Location & Transportation
Most ships will dock at Mallory Square or the Truman Annex (Pier B), both of which are within easy walking distance of Old Town. Some ships use the Outer Mole Pier (also known as Navy Mole), where convenient trolleys shuttle visitors into the heart of town. Because Key West is a compact island city, most attractions and sites are within walking distance. Metered taxis are available if you want a quick ride.
Nearby Lodging
Key West offers a variety of accommodations, from charming bed and breakfasts to modern hotels. Many of these are located in or near Old Town, so you’ll have plenty of options right on foot from Duval Street and the waterfront.
Nearest Airport
Key West International Airport (EYW) is conveniently located just a short drive from the Old Town area. Taxis, rental cars, and shuttle services make it easy to get to and from the cruise port.
Sightseeing
Key West is a feast for the senses. Here’s what I love about exploring the island:
- Enjoy a breathtaking sunset while dining al fresco on fresh seafood near Mallory Dock.
- Wander Duval Street, where historic pastel-painted colonial “gingerbread” houses line the way and every corner buzzes with local color.
- Stroll the streets of Old Town and take in the tropical flowering plants, swaying palms, and artistic murals.
- Visit historic landmarks like:
- Audubon House & Tropical Gardens – Step back into the maritime history of 19th-century Key West.
- Custom House – Admire the stunning Richardsonian Romanesque architecture that reflects the city’s prosperous past.
- Hemingway Home – Tour the charming residence where the iconic writer lived and worked.
The island’s intimate layout lets you easily explore on foot, discovering hidden plazas, sidewalk cafés, and vibrant art installations along the way.
Tours & Excursions
Getting around Key West can be an adventure in itself. Here are some of my favorite ways to experience the island:
- Rent a motor scooter, bicycle, or golf cart for a fun, local ride.
- Hop on the free Duval Loop bus to sample the best restaurants, galleries, and shops while enjoying a narrated tour.
- Take one of the guided tours like the Conch Tour Train or the Old Town Trolley for an engaging overview of the island’s 400-year history.
- For a more interactive experience, consider a sunset sail on a tall ship, join a lantern-led ghost tour of Old Town, or even embark on the “southernmost city scavenger hunt.”
- If you love wildlife, a visit to the Dolphin Research Center offers the chance to get up close with resident Atlantic bottlenose dolphins.
Shopping
Key West is a shoppers’ delight with its mix of quirky boutiques, art galleries, and specialty stores. While bar-hopping along Duval Street is a popular pastime, don’t miss the opportunity to pick up local crafts, handmade jewelry, and unique souvenirs that capture the island’s distinctive charm.
Dining
Key West’s food scene reflects its rich maritime history and Caribbean influences. Whether you’re in the mood for fresh seafood or traditional Cuban fare, there’s something to suit every palate:
- Enjoy waterfront dining with local specialties like conch fritters, fresh fish, and Key Lime Pie.
- Sample tropical cocktails and refreshing beverages at a seaside bar or an intimate bistro in Bahama Village.
- Relish the casual, laid-back atmosphere – dining in Key West is as much about the experience as it is about the food.
Culture & Local Events
Key West’s culture is as vibrant as its sunsets. The island truly lives up to its reputation as the “Conch Republic” with a unique blend of artistic flair, maritime traditions, and a welcoming, festive spirit.
- The local currency is the United States Dollar (USD) and credit cards are widely accepted. When dining or enjoying local services, keep in mind that tipping is customary. For full-service restaurants, a tip of 15–20% is typical, and smaller tips are appreciated for taxis and personal services.
- Many establishments reflect relaxed business hours, often staying open later into the night to accommodate the lively local nightlife.
- English is the primary language spoken, so you’ll have no trouble chatting with locals as you explore.
Local Events
Key West hosts a variety of festivals and events throughout the year that capture its creative soul:
- Fantasy Fest (October): A vibrant, week-long celebration of fancy costumes, street parties, and artistic performances.
- Hemingway Days (Summer): A festival celebrating the life and legacy of Ernest Hemingway, complete with writing contests, look-alike contests, and more.
- Seasonal art fairs and music festivals add to the island’s festive calendar.
Safety & Awareness
- Key West is generally a safe destination, but as with any popular tourist spot, keep an eye on your belongings, especially in crowded areas.
- In case of an emergency, dial 911.
- Enjoy the nightlife responsibly and be aware of your surroundings, particularly late at night.