Key West Travel Guide (2025): Itinerary, Attractions & Design Inspiration

Key West is more than a destination—it’s a reset for the soul. This guide blends my personal favorites with travel tips, must-see attractions, and design inspiration drawn from over 20 visits to this sun-drenched paradise.

Day 1: Duval Street & Iconic Attractions

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Start with Duval Street, the beating heart of the island. From the iconic Southernmost Point to quirky galleries, this stretch captures everything people love about Key West. Walk, browse, sip, repeat.

📍 Don’t Miss:

  • Southernmost Point

  • Ernest Hemingway Home

  • Key West Lighthouse

  • Art galleries and local shops

Looking for places to stay near Duval Street? Check out my Key West Hotel Guide.

Day 2: Brunch, Beaches & Sunset Sails

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Spend your morning with a mimosa and ocean view—My go-to is Seaside Café by the Mansion, tucked at the end of Duval. Their Lobster Bianca Pizza is legendary—crispy, rich, and somehow still perfect beach food.

🛶 Optional Add-Ons:

  • Key West eco kayak tour

  • Fort Zachary Taylor Historic State Park

  • Afternoon at Higgs Beach or Smathers Beach

🌅 Cap the day with a sunset sail aboard America 2.0—a quiet, champagne-sipping experience that never disappoints.

Day 3: Design, Dessert, and Local Vibes

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Today’s about slowing down. Wander Old Town, browse for home decor inspiration, and stop for dessert (Kermit’s Key Lime Pie Shoppe is my must-have).

🍰 Also try: Flamingo Crossing for mango or coconut ice cream.

🌙 Craving something spookier? Try one of Key West’s haunted walking tours after dark.


Where to Stay in Key West

I’ve stayed all over the island—from retro motels to historic beachfront resorts. Rather than cram it all in here, I put together a dedicated hotel guide that breaks it down by vibe and location.

👉 Where to Stay in Key West: Best Hotels by Neighborhood + Vibe

FAQ: Key West Travel Tips

Q: What are the top things to do in Key West?
A: Walk Duval Street, tour the Hemingway House, catch a sunset sail, and visit Fort Zachary Taylor. Don’t skip dessert or brunch.

Q: What’s the best Key West itinerary for 3 days?
A: Day 1: Explore Duval and historic sights. Day 2: Brunch, beach, kayak, and a sunset sail. Day 3: Shop, snack, relax—and maybe join a haunted tour.

Q: Are there places to stay near Duval Street?
A: Yes—there are great options right in the mix. I’ve rounded up my favorites in this Key West Hotel Guide.

Q: Does Key West have all-inclusive resorts?
A: Not really. Most hotels are à la carte, but many offer full amenities like dining, pools, and beach access without needing a package.


Bring the Inspiration Home

Key West is more than a vacation destination—it’s a source of endless inspiration. The combination of natural beauty, historic charm, and laid-back luxury creates a unique design ethos that I love bringing into my own home. Here are my favorite takeaways:

  • Natural textures: Think rattan, linen, and bamboo

  • Coastal colors: Soft blues, sandy neutrals, and lush greens

  • Outdoor living: String lights, patio seating, and plants everywhere

  • Eclectic accents: Vintage signs, tropical artwork, and playful details

🛍️ Browse My Curated Amazon Finds for tropical décor, beach-ready home accents, and all the Key West-inspired design touches I’ve brought home:

Key West is a sun-soaked haven of charm, relaxation, and inspiration—a place where time slows down and memories linger. Until you can escape to its shores, may its spirit inspire you to savor life’s simple joys.
— David, Inspiration Uncharted

Final Thoughts

From design ideas to sunset memories, Key West always leaves a mark. Whether you're planning your first visit or your fifteenth, I hope this guide helps you experience the best of the island—slow mornings, ocean breezes, and all.

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Where to Stay in Key West (2025): Best Hotels by Neighborhood + Vibe

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