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Arriving on Fri through Wed( our flight is 4:00 out of Fort Lauderdale on Wed) We had planned to stay the first 2 nights at Lauder Del of the seas. Will this be long enough to visit the keys? Sun to Wed? Itinerary ideas? Just eat, few drinks, relax by a great pool with a great view.

Answer

With your timeframe of Friday arrival through Wednesday afternoon departure, spending the first two nights in Fort Lauderdale and then heading to the Florida Keys (likely Key West) from Sunday to Wednesday is feasible for a relaxing, food-and-drinks-focused trip. Since your focus is on unwinding, eating well, enjoying drinks, and lounging by a pool with a great view, you can design a balanced itinerary that mixes some scenic drives with plenty of relaxation.

Friday & Saturday – Fort Lauderdale

Check into Lauder Del of the Seas (or your chosen hotel) and settle in.
Spend some time exploring Fort Lauderdale Beach — a beautiful stretch with soft sand and calm waves.
For dinner, consider beachfront restaurants or casual seafood spots. Some favorites include 15th Street Fisheries for a waterfront experience or Coconuts for a relaxed vibe.
Enjoy a drink at a rooftop bar or your hotel’s pool bar for your first evening in Florida.

Sunday – Drive to the Keys

Begin the scenic drive south toward Key West. The Overseas Highway is one of the most famous drives in the U.S., with bridges connecting the Keys and ocean views throughout.
Optional stop: Islamorada or Marathon for lunch, a short walk along the water, or a quick visit to a small local attraction like the Dolphin Research Center.
Arrive in Key West, check into a hotel or resort with a pool and ocean view. The southernmost Keys have several highly-rated options for relaxing stays.
Evening: explore Duval Street for casual dining, drinks, and live music without needing a packed schedule.

Monday – Key West Relaxation

Morning by the pool or on the beach — soak in the sun and enjoy a relaxing breakfast at your resort.
Lunch: Try a casual seafood spot like Conch Republic Seafood Company or Blue Heaven for brunch-style meals outdoors.
Optional afternoon: a half-day dolphin tour or a glass-bottom boat tour to enjoy marine life without exertion.
Evening: Sunset at Mallory Square, which is famous for its performers, views, and festive atmosphere.

Tuesday – More Pool & Local Exploration

Spend the morning relaxing at the resort’s pool or a nearby beach.
Optional: Rent a bike or scooter to explore the quieter areas of Key West, like Higgs Beach or the West Martello Tower gardens.
Lunch: Grab a light meal at a local cafe or waterfront eatery.
Evening: Enjoy cocktails and dinner at a rooftop bar or oceanfront restaurant. Key West has several places with great ambiance and casual, delicious dining.

Wednesday – Departure

Depending on traffic and timing, you can enjoy a final pool session or quick walk along the beach before checking out.
Drive back to Fort Lauderdale in the late morning or early afternoon to ensure you have ample time for your 4:00 PM flight.

Overall, this itinerary allows you to experience the Keys in a relaxing way, focusing on scenic drives, poolside lounging, good food, and drinks without overloading your schedule with activities. With 3 full days in the Keys, you’ll have plenty of time to enjoy the unique atmosphere, sunsets, and casual local dining.

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