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    • Home
    • Dining
    • Points of Interest
    • Shopping
    • Concierge
  • Home
  • Dining
  • Points of Interest
  • Shopping
  • Concierge

A guide to the best traditional and unique enjoyments of Key West.

As Key West locals we are typically asked three things by visitors: 

How long have we lived here, 

where we came from,

 and what they should do here on vacation. 


I am always happy to share my story and rattle off my list of favorites.

 I work in restaurants and typically am too busy during service  to recommend all of the amazing places in Key West that deserve a mention.


I hope that by offering these recommendations, you will find yourself enjoying the best of Key West and having even more precious time to do so.

The List

DINING

POINTS OF INTERest

POINTS OF INTERest

From fresh-caught seafood and Caribbean-inspired dishes to cozy bistros and upscale dining rooms, Key West is a food lover’s paradise. Whether you're in the mood for a sunset dinner by the water, a laid-back lunch in Old Town, or a late-night bite after exploring Duval, you’ll find something unforgettable here.

In this section, I’ve highlighted some of my favorite local spots—places that deliver not just great food, but real island hospitality. These aren’t paid listings—just honest recommendations from someone who knows the scene.

Dining

POINTS OF INTERest

POINTS OF INTERest

POINTS OF INTERest

ey West is more than just beaches and bars—it's packed with quirky charm, rich history, and unforgettable sights. From the Southernmost Point to the Hemingway Home, hidden gardens, iconic photo ops, and local legends, there’s something around every corner.

In this section, you’ll find must-see spots and local gems that help tell the story of the island. Whether it’s your first visit or your fifth, these places offer a deeper look into what makes Key West so special.
Many are walkable from Old Town and perfect for a break between shopping, dining, or beach time.

Points of Interest

shopping

POINTS OF INTERest

entertainment

Key West shopping is full of character—just like the island itself. From handmade jewelry and tropical clothing to quirky souvenirs, local art, and island-inspired home goods, there’s a little something for everyone.

In this section, I’ve rounded up some of my favorite locally owned shops and boutiques worth checking out while you explore. These aren’t tourist traps—they’re the real deal, with charm, quality, and friendly faces behind the counter.

Support small businesses and take a piece of paradise home with you.

Shopping

entertainment

world-class fishing

entertainment

There’s never a dull moment in Key West—live music pours from porches and bars, street performers light up Mallory Square, and local theaters and venues keep the energy going strong.

In this section, I’ve highlighted some of the best ways to soak up the island’s creative spirit, from lively drag shows and stand-up comedy to intimate acoustic sets and full stage productions.
Whether you're in flip-flops or dressed for a night out, there's something fun waiting around every corner.

Entertainment

rentals & rides

world-class fishing

world-class fishing

Getting around Key West should be just as fun as the destination! From zipping through town on scooters and golf carts to cruising the coast in a Jeep Wrangler with the doors and top off or a three wheeled Slingshot, there are plenty of ways to explore at your own pace. Also check out 

In this section, you’ll find easy options to get around while on the island.

Pick your ride and enjoy the freedom to roam. 

UNDER CONSTRUCTIOn

world-class fishing

world-class fishing

world-class fishing

Anglers from around the globe come to Key West for the thrill of the catch—whether it's deep sea sport fishing, reef hopping, or light tackle action in the calm backcountry waters.

In this section, you'll find a full range of charter options, from private boats with experienced captains to shared “head boats” and small-group split charters.
Target snapper, grouper, mahi, tuna, tarpon, and more—all just minutes from shore in the rich waters surrounding the Keys.

Cast a line and see why Key West is a bucket-list destination for fishing fans.

UNDER CONSTRUCTIOn

Key West Water sports

Weddings renewals & Engagements

Weddings renewals & Engagements

Ready to Dive Into the Fun Side of the Island?
If you're looking to get out on the water during your time in Key West, head over to my other website: FunTimeKeyWest.com!
There, you’ll find all the island’s top water-based adventures in one easy place—from dolphin watching and snorkeling to jet ski tours, sandbar trips, parasailing, sunset sails, and more.

These are the most popular activities among visitors, and I’ve handpicked the best options with trusted local partners. You can browse, book securely online, and even reach out for personal recommendations.

Let’s make your Key West vacation unforgettable—the water’s waiting!

watersports

Weddings renewals & Engagements

Weddings renewals & Engagements

Weddings renewals & Engagements

Key West is one of the most romantic places on earth to say “I do,” pop the question, or celebrate a lasting love. With stunning sunsets, turquoise waters, and a laid-back island vibe, it’s the perfect setting for unforgettable moments.

As a certified wedding planner, I can help coordinate your big day—whether it's a full wedding celebration, a sunrise or sunset vow renewal, or a simple and intimate ceremony for just the two of you.
I also specialize in crafting thoughtful proposal experiences and personalized love ceremonies, with a range of beautiful locations to choose from.

Whatever your vision, I’m here to help you make it happen—effortlessly and beautifully.

Under Construction

PERSONAL CONCIERGE AT YOUR SERVICE!

Personal concierge services. I am a certified event and wedding planner. I am able to get you that tricky reservation, that romantic table, that special sunset cruise, or that adrenaline pumping fishing charter. Lodging, dining, activities, let me take the stress out of it all and take care of the arrangements during your stay here. 

Contact me to get started on your perfect trip to paradise!


Mobile: 305.849.9615 

Email: Lucas@funtimekeywest.com

Contact Us

Personal Concierge at your service!

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