Key West, the southernmost point in the continental United States, is a vibrant and eclectic island city that offers a unique blend of history, culture, natural beauty, and laid-back charm. Known for its stunning sunsets, lively nightlife, and rich literary and maritime history, Key West is a destination that appeals to many travellers.
My Take On Visiting Key West
It’s a fabulous place to visit if you can afford it. I know prices have increased everywhere, but I was shocked at how expensive everything was as we travelled down Key West. We would’ve loved to have stayed longer, but we couldn’t afford it. There’s a lot to do and enjoy.
There were only two affordable things. Parking is absurd and expensive, but taking a Lyft (not Uber or a taxi) was affordable back-and-forth to our hotel.
Also, there’s a bit of a price work going up the street from the Häagen-Dazs, where shops selling cheap retail clothes advertise everything at five dollars each. While we were in Florida, the weather was rather cold, to say the least. I popped in to get a five-dollar sweatshirt, and given the price, the quality isn’t bad.
Below is a detailed review of what makes Key West a special place to visit and some potential drawbacks we quickly discovered.
What Makes Key West Great
1. Unique Island Atmosphere
Key West has a distinct, bohemian vibe that sets it apart from other destinations in Florida. The island’s colourful architecture, quirky shops, and friendly locals create a welcoming and relaxed atmosphere. Whether you’re strolling down Duval Street or exploring the quieter side streets, you’ll feel the charm and character of this one-of-a-kind destination.
2. Stunning Natural Beauty
The Keys are a paradise for nature lovers, surrounded by the turquoise waters of the Gulf of Mexico and the Atlantic Ocean. The island is home to beautiful beaches, crystal-clear waters, and vibrant coral reefs. Activities like snorkelling, scuba diving, and kayaking allow visitors to experience the area’s natural beauty up close. The sunsets in Key West are legendary, and watching the sun dip below the horizon at Mallory Square is a must-do experience, even if the crowds are insane.
3. Rich History and Culture
Many museums and historic sites reflect its fascinating history. The Ernest Hemingway Home and Museum, the Harry S. Truman Little White House, and the Key West Lighthouse are just a few attractions offering insight into the island’s past. The island’s maritime history is also celebrated at the Mel Fisher Maritime Museum, showcasing shipwreck treasures. We decided to visit only the Hemingway Home due to the cost.
Key West’s cultural scene is equally vibrant and often free, with art galleries, live music venues, and festivals happening throughout the year. Events like Fantasy Fest, a colourful and extravagant costume festival, and the Hemingway Days Festival draw visitors worldwide.
4. Lively Nightlife
Duval Street is the heart of the Key's nightlife, offering a mix of bars, restaurants, and live music venues. There's something for everyone, from iconic spots like Sloppy Joe’s Bar or Jimmy Buffet's Margaritaville to quieter, tucked-away establishments. The island’s nightlife is known for its laid-back and inclusive vibe, making it a great place to let loose and have fun. We aren't into this scene and left earlier when it reminded us of Bourbon Street in the French Quarter of New Orleans.
5. Culinary Delights
Key West is a food lover’s paradise, with a diverse culinary scene that reflects its Caribbean and Floridian influences. Fresh seafood is a highlight, with dishes like conch fritters, Key West pink shrimp, and spiny lobster being local favourites. Of course, no visit to Key West is complete without trying a slice of authentic Key lime pie. The island also offers a variety of international cuisines, from Cuban to French, ensuring there’s something to satisfy every palate. I confess we were not that impressed – perhaps our expectations were too high for all our reading.
6. Outdoor Activities and Water Sports
For adventure seekers, Key West offers a wide range of outdoor activities. Snorkelling and diving enthusiasts can explore the nearby coral reefs, including the famous Dry Tortugas National Park. Fishing charters, paddleboarding, jet skiing, and sailing are popular options. For those who prefer to stay on land, bike rentals and walking tours are great ways to explore the island. I would have loved to go snorkelling in Dry Tortugas National Park, but we did not have the time or the budget to do so.
7. LGBTQ+ Friendly Destination
Key West has long been known as an LGBTQ+-friendly destination with a welcoming and inclusive atmosphere. The island hosts several LGBTQ+ events throughout the year, including Pride Week and Womenfest, and features a variety of LGBTQ+-owned businesses and bars.
Drawbacks to Consider
1. High Costs
The Kyes are not a budget-friendly destination. Accommodations, dining, and activities are expensive, even more so during peak tourist seasons. Visitors should plan their budgets accordingly and consider travelling during the off-season for better deals.
2. Crowds and Tourism
As a popular vacation spot, it can get crowded, particularly during festivals, holidays, and winter when snowbirds flock to the island. The influx of cruise ship passengers can also congest certain areas, like Duval Street and Mallory Square. Travellers seeking a quieter experience may want to explore the island’s less touristy neighbourhoods or visit during the off-season.
3. Limited Beaches
While surrounded by water, the Keys are not known for its expansive sandy beaches. We were surprised to find that the island’s beaches, such as Smathers Beach and Fort Zachary Taylor State Park, are much smaller and would not meet the expectations of those looking for a traditional beach vacation. However, the island’s focus on water sports and boating makes up for the lack of large beaches.
4. Parking and Transportation
Parking in Key West can be challenging, especially in the busy Old Town area. Many streets are narrow, and parking spaces are limited. One can find parking meters, but the cost is about $8 per hour. While the island is small and walkable, visitors who drive may find it frustrating to navigate and park. Renting bikes or using the island’s trolley system can be a more convenient way to get around. As mentioned earlier, we found using Lyft a great in-between strategy.
5. Weather and Hurricanes
Key West’s tropical climate means warm temperatures year-round, but it also comes with the risk of hurricanes during the Atlantic hurricane season (June to November). Visitors should keep an eye on weather forecasts and consider travel insurance when planning a trip during this time. With climate change, it was more unpredictable and chilly while we were there.
6. Environmental Concerns
Key West faces environmental challenges as a popular tourist destination, including coral reef degradation and waste management issues. Visitors are encouraged to practice eco-friendly tourism by avoiding single-use plastics, respecting marine life, and supporting sustainable businesses.
Final Observations
Key West is a destination that offers something for everyone, from history buffs and foodies to adventure seekers and partygoers. Its unique blend of natural beauty, rich culture, and laid-back charm makes it a memorable place. Whether you’re exploring the island’s historic sites, enjoying fresh seafood, or simply relaxing by the water, Key West captures the hearts of its visitors as it did for us.
We appreciate having the GuideAlong app with its audio tour for our drive from Miami down to the Keys and then back again. We were entertained by funny anecdotes and recommendations on where to stop. We were also told the history of the Florida Keys, as well as lessons and an analysis of the geography. We’ve been using GuideAlong tours whenever possible and thoroughly enjoy having them as part of our tour.
However, the high costs, crowds, and limited beaches may not appeal to everyone. Travellers looking for a more budget-friendly or secluded experience may want to consider other destinations in the Florida Keys. We stayed one night in Key Largo on our journey out of the Keys, but it wasn't anywhere as interesting or as lovely as Key West. For those who embrace its quirks and vibrant energy, Key West is a destination that embodies the spirit of “island time” while still being on “the mainland.”





4. Parking and Transportation