The Ultimate Key West Travel Guide: Where to Stay, What to Do & How to Get the Best Deals

Key West, Florida, the southernmost point of the U.S., is a paradise for travelers seeking gorgeous beaches, rich history, and a lively culture. Whether you’re planning a weekend getaway or a longer stay, this guide will help you find the best places to stay, top attractions, and exclusive deals—all while making sure you don’t miss out on anything Key West has to offer!

And if you’re looking for the best way to cruise to Key West, check out iCruiseApp for itineraries that bring you straight to this island paradise!


🏨 Best Places to Stay in Key West

Key West is divided into several areas, each offering a unique experience. Whether you’re looking for historic charm, waterfront views, or budget-friendly stays, here are the best areas to book your accommodations:

Old Town (Historic Downtown) – The most walkable area, full of boutique hotels, historic inns, and lively nightlife on Duval Street.
New Town – A quieter area ideal for families and budget travelers, offering modern hotels and resorts.
Midtown – A mix of residential areas and small hotels, providing a balance between convenience and relaxation.

🎯 Pro Tip: Use iCruiseApp to find the best cruise & hotel packages that include Key West stays!

🏝️ Top Hotel & Resort Picks

The Marquesa Hotel – A luxury boutique hotel in Old Town, offering elegant rooms and a tropical courtyard pool.
The Perry Hotel & Marina – Perfect for boaters and water lovers, with waterfront views and easy access to watersports.
The Southernmost Beach Resort – A beachfront hotel with private white sand beaches and oceanfront pools.
The Artist House – A charming historic B&B known for its Victorian architecture and central location.


🌟 Must-Visit Attractions in Key West

Key West is packed with things to do, whether you love history, nature, or nightlife. Here are the top attractions you don’t want to miss:

The Ernest Hemingway Home & Museum – Tour the famous writer’s residence, home to the iconic six-toed cats!
Mallory Square Sunset Celebration – A daily must-see featuring street performers, live music, and breathtaking sunsets.
Duval Street – The heart of Key West’s nightlife, packed with bars, restaurants, and unique shops.
Fort Zachary Taylor State Park – The best beach in Key West with crystal-clear waters for snorkeling and picnicking.
The Key West Lighthouse – Climb to the top for amazing panoramic views of the island.
The Key West Butterfly and Nature Conservatory – A magical indoor garden filled with colorful butterflies.
Conch Tour Train – A fun guided tour through Old Town Key West, perfect for first-time visitors.

🎯 Pro Tip: Many cruises to Key West include shore excursions to these attractions! Find the best ones on iCruiseApp.


🍹 Where to Eat & Drink in Key West

Key West is famous for its seafood, Cuban cuisine, and laid-back dining scene. Here’s where to grab a bite:

Blue Heaven – A Key West icon, famous for its Caribbean-style breakfast & live music.
El Siboney – The best authentic Cuban food on the island!
Latitudes – A waterfront fine dining restaurant on Sunset Key—perfect for romantic dinners.
Sloppy Joe’sOne of Hemingway’s favorite bars, now a lively spot with live music and great drinks.
Kermit’s Key Lime Pie Shoppe – The best place for Key Lime Pie—a must-try while visiting!

🎯 Pro Tip: Many Key West cruises include dining excursions, so check iCruiseApp Online Booking Engine to book a package with food tours & tasting experiences!


🚢 How to Get to Key West: Cruise vs. Flying

By CruiseThe easiest way to visit Key West without the hassle of flights & hotel bookings!
By Air – Key West International Airport (EYW) offers limited direct flights.
By Car – The scenic drive through the Florida Keys along US-1’s Overseas Highway is one of the most beautiful road trips in the U.S..

🎯 Pro Tip: Cruises are often cheaper than booking hotels and flights separately. Check iCruiseApp for affordable Key West cruise options!


💰 How to Find the Best Deals for Key West

Want to visit Key West without overspending? Here’s how to save big on hotels, activities, and cruises:

Book Early – Prices increase as travel dates approach, so secure deals months in advance.
Travel Off-Peak – Avoid winter & spring break crowds; visit in late summer or fall for better rates.
Look for Cruise Deals – Many Key West itineraries include accommodations & excursions at a lower cost than booking separately.
Use iCruiseApp to Compare Prices – Find the best travel deals for Key West on one easy-to-use platform.

🎯 Pro Tip: Browse iCruiseApp’s Reviews to see what other travelers recommend!


🎟️ Free & Budget-Friendly Things to Do in Key West

Watch the sunset at Mallory Square – A completely free nightly event with a festival-like atmosphere.
Visit the Southernmost Point Buoy – Snap a photo at the famous landmark.
Walk the Key West Historic Seaport – A beautiful spot to see yachts and grab a drink by the water.
Relax at Smathers Beach – The largest public beach, great for swimming & sunbathing.
Explore Fort Zachary Taylor State ParkOnly a few dollars for entry, but includes beach access, history, and nature trails.

🎯 Pro Tip: Find cruise excursions with free perks using iCruiseApp!

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