Complete 2-Day Itinerary

Explore Key West
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Plan your perfect Key West trip with this customizable 2-day itinerary featuring top attractions and local favorites.

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Updated 2025-04-11
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Your Complete Key West Companion

Everything you need for an unforgettable 2-day adventure in one interactive template

Day-by-Day Planner

A perfectly balanced 2-day itinerary with morning to evening activities

Interactive Maps

Optimized routes with all attractions, restaurants and viewpoints mapped out

Budget Breakdown

Transparent cost estimates for every budget level with money-saving tips

Local Secrets

Hidden gems and insider tips you won't find in standard guidebooks

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Key West Attractions

Discover iconic landmarks and hidden gems all included in your itinerary

The Key West Butterfly and Nature Conservatory

The Key West Butterfly and Nature Conservatory

Immerse yourself in the enchanting world of The Key West Butterfly and Nature Conservatory, where vi...

USCGC Ingham Maritime Museum

USCGC Ingham Maritime Museum

Step aboard the USCGC Ingham Maritime Museum in Key West and immerse yourself in maritime history on...

Yankee Freedom Dry Tortugas Ferry

Yankee Freedom Dry Tortugas Ferry

Embark on an unforgettable journey with the Yankee Freedom Dry Tortugas Ferry, whisking you away fro...

The Hemingway Home and Museum

The Hemingway Home and Museum

Step into the charming world of Ernest Hemingway at The Hemingway Home and Museum in Key West. Wande...

Your Guide to Key West

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.

Best Time to Visit

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

Getting around Key West is convenient and enjoyable, with various transportation options suited to the island's compact size.

Local Insider Tips

Key West's tropical climate can be hot and humid, so it's important to drink plenty of water throughout the day.

Your Day-by-Day Itinerary

We've planned everything - from must-see attractions to local dining spots

Day 1

Downtown & Historic Sites

Morning

  • The Key West Butterfly and Nature Conservatory
    60 min$
  • USCGC Ingham Maritime Museum
    90 min$
  • + 3 more activities

Afternoon

  • Truman Little White House
    90 min$
  • Key West Lighthouse
    90 min$
  • + 3 more activities

Evening

  • Yankee Freedom Dry Tortugas Ferry
    480 min$$$

Day 2

Museums & Cultural Attractions

Morning

  • Mel Fisher Maritime Museum
    90 min$$
  • Fort East Martello Museum
    90 min$
  • + 3 more activities

Afternoon

  • Key West Shipwreck Museum
    90 min$
  • Hyatt Centric Key West Resort & Spa
    90 min$$$
  • + 3 more activities

Evening

  • Key West
    120 min$$

Where to Stay in Key West

Our guide includes the best neighborhoods and accommodation options for every budget

Old Town

$$$-$$$$

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.

Close to major attractions like Duval Street and Mallory Square
Rich historical sites and museums
Vibrant nightlife and dining options

New Town

$$-$$$

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.

More spacious and modern accommodations
Proximity to shopping centers and grocery stores
Quieter and less crowded compared to Old Town

Midtown

$$-$$$

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.

Convenient access to both Old Town and New Town
More budget-friendly accommodations
Peaceful residential vibe

Recommended Properties

The Marker Key West Harbor Resort

$$$$

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.

DoubleTree Resort by Hilton Hotel Grand Key - Key West

$$-$$$

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.

Fairfield Inn & Suites by Marriott Key West

$$

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.

Accommodation Insider Tip

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.

Budget Your Trip

Plan your finances with our transparent cost breakdown for every budget level

Budget Traveler

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)
Most Popular

Mid-Range

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)

Luxury

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)

Money-Saving Tips

Visit during the off-season to take advantage of lower accommodation rates.
Use bike rentals to get around the island cheaply and conveniently.
Take advantage of free attractions like beaches and parks.

Weather-Proof Your Trip

Alternative plans for every situation so your trip is perfect no matter what

Rainy Day Plan

Key West Butterfly and Nature Conservatory

A beautiful indoor sanctuary where visitors can see hundreds of butterflies and exotic birds. Perfect for a tranquil experience on a rainy day.

1316 Duval St, Key West, FL 330401h 30m

The Ernest Hemingway Home and Museum

Explore the former home of the famous writer Ernest Hemingway. This historic house features lush gardens and dozens of six-toed cats.

907 Whitehead St, Key West, FL 330402h

Mel Fisher Maritime Museum

Discover treasures and artifacts from shipwrecks and maritime history at this fascinating museum.

200 Greene St, Key West, FL 330401h 30m

Family-Friendly Plan

Key West Aquarium

An interactive aquarium where kids can learn about marine life, touch sea creatures, and watch shark feedings.

1 Whitehead St, Key West, FL 330401h 30m

Fort Zachary Taylor Historic State Park

A great spot for families with its beach, picnic areas, and historic fort to explore. Perfect for a day out with kids.

601 Howard England Way, Key West, FL 330403h

Nancy Forrester's Secret Garden

A hidden gem where kids can interact with parrots and learn about these colorful birds in a lush garden setting.

518 Elizabeth St, Key West, FL 330401h

Essential Travel Resources

Everything you need for a smooth and enjoyable Key West experience

Useful Apps

Key West Companion

A handy app providing maps, restaurant guides, and event listings for Key West visitors.

Florida Keys & Key West Travel Guide

An app offering detailed travel information, including attractions, dining, and accommodations in Key West and the Florida Keys.

Useful Websites

Key West Tourism

Official tourism website for Key West, offering comprehensive information on attractions, accommodations, and events.

Key West Chamber of Commerce

Provides resources and information for visitors, including local business listings and event calendars.

Safety Tips

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.

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About This Template

This 2-day Key West itinerary template is designed by local experts and experienced travelers to give you the perfect balanced experience.

Why Key West

  • Stunning landmarks and views
  • Diverse food scene and culture
  • Mix of urban and natural attractions

Best Times to Visit

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

More Resources

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