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Monday, October 13, 2025

25 Things To Do In The Florida Keys

Visit The Keys And You Might Not Come Back!

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!Woman with blonde hair sitting on kitchen counter using a laptop.

Woman with blonde hair sitting on kitchen counter using a laptop.Woman with blonde hair sitting on kitchen counter using a laptop.

We have loved introducing our daughters Kylie and Alle to one of our favorite vacation destinations to enjoy all the things we have, from fishing to sunsets to just chillin’ out and hanging with the fam.

Visiting Key Largo and thinking you might want to purchase a home there? I know all of the best agents in the Florida Keys, simply message me and I will help you connect with one!

Disclosure: This post contains Amazon and other retail affiliate links. If you purchase I will earn a small commission from these companies. Shopping through these links helps support my business. As always, all opinions are 100% my own.

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That Florida Keys Feeling

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

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Why We Love the Florida Keys!

We love Key Largo and the Upper Keys with all our hearts.

It is a short drive for us from Boca Raton and a non-stop flight from many places to Key West, Miami International Airport, and Fort Lauderdale International if you don’t live locally.

I do believe the Florida Keys should be on every traveler’s bucket list for a variety of reasons including the beauty, peacefulness and history of that very special part of the world. 

One great thing about Key Largo, for example, is you can daytrip there from Boca Raton!

Have lunch, swim with the dolphins, grab and early dinner and head home! I have many suggestions for restaurants that we like for you to choose from! 

Just bring a backpack with a change of clothes, your bathing suit, cover up, towel, sunscreen and anything else you need for a quick daytrip and you are good to go! 

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1988 Holiday Isle – Islamorada

Things to Do in the Florida Keys

Woman with blonde hair sitting on kitchen counter using a laptop.

From sport fishing, both offshore and back country, to snorkling, diving and just relaxing by a hotel pool there are many things to do. 

I love exploring the art galleries, shops and of course spending time at one of the many wonderful waterfront restaurants in the Keys.

The daily fresh catch like mahi or snapper is always a great choice coupled with a Key Lime Martini or refreshing sweet tea. 

Take a drive from Key Largo to Key West and stop along the way for lunch!

Feed the tarpon at Robbie’s and check out the Dolphin Research Center while you leisurely drive while enjoying 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.

 Woman with blonde hair sitting on kitchen counter using a laptop. 

Florida Keys Resources 

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

Florida Keys Events Calendar

Eat and Play in The Florida Keys

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Restaurants 

Lazy Daze (Cook Your Catch)

Lorelei (Cook Your Catch)

Florida Keys Brewing Company

The OV 

Ziggys 

Robbies 

Islamorada Fishing Club 

Snappers Key Largo 

Snooks

Sharkeys

Key Largo Fisheries

The Big Chill

Bayside Grille

The Key Largo Conch House 

CandC Wood Fired Eats

Woman with blonde hair sitting on kitchen counter using a laptop.

 

 

 

 

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Hotels and Accommodations

Playa Largo

Cheeca Lodge

Amara Cay Resort 

Bakers Cay

Bungalows Key Largo

Playa Largo Resort and Spa 

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 

Hawks Cay Resort on Duck Key 

Harbor Lights Motel / Fisher Inn Resort 

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Keys Arts 

Key West Food and Wine Festival

Third Thursday Art Walk in Islamorada 

Old Road Gallery

The Gallery at Kona Kai

Florida Keys Fishing

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Captain Andy Bellisari with a Huge Mahi

South Florida Fishing on the Belli-Sea Fishing Charters 

Whale Harbor Marina 

Florida Keys Outfitters

Cheeca Lodge Presidential Sailfish Tournament

Woman with blonde hair sitting on kitchen counter using a laptop.

 
 
 
 
 
Woman with blonde hair sitting on kitchen counter using a laptop.

List of Things To Do

  • 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

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I hope you enjoy your time in the Keys as much as we do! Make sure to let us know what you have enjoyed the most. I know you will come back feeling refreshed and relaxed after a vacation to any of the many fantastic spots we have highlighted in this post!

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Boca Raton And South Florida Lifestyle Podcast

About Michele Bellisari

Michele is a South Florida Realtor, based in Boca Raton, Florida, serving surrounding cities, and the founder of #Soooboca Lifestyle and Media.

If you are thinking of buying or selling real estate in Boca Raton and any of the surrounding cities let her help you out! Thinking of purchasing a vacation home?

Michele blogs, vlogs, posts and shares all things Boca Raton, South Florida & Beyond from events, people, food, travel, home decor, fashion, beauty and real estate!

You can find more at www.soooboca.com and on all the socials @soooboca. Information in this post should be verified with your accountant, attorney and or financial planner as well as the state of Florida.

Information in posts should be verified independently. Information deemed reliable, not guaranteed. 

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