Plan your perfect Key West trip with this customizable 2-day itinerary featuring top attractions and local favorites.
Everything you need for an unforgettable 2-day adventure in one interactive template
A perfectly balanced 2-day itinerary with morning to evening activities
Optimized routes with all attractions, restaurants and viewpoints mapped out
Transparent cost estimates for every budget level with money-saving tips
Hidden gems and insider tips you won't find in standard guidebooks
Watch how easy it is to customize this itinerary for your perfect Key West experience
Get your free copy with one click - no login required
Personalize days, add your own stops, adjust timing to suit your pace
Plan together with travel companions in real-time
Discover iconic landmarks and hidden gems all included in your itinerary
Immerse yourself in the enchanting world of The Key West Butterfly and Nature Conservatory, where vi...
Step aboard the USCGC Ingham Maritime Museum in Key West and immerse yourself in maritime history on...
Embark on an unforgettable journey with the Yankee Freedom Dry Tortugas Ferry, whisking you away fro...
Step into the charming world of Ernest Hemingway at The Hemingway Home and Museum in Key West. Wande...
Key West, Florida, is a tropical paradise that captivates visitors with its laid-back charm, vibrant culture, and stunning natural beauty. Located at the southernmost tip of the continental United States, Key West offers an eclectic blend of history, art, and adventure. From its historic streets lined with colorful conch-style houses to its bustling waterfront filled with seafood shacks and lively bars, Key West is a haven for those seeking a unique and unforgettable travel experience. Notable attractions like The Hemingway Home and Museum, Fort Zachary Taylor Historic State Park, and The Key West Butterfly and Nature Conservatory showcase the island's rich cultural heritage and natural wonders. Whether you're exploring the serene beaches, diving into the clear azure waters, or enjoying the sunset celebrations at Mallory Square, Key West promises an enchanting escape that appeals to all kinds of travelers.
The best time to visit Key West is from March to May when the weather is pleasant, and the crowds are manageable. This period offers a great balance between warm temperatures and lower chances of rain.
Getting around Key West is convenient and enjoyable, with various transportation options suited to the island's compact size.
Key West's tropical climate can be hot and humid, so it's important to drink plenty of water throughout the day.
We've planned everything - from must-see attractions to local dining spots
Our guide includes the best neighborhoods and accommodation options for every budget
Old Town is the historic heart of Key West, known for its charming streets, vibrant nightlife, and a plethora of dining and shopping options. It's a great spot for travelers looking to immerse themselves in the local culture and history.
New Town offers a more modern and residential experience with larger hotels and shopping centers. It's perfect for those looking for a quieter stay while still being a short drive from the bustling Old Town.
Midtown is a balanced area offering a mix of residential and commercial properties. It provides a quieter alternative to Old Town while still being within easy reach of Key West’s attractions.
Old Town
This luxurious resort offers waterfront views, three pools, and a prime location within walking distance to Duval Street and Mallory Square. Ideal for travelers seeking comfort and proximity to main attractions.
New Town
A modern resort featuring tropical gardens, a large pool, and complimentary shuttle service to Old Town. Perfect for families and those looking for a serene environment with easy access to the city.
Midtown
A comfortable and affordable option with modern amenities, including a pool and fitness center. Located conveniently between Old Town and New Town, offering easy access to both areas.
Book accommodations 3-4 months in advance for the best rates, especially during peak tourist season. Many hotels offer free cancellation up to 24-48 hours before your stay, so you can always change plans later.
Plan your finances with our transparent cost breakdown for every budget level
Perfect for frugal adventurers
Accommodation | $50-$100 (hostels, budget hotels) |
Food | $20-$40 (street food, casual dining) |
Transportation | $5-$10 (bike rentals, public transport) |
Activities | $10-$20 (free or low-cost attractions) |
Comfort without breaking the bank
Accommodation | $150-$250 (mid-range hotels, B&Bs) |
Food | $50-$100 (mid-range restaurants) |
Transportation | $20-$40 (car rentals, taxis) |
Activities | $30-$60 (paid attractions, tours) |
Premium experience all the way
Accommodation | $300+ (luxury hotels, resorts) |
Food | $100+ (fine dining) |
Transportation | $50+ (private transfers, luxury car rentals) |
Activities | $100+ (exclusive tours, private experiences) |
Alternative plans for every situation so your trip is perfect no matter what
A beautiful indoor sanctuary where visitors can see hundreds of butterflies and exotic birds. Perfect for a tranquil experience on a rainy day.
Explore the former home of the famous writer Ernest Hemingway. This historic house features lush gardens and dozens of six-toed cats.
Discover treasures and artifacts from shipwrecks and maritime history at this fascinating museum.
An interactive aquarium where kids can learn about marine life, touch sea creatures, and watch shark feedings.
A great spot for families with its beach, picnic areas, and historic fort to explore. Perfect for a day out with kids.
A hidden gem where kids can interact with parrots and learn about these colorful birds in a lush garden setting.
Everything you need for a smooth and enjoyable Key West experience
A handy app providing maps, restaurant guides, and event listings for Key West visitors.
An app offering detailed travel information, including attractions, dining, and accommodations in Key West and the Florida Keys.
Official tourism website for Key West, offering comprehensive information on attractions, accommodations, and events.
Provides resources and information for visitors, including local business listings and event calendars.
Stay hydrated and use sunscreen to protect against the strong sun.
Be mindful of local wildlife; do not feed or disturb animals, especially in protected areas.
Secure your belongings and be aware of your surroundings, especially in crowded tourist areas.
Get your free 2-day itinerary and create memories that will last a lifetime
Join 20,000+ travelers who have used our templates
This 2-day Key West itinerary template is designed by local experts and experienced travelers to give you the perfect balanced experience.
The best time to visit Key West is from March to May when the weather is pleasant, and the crowds are manageable. This period offers a great balance between warm temperatures and lower chances of rain.
Seasonal note: Year-round, best April-October
© 2025 Travel Guides. All information is provided for planning purposes only.