Key West sits at the very end of the Florida Keys, offering a laid-back Caribbean-like experience without leaving the United States. This sun-soaked island city is famous for its pastel-hued cottages, leafy palm-lined streets, lively nightlife on Duval Street, and the feeling that time slows down as soon as you arrive. Its quirky charm, artistic spirit, and sunsets that draw crowds to Mallory Square every night make it unlike anywhere else in the country.
Exploring Key West means easy days filled with snorkeling trips to the surrounding coral reefs, lazy afternoons around the island’s sandy beaches, and fresh catch seafood at waterfront eateries. Must-see sights include the Ernest Hemingway Home & Museum, where six-toed cats roam the gardens, the colorful Southernmost Point Buoy, and the beautifully preserved Truman Little White House. The island’s heritage is also reflected in its lively Cuban cafés and Creole architecture.
Key West’s relaxed energy extends to its friendly locals, many of whom are artists, writers, and free spirits who’ve fallen in love with the island’s pace. Visitors spend mornings biking to Fort Zachary Taylor Historic State Park, browse whimsical art galleries, and unwind with live music at legendary bars like Sloppy Joe’s or Green Parrot. The city’s famous sunsets are a nightly ritual, celebrated with street performers and a festive crowd at Mallory Square.
Getting around the compact island is a breeze on foot, by renting a bike, or using the local Duval Loop shuttle. Accommodations range from cozy bed-and-breakfasts in historic Old Town to upscale oceanfront resorts. Dining is a highlight—conch fritters, Key lime pie, and Cuban coffee are essentials for any visitor. Peak travel months coincide with dry season from December to April, but late spring and fall bring smaller crowds and lower rates.
To truly experience Key West, leave room for spontaneity—duck into a hidden courtyard bar, join an impromptu sunset cruise, or chat with a local fisherman at the harbor. The island’s colorful history and vibrant energy make it as memorable for solo wanderers as it is for couples and families alike.
Exploring Key West means easy days filled with snorkeling trips to the surrounding coral reefs, lazy afternoons around the island’s sandy beaches, and fresh catch seafood at waterfront eateries. Must-see sights include the Ernest Hemingway Home & Museum, where six-toed cats roam the gardens, the colorful Southernmost Point Buoy, and the beautifully preserved Truman Little White House. The island’s heritage is also reflected in its lively Cuban cafés and Creole architecture.
Key West’s relaxed energy extends to its friendly locals, many of whom are artists, writers, and free spirits who’ve fallen in love with the island’s pace. Visitors spend mornings biking to Fort Zachary Taylor Historic State Park, browse whimsical art galleries, and unwind with live music at legendary bars like Sloppy Joe’s or Green Parrot. The city’s famous sunsets are a nightly ritual, celebrated with street performers and a festive crowd at Mallory Square.
Getting around the compact island is a breeze on foot, by renting a bike, or using the local Duval Loop shuttle. Accommodations range from cozy bed-and-breakfasts in historic Old Town to upscale oceanfront resorts. Dining is a highlight—conch fritters, Key lime pie, and Cuban coffee are essentials for any visitor. Peak travel months coincide with dry season from December to April, but late spring and fall bring smaller crowds and lower rates.
To truly experience Key West, leave room for spontaneity—duck into a hidden courtyard bar, join an impromptu sunset cruise, or chat with a local fisherman at the harbor. The island’s colorful history and vibrant energy make it as memorable for solo wanderers as it is for couples and families alike.
Expected Weekly Budget
$1200–$1800 USD (per person, excluding flights)
Known For
Things to Do
- Snorkel at Dry Tortugas National Park
- Tour the Ernest Hemingway Home & Museum
- Watch the sunset celebration at Mallory Square
- Walk or bike along Duval Street
- Visit the Southernmost Point Buoy
- Kayak through mangroves at Geiger Key
- Explore Fort Zachary Taylor Historic State Park
- Taste local seafood and Key lime pie
Notable Sites
- Mallory Square
- Ernest Hemingway Home & Museum
- Southernmost Point Buoy
- Fort Zachary Taylor Historic State Park
- Truman Little White House
- Key West Butterfly & Nature Conservatory
- Duval Street
- Key West Lighthouse
General Advice
Key West thrives on a relaxed, easygoing lifestyle—come prepared to slow down and enjoy island time. Leave your car parked (parking is limited and expensive) and instead stroll, bike, or use the Duval Loop shuttle to get around. Reservations for popular attractions, restaurants, and tours are smart during high season, especially from December to April. Dress is casual almost everywhere, but don’t forget sun protection, swimsuits, and light, breathable clothing. Try local seafood and the namesake Key lime pie for a true taste of the island.
Security & Safety
Key West is generally safe for travelers, with low rates of serious crime. Still, the city often draws big crowds, especially around Duval Street and Mallory Square—keep an eye on your belongings and be cautious with valuables, particularly at night. Follow standard precautions against petty theft, lock up bikes, and avoid leaving items unattended at beaches. Watch your alcohol intake and stick to well-lit areas if walking late. Hurricanes and severe weather can impact travel plans during summer and fall, so monitor forecasts and follow any local advisories.
Travel Tips
- Book accommodations well in advance during peak season (December to April).
- Rent bikes or scooters for easy, fun island transportation.
- Plan for midday heat—seek shade or take a dip in the ocean.
- Sample Cuban coffee and pastries at small local cafés.
- Attend the nightly sunset celebration at Mallory Square.
- Carry cash for small shops, tips, and some attractions.
- Protect yourself from the sun with hats, sunscreen, and sunglasses.
- Explore early in the day for quieter streets and attractions.
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Traveler Comments
Visited in April 2024
I loved the chill vibes and beautiful water everywhere. Snorkeled at Dry Tortugas and saw so many colorful fish. Duval Street got wild at night but was a lot of fun. Wish there were more affordable food options off the main drag.
Traveled here in February 2024
My partner and I biked everywhere—it's the best way to see the island! The Hemingway House was fascinating, especially the cats. Sunsets at Mallory Square were a highlight of our trip. Can't wait to come back for more.
Visited in December 2023
Family vacation with two teens—really enjoyed Fort Zachary Taylor and the Butterfly Conservatory. The Key lime pie is as good as they say! It was a bit crowded during the holidays, but we loved the festive atmosphere.
Stayed in March 2024
Went on a sunset cruise and it was absolutely magical. I appreciated how easy it is to get around without a car. Spent hours exploring the quirky shops along Duval Street. Some bars were pricey but worth a visit.
Visited in October 2023
Came solo for a diving trip—great underwater visibility and tons of marine life. Stayed at a local B&B in Old Town that was super friendly. The heat was intense but the ocean breeze helped. Would've liked more healthy dining options.
Traveled here in May 2024
We took the ferry to Dry Tortugas and it's 100% worth the trip. The island is small enough to feel cozy but there's plenty to do. Enjoyed live music at Green Parrot almost every night. Prices were a bit steep overall.
Visited in January 2024
Perfect winter getaway! Friendly locals, delicious seafood, and that iconic southernmost point photo. The vibe is fun and relaxed—you really do slip into 'island time.' Can’t wait to go again.
Stayed in February 2024
It’s charming but noticeably touristy in spots, especially near Mallory Square. Enjoyed kayaking in the mangroves and the history at the Truman House. Prices for food and activities add up quickly.
Traveled here in November 2023
Our kids loved the Butterfly Conservatory and feeding the fish at the marina. We used the shuttle and biked everywhere, super convenient. Sunsets are a must! The streets get crowded at night but never felt unsafe.
Visited in July 2023
Visited during summer—humid but beautiful. Lots of live music and friendly faces. The history of the island is impressive and we enjoyed local seafood restaurants. Bring lots of sunscreen and stay hydrated!
Traveled here in March 2024
Girls’ weekend getaway—loved everything! Sunrise yoga on the beach, afternoon shopping, and dancing all night. The Key lime pie was unreal. Already planning our next visit.
Stayed in August 2023
Fished offshore and had a blast. The old architecture in Old Town is picture-perfect, and I learned a lot on the lighthouse tour. Some touristy bars, but also cool quiet spots if you look for them.
Traveled here in December 2023
We spent Christmas here as a family—unique and unforgettable! Watching the local performers at Mallory Square became our evening ritual. Lodging gets booked early during the holidays, so plan ahead.
Visited in May 2024
Absolutely loved the friendly locals and colorful street art. The ferry to Dry Tortugas was a highlight, worth every penny. Would recommend avoiding midday—best explored in the morning or late afternoon.
Stayed in September 2023
Hurricane season brought a few rainy days but nothing too bad. The food scene is fun—shrimp tacos and conch fritters everywhere! Walking Duval Street at night was lively but never felt overwhelming.
Traveled here in June 2024
Came with my girlfriend and we took a snorkeling tour—so much wildlife! The atmosphere feels very welcoming for all. Wish parking was easier but we managed with bikes.
Visited in April 2024
Paradise! From the fun bars to peaceful sunrise walks by the water, it’s everything I hoped for. Loved the quirky art galleries and talking with locals at the marina. Already reminiscing about the sunset crowd at Mallory Square.
Stayed in January 2024
The island is charming and unique but can get crowded. Enjoyed the museums and history, especially the Hemingway House. Would've liked more budget-friendly places to eat.
Visited in October 2023
A wonderful romantic trip—rented scooters, sampled all the desserts, and went kayaking in the mangroves. Locals gave great recommendations. Only regret is not staying longer!
Traveled here in March 2024
As a solo traveler, I felt totally at ease. Sipped Cuban coffee every morning before exploring. Weather was gorgeous—just be ready for some late-night noise if your hotel is downtown.
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