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25 Things To Do In The Florida Keys

#SoooBoca Loves the Florida Keys

My husband and I had our first long weekend date away in Key Largo and Tavernier back in 1988 and of course we went fishing and spent time at Holiday Isle and the Tiki Bar. We have loved introducing our daughters Kylie and Alle to the Florida Keys to enjoy all the things we have from fishing, to sunsets to just chillin’ out and hanging with the fam.

Why We Love to Visit the Florida Keys!

I hope this video inspires you to make some vacation plans in the Florida Keys. You can daycation, staycation, have a destination wedding, celebrate so much in the beautiful Florida Keys!

Check out my home away from home in the Upper Keys such as Key Largo as well as Tavernier and Islamorada, as well as parts of the middle Keys and the lower Keys including Marathon and Key West!

Visit some of our favorite spots like in the Upper Keys like Snappers, Snooks, and Bayside Grille in Key Largo. 

I have been going to the Florida Keys since the late 1980’s when I had an overnight date, and my first rum runner along with a “floater” with my soon to be husband. We listened to Jimmy Buffett before his song “It’s Five O’Clock Somewhere” and did some offshore fishing! 

I have never forgotten that feeling I had crossing over from Dade to Monroe County and literally felt a shift in myself…a calm came over me…it was the strangest thing and I just kept on coming back!

We love Key Largo and the Florida Keys with all our hearts and we have a little weekender there. It is a short drive for us from Boca Raton but I think the Florida Keys should be on every traveler’s bucket list. It is very special.

We spend more time in the Upper Keys but have tapped into our friends who live, work and play in all the Keys and fishing charter boats need clients to come and fish, hotels need guests, restaurants need foodies so consider making your way out of the cold weather or day trip to to the Florida Keys

1988 Holiday Isle – Islamorada

Things to Do in the Florida Keys

PS…If fishing and diving are not on your agenda but you love to just explore, try new food, enjoy galleries, local artisan work and meet interesting people then just take a drive from Key Largo to Key West and stop along the way for lunch, to feed tarpon, enjoy the water views.

Fun Fact: You will enjoy Overseas Highway and the 42 bridges including the fabulous Seven Mile Bridge that links the Keys to each other and the mainland. Trust me on this one.

Florida Keys Resources 

Vlogs We Follow

Jody & Jess – Livin’ the Keys Life

Traveling Robert 

Map of the Florida Keys

Islamorada Chamber of Commerce

Key Largo Chamber of Commerce

Marathon Chamber of Commerce

Key West Chamber of Commerce

Monroe County Tourist Development Council

Florida State Parks

Eat and Play in the Florida Keys 






Lazy Daze (Cook Your Catch)

Lorelei (Cook Your Catch)

Craigs Restaurant

Florida Keys Brewing Company

The OV 



Islamorada Fishing Club 

Mangrove Mikes in Islamorada

Snappers Key Largo 

Bayside Grille

The Key Largo Conch House 

Corks & Curds Key Largo Wine Bar 





Hotels and Accommodations

Here are some of the hotels in Florida Keys that you will enjoy! 

Playa Largo

Cheeca Lodge

Amara Cay Resort 

Hilton Key Largo

The Moorings Village and Resort

Caloosa Cove Resort and Marina

The Chesapeake Beach Resort 

The Postcard Inn

Pelican Cove Resort 

The Caribbean Resort 

La Siesta 

Ocean Point Suites Key Largo 

Hawks Cay Resort on Duck Key 

Ocean House 

Harbor Lights Motel / Fisher Inn Resor

Keys Arts 

 American Legion Riders Coral Head Music Festival 

Pigeon Key Art Festival

Key West Food and Wine Festival

Key West’s Master Chefs Classic

Third Thursday Art Walk in Islamorada 

Old Road Gallery

The Gallery at Kona Kai

Fishing in Islamorada and The Florida Keys

Captain Andy Bellisari with a huge Mahi

Whale Harbor Marina 

Florida Keys Outfitters

Cheeca Lodge Presidential Sailfish Tournament


  • Sportfishing
  • Sailing
  • Snorkeling 
  • Diving
  • African Queen Cruise
  • John Pennekamp Park
  • Ernest Hemingway Home
  • Dry Tortugas National Park
  • Theater of the Sea
  • Turtle Hospital
  • Dolphin Research Center
  • Kayaking
  • Glass Bottom Boat Tours
  • Looe Key 
  • Bahia Honda Park
  • Florida Keys Overseas Heritage Trail

  • Florida Keys Wild Bird Sanctuary
  • Fort Zachary Taylor Historic State Park
  • Harry S. Truman Little White House
  • Jules Undersea Lodge 
  • Mel Fisher Maritime Museum


If you like this post buzz by these ones:

Boat Ramps and Marinas in South Florida

10 Things to Do On Vacation in Boca Raton

Please make sure you contact and connect with any of the businesses noted here for up to date information. This is not a complete list of all the fabulous places and spaces you can visit in the Florida Keys of course so make sure you Google all the things you can do!

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