Discover the Best of the Florida Keys: A 5-Day Itinerary

Day 1: Arrival & Road Trip Through the Keys

We kicked off our Florida Keys adventure by flying into Fort Lauderdale and picking up our rental car for the scenic drive down the Overseas Highway. Our first stop was Key Largo, where we enjoyed a delicious lunch at Alabama Jacks, a local gem known for its laid-back atmosphere and seafood.

Next, we made our way to Islamorada, stopping at Robbie’s Marina to sip on tropical drinks and feed the famous tarpons. This unique experience was a fun way to interact with nature and soak in the vibrant Keys vibe.

As the sun began to set, we continued to Marathon, where we checked in at The Hammocks Resort, our cozy home for the trip. We ended the night with a waterfront dinner at Sunset Grill, indulging in fresh seafood while watching a breathtaking Florida sunset.

Day 2: Relaxation & Bahia Honda State Park

We spent the morning unwinding at The Hammocks Resort, enjoying the serene views and laid-back atmosphere. In the afternoon, we ventured to Bahia Honda State Park, a stunning natural haven featuring crystal-clear waters, white sand beaches, and lush tropical scenery. We spent the day swimming, snorkeling, and taking in the picturesque surroundings before returning to our resort for a quiet evening.

Day 3: Key West Day Trip

A trip to the Keys wouldn’t be complete without a visit to Key West! We started our day with a stop at Cuban Coffee Queen for an energizing cup of authentic Cuban coffee.

Next, we visited the Southernmost Point, snapping the classic photo at this famous landmark. We then took a leisurely stroll down Duval Street, exploring its lively shops, bars, and galleries.

For lunch, we dined at El Siboney Restaurant, savoring authentic Cuban flavors. Afterward, we treated ourselves to massages at Ocean Wellness Spa, a much-needed retreat. Our afternoon continued with drinks at the iconic Sloppy Joe’s, followed by a stop at Kermit’s Key Lime Pie for a slice of the famous dessert. As the evening set in, we embarked on a sunset catamaran cruise, enjoying stunning ocean views, live music, and refreshing cocktails.

Day 4: More Relaxation & a Night Out

We dedicated our fourth day to unwinding at the resort, indulging in more of their famous grilled chicken nachos while lounging by the pool. As the evening rolled in, we dined at Florida Keys Steak and Lobster House, where we savored mouthwatering seafood and steak dishes. We capped off the night with drinks at the lively Brass Monkey, soaking in the laid-back island nightlife.

Day 5: Farewell to the Keys

Before heading home, we made one last stop at The Turtle Hospital in Marathon. This heartwarming visit allowed us to learn about their conservation efforts and see rescued sea turtles up close. It was the perfect way to end our unforgettable Florida Keys adventure before making our way back to the airport.

The Florida Keys offered the perfect mix of relaxation, adventure, and stunning scenery. Whether you’re looking for great food, outdoor excursions, or simply a place to unwind, this island chain has it all!


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