2 days in Key West Itinerary: Perfect Weekend Trip (2023)

Located in the state of Florida is Key West which is the southernmost point in the United States. If you are looking for a weekend of watersports, sandy beaches, and historic sites, then this 2 days in Key West itinerary is perfect for you!

2 days in Key West Itinerary: How to spend the perfect weekend

2 days in Key West Itinerary: Perfect Weekend Trip (1)

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Planning a trip to Key West: Travel Tips

Here are some important travel tips and information about Key West

2 day Key West Itinerary

  • Day 1: Arrive in Key West. Explore the Historic District attractions, hang out at the Duval Street
  • Day 2: Snorkel tour OR Snorkel & Dolphin watching, beach time, sunset cruise (Food & culture tour for non-water sports activity)

Key West is a walkable city, and you can enrich your vacation by adding snorkeling, and sailing adventures.

Getting to Key West Florida:

Key West is served by the Key West International Airport or EYW. You can arrive there via connections or direct flights from a host of Florida cities, the USA, and other parts of the world. The average flight duration from New York City to Key West is about 3.25 hours.

From the airport, you can access ground transportation, including local shuttle buses and rental cars to get to your hotel or old town area.

This 2 day Key West itinerary is also perfect if you are road tripping in Florida. Combine a trip to Miami and Key West and make it a Florida Keys itinerary with stops at tropical national and state parks. Miami to Key West is 3.50 hours (one way) by road, or you can also fly.

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Where to stay in Key West for 2 nights

For a short weekend trip to Key West Florida, we recommend staying at the old town or near it. The Old Town is also known as the Historic District, and from here one can easily walk to various sightseeing attractions, and find cafes and restaurants nearby.

Recommendation for Key West Hotels

  • Truman Hotel: Truman Hotel is a boutique hotel located in the heart of Key West, and is one of their popular accommodation options. Attractions and cafes are within a 5 to 6 minute walk. The hotel also offers continental breakfast by poolside. Book your stay here
  • Almond Tree Inn: This Key West hotel is located in the downtown area, and is within walking distance to key attractions such as the Hemingway Home, the Lighthouse, and museums. Although based in the heart of all the action in Key West, it is surprisingly quiet and welcoming. However, no kids are allowed at the property. Check availability and prices here
  • Silver Palms Inn: Silver Palms Inn is also located in the downtown area and is about a 9-minute walk away from the city’s iconic attractions. However, this hotel allows children and also has a large outdoor pool. Check out photos, and availability here
  • If you are looking for an apartment, then Truman @ Duval is a good one to consider.

In the historic district and nearby, you can easily find vacation rentals, and modest hotels to fit your budget. Search for hotels for your Key West vacation here

Day 1 of 2 day Key West Itinerary: Explore the historic side of Key West, and hang out at the Duval Street in the evening

Once you are at the Old Town and settled in, hop on the sightseeing Trolley to explore the major historical attractions in Key West.

Best way to see Key West in a day: We recommend the Old Town Trolley Tour with 12 stops, which is a perfect way to check off all the attractions on day one of your Key West Itinerary.

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You can grab your tickets here. It is valid for 1 day. In this convenient tour, you can hop on and hop off at about 12+ stops.

There are other options for transportation and sightseeing in Key West, other than the trolley tours. You can use the free Duval Loop bus shuttle, or get on the Conch Tour Train Tour.

Here is what you must explore on day one in Key West.

Wander the Historic District

The Key West Historic District aka the Old Town of the City of Key West) is about 4000 acres and is filled with over 180 historic buildings. In the 1980s, it was expanded to include more areas such as Mallory Square. Today it is home to 2485 historic buildings.

Spend some day strolling the lanes, and various quarters or admire the district from the comfort of your Trolley seat before getting down to explore.

Key West Cemetery

At the old town, pay a visit to the Key West Cemetery. This cemetery dates back to 1847 and about 100,000 are buried here. There are free walking tours that you can go on to learn about its history and hear all the quirky stories. Here is a self guided tour to consider.

Truman Little White House

(Video) One Day in Key West, Florida - Travel Guide | What to Do, See, & Eat in America’s Southernmost City!

Truman Little White House is another stop at the Old town. It is located at the Truman Annex, which was the former winter residence of US President Harry Truman.

It is a presidential museum in Florida, and you will find that many pieces of furniture are still in place. You can grab tickets here for the house/museum tour

Mallory Square and the Historic Seaport

A short walk from the Truman House is the Mallory Square and the Historic Seaport.

Mallory Square is a lovely plaza located on the waterfront area in the historic Old Town, facing the Gulf of Mexico. The cruise ship port is adjacent to it.

Stop here for soaking in water views, or rest and grab a bite to eat, before exploring the next set of attractions.

From the Mallory Square, you can pick 2-3 sites to visit next. They are all located within walking distance from the waterfront.

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The Key West Aquarium

The Key West Aquarium is about a minute walk away. It is the only public aquarium in Key West, and is worth visiting!

Set aside about 45 minutes to an hour at the aquarium. Tickets start at $17 USD for adults, and you are allowed to explore the complex in a day (consecutive) day period.

Ernest Hemingway Home

Ernest Hemingway lived in Key West for a while and Ernest Hemingway Home was his residence in the 1930s. The home is very well-maintained and showcases the way Hemingway lived there with original architecture and furnishings.

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The museum is open all days of the year, and tickets start at $14 USD for adults. One of the coolest things about this museum is that it has about 57 (and counting) cats, wandering everywhere in the complex.

Key West Lighthouse

From the Hemingway House, walk to the Key West Lighthouse for a nice snap and exploration. This lighthouse dates back to 1825 and was originally meant to assist ships to avoid the hazardous reefs.

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With a history of over 120 years, a visit to the museum (located on-site) is a must to understand the history of Key West and its surrounding areas.

If you have time on your hands, climb 88 steps to reach the top of the tower for some amazing views.

Fort Zachary Taylor State Park

Fort Zachary Taylor State Park is another spot worth exploring in Key West. It is a historical and a coastal area located at the southern tip of Key West (at the end of Southard Street on Truman Annex). The site is centered around the Civil War-era fort.

The entrance fee to the park is $2.50 USD, or $7 for two with a vehicle.

Key West Butterfly and Nature Conservatory

Also located at Duval Street is the Key West Butterfly and Nature Conservatory. This conservatory is home to over 60 different species of live butterflies from all over the world.

The butterflies are kept inside climate-controlled, and glass-enclosed habitat. Tickets start at $10 to $13 USD.

Other than butterflies, don’t forget to meet the cutest flamingos – Scarlet and Rhett.

(Video) Best Things to Do in Key West, Florida

Southernmost Point of the Continental United States

2 minute walk from the conservatory is the Southernmost Point of the Continental US, marked by an anchored concrete buoy. Don’t forget to snap a photo here!

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Additional sightseeing attractions to consider: You can easily swap the recommendations above with these options, all located in the Old Town – Key West Shipwreck Treasure Museum, Key West Historic Memorial Sculpture Garden, Mel Fisher Maritime Museum, and the Audubon House.

Finish the day at Duval Street

Duval Street is the heart of the Downtown area of Key West. It is known for its active nightlife, and here you will find awesome places to hang out and chill – from bars, restaurants, to nightclubs.

Here are some restaurant recommendations for the evening,

  • Visit the historic Sloppy Joe’s, which was a personal favorite of Ernest Hemingway. Enjoy cuisine, and live music
  • Sit down at Red Shoe Island Bistro, and try their Key Lime pie and Pork tenderloins
  • Head to Martin’s for a European dinner experience
  • For delicious seafood, head to Matt’s Stock Island Kitchen in Key West

Day 2 of Key West Itinerary 2 days: Go snorkeling, dolphin watching, beach time and set sailing on a sunset cruise

For day 2 in Key West, indulge in water sports of your choice, followed by beach time and a sunset cruise to finish the day.

From snorkeling, jet skiing to dolphin watching, there are a ton of adventurous things to do in Key West.

We have shortlisted these tours from GetYourGuide (our trusted tour provider which we have been using for the past 5 + years or so). You can easily book them online. If you prefer booking on the spot (when in Key West) then Fury Water Adventures is a good option to consider.

We have also included non water sports activities below, so keep reading!

Snorkeling with breakfast and Mimosas (3 hours)

This 3 hour snorkeling tour comes with a breakfast option. You have to arrive at the port, and then join the cruise. On broad you will enjoy epic views of the coastline and snack on a delicious, light breakfast plus mimosas.

In this highly recommended tour, you get to enjoy some of Key West’s 110 species of coral and 500 species of tropical fish.

At the snorkel site, your guide will provide all the necessary gear and safety briefing. Your instructor will lead you to the impressive coral reef and snorkel as you go in search of colorful marine life.

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You can book your 3 hour tour with breakfast here. For snorkeling do remember to bring your swimwear and a towel.

Dolphin and Snorkel Tour (3 hours)

Here is another alternative where you can combine a dolphin watching and a snorkeling tour too.

In this 3 hour tour, you are taken on a fast catamaran to see Key West dolphins. After that, you will be guided to the Key West wildlife refuge to snorkel in the shallow backcountry waters.

The tour guide will be leading the way, so if snorkeling is new to you, no worries as you are in safe hands. You can book your tour here (3 hours)

Other tours:

Beaches in Key West

If you are not into watersports, consider spending time at the beach, and joining a food and cultural tour. Popular beaches in the city include South Beach, Rest Beach, Higgs Beach, Simonton Beach and the Smathers Beach are great options.

You will like Rest Beach for a nice time under the sun for a picnic. You will find picnic tables here.

Food and culture tour

A food tour is a great way to experience the city’s culture and cuisine. This 3-hour guided small-group tour takes you to 6 tasting locations. Tastings range from local eateries, tucked-away hidden gems, and a fisherman-owned seafood market. You will be able to truly see, eat how locals do.

(Video) One Day in Key West...What Should You Do?

You will also get to learn about the history of Key West along the way, and also receive a collection of exclusive recipes from your stops and keep them as souvenirs. Book your 3 hour food tour here

Sunset Cruise & Key West Sunset Celebration

Sunsets are mesmerizing in Key West. The ‘See you at Sunset’ phrase summarizes the spirit of the city. Mallory Square is a popular spot to ring in the evening vibes with celebrations, and hop on a sunset cruise with dinner abroad.

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The Key West Sunset Celebration takes place at the square. This ‘event’ started in the 1960’s and even today just before sunset, spectators get together to soak in the golden hues over the horizon of the Gulf of Mexico.

Along with natural beauty, you are surrounded by performers from magicians, jugglers, to local musicians, and food vendors for a spectacular evening!

The sunset cruise is also a lovely add-on to your evening. The cruise begins on “The Party Cat”, and it lasts for 2 hours, where you get to enjoy a buffet dinner and an open bar.

After dinner, you are welcomed to the upper deck for live music and dancing. Don’t forget to bring a light scarf, and your camera to capture the gorgeous night sky and the waters.

You can book a sunset cruise with dinner here

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Day trips from Key West: 3 days in Florida Keys Itinerary or more

To extend your trip from Key West, you can add visits to national and state parks.

Key West to Miami Road Trip

If Key West is your entry to Florida, then visiting Miami from there, is recommended.

The road trip from either way is worth it, as it is filled with blue beaches, and leafy trees. It takes 3.50 hours one way, and you get to explore one of the finest cities in the US.

There are awesome places to stop along the way. Here are some road trip stops to consider,

  • Big Pine Key: Perfect for outdoorsy activities like fishing, and admiring the beautiful coastal scenery.
  • Marathon: Key to Marathon is about an hour’s drive away. It is set on 13 islands in the Florida Keys and is known for tropical activities. On the southern edge is the Seven Mile Bridge – Overseas Highway. Although it takes 4 hours to complete the drive, you can surely admire the endless blue water views here. The bridge has two traveling lanes, and you can enjoy trails next to the highway or stop for a picnic.
  • Islamorada: Key West to Islamorada is about less than 2 hours. It is a pretty village in Monroe County. It is known for its coral reefs, dolphins, and the Diving Museum. This spot is perfect for a rest spot. The Florida Keys Brewing Co. located at Islamorada (Old Hwy) is a travelers favorite for light beer, fish tacos, and live music.
  • Key Largo: You can explore Key Largo as a day trip from Key West, or stop as you drive from Key West to Miami. It takes about 2 to 2.50 hours to get there. Key Largo is home to the world’s second largest artificial reef, beaches, and beautiful resorts. Do visit Key Largo Conch House for delicious seafood and key lime pie.
  • Miami

From Miami, do include a trip to Biscayne National Park. (Key West to Biscayne National Park is 3 hour by road, so a day trip will be too much. But you can visit Biscayne National Park and then proceed to Miami instead).

Day trips from Key West

Bahia Honda State Park: From Key West you can also explore the Bahia Honda State Park. It takes about 50 minutes to get there by car. You can reach there via public transportation (located at mile marker 37 in the Florida Keys).

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This State Park features an award winning beach and historic bridge.

Dry Tortugas National Park: Dry Tortugas National Park is located west of Key West, and it takes about 2 hours and 15 minutes to get there by ferry. Dry Tortugas comprises 7 islands, and coral reefs.

At the park, you can explore 19th-century Fort Jefferson and relax at a beach. When traveling from Key West, set aside 4-5 hours at the National Park.

Everglades National Park: There are other national parks in Florida that you can visit from Key West, the most popular one worth exploring is the Everglades National Park (2.50+ hours by road one way).

Well known for its subtropical wetlands, from coastal mangroves, and marshes, the Everglades is home to hundreds of species of animals such as leatherback turtle, Florida panther and West Indian manatee.

There are tons of easy to challenging hikes that you can embark on at the Everglades. On a day trip you can also explore by enjoying short walks and strolls on well marked boardwalks, go on an airboat tour, or join a Shark Valley Tram tour. National Park fees apply.

What to pack for a trip to the Florida Keys?

Being a tropical destination, we wanted to share a packing list for your trip,

  • Sunscreen and sunglasses: Regardless of the month of visit, you must carry sunscreen and sunglasses to provide against harmful UV rays. Reapply sunscreen when necessary.
  • Walking Shoes: Since the city is walkable, bring in your best and comfortable walking shoes
  • Beach essentials: Don’t forget flip flops, swimwear, shorts, a hat, and a beach bag
  • Water shoes
  • Breathable clothes: Carry and wear airy and breathable fabrics. Pack flowy dresses in different colors.

Sightseeing Map with stops for 2 day Florida Keys Itinerary

Additional Key West Travel Tips: Key West Itinerary 2 days

Is 2 days enough in Key West?

2 days are perfect to explore Key West. You can set aside a day for exploring the iconic city attractions such as Key West Historic District – Truman House, Hemingway House, Key West Cemetery and Duval Street.

Keep the second day for watersports and sunset sail.

How many days do you need to visit Key West?

2 to 3 days are enough for Key West. With an extra day in the city you can either visit one of the national or state parks on a day tour. Or pick more water sports.

Other than snorkeling and dolphin watching, you can also go on eco tours, jet skiing, and sailing/parasailing, without being rushed.

How many days do you need to see the Florida Keys?

A minimum of 3 days is necessary to drive from Key West to Florida keys, and check off the prime attractions, and stop/relax too.

What is the best time to go to Key West?

The best time to visit Key West Florida is from March to May when the weather is pleasant for sightseeing – it is not too hot. Plus the peak crowds (from December to March) would have disappeared during that time allowing for better hotel and flight deals.

Winters are very busy and crowded here, and it is the busiest time of year to visit Key West.

Off season months are from June to November, but summers are hot. September and November are the cheapest for hotels and flights.

Is Key West Expensive?

It is possible to travel to Key West on a budget. Booking during the off season is key to save on flights, hotels and tours. The city is walkable, so you don’t have to spend on renting a car.

City sightseeing doesn’t have to be expensive either, you can walk to various attractions, admire the coastlines/beaches, and opt for self guided tours. In terms of food, there are tons of casual and affordable food vendors that you can rely on for your meals in Key West.

(Video) Miami to Key West Road Trip: 17 Stops Along the Florida Keys Scenic Highway

We hope you found this suggested 2 day Key West itinerary useful in planning your next getaway to Florida!

Pin: How to spend 2 days in Florida Keys itinerary

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Is 2 days in Key West enough? ›

How many days do you need to visit Key West? 2 to 3 days are enough for Key West. With an extra day in the city you can either visit one of the national or state parks on a day tour. Or pick more water sports.

How many days is enough for Key West? ›

How Many Days Do You Need in Key West? Key West is worth a day trip, but the more time you have, the better! You could easily spend a week in Key West, but 3-4 days is optimal if you want to do it all and still have time to relax.

Is Key West busy on weekends? ›

It's always busy, but more so on the weekends. Live music all week, and try to avoid cruise ship days if possible.

Is 3 days in Key West enough? ›

Three days is absolutely enough time to spend in Key West. The island is small and offers the perfect 3-day vacation experience. With that said, there's so much to enjoy that you can easily extend your trip and not get bored.

What is the least crowded month in Key West? ›

The best time to visit Key West is between March and May. The winter crowds will taper off, the hotel rates become reasonable and the weather is remarkably similar to winter's blissful 70s and 80s.

What month is best for Key West? ›

The best time to visit Key West, Florida is from March to May, during the springtime shoulder season. Great weather, slightly more reasonable prices than winter months, and fewer crowds—but no hurricanes—all align to set the stage for a delightful family vacation.

Do you need a car on Key West? ›

You don't really need a car in Key West unless you're planning to do a lot of shopping or are heading out to multiple far-fetched points in the Keys. The island is only four miles long and about one mile wide, so almost everything is located within walking distance.

Is Key West a walkable town? ›

Key West is a very walkable town. Many of the best things to do in Key West are located around Mallory Square, along Duval and Whitehead Streets, and down towards the Southernmost Point. The Key West Trolley can be used as a hop-on hop-off bus to get around Key West.

Is it worth going all the way to Key West? ›

Yes, Key West is worth visiting! It is a tropical island that offers a unique blend of history, culture, scenic beauty, and outdoor activities. Key West is famous for its sandy beaches, crystal clear waters, historic landmarks, vibrant nightlife, and street performers.

Is it better to stay downtown in Key West? ›

If you want to be in the heart of things, the best area to stay in Key West is the downtown area. Here, you'll be within easy walking distance of Duval Street, giving you plenty of options for drinking and dining, as well as some excellent shopping.

Which Florida key is the most walkable? ›

When you cross over the Number Four Bridge to Cedar Key, you cross into someplace utterly unique, where time moves a little slower.

Why is Key West so expensive right now? ›

In addition, restaurant prices have risen, and you can spend lots of money on admissions and tours. But the reason Key West commands high prices is that it is a special one-of-kind city and it's a long way from alternative places to lodge.

What time of day is best to travel to Key West? ›

The best times to drive to Key West are late at night (after 8pm), early in the morning (before 8am), or ideally on a weekday.

Is Key West too touristy? ›

While both Key Largo and Key West are fairly touristy, you'll find fewer tourist-centric spots in Key Largo than in Key West. Key West is a party town filled with nightlife and activity, while Key Largo is more laid-back and relaxed.

How many days should I stay in the Keys? ›

While it's always ideal to spend more time in any destination, I recommend staying for at least four days in the Florida Keys, if not longer. To accomplish many things to do in the Florida Keys, you'll need a solid five days.

When should you not go to the Keys? ›

The two worst times to visit Key West are the winter and during hurricane season. Key West is a winter hot spot since many people live in areas where season changes are significant. After about a month or two of winter, people get annoyed by the snow and want a tropical getaway.

What is the hottest month in Key West? ›

July is the hottest month in Key West with an average temperature of 29.5°C (85°F) and the coldest is January at 20.5°C (69°F) with the most daily sunshine hours at 11 in July.

When not to go to Key West? ›

The worst time to visit Key West is August and especially September for a high risk of rain from the annual Caribbean hurricane season. Visitors who favor land activities will find that winter also is a good time to go. Visitors who favor water activities may want to go from late spring to early summer.

Which Florida Key has the best beaches? ›

Bahia Honda State Park, Big Pine Key

For years, there has been widespread agreement that the best beaches in the Florida Keys are the beaches at Bahia Honda State Park at MM 36.8.

What is rainy season in Key West? ›

The rainy season in the Florida Keys typically runs from June through October, covering the bulk of the hurricane season, which ends on November 30th.

Is there a free shuttle in Key West? ›

This FREE hop-on hop-off bus service runs from the City's Park and Ride on Grinnell Street, along Caroline Street, right on Simonton Street, around Front Street, up the length of Whitehead, through Truman Waterfront, then returns down the length of Simonton to Fleming.

Can you walk with alcohol in Key West? ›

Florida Keys Have Open Container Laws

No alcohol, please. The Florida Keys & Key West do enforce open container laws that prohibit open containers of alcohol on most public beaches, parks and streets; including world-famous Duval Street.

Are there Ubers on Key West? ›

Taxis are available on the street, as well as in front of the Key West International Airport (EYW) in the middle of the island. Plus, the Key West Department of Transportation operates public bus routes around the island. Ride-hailing apps, such as Uber and Lyft, also service the island.

What should I be careful of in Key West? ›

What NOT To Do On Your Key West Vacation
  • Don't Drive in Key West. ...
  • Don't Think Duval Street Has All the Restaurants. ...
  • Don't Let Prices Scare You Off. ...
  • Don't Forget These Key West Essentials: ...
  • Don't Feel Bad Taking a Trolley or Train Tour. ...
  • Don't Miss Sunset in Key West. ...
  • Don't Expect Sandy Beaches.
Dec 18, 2021

What is the most beautiful street in Key West? ›


For an Insta-worthy night out on the town and a whole other kind of scenic view, Duval Street is the place to be!

What is the best way to explore Key West? ›

Here are some of the best ways to get around Key West.
  1. Take the Old Town Trolley Tour. ...
  2. Tour the City on a Bike. ...
  3. Hop in an Electric Car. ...
  4. Rent a Car. ...
  5. Cruise around by Boat. ...
  6. Call a Cab or Limo Service.

Are things expensive in Key West? ›

Many people visit Key West as a vacation destination because of the clear waters, whimsical local culture, and history, but it can also be an expensive vacation. There is a high demand from tourists for lodging and accommodations, and the limited nature of availability on the island can occasionally drive up prices.

Can you see Cuba from Key West? ›

No, you cannot see Cuba from Key West at night, during the day, on a clear day, not from Key West and not from any part of Florida or the US.

What is the best side of Key West to stay on? ›

The Best Area to Stay in Key West

With that in mind, Old Town (also known as the Historic District) is the best area to stay, whether it's a charming bed-and-breakfast in the Heart of Old Town or a more luxurious hotel in and around Downtown, Casa Marina, or the Historic Seaport.

What is the most popular part of Key West? ›

Perhaps one of the most popular destinations on the island of Key West, Duval Street is the main drag of downtown, running north and south from the Gulf of Mexico to the Atlantic Ocean.

What is the fun street in Key West? ›

Running north to south from the Gulf of Mexico to the Atlantic Ocean, Duval Street is the epicenter of Key West's famous party atmosphere.

What is the prettiest Florida key? ›

While Key Largo is undoubtedly the prettiest of all the Florida Keys, it's also one that's home to plenty of activities for the avid beachgoer. With scenic views like this, it would be tough not to fall in love with such a beachside beauty!

What is the best street to walk in Key West? ›

Walking through Duval Street

When you explore Key West, you'll find most of the action on an eight-block stretch along Duval Street from Mallory Square.

What is the most expensive part of Key West? ›

The priciest neighborhoods in Key West are The Meadows, Old Town, Casa Marina and Truman Annex. The Meadows is the smallest of these. In the late 1800's and early 1900's The Meadows was underdeveloped grassland and contained a few homes, several cigar factories, a few stores and the Key West dairy.

What is the most expensive part of the Florida Keys? ›

The 8.5-acre estate in Islamorada has a whopping quarter mile of private beach. This is the most expensive home on the market in the Florida Keys.

Is Key West cheaper than Hawaii? ›

Plus, the Keys are also way cheaper than Hawaii. Hawaii, on the other hand, is famous for a few big things. Especially, when it comes to beaches and natural beauty, Hawaii can boot out the rest. However, the experiences it offers can somewhat be limited, and is the most expensive out of the two.

How far in advance should I get to Key West airport? ›

Key West International Airport recommends arriving 2 hours 3 hours before your scheduled airline departure. Remember to arrive early and, if necessary, allow yourself enough time to park your car at the airport.

Does it get cold at night in Key West? ›

Nights at Key West are consistently warm, staying above 50 °F nearly throughout the year. From June to September, the temperature normally never gets any colder than 70 degrees.

Is one day enough for Key West? ›

Is one day enough in Key West? It's just enough to get a taste and have a great enough day that you'll start planning your next trip to Key West. You can spend it sitting by the ocean with drinks in your hand at a nearby bar, like Sunset Pier. Or visit one of the many historic landmarks we did.

Is it safe to walk in Key West at night? ›

The crime rate in the Florida Keys is low, but you should still use common sense when exploring Key West, especially at night and around hectic Duval Street and Mallory Square. Exercise caution when going into the water as well; be sure to heed all flags and warnings from authorities.

Is Key West fun if you don't drink? ›

Lots of people don't drink for different reasons and they do just fine going out. Key West has the whole outdoors to hang out in, lots of arts stuff, a great music scene. Just taking a walk in Old Town can make for a great afternoon. I've learned to create a social life that doesn't begin and end at the bar.

What is the cheapest month to visit the Keys? ›

The fall (September–November) is the low season in Key West, and room rates can drop by 50 percent or more. The hot, storm-prone summer months also see lower prices, and you'll find decent discounts in April and May after the winter crowds thin out.

What is the busiest month in the Florida Keys? ›

March is peak high season in Key West, but the weather is great, with every day at 75°F and low humidity. The downside is higher prices for flights and lodging. April sees a small dip in crowds, and May is a great shoulder season time to come. Prices drop and and crowds thin.

Is a day enough in Key West? ›

One day in Key West is a fun escape. While some parts can be touristy, it isn't bad. There are so many restaurants, bars, history, and plenty of things to see and do on the island for everyone.

Is it worth a day trip to Key West? ›

Yes, Key West is worth visiting! It is a tropical island that offers a unique blend of history, culture, scenic beauty, and outdoor activities. Key West is famous for its sandy beaches, crystal clear waters, historic landmarks, vibrant nightlife, and street performers.

When should you avoid Key West? ›

The worst time to visit Key West is August and especially September for a high risk of rain from the annual Caribbean hurricane season. Visitors who favor land activities will find that winter also is a good time to go. Visitors who favor water activities may want to go from late spring to early summer.

What is the best way to get around Key West? ›

The best way to get around Key West is on foot. Mopeds and bicycles are also popular, though mopeds can be dangerous. Taxis are available on the street, as well as in front of the Key West International Airport (EYW) in the middle of the island.

How much money should I take to Key West? ›

How much money will you need for your trip to Key West? You should plan to spend around $551 per day on your vacation in Key West, which is the average daily price based on the expenses of other visitors. Past travelers have spent, on average, $385 on meals for one day and $51 on local transportation.

Why is it so expensive to go to Key West? ›

In addition, restaurant prices have risen, and you can spend lots of money on admissions and tours. But the reason Key West commands high prices is that it is a special one-of-kind city and it's a long way from alternative places to lodge.

How do you spend a morning in Key West? ›

Key West Day Trip In-Depth Itinerary
  1. Breakfast or Brunch at Blue Heaven. ...
  2. Snorkeling at Fort Zachary Taylor State Park. ...
  3. Lunch at Cuban Coffee Queen. ...
  4. Snap a Pic at the Iconic 'Greetings From Key West' Mural. ...
  5. Stroll Through the Key West Historic Seaport. ...
  6. Get Key Lime Pie on a Stick at Kermit's Key Lime Shoppe.


1. WATCH THIS BEFORE YOU GO TO THE FLORIDA KEYS! | Ultimate Florida Keys Road Trip Guide
(The Lovers Passport)
(Flourish Ever After)
3. Florida 8 Day Road Trip: Miami, Key West, Everglades, Dry Tortugas & Biscayne Bay
(Through My Lens)
4. 25 Things To Do In Florida Keys and Key West!
(ON World Travel)
5. Miami to Keywest 3 Days Itinerary in 5 Minutes
(Getaways in USA)
6. BEST WAY TO SPEND 4 DAYS IN MIAMI: PART 1 w/ a day trip to Key West!
(James and Meg)


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