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Key West, Florida Travel Guide | Solo & Budget-Friendly Itinerary
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items Your ultimate Key West travel board! 🌴 Includes must-see attractions, restaurant picks, day trip ideas, and my 3-day solo travel itinerary. Perfect for planning your dream Florida escape!
Key West travel, Key West itinerary, Solo travel Key West, Key West budget tips, Things to do in Key West, Key West restaurants, Key West attractions
Key West travel, Key West itinerary, Solo travel Key West, Key West budget tips, Things to do in Key West, Key West restaurants, Key West attractions
Sections
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💡 Plan Your Trip
🌅 Things to Do & See
🍽 Food & Drinks
🏨 Where to Stay
🧳 Travel Tips
💡 Plan Your Trip
Want the complete 18-page filled Key West itinerary + 33-page customizable Canva planner? Download the Coastline + Castles Key West Travel Guide here.
Your Key West Weekend Dream Trip: A Relaxed, Historic Escape on a Budget
KEY WEST, FLORIDA, USA | Coastline + Castles
🌅 Things to Do & See
From Hemingway’s house and the Southernmost Point to snorkeling at Fort Zachary Taylor, Key West is full of history, culture, and island magic.
Nightly festival with performers, vendors, and breathtaking sunsets over the water. Free + iconic. 🌅
Sunset Celebration at Mallory Square
Step into the world of Ernest Hemingway and meet the island’s most famous six-toed cats 🐾. A must for history and literature lovers. (~$19 entry)
The Hemingway Home and Museum
Climb the 88 steps for panoramic island views. Great photo spot. (~$15.50 entry)
Key West Lighthouse
Snap the classic photo just 90 miles from Cuba. Go early to avoid lines!
Southernmost Buoy
Eerie yet beautiful — quirky headstones and rich history. Free + walkable.
Historic Key West City Cemetery
Great for swimming, snorkeling, and exploring a Civil War fort. ($2.50–$6 entry)
Fort Zachary Taylor Historic State Park Beach
Historic landmark turned art + history museum. (~$15.50–$17)
Visit the Custom House Museum | Key West Art and Historical Society
🍽 Food & Drinks
Taste your way through paradise! Cuban coffee, conch fritters, fresh seafood, and key lime pie — here are the best places to eat in Key West (with budget-friendly tips!).
Best Cuban coffee on the island. Grab a cafecito or breakfast sandwich before exploring. (~$5–$10)
Cuban Coffee Queen | Authentic Cuban Coffee & Food in Key West
Historic pub once frequented by Hemingway. Try a daiquiri and enjoy the live music. (~$10 drink)
Sloppy Joe's Bar
Local favorite for authentic, affordable Cuban food. Huge portions + friendly atmosphere. (~$15 plate)
El Siboney Restaurant
Seafood lovers’ paradise — fresh oysters, shrimp, and conch fritters by the water. (~$30 meal)
Half Shell Raw Bar
Caribbean-style café known for its Key Lime Pie. Relaxed outdoor vibe with roaming chickens. (~$8 slice)
Blue Heaven
🏨 Where to Stay
From cozy conch house inns to oceanfront hotels, here are my top places to stay in Key West for every budget.
Charming guesthouse with conch house style, pool, and free breakfast. Perfect boutique stay.
Seascape Tropical Inn
Mid-range chain option with comfort + convenience. (~$500 for 3 nights)
Hilton Garden Inn Key West / The Keys Collection
Reliable, budget-conscious choice with modern amenities. (~$132/night)
Fairfield Inn & Suites by Marriott Key West at The ...
Colorful, fun hotel with a big pool and laid-back tropical feel. Budget-friendly via Trivago.
Havana Cabana at Key West
🧳 Travel Tips
When to go, what to pack, and how to save money while visiting Key West. See all my solo + budget travel tips
1. August–September = hot + humid with afternoon storms 🌦 — pack light clothes, sunscreen, and a poncho.
2. Hurricane season — consider travel insurance.
3. Happy hour = best budget trick (oysters + mojitos at half price).
4. Solo travelers: stick to Duval Street and well-lit areas at night for safety.
2. Hurricane season — consider travel insurance.
3. Happy hour = best budget trick (oysters + mojitos at half price).
4. Solo travelers: stick to Duval Street and well-lit areas at night for safety.
KEY WEST, FLORIDA, USA | Coastline + Castles