl Bay Chickee with Cindy. The stars are fabulous (even saw all of the Little Dipper) and the serenity was wonderful.

Currently planning my week-long kayak trip for early April ...

Other places to stay in Islamorada

  • The Islamorada Resort

    80001 Overseas Highway, Islamorada | 2 star hotel
    from $156
    Traveler rating: 3/5 Good (3 reviews)
    • Nice enough
    • Terrible experience!!!!
    • Two thumbs up for the Islamorada Hampton Inn!
  • Sands of Islamorada

    80051 Overseas Highway, Islamorada | Hotel
    from $150
    Traveler rating: 3/5 Good (1 review)